narciclasine profile

narciclasine: antitumor alkaloid from bulbs of Narcissus species [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Related Flora

Flora	Rank	Flora Definition	Family	Family Definition
Narcissus	genus	A plant genus of the family Amaryllidaceae. Members contain ungiminorine and LECTINS.[MeSH]	Amaryllidaceae	A family of herbaceous plants with bulbs or rhizomes in the order Asparagales.[MeSH]

ID Source	ID
PubMed CID	72376
CHEMBL ID	98745
CHEBI ID	70169
SCHEMBL ID	625165
MeSH ID	M0056504

Synonym
chebi:70169 ,
CHEMBL98745 ,
nsc-266535
[1,5-j]phenanthridin-6(2h)-one, 3,4,4a,5-tetrahydro-2,3,4,7-tetrahydroxy-, [2s-(2.alpha.,3.beta.,4.beta.,4a.beta.)]-
NCI60_002146
(1,3)dioxolo(4,5-j)phenanthridin-6(2h)-one, 3,4,4a,5-tetrahydro-2,3,4,7-tetrahydroxy-, (2s-(2-alpha,3-beta,4-beta,4a-beta))-
nsc 266535
brn 1087400
NSC266535 ,
lycoricidinol
3,4,4a,5-tetrahydro-2,3,4,7-tetrahydroxy-(1,3)dioxolo(4,5-j)phenanthridin-6(2h)-one
(2s,3r,4s,4ar)-2,3,4,7-tetrahydroxy-3,4,4a,5-tetrahydro-2h-[1,3]dioxolo[4,5-j]phenanthridin-6-one
29477-83-6
C08533
narciclasine
(2s,3r,4s,4ar)-2,3,4,7-tetrahydroxy-3,4,4a,5-tetrahydro[1,3]dioxolo[4,5-j]phenanthridin-6(2h)-one
cid_619061
bdbm50293603
HY-16563
CS-1051
BRD-K06792661-001-01-9
SCHEMBL625165
(2s,3r,4s,4ar)-3,4,4a,5-tetrahydro-2,3,4,7-tetrahydroxy-(1,3)dioxolo(4,5-j)phenanthridin-6(2h)-one
AKOS024457767
mfcd01729949
DTXSID70183677
narciclasine, >=98% (hplc)
J-017538
3KF ,
(2s,3r,4s,4ar)-2,3,4,7-tetrahydroxy-3,4,4a,5-tetrahydro-[1,3]dioxolo[4,5-j]phenanthridin-6(2h)-one
Q18379239
MS-24449
[1,3]dioxolo[4,5-j]phenanthridin-6(2h)-one, 3,4,4a,5-tetrahydro-2,3,4,7-tetrahydroxy-, (2s,3r,4s,4ar)-
BP-25400
[1,3]dioxolo[4,5-j]phenanthridin-6(2h)-one, 3,4,4a,5-tetrahydro-2,3,4,7-tetrahydroxy-, (2s,3r,4s,4ar)

Excerpt	Reference	Relevance
"Narciclasine (1) is a plant growth regulator that has been previously demonstrated to be proapoptotic to cancer cells at high concentrations (> or = 1 microM). "	( Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents. Berger, W; Dehoux, M; Dewelle, J; El Yazidi, M; Ingrassia, L; Kiss, R; Lefranc, F; Mathieu, V; Pottier, L; Sauvage, S; Spiegl-Kreinecker, S; Van Quaquebeke, E, 2009)	2.03
"Narciclasine (Ncs) is an alkaloid isolated from the Amaryllidaceae plants."	( Narciclasine inhibits phospholipase A2 and regulates phospholipid metabolism to ameliorate psoriasis-like dermatitis. Chen, H; Huang, Y; Jiang, J; Jin, Z; Kong, Y; Li, L; Liu, X; Tong, Q; Wei, F; Yin, J; Zhang, Y, 2022)	2.89
"Narciclasine is a plant alkaloid which has shown to possess anti-inflammatory properties."	( Narciclasine improves outcome in sepsis among neonatal rats via inhibition of calprotectin and alleviating inflammatory responses. Badhe, BA; Bhat, BV; Dhas, BB; Kingsley, MK; Parija, SC, 2020)	2.72
"Narciclasine (NCS) is an Amaryllidaceae alkaloid isolated from Narcissus tazetta bulbs. "	( Inhibition of root growth by narciclasine is caused by DNA damage-induced cell cycle arrest in lettuce seedlings. Bi, Y; Cao, X; Hu, Y; Li, J; Nan, W; Yang, L, 2014)	2.14
"Narciclasine (NCS) is a plant growth inhibitor isolated from the secreted mucilage of Narcissus tazetta bulbs. "	( Oxidative stress and mitochondrial dysfunctions are early events in narciclasine-induced programmed cell death in tobacco Bright Yellow-2 cells. Bi, Y; Lu, H; Na, X; Wan, Q; Wang, H; Wang, X, 2012)	2.06
"Narciclasine (NCS) is an Amaryllidaceae alkaloid isolated from Narcissus tazetta bulbs. "	( Concentration-dependent effects of narciclasine on cell cycle progression in Arabidopsis root tips. Bi, Y; Hu, Y; Jia, P; Lu, H; Na, X; Wang, H; Wang, X; Yue, K, 2011)	2.09
"[3H]Narciclasine is a specific inhibitor of peptide bond formation on eukaryotic ribosomes and binds to 60-S ribosomal subunits. "	( Binding of [3H]narciclasine to eukaryotic ribosomes. A study on a structure-activity relationship. Baez, A; Vazquez, D, 1978)	1.17

Excerpt	Reference	Relevance
"Narciclasine displays IC(50) growth inhibitory values between 30-100 nM in melanoma cell lines, irrespective of their levels of resistance to proapoptotic stimuli."	( Targeting of eEF1A with Amaryllidaceae isocarbostyrils as a strategy to combat melanomas. Becker, JP; Berger, W; Evidente, A; Hutton, J; Kinzy, TG; Kiss, R; Kornienko, A; Lallemand, B; Lefranc, F; Mathieu, V; Pelletier, J; Pirker, C; Prévost, M; Robert, F; Van Antwerpen, P; Van Goietsenoven, G; Vandenbussche, G, 2010)	1.08

Role	Description
metabolite	Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Class	Description
phenanthridines	Any dibenzopyridine based on the skeleton of phenanthridine and its substituted derivatives thereof.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Cytochrome P450 3A4	Homo sapiens (human)	Ki	0.6303	0.0001	1.4162	9.9000	AID420064; AID568739
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
lipid hydroxylation	Cytochrome P450 3A4	Homo sapiens (human)
lipid metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
steroid catabolic process	Cytochrome P450 3A4	Homo sapiens (human)
xenobiotic metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
steroid metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
cholesterol metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
androgen metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
estrogen metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
alkaloid catabolic process	Cytochrome P450 3A4	Homo sapiens (human)
monoterpenoid metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
calcitriol biosynthetic process from calciol	Cytochrome P450 3A4	Homo sapiens (human)
xenobiotic catabolic process	Cytochrome P450 3A4	Homo sapiens (human)
vitamin D metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
vitamin D catabolic process	Cytochrome P450 3A4	Homo sapiens (human)
retinol metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
retinoic acid metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
long-chain fatty acid biosynthetic process	Cytochrome P450 3A4	Homo sapiens (human)
aflatoxin metabolic process	Cytochrome P450 3A4	Homo sapiens (human)
oxidative demethylation	Cytochrome P450 3A4	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
monooxygenase activity	Cytochrome P450 3A4	Homo sapiens (human)
steroid binding	Cytochrome P450 3A4	Homo sapiens (human)
iron ion binding	Cytochrome P450 3A4	Homo sapiens (human)
protein binding	Cytochrome P450 3A4	Homo sapiens (human)
steroid hydroxylase activity	Cytochrome P450 3A4	Homo sapiens (human)
retinoic acid 4-hydroxylase activity	Cytochrome P450 3A4	Homo sapiens (human)
oxidoreductase activity	Cytochrome P450 3A4	Homo sapiens (human)
oxygen binding	Cytochrome P450 3A4	Homo sapiens (human)
enzyme binding	Cytochrome P450 3A4	Homo sapiens (human)
heme binding	Cytochrome P450 3A4	Homo sapiens (human)
vitamin D3 25-hydroxylase activity	Cytochrome P450 3A4	Homo sapiens (human)
caffeine oxidase activity	Cytochrome P450 3A4	Homo sapiens (human)
quinine 3-monooxygenase activity	Cytochrome P450 3A4	Homo sapiens (human)
testosterone 6-beta-hydroxylase activity	Cytochrome P450 3A4	Homo sapiens (human)
1-alpha,25-dihydroxyvitamin D3 23-hydroxylase activity	Cytochrome P450 3A4	Homo sapiens (human)
anandamide 8,9 epoxidase activity	Cytochrome P450 3A4	Homo sapiens (human)
anandamide 11,12 epoxidase activity	Cytochrome P450 3A4	Homo sapiens (human)
anandamide 14,15 epoxidase activity	Cytochrome P450 3A4	Homo sapiens (human)
aromatase activity	Cytochrome P450 3A4	Homo sapiens (human)
vitamin D 24-hydroxylase activity	Cytochrome P450 3A4	Homo sapiens (human)
estrogen 16-alpha-hydroxylase activity	Cytochrome P450 3A4	Homo sapiens (human)
estrogen 2-hydroxylase activity	Cytochrome P450 3A4	Homo sapiens (human)
1,8-cineole 2-exo-monooxygenase activity	Cytochrome P450 3A4	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
cytoplasm	Cytochrome P450 3A4	Homo sapiens (human)
endoplasmic reticulum membrane	Cytochrome P450 3A4	Homo sapiens (human)
intracellular membrane-bounded organelle	Cytochrome P450 3A4	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (170)

Assay ID	Title	Year	Journal	Article
AID399929	Cytotoxicity against human NCI-H460 cells	2004	Journal of natural products, Mar, Volume: 67, Issue:3	Antineoplastic agents. 511. Direct phosphorylation of phenpanstatin and pancratistatin.
AID281101	Growth inhibition of human NCI-H460 cells after 48 hrs	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Antineoplastic agents. 550. Synthesis of 10b(s)-epipancratistatin from (+)-narciclasine.
AID370416	Toxicity in Wistar rat assessed as alteration in red and white blood cells count at 3 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370442	Induction of apoptosis in human U373 cells assessed as decrease in mitochondrial membrane potential	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID609964	Antiproliferative activity against human NCI-H460 cells assessed as viable cells after 48 hrs by MTT assay	2011	Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16	Synthesis of C-1 homologues of pancratistatin and their preliminary biological evaluation.
AID370429	Toxicity in Wistar rat assessed as stomach abnormalities at 10 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID1366139	Antibacterial activity against Agrobacterium tumefaciens assessed as inhibition of crown gall tumor initiation at 1 mg/ml	2017	Bioorganic & medicinal chemistry letters, 11-15, Volume: 27, Issue:22	Antibacterial constituents of the plant family Amaryllidaceae.
AID403379	Cytotoxicity against mouse P388 cells	2005	Journal of natural products, Aug, Volume: 68, Issue:8	Antineoplastic agents. 553. The Texas grasshopper Brachystola magna.
AID281103	Growth inhibition of human DU145 cells after 48 hrs	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Antineoplastic agents. 550. Synthesis of 10b(s)-epipancratistatin from (+)-narciclasine.
AID370418	Toxicity in Wistar rat assessed as decrease in creatinine level at 3 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID399928	Cytotoxicity against human SF268 cells	2004	Journal of natural products, Mar, Volume: 67, Issue:3	Antineoplastic agents. 511. Direct phosphorylation of phenpanstatin and pancratistatin.
AID200949	Tested for growth inhibition activity against CNS SF-268 human cancer cell	2004	Bioorganic & medicinal chemistry letters, Jun-07, Volume: 14, Issue:11	Synthesis and biological activity of some structural modifications of pancratistatin.
AID479397	Growth inhibition of apoptosis-resistant human OE21 cells after 72 hrs by MTT assay	2010	Journal of natural products, May-28, Volume: 73, Issue:5	Investigations of fungal secondary metabolites with potential anticancer activity.
AID688343	Cytotoxicity against human MCF7 cells	2012	Bioorganic & medicinal chemistry letters, Oct-01, Volume: 22, Issue:19	Apoptosis-inducing effects of distichamine and narciprimine, rare alkaloids of the plant family Amaryllidaceae.
AID1873263	Anti-obesity activity in male C57BL/6 mouse model of high-fat diet induced obesity assessed as body weight change at 1 mg/kg, po administered once a week for 7 weeks relative to control	2022	European journal of medicinal chemistry, Jul-05, Volume: 237	Recent advances in natural anti-obesity compounds and derivatives based on in vivo evidence: A mini-review.
AID370380	Antiproliferative activity against human HCT15 by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID378665	Growth inhibition of human NCI-H460 cells	2006	Journal of natural products, Jan, Volume: 69, Issue:1	Isolation and structural modification of 7-deoxynarciclasine and 7-deoxy-trans-dihydronarciclasine.
AID370406	Toxicity in Wistar rat assessed as mortality at 3 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID403380	Cytotoxicity against human BxPC3 cells after 48 hrs by SRB assay	2005	Journal of natural products, Aug, Volume: 68, Issue:8	Antineoplastic agents. 553. The Texas grasshopper Brachystola magna.
AID370403	Metabolic stability in rat liver microsomes	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID403381	Cytotoxicity against human MCF7 cells after 48 hrs by SRB assay	2005	Journal of natural products, Aug, Volume: 68, Issue:8	Antineoplastic agents. 553. The Texas grasshopper Brachystola magna.
AID370410	Toxicity in Wistar rat assessed as hunched posture/lethargy at 10 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370431	Toxicity in Wistar rat assessed as glandular gastric lesions at 25 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID348036	Effect on cytoskeleton organization in human CCD-25Lu cells assessed as increase in proportion of fibrillary polymerized actin at 100 nM by fluorescence microscopy	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID1615187	Antiinflammatory activity in HUVEC assessed as reduction in TNF-alpha-induced E-selectin cell surface expression at 7.2 nM preincubated for 30 mins followed by TNF-alpha addition and measured after 4 hrs by ELISA	2019	Journal of natural products, 05-24, Volume: 82, Issue:5	Identification of Narciclasine as an in Vitro Anti-Inflammatory Component of Cyrtanthus contractus by Correlation-Based Metabolomics.
AID348040	Antiproliferative activity against human Hs 683 cells by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370375	Antiproliferative activity against human G361 cells by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID420064	Inhibition of human CYP3A4 assessed as biotransformation of 7-benzyloxyquinoline	2009	Bioorganic & medicinal chemistry letters, Jun-15, Volume: 19, Issue:12	Selective cytochrome P450 3A4 inhibitory activity of Amaryllidaceae alkaloids.
AID370417	Toxicity in Wistar rat assessed as increase in alanine aminotransferase activity at 3 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID336617	Therapeutic index, ratio of TC50 for african green monkey Vero cells to IC50 for Dengue type 4 virus	1992	Journal of natural products, Nov, Volume: 55, Issue:11	Antiviral (RNA) activity of selected Amaryllidaceae isoquinoline constituents and synthesis of related substances.
AID370411	Toxicity in Wistar rat assessed as hunched posture/piloerection at 3 mg/kgv, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID336615	Therapeutic index, ratio of TC50 for african green monkey Vero cells to IC50 for Yellow fever virus Ashibi	1992	Journal of natural products, Nov, Volume: 55, Issue:11	Antiviral (RNA) activity of selected Amaryllidaceae isoquinoline constituents and synthesis of related substances.
AID1283350	Antiviral activity against HSV1 KOS ATCC VR1493 infected in human iPSC cells assessed as viral DNA replication at 10 uM measured 24 hrs post infection by FISH analysis	2016	ACS medicinal chemistry letters, Jan-14, Volume: 7, Issue:1	iPSC Neuronal Assay Identifies Amaryllidaceae Pharmacophore with Multiple Effects against Herpesvirus Infections.
AID370441	Effect on cytoskeleton organization in human CCD-25Lu cells assessed as increase in disorganization of actin-cytoskeleton at 100 nM by fluorescence microscopy	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID403385	Cytotoxicity against human DU145 cells after 48 hrs by SRB assay	2005	Journal of natural products, Aug, Volume: 68, Issue:8	Antineoplastic agents. 553. The Texas grasshopper Brachystola magna.
AID378663	Growth inhibition of human MCF7 cells	2006	Journal of natural products, Jan, Volume: 69, Issue:1	Isolation and structural modification of 7-deoxynarciclasine and 7-deoxy-trans-dihydronarciclasine.
AID378666	Growth inhibition of human KM20L2 cells	2006	Journal of natural products, Jan, Volume: 69, Issue:1	Isolation and structural modification of 7-deoxynarciclasine and 7-deoxy-trans-dihydronarciclasine.
AID399930	Cytotoxicity against human KM20L2 cells	2004	Journal of natural products, Mar, Volume: 67, Issue:3	Antineoplastic agents. 511. Direct phosphorylation of phenpanstatin and pancratistatin.
AID281102	Growth inhibition of human KM20L2 cells after 48 hrs	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Antineoplastic agents. 550. Synthesis of 10b(s)-epipancratistatin from (+)-narciclasine.
AID336616	Antiviral activity against Dengue virus type 4 infected in african green monkey Vero cells after 6 days by plaque reduction assay	1992	Journal of natural products, Nov, Volume: 55, Issue:11	Antiviral (RNA) activity of selected Amaryllidaceae isoquinoline constituents and synthesis of related substances.
AID348033	Growth inhibition of human U373 cells at 100 nM after 72 hrs by wound healing assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370428	Toxicity in Wistar rat assessed as thymic atrophy and autolysis at 25 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370421	Toxicity in Wistar rat assessed as increase in cholesterol at 3 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370423	Toxicity in Wistar rat assessed as increase in phospholipid at 3 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID348037	Antiproliferative activity against human U373 cells by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370400	AUC (0 to 24 hrs) in B6D2F1 mouse at 5 mg/kg, iv single dose	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID1299115	Growth inhibition of human U373 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay	2016	Bioorganic & medicinal chemistry, 06-15, Volume: 24, Issue:12	Synthesis and in vitro growth inhibitory activity of novel silyl- and trityl-modified nucleosides.
AID568739	Inhibition of human CYP3A4	2011	Journal of natural products, Jan-28, Volume: 74, Issue:1	Human cytochrome P450 liability studies of trans-dihydronarciclasine: a readily available, potent, and selective cancer cell growth inhibitor.
AID378664	Growth inhibition of human SF269 cells	2006	Journal of natural products, Jan, Volume: 69, Issue:1	Isolation and structural modification of 7-deoxynarciclasine and 7-deoxy-trans-dihydronarciclasine.
AID348042	Antiproliferative activity against human FADU cells by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID348045	Antiproliferative activity against human SK-MEL-28 cells by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370433	Toxicity in Wistar rat assessed as keratinized forestomch acanthosis at 3 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370396	Elimination half life in B6D2F1 mouse at 5 mg/kg, iv for 5 days	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370436	Antitumor activity against human A549 NSCLC cells xenografted into mouse brain assessed as increase in survival of the mouse at 20 mg/kg, iv for 5 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID479394	Growth inhibition of apoptosis-resistant human U373 cells after 72 hrs by MTT assay	2010	Journal of natural products, May-28, Volume: 73, Issue:5	Investigations of fungal secondary metabolites with potential anticancer activity.
AID370427	Toxicity in Wistar rat assessed as red foci on thymus at 25 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370386	Antiproliferative activity against human WS1 cells	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID479396	Growth inhibition of apoptosis-resistant human SK-MEL-28 cells after 72 hrs by MTT assay	2010	Journal of natural products, May-28, Volume: 73, Issue:5	Investigations of fungal secondary metabolites with potential anticancer activity.
AID370393	Plasma concentration in B6D2F1 mouse at 10 mg/kg, po single dose	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID403382	Cytotoxicity against human SF268 cells after 48 hrs by SRB assay	2005	Journal of natural products, Aug, Volume: 68, Issue:8	Antineoplastic agents. 553. The Texas grasshopper Brachystola magna.
AID370408	Toxicity in Wistar rat assessed as piloerection/diarrhea at 25 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370382	Antiproliferative activity against human MCF7 cells by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370425	Toxicity in Wistar rat assessed as increase in calcium at 3 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID57889	Tested for growth inhibition activity against prostate DU-145 human cancer cell	2004	Bioorganic & medicinal chemistry letters, Jun-07, Volume: 14, Issue:11	Synthesis and biological activity of some structural modifications of pancratistatin.
AID1615188	Antiinflammatory activity in HUVEC assessed as reduction in TNF-alpha-induced E-selectin expression at 7.2 nM preincubated for 30 mins followed by TNF-alpha stimulation and measured after 30 mins by immunoblotting analysis	2019	Journal of natural products, 05-24, Volume: 82, Issue:5	Identification of Narciclasine as an in Vitro Anti-Inflammatory Component of Cyrtanthus contractus by Correlation-Based Metabolomics.
AID348043	Antiproliferative activity against human RPMI 2650 cells by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID348044	Antiproliferative activity against human Detroit 562 cells by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID336621	Antiviral activity against Punta Toro virus Adames infected in african green monkey Vero cells assessed as inhibition of virus-induced cytopathic effect by MTT assay	1992	Journal of natural products, Nov, Volume: 55, Issue:11	Antiviral (RNA) activity of selected Amaryllidaceae isoquinoline constituents and synthesis of related substances.
AID663220	Cytotoxicity against mouse P388 cells after 48 hrs by cell counting	2012	Journal of natural products, Apr-27, Volume: 75, Issue:4	Antineoplastic agents. 587. Isolation and structure of 3-epipancratistatin from Narcissus cv. Ice Follies.
AID370394	AUC (0 to 24 hrs) in B6D2F1 mouse at 10 mg/kg, po single dose	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID378667	Growth inhibition of human DU145 cells	2006	Journal of natural products, Jan, Volume: 69, Issue:1	Isolation and structural modification of 7-deoxynarciclasine and 7-deoxy-trans-dihydronarciclasine.
AID94881	Tested for growth inhibition activity against colon KM20L2 human cancer cell	2004	Bioorganic & medicinal chemistry letters, Jun-07, Volume: 14, Issue:11	Synthesis and biological activity of some structural modifications of pancratistatin.
AID370430	Toxicity in Wistar rat assessed as irregular surface of fore stomach at 3 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370402	Metabolic stability in mouse liver microsomes	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID348030	Growth inhibition of human U373 cells at 10 nM after 72 hrs by wound healing assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID1615192	Antiinflammatory activity in TNF-alpha-induced HUVEC assessed as fold change in COX2 expression at 7.2 nM preincubated for 30 mins followed by addition and measured after 30 mins by immunoblotting analysis (Rvb = 0.50 No_unit)	2019	Journal of natural products, 05-24, Volume: 82, Issue:5	Identification of Narciclasine as an in Vitro Anti-Inflammatory Component of Cyrtanthus contractus by Correlation-Based Metabolomics.
AID348048	Stability in physiological solution at 37 degC after 7 days at pH 7 by HPLC analysis	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370409	Toxicity in Wistar rat assessed as piloerection/diarrhea at 10 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID281100	Growth inhibition of human SF268 cells after 48 hrs	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Antineoplastic agents. 550. Synthesis of 10b(s)-epipancratistatin from (+)-narciclasine.
AID1366138	Antibacterial activity against Staphylococcus aureus assessed as diameter of inhibition zone at 1 mg/ml	2017	Bioorganic & medicinal chemistry letters, 11-15, Volume: 27, Issue:22	Antibacterial constituents of the plant family Amaryllidaceae.
AID609965	Antiproliferative activity against human MCF7 cells assessed as viable cells after 48 hrs by MTT assay	2011	Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16	Synthesis of C-1 homologues of pancratistatin and their preliminary biological evaluation.
AID370388	Antiproliferative activity against human HUVEC (HTG06) cells	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID1615190	Effect on TNF-alpha-induced NFkappaB nuclear translocation in HUVEC at 7.2 nM preincubated for 30 mins followed by TNF-alpha stimulation and measured after 30 mins by fluorescence microscopic analysis	2019	Journal of natural products, 05-24, Volume: 82, Issue:5	Identification of Narciclasine as an in Vitro Anti-Inflammatory Component of Cyrtanthus contractus by Correlation-Based Metabolomics.
AID1283347	Antiviral activity against HSV1 KOS ATCC VR1493 infected in human iPSC cells assessed as reduction in EGFP-positive cells at 10 uM treated at 2 hrs post infection measured 24 hrs post infection by flow cytometric analysis relative to control	2016	ACS medicinal chemistry letters, Jan-14, Volume: 7, Issue:1	iPSC Neuronal Assay Identifies Amaryllidaceae Pharmacophore with Multiple Effects against Herpesvirus Infections.
AID370377	Antiproliferative activity against human PC3 cells by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370379	Antiproliferative activity against human LoVo cells by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370389	Antiproliferative activity against human HUVEC (HTG07) cells	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370435	Antitumor activity against human A549 NSCLC cells xenografted into mouse brain assessed as increase in survival of the mouse at 1 mg/kg, iv for 5 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370385	Antiproliferative activity against human CCD-25Lu cells	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID348041	Antiproliferative activity against human DaOY cells by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370407	Toxicity in Wistar rat assessed as mortality at 1 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID348050	Cytotoxicity against human A549 cells after 3 days by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370378	Antiproliferative activity against human BxPC3 cells by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370390	Antiproliferative activity against rat C6 cells	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370392	Antiproliferative activity against mouse B16F10 cells	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID348035	Effect on cytoskeleton organization in human U373 GBM cells assessed as increase in proportion of fibrillary polymerized actin at 100 nM by fluorescence microscopy	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370432	Toxicity in Wistar rat assessed as glandular gastric lesions at 10 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID1283345	Antiviral activity against HSV1 KOS ATCC VR1493 infected in African green monkey Vero cells assessed as reduction in virus yield at 10 uM treated at 2 hrs post infection measured 48 hrs post infection by flow cytometric analysis relative to control	2016	ACS medicinal chemistry letters, Jan-14, Volume: 7, Issue:1	iPSC Neuronal Assay Identifies Amaryllidaceae Pharmacophore with Multiple Effects against Herpesvirus Infections.
AID348051	Cytotoxicity against human LoVo cells after 3 days by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370404	Metabolic stability in dog liver microsomes	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID1366136	Bacteriostatic activity against Escherichia coli assessed as growth inhibition at 8 ug/ml after 24 hrs	2017	Bioorganic & medicinal chemistry letters, 11-15, Volume: 27, Issue:22	Antibacterial constituents of the plant family Amaryllidaceae.
AID370373	Cytotoxicity against human U373 cells after 3 days by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID1187157	Cytotoxicity against human BxPC3 cells	2014	Bioorganic & medicinal chemistry letters, Sep-01, Volume: 24, Issue:17	Synthesis and biological evaluation of unnatural derivatives of narciclasine: 7-aza-nornarciclasine and its N-oxide.
AID403384	Cytotoxicity against human KM20L2 cells after 48 hrs by SRB assay	2005	Journal of natural products, Aug, Volume: 68, Issue:8	Antineoplastic agents. 553. The Texas grasshopper Brachystola magna.
AID370384	Antiproliferative activity against human WI38 cells	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID40033	Tested for growth inhibition activity against pancreas BXPC-3 human cancer cell	2004	Bioorganic & medicinal chemistry letters, Jun-07, Volume: 14, Issue:11	Synthesis and biological activity of some structural modifications of pancratistatin.
AID1366137	Antibacterial activity against Escherichia coli assessed as diameter of inhibition zone at 1 mg/ml	2017	Bioorganic & medicinal chemistry letters, 11-15, Volume: 27, Issue:22	Antibacterial constituents of the plant family Amaryllidaceae.
AID370412	Toxicity in Wistar rat assessed as body weight loss at 10 mg/kg/day, po measured on day 3	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID1705065	Inhibition of biotinylated 5-(4-((Z)-3-Carboxy-3-hydroxyacryloyl)-4-(4-chlorobenzyl)piperidine-1-carbonyl)-2-((13,35-dioxo-39-((3aR,4R,6aS)-2-oxohexahydro-1H-thieno[3,4-d]imidazole-4-yl)-3,6,9,16,19,22,25,28,31-nonaoxa-12,34-diazanonatriacontyl)oxy)benzoi	2020	European journal of medicinal chemistry, Dec-15, Volume: 208	Unraveling the anti-influenza effect of flavonoids: Experimental validation of luteolin and its congeners as potent influenza endonuclease inhibitors.
AID1283343	Antiviral activity against HSV1 KOS ATCC VR1493 infected in African green monkey Vero cells assessed as reduction in EGFP-positive cells at 10 uM treated at 2 hrs post infection measured 24 hrs post infection by flow cytometric analysis relative to contro	2016	ACS medicinal chemistry letters, Jan-14, Volume: 7, Issue:1	iPSC Neuronal Assay Identifies Amaryllidaceae Pharmacophore with Multiple Effects against Herpesvirus Infections.
AID336614	Antiviral activity against Yellow fever virus Ashibi infected in african green monkey Vero cells assessed as inhibition of virus-induced cytopathic effect by MTT assay	1992	Journal of natural products, Nov, Volume: 55, Issue:11	Antiviral (RNA) activity of selected Amaryllidaceae isoquinoline constituents and synthesis of related substances.
AID101762	Tested for growth inhibition activity against breast MCF-7 human cancer cell	2004	Bioorganic & medicinal chemistry letters, Jun-07, Volume: 14, Issue:11	Synthesis and biological activity of some structural modifications of pancratistatin.
AID370422	Toxicity in Wistar rat assessed as increase in triglyceride at 3 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID348034	Effect on cytoskeleton organization in human PC3 cells assessed as increase in proportion of fibrillary polymerized actin at 100 nM by fluorescence microscopy	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID348049	Cytotoxicity against human MCF7 cells after 3 days by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370419	Toxicity in Wistar rat assessed as decrease in sodium concentration at 3 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID336612	Antiviral activity against Japanese encephalitis virus Nakayama infected in african green monkey Vero cells assessed as inhibition of virus-induced cytopathic effect by MTT assay	1992	Journal of natural products, Nov, Volume: 55, Issue:11	Antiviral (RNA) activity of selected Amaryllidaceae isoquinoline constituents and synthesis of related substances.
AID370426	Toxicity in Wistar rat assessed as stomach abnormalities at 25 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID348038	Antiproliferative activity against human U87 cells by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID399931	Cytotoxicity against human DU145 cells	2004	Journal of natural products, Mar, Volume: 67, Issue:3	Antineoplastic agents. 511. Direct phosphorylation of phenpanstatin and pancratistatin.
AID370374	Cytotoxicity against human PC3 cells after 3 days by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID1615189	Antiinflammatory activity in HUVEC assessed as reduction in TNF-alpha-induced ICAM1 cell surface expression at 7.2 nM preincubated for 30 mins followed by TNF-alpha stimulation and measured after 24 hrs by flow cytometry	2019	Journal of natural products, 05-24, Volume: 82, Issue:5	Identification of Narciclasine as an in Vitro Anti-Inflammatory Component of Cyrtanthus contractus by Correlation-Based Metabolomics.
AID348039	Antiproliferative activity against human T98G cells by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID143046	Tested for growth inhibition activity against lung NCI-H460 human cancer cell	2004	Bioorganic & medicinal chemistry letters, Jun-07, Volume: 14, Issue:11	Synthesis and biological activity of some structural modifications of pancratistatin.
AID348032	Growth inhibition of human CCD-25Lu cells at 10 nM after 72 hrs by wound healing assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID336622	Therapeutic index, ratio of TC50 for african green monkey Vero cells to IC50 for Punta toro virus Adames	1992	Journal of natural products, Nov, Volume: 55, Issue:11	Antiviral (RNA) activity of selected Amaryllidaceae isoquinoline constituents and synthesis of related substances.
AID378662	Growth inhibition of human BXPC3 cells	2006	Journal of natural products, Jan, Volume: 69, Issue:1	Isolation and structural modification of 7-deoxynarciclasine and 7-deoxy-trans-dihydronarciclasine.
AID399927	Cytotoxicity against human MCF7 cells	2004	Journal of natural products, Mar, Volume: 67, Issue:3	Antineoplastic agents. 511. Direct phosphorylation of phenpanstatin and pancratistatin.
AID370413	Toxicity in Wistar rat assessed as body weight loss at 1 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370387	Antiproliferative activity against human HUVEC (HTG04) cells	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID399926	Cytotoxicity against human BxPC3 cells	2004	Journal of natural products, Mar, Volume: 67, Issue:3	Antineoplastic agents. 511. Direct phosphorylation of phenpanstatin and pancratistatin.
AID281099	Growth inhibition of human MCF7 cells after 48 hrs	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Antineoplastic agents. 550. Synthesis of 10b(s)-epipancratistatin from (+)-narciclasine.
AID767778	Induction of apoptosis in human PC3 cells at 1 uM after 72 hrs by TUNEL staining	2013	Journal of natural products, Sep-27, Volume: 76, Issue:9	In vitro pharmacological and toxicological effects of norterpene peroxides isolated from the Red Sea sponge Diacarnus erythraeanus on normal and cancer cells.
AID370439	Effect on cytoskeleton organization in human PC3 cells assessed as increase in disorganization of actin-cytoskeleton at 100 nM by fluorescence microscopy	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID609963	Antiproliferative activity against human DU145 cells assessed as viable cells after 48 hrs by MTT assay	2011	Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16	Synthesis of C-1 homologues of pancratistatin and their preliminary biological evaluation.
AID370383	Antiproliferative activity against human MDA-MB-231 cells by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID348031	Growth inhibition of human PC3 cells at 10 nM after 72 hrs by wound healing assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370420	Toxicity in Wistar rat assessed as decrease in chloride concentration at 3 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID247402	Growth inhibitory activity against human cancer cell line in the NCI's anticancer drug screening program	2005	Journal of medicinal chemistry, Mar-10, Volume: 48, Issue:5	CHMIS-C: a comprehensive herbal medicine information system for cancer.
AID1615191	Antiinflammatory activity in TNF-alpha-induced HUVEC assessed as fold change in IkappaBalpha expression at 7.2 nM preincubated for 30 mins followed by addition and measured after 30 mins by immunoblotting analysis (Rvb = 0.50 No_unit)	2019	Journal of natural products, 05-24, Volume: 82, Issue:5	Identification of Narciclasine as an in Vitro Anti-Inflammatory Component of Cyrtanthus contractus by Correlation-Based Metabolomics.
AID370434	Toxicity in Wistar rat assessed as hyperkeratosis at 3 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370440	Effect on cytoskeleton organization in human U373 GBM cells assessed as increase in disorganization of actin-cytoskeleton at 100 nM by fluorescence microscopy	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID378661	Growth inhibition of mouse P388 cells	2006	Journal of natural products, Jan, Volume: 69, Issue:1	Isolation and structural modification of 7-deoxynarciclasine and 7-deoxy-trans-dihydronarciclasine.
AID370397	Elimination half life in B6D2F1 mouse at 5 mg/kg, iv single dose	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID336623	Antiviral activity against Rift Valley fever virus infected in african green monkey Vero cells after 6 days by plaque reduction assay	1992	Journal of natural products, Nov, Volume: 55, Issue:11	Antiviral (RNA) activity of selected Amaryllidaceae isoquinoline constituents and synthesis of related substances.
AID370415	Toxicity in Wistar rat assessed as alteration in red and white blood cells count at 10 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID281098	Growth inhibition of human BXPC3 cells after 48 hrs	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Antineoplastic agents. 550. Synthesis of 10b(s)-epipancratistatin from (+)-narciclasine.
AID370395	Oral bioavailability in B6D2F1 mouse at 10 mg/kg, po single dose	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID1187158	Cytotoxicity against human DU145 cells	2014	Bioorganic & medicinal chemistry letters, Sep-01, Volume: 24, Issue:17	Synthesis and biological evaluation of unnatural derivatives of narciclasine: 7-aza-nornarciclasine and its N-oxide.
AID1283349	Antiviral activity against HSV1 KOS ATCC VR1493 infected in human iPSC cells assessed as reduction in virus yield at 10 uM treated at 2 hrs post infection measured 48 hrs post infection by flow cytometric analysis relative to control	2016	ACS medicinal chemistry letters, Jan-14, Volume: 7, Issue:1	iPSC Neuronal Assay Identifies Amaryllidaceae Pharmacophore with Multiple Effects against Herpesvirus Infections.
AID370381	Antiproliferative activity against human A549 cells by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID479398	Growth inhibition of apoptosis-sensitive human Hs 683 cells after 72 hrs by MTT assay	2010	Journal of natural products, May-28, Volume: 73, Issue:5	Investigations of fungal secondary metabolites with potential anticancer activity.
AID609962	Antiproliferative activity against human BxPC3 cells assessed as viable cells after 48 hrs by MTT assay	2011	Bioorganic & medicinal chemistry letters, Aug-15, Volume: 21, Issue:16	Synthesis of C-1 homologues of pancratistatin and their preliminary biological evaluation.
AID370405	Metabolic stability in human liver microsomes	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID348052	Cytotoxicity against human BxPC3 cells after 3 days by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID370414	Toxicity in Wistar rat assessed as alteration in red and white blood cells count at 25 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID281104	Growth inhibition of murine P388 cells after 48 hrs	2007	Journal of natural products, Mar, Volume: 70, Issue:3	Antineoplastic agents. 550. Synthesis of 10b(s)-epipancratistatin from (+)-narciclasine.
AID370424	Toxicity in Wistar rat assessed as increase in potassium at 3 mg/kg/day, po five times per week for 3 weeks	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID399925	Cytotoxicity against mouse P388 cells	2004	Journal of natural products, Mar, Volume: 67, Issue:3	Antineoplastic agents. 511. Direct phosphorylation of phenpanstatin and pancratistatin.
AID336625	Antiviral activity against Sandfly fever sicilian virus infected in african green monkey Vero cells assessed as inhibition of virus-induced cytopathic effect by MTT assay	1992	Journal of natural products, Nov, Volume: 55, Issue:11	Antiviral (RNA) activity of selected Amaryllidaceae isoquinoline constituents and synthesis of related substances.
AID336613	Therapeutic index, ratio of TC50 for african green monkey Vero cells to IC50 for Japanese encephalitis virus Nakayama	1992	Journal of natural products, Nov, Volume: 55, Issue:11	Antiviral (RNA) activity of selected Amaryllidaceae isoquinoline constituents and synthesis of related substances.
AID479395	Growth inhibition of apoptosis-resistant human A549 cells after 72 hrs by MTT assay	2010	Journal of natural products, May-28, Volume: 73, Issue:5	Investigations of fungal secondary metabolites with potential anticancer activity.
AID348046	Antiproliferative activity against human HT144 cells by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID1299116	Growth inhibition of human Hs683 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay	2016	Bioorganic & medicinal chemistry, 06-15, Volume: 24, Issue:12	Synthesis and in vitro growth inhibitory activity of novel silyl- and trityl-modified nucleosides.
AID370391	Antiproliferative activity against rat 9L cells	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID403383	Cytotoxicity against human NCI-H460 cells after 48 hrs by SRB assay	2005	Journal of natural products, Aug, Volume: 68, Issue:8	Antineoplastic agents. 553. The Texas grasshopper Brachystola magna.
AID370376	Antiproliferative activity against human C32 cells by MTT assay	2009	Journal of medicinal chemistry, Feb-26, Volume: 52, Issue:4	Structure-activity relationship analysis of novel derivatives of narciclasine (an Amaryllidaceae isocarbostyril derivative) as potential anticancer agents.
AID1187159	Cytotoxicity against human NCI-H460 cells	2014	Bioorganic & medicinal chemistry letters, Sep-01, Volume: 24, Issue:17	Synthesis and biological evaluation of unnatural derivatives of narciclasine: 7-aza-nornarciclasine and its N-oxide.
AID479399	Growth inhibition of apoptosis-sensitive mouse B16F10 cells after 72 hrs by MTT assay	2010	Journal of natural products, May-28, Volume: 73, Issue:5	Investigations of fungal secondary metabolites with potential anticancer activity.
AID154171	Tested for growth inhibition activity against murine P388 lymphocytic leukemia	2004	Bioorganic & medicinal chemistry letters, Jun-07, Volume: 14, Issue:11	Synthesis and biological activity of some structural modifications of pancratistatin.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	5 (5.43)	18.7374
1990's	4 (4.35)	18.2507
2000's	22 (23.91)	29.6817
2010's	40 (43.48)	24.3611
2020's	21 (22.83)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	7 (7.53%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	86 (92.47%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
adenine [no description available]	2.31	1	6-aminopurines; purine nucleobase	Daphnia magna metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
croton oil [no description available]	2.11	1	N-acyl-hexosamine
7,8-dihydroxyflavone 7,8-dihydroxyflavone : A dihydroxyflavone that is flavone substituted by hydroxy groups at positions 7 and 8. A dihydroxyflavone that is flavone substituted by hydroxy groups at positions 7 and 8. A naturally occurring flavonoid produced by several plants, including the weed Tridax procumbens (coalbuttons or tridax daisy) and the tree Godmania aesculifolia, In animal models, it has shown efficacy against several diseases of the nervous system, including Alzheimer's, Parkinson's, and Huntington's.	3.51	1	dihydroxyflavone	antidepressant; antineoplastic agent; antioxidant; plant metabolite; tropomyosin-related kinase B receptor agonist
aristolochic acid i aristolochic acid I: phospholipase A inhibitor. aristolochic acid A : An aristolochic acid that is phenanthrene-1-carboxylic acid that is substituted by a methylenedioxy group at the 3,4 positions, by a methoxy group at position 8, and by a nitro group at position 10. It is the most abundant of the aristolochic acids and is found in almost all Aristolochia (birthworts or pipevines) species. It has been tried in a number of treatments for inflammatory disorders, mainly in Chinese and folk medicine. However, there is concern over their use as aristolochic acid is both carcinogenic and nephrotoxic.	2.02	1	aristolochic acids; aromatic ether; C-nitro compound; cyclic acetal; monocarboxylic acid; organic heterotetracyclic compound	carcinogenic agent; metabolite; mutagen; nephrotoxin; toxin
chlorpropham Chlorpropham: A carbamate that is used as an herbicide and as a plant growth regulator.. chlorpropham : A carbamate ester that is the isopropyl ester of 3-chlorophenylcarbamic acid.	2.08	1	benzenes; carbamate ester; monochlorobenzenes	herbicide; plant growth retardant
emodin Emodin: Purgative anthraquinone found in several plants, especially RHAMNUS PURSHIANA. It was formerly used as a laxative, but is now used mainly as a tool in toxicity studies.. emodin : A trihydroxyanthraquinone that is 9,10-anthraquinone which is substituted by hydroxy groups at positions 1, 3, and 8 and by a methyl group at position 6. It is present in the roots and barks of numerous plants (particularly rhubarb and buckthorn), moulds, and lichens. It is an active ingredient of various Chinese herbs.	2.02	1	trihydroxyanthraquinone	antineoplastic agent; laxative; plant metabolite; tyrosine kinase inhibitor
gossypol Gossypol: A dimeric sesquiterpene found in cottonseed (GOSSYPIUM). The (-) isomer is active as a male contraceptive (CONTRACEPTIVE AGENTS, MALE) whereas toxic symptoms are associated with the (+) isomer.	2.25	1
ketoconazole 1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine : A dioxolane that is 1,3-dioxolane which is substituted at positions 2, 2, and 4 by imidazol-1-ylmethyl, 2,4-dichlorophenyl, and [para-(4-acetylpiperazin-1-yl)phenoxy]methyl groups, respectively.	2.05	1	dichlorobenzene; dioxolane; ether; imidazoles; N-acylpiperazine; N-arylpiperazine
lapachol lapachol : A hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone substituted by hydroxy and 3-methylbut-2-en-1-yl groups at positions 2 and 3, respectively. It is a natural compound that exhibits antibacterial and anticancer properties, first isolated in 1882 from the bark of Tabebuia avellanedae.	2.25	1
metformin Metformin: A biguanide hypoglycemic agent used in the treatment of non-insulin-dependent diabetes mellitus not responding to dietary modification. Metformin improves glycemic control by improving insulin sensitivity and decreasing intestinal absorption of glucose. (From Martindale, The Extra Pharmacopoeia, 30th ed, p289). metformin : A member of the class of guanidines that is biguanide the carrying two methyl substituents at position 1.	2.21	1	guanidines	environmental contaminant; geroprotector; hypoglycemic agent; xenobiotic
nalidixic acid [no description available]	2.25	1	1,8-naphthyridine derivative; monocarboxylic acid; quinolone antibiotic	antibacterial drug; antimicrobial agent; DNA synthesis inhibitor
penicillin g Penicillin G: A penicillin derivative commonly used in the form of its sodium or potassium salts in the treatment of a variety of infections. It is effective against most gram-positive bacteria and against gram-negative cocci. It has also been used as an experimental convulsant because of its actions on GAMMA-AMINOBUTYRIC ACID mediated synaptic transmission.. benzylpenicillin : A penicillin in which the substituent at position 6 of the penam ring is a phenylacetamido group.	3.25	1	penicillin allergen; penicillin	antibacterial drug; drug allergen; epitope
adenosine diphosphate Adenosine Diphosphate: Adenosine 5'-(trihydrogen diphosphate). An adenine nucleotide containing two phosphate groups esterified to the sugar moiety at the 5'-position.	2.15	1	adenosine 5'-phosphate; purine ribonucleoside 5'-diphosphate	fundamental metabolite; human metabolite
uridine [no description available]	1.96	1	uridines	drug metabolite; fundamental metabolite; human metabolite
carbostyril Quinolones: A group of derivatives of naphthyridine carboxylic acid, quinoline carboxylic acid, or NALIDIXIC ACID.. quinolin-2(1H)-one : A quinolone that is 1,2-dihydroquinoline substituted by an oxo group at position 2.	2.48	2	monohydroxyquinoline; quinolone	bacterial xenobiotic metabolite
methionine Methionine: A sulfur-containing essential L-amino acid that is important in many body functions.. methionine : A sulfur-containing amino acid that is butyric acid bearing an amino substituent at position 2 and a methylthio substituent at position 4.	2	1	aspartate family amino acid; L-alpha-amino acid; methionine zwitterion; methionine; proteinogenic amino acid	antidote to paracetamol poisoning; human metabolite; micronutrient; mouse metabolite; nutraceutical
phenylalanine Phenylalanine: An essential aromatic amino acid that is a precursor of MELANIN; DOPAMINE; noradrenalin (NOREPINEPHRINE), and THYROXINE.. L-phenylalanine : The L-enantiomer of phenylalanine.. phenylalanine : An aromatic amino acid that is alanine in which one of the methyl hydrogens is substituted by a phenyl group.	1.95	1	amino acid zwitterion; erythrose 4-phosphate/phosphoenolpyruvate family amino acid; L-alpha-amino acid; phenylalanine; proteinogenic amino acid	algal metabolite; EC 3.1.3.1 (alkaline phosphatase) inhibitor; Escherichia coli metabolite; human xenobiotic metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite
colchicine (S)-colchicine : A colchicine that has (S)-configuration. It is a secondary metabolite, has anti-inflammatory properties and is used to treat gout, crystal-induced joint inflammation, familial Mediterranean fever, and many other conditions.	2.02	1	alkaloid; colchicine	anti-inflammatory agent; gout suppressant; mutagen
cycloheximide Cycloheximide: Antibiotic substance isolated from streptomycin-producing strains of Streptomyces griseus. It acts by inhibiting elongation during protein synthesis.. cycloheximide : A dicarboximide that is 4-(2-hydroxyethyl)piperidine-2,6-dione in which one of the hydrogens attached to the carbon bearing the hydroxy group is replaced by a 3,5-dimethyl-2-oxocyclohexyl group. It is an antibiotic produced by the bacterium Streptomyces griseus.	2.44	2	antibiotic fungicide; cyclic ketone; dicarboximide; piperidine antibiotic; piperidones; secondary alcohol	anticoronaviral agent; bacterial metabolite; ferroptosis inhibitor; neuroprotective agent; protein synthesis inhibitor
ethylene Plastipore: high density polyethylene sponge biocompatible material; used as posts in dental bridges	2.1	1	alkene; gas molecular entity	plant hormone; refrigerant
bromobenzene [no description available]	7.15	1	bromoarene; bromobenzenes; volatile organic compound	hepatotoxic agent; mouse metabolite; non-polar solvent
pyrroles 1H-pyrrole : A tautomer of pyrrole that has the double bonds at positions 2 and 4.. pyrrole : A five-membered monocyclic heteroarene comprising one NH and four CH units which forms the parent compound of the pyrrole group of compounds. Its five-membered ring structure has three tautomers. A 'closed class'.. azole : Any monocyclic heteroarene consisting of a five-membered ring containing nitrogen. Azoles can also contain one or more other non-carbon atoms, such as nitrogen, sulfur or oxygen.	2.07	1	pyrrole; secondary amine
catechin Catechin: An antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms.. catechin : Members of the class of hydroxyflavan that have a flavan-3-ol skeleton and its substituted derivatives.. rac-catechin : A racemate comprising equimolar amounts of (+)- and (-)-catechin. (+)-catechin : The (+)-enantiomer of catechin and a polyphenolic antioxidant plant metabolite.	2.25	1	catechin	antioxidant; plant metabolite
galantamine Galantamine: A benzazepine derived from norbelladine. It is found in GALANTHUS and other AMARYLLIDACEAE. It is a cholinesterase inhibitor that has been used to reverse the muscular effects of GALLAMINE TRIETHIODIDE and TUBOCURARINE and has been studied as a treatment for ALZHEIMER DISEASE and other central nervous system disorders.. galanthamine : A benzazepine alkaloid isolated from certain species of daffodils.	4.57	7	benzazepine alkaloid fundamental parent; benzazepine alkaloid; organic heterotetracyclic compound; tertiary amino compound	antidote to curare poisoning; cholinergic drug; EC 3.1.1.7 (acetylcholinesterase) inhibitor; EC 3.1.1.8 (cholinesterase) inhibitor; plant metabolite
glycyrrhetinic acid [no description available]	3.51	1	cyclic terpene ketone; hydroxy monocarboxylic acid; pentacyclic triterpenoid	immunomodulator; plant metabolite
oleanolic acid [no description available]	3.51	1	hydroxy monocarboxylic acid; pentacyclic triterpenoid	plant metabolite
podophyllotoxin Podophyllum: A genus of poisonous American herbs, family BERBERIDACEAE. The roots yield PODOPHYLLOTOXIN and other pharmacologically important agents. The plant was formerly used as a cholagogue and cathartic. It is different from the European mandrake, MANDRAGORA.	2.02	1	furonaphthodioxole; lignan; organic heterotetracyclic compound	antimitotic; antineoplastic agent; keratolytic drug; microtubule-destabilising agent; plant metabolite; tubulin modulator
acetylcysteine N-acetyl-L-cysteine : An N-acetyl-L-amino acid that is the N-acetylated derivative of the natural amino acid L-cysteine.	2.07	1	acetylcysteine; L-cysteine derivative; N-acetyl-L-amino acid	antidote to paracetamol poisoning; antiinfective agent; antioxidant; antiviral drug; ferroptosis inhibitor; geroprotector; human metabolite; mucolytic; radical scavenger; vulnerary
hydroxyethyl methacrylate hydroxyethyl methacrylate: many of cited refs are for gel which refers to polymeric form of above cpd: POLYHYDROXYETHYL METHACRYLATE. 2-hydroxyethyl methacrylate : An enoate ester that is the monomethacryloyl derivative of ethylene glycol.	6.97	1	enoate ester	allergen; polymerisation monomer
palladium Palladium: A chemical element having an atomic weight of 106.4, atomic number of 46, and the symbol Pd. It is a white, ductile metal resembling platinum, and following it in abundance and importance of applications. It is used in dentistry in the form of gold, silver, and copper alloys.. palladium : Chemical element (nickel group element atom) with atomic number 46.	2.05	1	metal allergen; nickel group element atom; platinum group metal atom
camptothecin NSC 100880: carboxylate (opened lactone) form of camptothecin; RN refers to (S)-isomer; structure given in first source	2.46	2	delta-lactone; pyranoindolizinoquinoline; quinoline alkaloid; tertiary alcohol	antineoplastic agent; EC 5.99.1.2 (DNA topoisomerase) inhibitor; genotoxin; plant metabolite
nitidine chloride [no description available]	2.02	1
silybin silibinin : A flavonolignan isolated from milk thistle, Silybum marianum, that has been shown to exhibit antioxidant and antineoplastic activities.	2.25	1	aromatic ether; benzodioxine; flavonolignan; polyphenol; secondary alpha-hydroxy ketone	antineoplastic agent; antioxidant; hepatoprotective agent; plant metabolite
paclitaxel Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).	2.02	1	taxane diterpenoid; tetracyclic diterpenoid	antineoplastic agent; human metabolite; metabolite; microtubule-stabilising agent
staurosporine [no description available]	2.07	1	indolocarbazole alkaloid; organic heterooctacyclic compound	apoptosis inducer; bacterial metabolite; EC 2.7.11.13 (protein kinase C) inhibitor; geroprotector
fenoldopam mesylate [no description available]	2.25	1	benzazepine
imiquimod Imiquimod: A topically-applied aminoquinoline immune modulator that induces interferon production. It is used in the treatment of external genital and perianal warts, superficial CARCINOMA, BASAL CELL; and ACTINIC KERATOSIS.. imiquimod : An imidazoquinoline fused [4,5-c] carrying isobutyl and amino substituents at N-1 and C-4 respectively. A prescription medication, it acts as an immune response modifier and is used to treat genital warts, superficial basal cell carcinoma, and actinic keratosis.	2.41	1	imidazoquinoline	antineoplastic agent; interferon inducer
epigallocatechin gallate epigallocatechin gallate: a steroid 5alpha-reductase inhibitor and antimutagen in green tea (Camellia sinensis). (-)-epigallocatechin 3-gallate : A gallate ester obtained by the formal condensation of gallic acid with the (3R)-hydroxy group of (-)-epigallocatechin.	2.25	1	flavans; gallate ester; polyphenol	antineoplastic agent; antioxidant; apoptosis inducer; geroprotector; Hsp90 inhibitor; neuroprotective agent; plant metabolite
epicatechin (-)-epicatechin : A catechin with (2R,3R)-configuration.	2.25	1	catechin; polyphenol	antioxidant
gallocatechol (-)-epigallocatechin : A flavan-3,3',4',5,5',7-hexol having (2R,3R)-configuration.	2.25	1	catechin; flavan-3,3',4',5,5',7-hexol	antioxidant; food component; plant metabolite
chelerythrine chloride [no description available]	2.02	1
coptisine coptisine: RN given refers to parent cpd	2.02	1	alkaloid	metabolite
lycorine lycorine: from bulbs of LYCORIS & other plants; RN given refers to (1 alpha,2 beta)-isomer; structure in Merck Index, 9th ed, #5444. lycorine : An indolizidine alkaloid that is 3,12-didehydrogalanthan substituted by hydroxy groups at positions and 2 and a methylenedioxy group across positions 9 and 10. Isolated from Crinum asiaticum, it has been shown to exhibit antimalarial activity.	6.37	20	indolizidine alkaloid	anticoronaviral agent; antimalarial; plant metabolite; protein synthesis inhibitor
lycoricidine lycoricidine: antineoplastic from daffodil (Narcissus) bulbs; structure in first source	5.04	7	phenanthridines
tetrandrine tetrandrine: a bisbenzylisoquinoline that exhibits antifibrogenic activity	2.02	1	bisbenzylisoquinoline alkaloid; isoquinolines
(-)-catechin (-)-catechin : The (-)-enantiomer of catechin.	2.25	1	catechin	metabolite
isoalantolactone isoalantolactone: RN given refers to (3aR-(3aalpha,4aalpha,8abeta,9aalpha))-isomer; structure. isoalantolactone : A sesquiterpene lactone of the eudesmanolide group. It has been isolated from Inula helenium.	3.51	1	eudesmane sesquiterpenoid; sesquiterpene lactone	antifungal agent; apoptosis inducer; plant metabolite
eburicoic acid eburicoic acid: structure	2.02	1
maslinic acid (2Alpha,3beta)-2,3-dihydroxyolean-12-en-28-oic acid: from Luehea divaricata and Agrimonia eupatoria	3.51	1	dihydroxy monocarboxylic acid; pentacyclic triterpenoid	anti-inflammatory agent; antineoplastic agent; antioxidant; plant metabolite
asperuloside asperuloside : A iridoid monoterpenoid glycoside isolated from Galium verum.	3.51	1	acetate ester; beta-D-glucoside; gamma-lactone; iridoid monoterpenoid; monosaccharide derivative	metabolite
3,5,7,3',4'-pentamethoxyflavone 3,5,7,3',4'-pentamethoxyflavone: causes relaxation of cavernosum; structure in first source	2.25	1
diphyllin diphyllin: extract of Cleistanthus collinus (Roxb), a highly poisonous plant; do not confuse with diphyllin or diphylline which is the main heading AMINOPHYLLINE; do not confuse with the theophylline derivative DYPHYLLINE	3.51	1	lignan
hippadine hippadine: isolated from Crinum bulbs	3.25	1
trans-dihydronarciclasine [no description available]	8.82	3
homoorientin homoorientin: isolated from Swertia japonica; structure given in first source	2.25	1	flavone C-glycoside; tetrahydroxyflavone	antineoplastic agent; radical scavenger
tanshinone tanshinone: from root of Salvia miltiorrhiza Bunge; RN given refers to tanshinone I; cardioprotective agent and neuroprotective agent	3.51	1	abietane diterpenoid	anticoronaviral agent
celastrol [no description available]	3.92	2	monocarboxylic acid; pentacyclic triterpenoid	anti-inflammatory drug; antineoplastic agent; antioxidant; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; Hsp90 inhibitor; metabolite
glabridin [no description available]	3.51	1	hydroxyisoflavans	antiplasmodial drug
3',4'-dihydroxyflavone 3',4'-dihydroxyflavone: inhibitors of arachidonic acid peroxidation	2.25	1
ungeremine ungeremine: RN given refers to parent cpd; structure	2.48	2
lycorenine lycorenine: from Lycoris radiata Herb. (Liliaceae); has vasodepressor effect; RN from 9th CI; RN given refers to (7alpha)-isomer	3.25	1	alkaloid
homolycorine homolycorine: irritant isolated from daffodils (Narcissus pseudonarcissus L., Amaryllidaceae); structure given in first source	3.03	4
ampelopsin ampelopsin: hepatoprotective agent; isolated from Hovenia dulcis; RN given for (2R-trans)-isomer; structure in first source. (+)-dihydromyricetin : An optically active form of dihydromyricetin having (2R,3R)-configuration.	2.25	1	dihydromyricetin; secondary alpha-hydroxy ketone	antineoplastic agent; antioxidant; metabolite
dihydronarciclasine dihydronarciclasine: isolated from Zephyranthes candida; structure given in first source; RN given refers to (2S-(2alpha,3beta,4beta,4abeta,11balpha))-isomer	2.46	2
sitosterol, (3beta)-isomer Sobatum: tradename; active fraction of Solanum trilobatum; reduces side-effects of radiation-induced toxicity. sitosterol : A member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3.	3.25	1	3beta-hydroxy-Delta(5)-steroid; 3beta-sterol; C29-steroid; phytosterols; stigmastane sterol	anticholesteremic drug; antioxidant; mouse metabolite; plant metabolite; sterol methyltransferase inhibitor
anisomycin Anisomycin: An antibiotic isolated from various Streptomyces species. It interferes with protein and DNA synthesis by inhibiting peptidyl transferase or the 80S ribosome system.. (-)-anisomycin : An antibiotic isolated from various Streptomyces species. It interferes with protein and DNA synthesis by inhibiting peptidyl transferase or the 80S ribosome system.	1.95	1	monohydroxypyrrolidine; organonitrogen heterocyclic antibiotic	anticoronaviral agent; antimicrobial agent; antineoplastic agent; antiparasitic agent; bacterial metabolite; DNA synthesis inhibitor; protein synthesis inhibitor
withaferin a withaferin A: an antiestrogen and phytogenic antineoplastic agent isolated from leaves of Withania somnifera Dun.; structure. withaferin A : A withanolide that is 5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione substituted by hydroxy groups at positions 4 and 27 (the 4beta,5beta,6beta,22R stereoisomer). Isolated from Physalis longifolia, it exhibits cytotoxic activity.	3.51	1	27-hydroxy steroid; 4-hydroxy steroid; delta-lactone; enone; epoxy steroid; ergostanoid; primary alcohol; secondary alcohol; withanolide	antineoplastic agent; apoptosis inducer
homoharringtonine Homoharringtonine: Semisynthetic derivative of harringtonine that acts as a protein synthesis inhibitor and induces APOPTOSIS in tumor cells. It is used in the treatment of MYELOID LEUKEMIA, CHRONIC.. omacetaxine mepesuccinate : A cephalotaxine-derived alkaloid ester obtained from Cephalotaxus harringtonia; used for the treatment of chronic or accelerated phase chronic myeloid leukaemia.	2.02	1	alkaloid ester; enol ether; organic heteropentacyclic compound; tertiary alcohol	anticoronaviral agent; antineoplastic agent; apoptosis inducer; protein synthesis inhibitor
anhydrolycorinone anhydrolycorinone: structure in first source	3.25	1	phenanthridines
crinine crinine: structure in first source	2.06	1	alkaloid
puromycin [no description available]	7.36	2	puromycins	antiinfective agent; antimicrobial agent; antineoplastic agent; EC 3.4.11.14 (cytosol alanyl aminopeptidase) inhibitor; EC 3.4.14.2 (dipeptidyl-peptidase II) inhibitor; nucleoside antibiotic; protein synthesis inhibitor
taxifolin (+)-taxifolin : A taxifolin that has (2R,3R)-configuration.	2.25	1	taxifolin	metabolite
eriodictyol eriodictyol: structure. eriodictyol : A tetrahydroxyflavanone that is flavanone substituted by hydroxy groups at positions 5, 7, 3' and 4' respectively.	2.25	1	3'-hydroxyflavanones; tetrahydroxyflavanone
hyperforin hyperforin: a prenylated acylphloroglucinol derivative; antibiotic component of novoimanine; psychoactive agent in St. John's wort; Russian; structure;. hyperforin : A cyclic terpene ketone that is a prenylated carbobicyclic acylphloroglucinol derivative produced by St. John's Wort, Hypericum perforatum.	3.51	1
pancratistatin pancratistatin: an isocarbostyril from Amaryllidaceae	5.73	15	citraconoyl group
silychristin silychristin : A flavonolignan isolated from Silybum marianum and has been shown to exhibit inhibitory activities against lipoxygenase and prostaglandin synthetase.	2.25	1	1-benzofurans; aromatic ether; flavonolignan; polyphenol; secondary alpha-hydroxy ketone	lipoxygenase inhibitor; metabolite; prostaglandin antagonist; radical scavenger
farrerol farrerol: expectorant principle isolated from leaves of Rhododendron dauricum L; structure	3.25	1	organic molecular entity	metabolite
hamayne hamayne: structure in first source	2.07	1	alkaloid
1-O-Acetyllycorine 1-acetyllycorine: has antiviral activity; structure in first source	3.59	2	alkaloid
pancracine pancracine: structure in first source	3.6	2	isoquinoline alkaloid fundamental parent; isoquinoline alkaloid
pseudolycorine pseudolycorine: alkaloid isolated from Narcissus tazetta var. chinensis Roem, N. papyraceus or Lycoris radiata Herb; structure in first source	2.75	3	phenanthridines
lycoramine lycoramine: structure in first source	2.07	1	benzazepine
7-deoxypancratistatin 7-deoxypancratistatin: a phytogenic antineoplastic agent; structure in first source	9.02	4	phenanthridines
arachidonic acid icosa-5,8,11,14-tetraenoic acid : Any icosatetraenoic acid with the double bonds at positions 5, 8, 11 and 14.. arachidonate : A long-chain fatty acid anion resulting from the removal of a proton from the carboxy group of arachidonic acid.	2.11	1	icosa-5,8,11,14-tetraenoic acid; long-chain fatty acid; omega-6 fatty acid	Daphnia galeata metabolite; EC 3.1.1.1 (carboxylesterase) inhibitor; human metabolite; mouse metabolite
retinol Vitamin A: Retinol and derivatives of retinol that play an essential role in metabolic functioning of the retina, the growth of and differentiation of epithelial tissue, the growth of bone, reproduction, and the immune response. Dietary vitamin A is derived from a variety of CAROTENOIDS found in plants. It is enriched in the liver, egg yolks, and the fat component of dairy products.. vitamin A : Any member of a group of fat-soluble retinoids produced via metabolism of provitamin A carotenoids that exhibit biological activity against vitamin A deficiency. Vitamin A is involved in immune function, vision, reproduction, and cellular communication.. all-trans-retinol : A retinol in which all four exocyclic double bonds have E- (trans-) geometry.. retinol : A retinoid consisting of 3,7-dimethylnona-2,4,6,8-tetraen-1-ol substituted at position 9 by a 2,6,6-trimethylcyclohex-1-en-1-yl group (geometry of the four exocyclic double bonds is not specified).	2.02	1	retinol; vitamin A	human metabolite; mouse metabolite; plant metabolite
oleic acid Oleic Acid: An unsaturated fatty acid that is the most widely distributed and abundant fatty acid in nature. It is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent. (Stedman, 26th ed). oleic acid : An octadec-9-enoic acid in which the double bond at C-9 has Z (cis) stereochemistry.	2.02	1	octadec-9-enoic acid	antioxidant; Daphnia galeata metabolite; EC 3.1.1.1 (carboxylesterase) inhibitor; Escherichia coli metabolite; mouse metabolite; plant metabolite; solvent
gs 4071 GS 4071: The acid form.. oseltamivir acid : A cyclohexenecarboxylic acid that is cyclohex-1-ene-1-carboxylic acid which is substituted at positions 3, 4, and 5 by pentan-3-yloxy, acetamido, and amino groups, respectively (the 3R,4R,5S enantiomer). An antiviral drug, it is used as the corresponding ethyl ester prodrug, oseltamivir, to slow the spread of influenza.	2.25	1	acetate ester; amino acid; cyclohexenecarboxylic acid; primary amino compound	antiviral drug; EC 3.2.1.18 (exo-alpha-sialidase) inhibitor; marine xenobiotic metabolite
7-deoxy-trans-dihydronarciclasine 7-deoxy-trans-dihydronarciclasine: structure in first source	2.94	4
ganoderic acid a [no description available]	3.51	1	triterpenoid
5,7,3',4',5'-pentamethoxyflavone 5,7,3',4',5'-pentamethoxyflavone: antineoplastic agent that reverses P-glycoprotein-mediated multidrug resistance; structure in first source	2.25	1
4-(4-chloro-2-methylphenoxy)-n-hydroxybutanamide 4-(4-chloro-2-methylphenoxy)-N-hydroxybutanamide: a c-FLIP inhibitor; structure in first source	2.41	1	aromatic ether
glycosides [no description available]	2.25	1
sesquiterpenes [no description available]	1.95	1
curcumin Curcumin: A yellow-orange dye obtained from tumeric, the powdered root of CURCUMA longa. It is used in the preparation of curcuma paper and the detection of boron. Curcumin appears to possess a spectrum of pharmacological properties, due primarily to its inhibitory effects on metabolic enzymes.. curcumin : A beta-diketone that is methane in which two of the hydrogens are substituted by feruloyl groups. A natural dyestuff found in the root of Curcuma longa.	2.25	1	aromatic ether; beta-diketone; diarylheptanoid; enone; polyphenol	anti-inflammatory agent; antifungal agent; antineoplastic agent; biological pigment; contraceptive drug; dye; EC 1.1.1.205 (IMP dehydrogenase) inhibitor; EC 1.1.1.21 (aldehyde reductase) inhibitor; EC 1.1.1.25 (shikimate dehydrogenase) inhibitor; EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor; EC 1.8.1.9 (thioredoxin reductase) inhibitor; EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor; EC 3.5.1.98 (histone deacetylase) inhibitor; flavouring agent; food colouring; geroprotector; hepatoprotective agent; immunomodulator; iron chelator; ligand; lipoxygenase inhibitor; metabolite; neuroprotective agent; nutraceutical; radical scavenger
chlorogenic acid caffeoylquinic acid: Antiviral Agent; structure in first source. chlorogenate : A monocarboxylic acid anion that is the conjugate base of chlorogenic acid; major species at pH 7.3.	2.25	1	cinnamate ester; tannin	food component; plant metabolite
zln024 ZLN024: an AMP-activated protein kinase activator; structure in first source	2.21	1
sideroxylin sideroxylin: from Hydrastis canadensis; structure in first source. sideroxylin : A monomethoxyflavone that is flavone substituted by a methoxy group at position 7, hydroxy groups at positions 5 and 4' and methyl groups at positions 6 and 8. It has been isolated from Hydrastis canadensis and Eucalyptus species.	3.25	1	dihydroxyflavone; monomethoxyflavone	plant metabolite
ungeremine [no description available]	3.57	2	organic molecular entity	metabolite
quercetin [no description available]	2.25	1	7-hydroxyflavonol; pentahydroxyflavone	antibacterial agent; antineoplastic agent; antioxidant; Aurora kinase inhibitor; chelator; EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor; geroprotector; phytoestrogen; plant metabolite; protein kinase inhibitor; radical scavenger
formononetin [no description available]	3.51	1	4'-methoxyisoflavones; 7-hydroxyisoflavones	phytoestrogen; plant metabolite
vitexin [no description available]	2.25	1	C-glycosyl compound; trihydroxyflavone	antineoplastic agent; EC 3.2.1.20 (alpha-glucosidase) inhibitor; plant metabolite; platelet aggregation inhibitor
apigenin Chamomile: Common name for several daisy-like plants (MATRICARIA; TRIPLEUROSPERMUM; ANTHEMIS; CHAMAEMELUM) native to Europe and Western Asia, now naturalized in the United States and Australia.	2.25	1	trihydroxyflavone	antineoplastic agent; metabolite
luteolin [no description available]	2.25	1	3'-hydroxyflavonoid; tetrahydroxyflavone	angiogenesis inhibitor; anti-inflammatory agent; antineoplastic agent; apoptosis inducer; c-Jun N-terminal kinase inhibitor; EC 2.3.1.85 (fatty acid synthase) inhibitor; immunomodulator; nephroprotective agent; plant metabolite; radical scavenger; vascular endothelial growth factor receptor antagonist
luteolin-7-glucoside luteolin-7-glucoside: has both antiasthmatic and antineoplastic activities; has 3C protease inhibitory activity; isolated from Ligustrum lucidum. luteolin 7-O-beta-D-glucoside : A glycosyloxyflavone that is luteolin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.	2.25	1	beta-D-glucoside; glycosyloxyflavone; monosaccharide derivative; trihydroxyflavone	antioxidant; plant metabolite
apigetrin apigetrin: structure given in first source. apigenin 7-O-beta-D-glucoside : A glycosyloxyflavone that is apigenin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage.	2.02	1	beta-D-glucoside; dihydroxyflavone; glycosyloxyflavone; monosaccharide derivative	antibacterial agent; metabolite; non-steroidal anti-inflammatory drug
kaempferol [no description available]	2.25	1	7-hydroxyflavonol; flavonols; tetrahydroxyflavone	antibacterial agent; geroprotector; human blood serum metabolite; human urinary metabolite; human xenobiotic metabolite; plant metabolite
genistein [no description available]	2.25	1	7-hydroxyisoflavones	antineoplastic agent; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; geroprotector; human urinary metabolite; phytoestrogen; plant metabolite; tyrosine kinase inhibitor
butein [no description available]	3.51	1	chalcones; polyphenol	antineoplastic agent; antioxidant; EC 1.1.1.21 (aldehyde reductase) inhibitor; geroprotector; hypoglycemic agent; plant metabolite; radiosensitizing agent; tyrosine kinase inhibitor
diosmetin [no description available]	2.25	1	3'-hydroxyflavonoid; monomethoxyflavone; trihydroxyflavone	angiogenesis inhibitor; anti-inflammatory agent; antineoplastic agent; antioxidant; apoptosis inducer; bone density conservation agent; cardioprotective agent; plant metabolite; tropomyosin-related kinase B receptor agonist; vasodilator agent
fisetin [no description available]	2.25	1	3'-hydroxyflavonoid; 7-hydroxyflavonol; tetrahydroxyflavone	anti-inflammatory agent; antioxidant; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; geroprotector; metabolite; plant metabolite
morin morin: a light yellowish pigment found in the wood of old fustic (Chlorophora tinctoria). morin : A pentahydroxyflavone that is 7-hydroxyflavonol bearing three additional hydroxy substituents at positions 2' 4' and 5.	2.25	1	7-hydroxyflavonol; pentahydroxyflavone	angiogenesis modulating agent; anti-inflammatory agent; antibacterial agent; antihypertensive agent; antineoplastic agent; antioxidant; EC 5.99.1.2 (DNA topoisomerase) inhibitor; hepatoprotective agent; metabolite; neuroprotective agent
myricetin [no description available]	2.25	1	7-hydroxyflavonol; hexahydroxyflavone	antineoplastic agent; antioxidant; cyclooxygenase 1 inhibitor; food component; geroprotector; hypoglycemic agent; plant metabolite
myricitrin myricitrin: isolated from root bark of Myrica cerifera L.; structure. myricitrin : A glycosyloxyflavone that consists of myricetin attached to a alpha-L-rhamnopyranosyl residue at position 3 via a glycosidic linkage. Isolated from Myrica cerifera, it exhibits anti-allergic activity.	2.25	1	alpha-L-rhamnoside; glycosyloxyflavone; monosaccharide derivative; pentahydroxyflavone	anti-allergic agent; EC 1.14.13.39 (nitric oxide synthase) inhibitor; EC 2.7.11.13 (protein kinase C) inhibitor; plant metabolite
orientin orientin: structure given in first source; RN given refers to the (D-glucopyranosyl)-isomer. orientin : A C-glycosyl compound that is luteolin substituted by a beta-D-glucopyranosyl moiety at position 8.	2.25	1	3'-hydroxyflavonoid; C-glycosyl compound; tetrahydroxyflavone	antioxidant; metabolite
tricetin tricetin : Flavone hydroxylated at positions 3', 4', 5, 5' and 7.	2.25	1	pentahydroxyflavone	antineoplastic agent; metabolite
ellagic acid [no description available]	2.02	1	catechols; cyclic ketone; lactone; organic heterotetracyclic compound; polyphenol	antioxidant; EC 1.14.18.1 (tyrosinase) inhibitor; EC 2.3.1.5 (arylamine N-acetyltransferase) inhibitor; EC 2.4.1.1 (glycogen phosphorylase) inhibitor; EC 2.5.1.18 (glutathione transferase) inhibitor; EC 2.7.1.127 (inositol-trisphosphate 3-kinase) inhibitor; EC 2.7.1.151 (inositol-polyphosphate multikinase) inhibitor; EC 2.7.4.6 (nucleoside-diphosphate kinase) inhibitor; EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor; EC 5.99.1.2 (DNA topoisomerase) inhibitor; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; food additive; fungal metabolite; geroprotector; plant metabolite; skin lightening agent
3',4',7-trihydroxyisoflavone 3',4',7-trihydroxyisoflavone: from Streptomyces sp OH-1049; structure given in first source. 3',4',7-trihydroxyisoflavone : A 7-hydroxyisoflavone that is daidzein substituted by a hydroxy group at position 3'.	3.51	1	7-hydroxyisoflavones	antineoplastic agent; EC 1.3.1.22 [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitor; metabolite
corylin corylin: from Psoralea corylifolia (Leguminosae), has osteoblastic proliferation stimulating activity; structure in first source	3.51	1
tazettine tazettine: from Amaryllidaceae	2.06	1	indole alkaloid fundamental parent; indole alkaloid
thunberginol a thunberginol A: isolated from Hydrangeae dulcis folium; structure given in first source	2.25	1
5,7,2'-trihydroxyflavone 5,7,2'-trihydroxyflavone: has inhibitory effects on the EBV-EA activation & on mouse skin tumor promotion in an in vivo two-stage carcinogenesis test; from Scutellaria baicalensis; structure given in first source	2.25	1	flavones
5-hydroxy-3,3',4',7-tetramethoxyflavone 5-hydroxy-3,7,3',4'-tetramethoxyflavone: from the rhizome of Kaempferia parviflora; inhibits monocyte adhesion and cellular reactive oxygen species production in human umbilical vein endothelial cells. 5-hydroxy-3,3',4',7-tetramethoxyflavone : A monohydroxyflavone that is 5-hydroxyflavone which is substituted by methoxy groups at positions 3,3',4' and 7.	2.25	1	3'-methoxyflavones; monohydroxyflavone; tetramethoxyflavone	plant metabolite
cysteine Cysteine: A thiol-containing non-essential amino acid that is oxidized to form CYSTINE.. L-cysteinium : The L-enantiomer of cysteinium.. cysteine : A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3.	2	1	cysteinium	fundamental metabolite
guajavarin guajavarin: from leaves of Psidium guajava	2.25	1
3,8-dihydroxy-6h-dibenzo(b,d)pyran-6-one 3,8-dihydroxy-6H-dibenzo(b,d)pyran-6-one: metabolite of ellagic acid	3.51	1	coumarins	geroprotector
lyoniside daucosterol : A steroid saponin that is sitosterol attached to a beta-D-glucopyranosyl residue at position 3 via a glycosidic linkage. It has bee isolated from Panax japonicus var. major and Breynia fruticosa.	3.25	1	beta-D-glucoside; monosaccharide derivative; steroid saponin	plant metabolite
panduratin a panduratin A: isolated from Kaempferia pandurata; structure in first source	3.51	1	diarylheptanoid	metabolite
lipstatin lipstatin: isolated from Streptomyces toxytricini; inhibitor of pancreatic lipase; structure given in first source	3.51	1
amarbellisine amarbellisine: structure in first source	3.25	1
montanine montanine: has anxiolytic, antidepressant, and anticonvulsant activities	3.25	1
crinamine crinamine: RN given for (3alpha,5alpha,11R,13beta,19alpha)-isomer; structure in first source	2.07	1
astragaloside IV [no description available]	3.51	1	pentacyclic triterpenoid; triterpenoid saponin	anti-inflammatory agent; antioxidant; EC 4.2.1.1 (carbonic anhydrase) inhibitor; neuroprotective agent; plant metabolite; pro-angiogenic agent
cytochrome c-t Cytochromes c: Cytochromes of the c type that are found in eukaryotic MITOCHONDRIA. They serve as redox intermediates that accept electrons from MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX III and transfer them to MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX IV.	2.03	1
chiniofon Hydroxyquinolines: The 8-hydroxy derivatives inhibit various enzymes and their halogenated derivatives, though neurotoxic, are used as topical anti-infective agents, among other uses.	2.05	1
tetracycline Tetracycline: A naphthacene antibiotic that inhibits AMINO ACYL TRNA binding during protein synthesis.. tetracycline : A broad-spectrum polyketide antibiotic produced by the Streptomyces genus of actinobacteria.	3.25	1
trichodermin Trichodermin: Antifungal metabolite from several fungi, mainly Trichoderma viride; inhibits protein synthesis by binding to ribosomes; proposed as antifungal and antineoplastic; used as tool in cellular biochemistry.. trichodermin : A tetracyclic spiroepoxide which acts as an antifungal and protein synthesis inhibitor.	1.95	1
7-deoxynarciclasine 7-deoxynarciclasine: structure in first source	8.61	2
nifedipine hemanthamine: crinine-like alkaloid from AMARYLLIDACEAE; RN given for (3beta,5alpha,11R,13beta,19alpha)-isomer; structure in first source	3.38	6
acyclovir Acyclovir: A GUANOSINE analog that acts as an antimetabolite. Viruses are especially susceptible. Used especially against herpes.. acyclovir : An oxopurine that is guanine substituted by a (2-hydroxyethoxy)methyl substituent at position 9. Used in the treatment of viral infections.	2.13	1	2-aminopurines; oxopurine	antimetabolite; antiviral drug
3-methyladenine N3-methyladenine: structure in first source	2.31	1
concanavalin a Concanavalin A: A MANNOSE/GLUCOSE binding lectin isolated from the jack bean (Canavalia ensiformis). It is a potent mitogen used to stimulate cell proliferation in lymphocytes, primarily T-lymphocyte, cultures.	2.41	1
phenanthrenes Phenanthrenes: POLYCYCLIC AROMATIC HYDROCARBONS composed of three fused BENZENE rings.. phenanthrenes : Any benzenoid aromatic compound that consists of a phenanthrene skeleton and its substituted derivatives thereof.	2.17	1

Condition	Relationship Strength	Studies
Encephalitis, Japanese B [description not available]	1.98	1
Encephalitis, Japanese A mosquito-borne encephalitis caused by the Japanese B encephalitis virus (ENCEPHALITIS VIRUS, JAPANESE) occurring throughout Eastern Asia and Australia. The majority of infections occur in children and are subclinical or have features limited to transient fever and gastrointestinal symptoms. Inflammation of the brain, spinal cord, and meninges may occur and lead to transient or permanent neurologic deficits (including a POLIOMYELITIS-like presentation); SEIZURES; COMA; and death. (From Adams et al., Principles of Neurology, 6th ed, p751; Lancet 1998 Apr 11;351(9109):1094-7)	1.98	1
Benign Neoplasms [description not available]	3.93	4
Neoplasms New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.	3.93	4
Leukemia P388 An experimental lymphocytic leukemia originally induced in DBA/2 mice by painting with methylcholanthrene.	3.12	5
Glial Cell Tumors [description not available]	2.05	1
Glioma Benign and malignant central nervous system neoplasms derived from glial cells (i.e., astrocytes, oligodendrocytes, and ependymocytes). Astrocytes may give rise to astrocytomas (ASTROCYTOMA) or glioblastoma multiforme (see GLIOBLASTOMA). Oligodendrocytes give rise to oligodendrogliomas (OLIGODENDROGLIOMA) and ependymocytes may undergo transformation to become EPENDYMOMA; CHOROID PLEXUS NEOPLASMS; or colloid cysts of the third ventricle. (From Escourolle et al., Manual of Basic Neuropathology, 2nd ed, p21)	2.05	1
Obesity A status with BODY WEIGHT that is grossly above the recommended standards, usually due to accumulation of excess FATS in the body. The standards may vary with age, sex, genetic or cultural background. In the BODY MASS INDEX, a BMI greater than 30.0 kg/m2 is considered obese, and a BMI greater than 40.0 kg/m2 is considered morbidly obese (MORBID OBESITY).	8.55	2
Cancer of Stomach [description not available]	2.31	1
Stomach Neoplasms Tumors or cancer of the STOMACH.	2.31	1
Cancer of Esophagus [description not available]	2.41	1
Esophageal Neoplasms Tumors or cancer of the ESOPHAGUS.	2.41	1
Cancer of Colon [description not available]	2.41	1
Colonic Neoplasms Tumors or cancer of the COLON.	2.41	1
Anoxemia [description not available]	2.41	1
Arthritis, Degenerative [description not available]	2.41	1
Hypoxia Sub-optimal OXYGEN levels in the ambient air of living organisms.	2.41	1
Osteoarthritis A progressive, degenerative joint disease, the most common form of arthritis, especially in older persons. The disease is thought to result not from the aging process but from biochemical changes and biomechanical stresses affecting articular cartilage. In the foreign literature it is often called osteoarthrosis deformans.	2.41	1
Cancer of Mouth [description not available]	2.6	1
Mouth Neoplasms Tumors or cancer of the MOUTH.	2.6	1
Palmoplantaris Pustulosis [description not available]	2.41	1
Dermatitis Any inflammation of the skin.	7.41	1
Psoriasis A common genetically determined, chronic, inflammatory skin disease characterized by rounded erythematous, dry, scaling patches. The lesions have a predilection for nails, scalp, genitalia, extensor surfaces, and the lumbosacral region. Accelerated epidermopoiesis is considered to be the fundamental pathologic feature in psoriasis.	7.41	1
Blood Poisoning [description not available]	2.69	2
Lung Injury, Acute [description not available]	2.66	2
Innate Inflammatory Response [description not available]	3.36	5
Anemia A reduction in the number of circulating ERYTHROCYTES or in the quantity of HEMOGLOBIN.	2.25	1
Inflammation A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.	3.36	5
Sepsis Systemic inflammatory response syndrome with a proven or suspected infectious etiology. When sepsis is associated with organ dysfunction distant from the site of infection, it is called severe sepsis. When sepsis is accompanied by HYPOTENSION despite adequate fluid infusion, it is called SEPTIC SHOCK.	2.69	2
Acute Lung Injury A condition of lung damage that is characterized by bilateral pulmonary infiltrates (PULMONARY EDEMA) rich in NEUTROPHILS, and in the absence of clinical HEART FAILURE. This can represent a spectrum of pulmonary lesions, endothelial and epithelial, due to numerous factors (physical, chemical, or biological).	7.66	2
Body Weight The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.	2.25	1
Lymphoma, Primary Effusion A rare neoplasm of large B-cells usually presenting as serious effusions without detectable tumor masses. The most common sites of involvement are the pleural, pericardial, and peritoneal cavities. It is associated with HUMAN HERPESVIRUS 8, most often occurring in the setting of immunodeficiency.	2.25	1
Chronic Lung Injury [description not available]	2.25	1
Cardiovascular Stroke [description not available]	2.31	1
Myocardial Infarction NECROSIS of the MYOCARDIUM caused by an obstruction of the blood supply to the heart (CORONARY CIRCULATION).	2.31	1
Hepatocellular Carcinoma [description not available]	7.17	1
Cancer of Liver [description not available]	2.17	1
Carcinoma, Hepatocellular A primary malignant neoplasm of epithelial liver cells. It ranges from a well-differentiated tumor with EPITHELIAL CELLS indistinguishable from normal HEPATOCYTES to a poorly differentiated neoplasm. The cells may be uniform or markedly pleomorphic, or form GIANT CELLS. Several classification schemes have been suggested.	2.17	1
Liver Neoplasms Tumors or cancer of the LIVER.	2.17	1
ER-Negative PR-Negative HER2-Negative Breast Cancer [description not available]	2.17	1
Triple Negative Breast Neoplasms Breast neoplasms that do not express ESTROGEN RECEPTORS; PROGESTERONE RECEPTORS; and do not overexpress the NEU RECEPTOR/HER-2 PROTO-ONCOGENE PROTEIN.	2.17	1
Allodynia [description not available]	2.21	1
Angiogenesis, Pathologic [description not available]	2.21	1
Anasarca [description not available]	2.11	1
Edema Abnormal fluid accumulation in TISSUES or body cavities. Most cases of edema are present under the SKIN in SUBCUTANEOUS TISSUE.	2.11	1
Astrocytoma, Grade IV [description not available]	3.38	2
Glioblastoma A malignant form of astrocytoma histologically characterized by pleomorphism of cells, nuclear atypia, microhemorrhage, and necrosis. They may arise in any region of the central nervous system, with a predilection for the cerebral hemispheres, basal ganglia, and commissural pathways. Clinical presentation most frequently occurs in the fifth or sixth decade of life with focal neurologic signs or seizures.	8.38	2
Malignant Melanoma [description not available]	3.39	2
Melanoma A malignant neoplasm derived from cells that are capable of forming melanin, which may occur in the skin of any part of the body, in the eye, or, rarely, in the mucous membranes of the genitalia, anus, oral cavity, or other sites. It occurs mostly in adults and may originate de novo or from a pigmented nevus or malignant lentigo. Melanomas frequently metastasize widely, and the regional lymph nodes, liver, lungs, and brain are likely to be involved. The incidence of malignant skin melanomas is rising rapidly in all parts of the world. (Stedman, 25th ed; from Rook et al., Textbook of Dermatology, 4th ed, p2445)	3.39	2
Benign Neoplasms, Brain [description not available]	3	1
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	3.35	2
Brain Neoplasms Neoplasms of the intracranial components of the central nervous system, including the cerebral hemispheres, basal ganglia, hypothalamus, thalamus, brain stem, and cerebellum. Brain neoplasms are subdivided into primary (originating from brain tissue) and secondary (i.e., metastatic) forms. Primary neoplasms are subdivided into benign and malignant forms. In general, brain tumors may also be classified by age of onset, histologic type, or presenting location in the brain.	3	1
Aging The gradual irreversible changes in structure and function of an organism that occur as a result of the passage of time.	2.02	1
Breast Cancer [description not available]	2.03	1
Carcinoma, Anaplastic [description not available]	2.03	1
Cancer of Prostate [description not available]	2.03	1
Breast Neoplasms Tumors or cancer of the human BREAST.	2.03	1
Carcinoma A malignant neoplasm made up of epithelial cells tending to infiltrate the surrounding tissues and give rise to metastases. It is a histological type of neoplasm and not a synonym for cancer.	2.03	1
Prostatic Neoplasms Tumors or cancer of the PROSTATE.	2.03	1
Adjuvant Arthritis [description not available]	7	1
Carcinoma, Ehrlich Tumor A transplantable, poorly differentiated malignant tumor which appeared originally as a spontaneous breast carcinoma in a mouse. It grows in both solid and ascitic forms.	1.97	1
Experimental Neoplasms [description not available]	1.97	1

narciclasine

Description

Cross-References

Synonyms (35)

Research Excerpts

Overview

Actions

Roles (1)

Drug Classes (1)

Protein Targets (1)

Inhibition Measurements

Biological Processes (19)

Molecular Functions (23)

Ceullar Components (3)

Bioassays (170)

Research

Studies (92)

Market Indicators

Research Demand Index: 31.77

Study Types

narciclasine

Description

Related Flora

Cross-References

Synonyms (35)

Research Excerpts

Overview

Actions

Roles (1)

Drug Classes (1)

Protein Targets (1)

Inhibition Measurements

Biological Processes (19)

Molecular Functions (23)

Ceullar Components (3)

Bioassays (170)

Research

Studies (92)

Market Indicators

Research Demand Index: 31.77

Study Types

Related Drugs (142)

Related Conditions (62)