amorphigenin profile

amorphigenin: RN given refers to (2R-(2alpha,6aalpha,12aalpha))-isomer; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	92207
CHEMBL ID	465552
CHEBI ID	183897
SCHEMBL ID	74859
MeSH ID	M0140969

Synonym
3'-hydroxyrotenone
rotenone, 8'-hydroxy-
8'-hydroxyrotenone
amorphigenin
(2r,6as,12as)-2-(3-hydroxyprop-1-en-2-yl)-8,9-dimethoxy-1,2,12,12a-tetrahydrochromeno[3,4-b]furo[2,3-h]chromen-6(6ah)-one
CHEMBL465552
4208-09-7
CHEBI:183897
(1s,6r,13s)-6-(3-hydroxyprop-1-en-2-yl)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one
SCHEMBL74859
AKOS030494394
Q63396516
2-(3-hydroxyprop-1-en-2-yl)-8,9-dimethoxy-1,2,12,12a-tetrahydrofuro[2',3':7,8][1]benzopyrano[2,3-c][1]benzopyran-6(6ah)-one
DTXSID70962267

Research Excerpts

Actions

Excerpt	Reference	Relevance
"Amorphigenin could inhibit the colony formation ability and induce apoptosis of A549/DDP cells; Furthermore, amorphigenin combined with cisplatin showed synergistic proliferation-inhibitory effect and apoptosis-promoting effect in A549/DDP cells; reduced the expression of LRP of A549/DDP cells."	( [Synergistic Antitumor Effect of Amorphigenin Combined with Cisplatin in Human Lung Adenocarcinoma A549/DDP Cells]. Guan, C; He, H; Peng, Y; Wu, X; Xu, Z; Yang, J; Zhong, H; Zuo, Y, 2016)	1.44

Compound-Compound Interactions

Excerpt	Reference	Relevance
" Amorphigenin could inhibit the colony formation ability and induce apoptosis of A549/DDP cells; Furthermore, amorphigenin combined with cisplatin showed synergistic proliferation-inhibitory effect and apoptosis-promoting effect in A549/DDP cells; reduced the expression of LRP of A549/DDP cells."	( [Synergistic Antitumor Effect of Amorphigenin Combined with Cisplatin in Human Lung Adenocarcinoma A549/DDP Cells]. Guan, C; He, H; Peng, Y; Wu, X; Xu, Z; Yang, J; Zhong, H; Zuo, Y, 2016)	1.63

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Class	Description
rotenones	Members of the class of rotenoid which consists of a 6a,12a-dihydrochromeno[3,4-b]chromen-12(6H)-one skeleton and its substituted products.
[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]

Pathway	Proteins	Compounds
rotenoid biosynthesis I	0	5
rotenoid biosynthesis I	0	8

Bioassays (19)

Assay ID	Title	Year	Journal	Article
AID338536	Cytotoxicity against human KB cells	1993	Journal of natural products, May, Volume: 56, Issue:5	Antitumor agents, 138. Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa.
AID338530	Cytotoxicity against human HCT8 cells	1993	Journal of natural products, May, Volume: 56, Issue:5	Antitumor agents, 138. Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa.
AID379538	Cytotoxicity against human MCF7 cells	2006	Journal of natural products, Nov, Volume: 69, Issue:11	Prenylated flavonoids from the root bark of Berchemia discolor, a Tanzanian medicinal plant.
AID338823	Inhibition of 12-O-tetradecanoylphorbol-13-acetate induced EBV-early antigen activation in human Raji cells assessed as EA activation at 10 molar ratio relative to TPA	1993	Journal of natural products, Jun, Volume: 56, Issue:6	Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
AID1660530	Cytotoxicity against human LNCAP cells	2020	Journal of natural products, 06-26, Volume: 83, Issue:6	Hydroxylated Rotenoids Selectively Inhibit the Proliferation of Prostate Cancer Cells.
AID338827	Cytotoxicity against human Raji cells assessed as cell viability at 10 molar ratio	1993	Journal of natural products, Jun, Volume: 56, Issue:6	Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
AID1660528	Inhibition of complex 1 in bovine heart mitochondrial membranes in presence of NADH	2020	Journal of natural products, 06-26, Volume: 83, Issue:6	Hydroxylated Rotenoids Selectively Inhibit the Proliferation of Prostate Cancer Cells.
AID338825	Cytotoxicity against human Raji cells assessed as cell viability at 500 molar ratio	1993	Journal of natural products, Jun, Volume: 56, Issue:6	Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
AID379537	Cytotoxicity against human LNCAP cells	2006	Journal of natural products, Nov, Volume: 69, Issue:11	Prenylated flavonoids from the root bark of Berchemia discolor, a Tanzanian medicinal plant.
AID338826	Cytotoxicity against human Raji cells assessed as cell viability at 100 molar ratio	1993	Journal of natural products, Jun, Volume: 56, Issue:6	Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
AID379539	Cytotoxicity against human Lu1 cells	2006	Journal of natural products, Nov, Volume: 69, Issue:11	Prenylated flavonoids from the root bark of Berchemia discolor, a Tanzanian medicinal plant.
AID338532	Cytotoxicity against human RPMI7951 cells	1993	Journal of natural products, May, Volume: 56, Issue:5	Antitumor agents, 138. Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa.
AID338824	Cytotoxicity against human Raji cells assessed as cell viability at 1000 molar ratio	1993	Journal of natural products, Jun, Volume: 56, Issue:6	Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
AID338528	Cytotoxicity against human A549 cells	1993	Journal of natural products, May, Volume: 56, Issue:5	Antitumor agents, 138. Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa.
AID338834	Inhibition of 12-O-tetradecanoylphorbol-13-acetate induced EBV-early antigen activation in human Raji cells assessed as EA activation at 1000 molar ratio relative to TPA	1993	Journal of natural products, Jun, Volume: 56, Issue:6	Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
AID338821	Inhibition of 12-O-tetradecanoylphorbol-13-acetate induced EBV-early antigen activation in human Raji cells assessed as EA activation at 500 molar ratio relative to TPA	1993	Journal of natural products, Jun, Volume: 56, Issue:6	Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
AID338534	Cytotoxicity against human TE671 cells	1993	Journal of natural products, May, Volume: 56, Issue:5	Antitumor agents, 138. Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa.
AID338822	Inhibition of 12-O-tetradecanoylphorbol-13-acetate induced EBV-early antigen activation in human Raji cells assessed as EA activation at 100 molar ratio relative to TPA	1993	Journal of natural products, Jun, Volume: 56, Issue:6	Studies on inhibitors of skin tumor promotion, XII. Rotenoids from Amorpha fruticosa.
AID338538	Cytotoxicity against mouse P388 cells	1993	Journal of natural products, May, Volume: 56, Issue:5	Antitumor agents, 138. Rotenoids and isoflavones as cytotoxic constitutents from Amorpha fruticosa.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	1 (12.50)	18.7374
1990's	2 (25.00)	18.2507
2000's	1 (12.50)	29.6817
2010's	3 (37.50)	24.3611
2020's	1 (12.50)	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	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	8 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
rotenone Derris: A plant genus of the family FABACEAE. The root is a source of rotenoids (ROTENONE) and flavonoids. Some species of Pongamia have been reclassified to this genus and some to MILLETTIA. Some species of Deguelia have been reclassified to this genus.. rotenoid : Members of the class of tetrahydrochromenochromene that consists of a cis-fused tetrahydrochromeno[3,4-b]chromene skeleton and its substituted derivatives. The term was originally restricted to natural products, but is now also used to describe semi-synthetic and fully synthetic compounds.	3.15	5	organic heteropentacyclic compound; rotenones	antineoplastic agent; metabolite; mitochondrial NADH:ubiquinone reductase inhibitor; phytogenic insecticide; piscicide; toxin
rotenolone rotenolone: decomposition product of rotenone; RN given refers to (2 alpha,6a beta,12a beta)-isomer	2.25	1	organic molecular entity	metabolite
deguelin deguelin: a natural product from Mundulea sericea; RN refers to (7aS-cis)-isomer; structure given in first source. deguelin : A rotenone that is 13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one substituted by methoxy groups at positions 9 and 10, and by two methyl groups at position 3 (the 7aS,13aS-stereoisomer). It exists in abundant quantities in the bark, roots, and leaves of the Leguminosae family of plants and reported to exert anti-tumour effects in various cancers.	2.25	1	aromatic ether; diether; organic heteropentacyclic compound; rotenones	angiogenesis inhibitor; anti-inflammatory agent; antineoplastic agent; antiviral agent; apoptosis inducer; EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor; mitochondrial NADH:ubiquinone reductase inhibitor; plant metabolite
tephrosin tephrosin: RN given for (7aR-cis)-isomer; has insecticidal activity; structure in first source. tephrosin : A member of the class of rotenones that is 13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one substituted with geminal methyl groups at position 3, hydroxy group at position 7a and methoxy groups at positions 9 and 10 (the 7aR,13aR stereoisomer). It is isolated from the leaves and twigs of Antheroporum pierrei and exhibits antineoplastic and pesticidal activities.	2.7	3	aromatic ether; cyclic ketone; organic heteropentacyclic compound; rotenones	antineoplastic agent; metabolite; pesticide
7-hydroxy-6,4'-dimethoxyisoflavone afromosin: structure given in first source; isolated from Wistaria brachybotrys. afrormosin : A 4'-methoxyisoflavone that is isoflavone substituted by methoxy groups at positions 6 and 4' and a hydroxy group at position 7.	1.98	1	4'-methoxyisoflavones; 7-hydroxyisoflavones	plant metabolite
(6aS,12aS)-9-hydroxy-2,3-dimethoxy-8-(3-methylbut-2-enyl)-6a,12a-dihydro-6H-[1]benzopyrano[3,4-b][1]benzopyran-12-one [no description available]	2.25	1	rotenones

Condition	Relationship Strength	Studies
Carcinoma, Epidermoid [description not available]	1.98	1
Cancer of Larynx [description not available]	1.98	1
Carcinoma, Squamous Cell A carcinoma derived from stratified SQUAMOUS EPITHELIAL CELLS. It may also occur in sites where glandular or columnar epithelium is normally present. (From Stedman, 25th ed)	1.98	1
Laryngeal Neoplasms Cancers or tumors of the LARYNX or any of its parts: the GLOTTIS; EPIGLOTTIS; LARYNGEAL CARTILAGES; LARYNGEAL MUSCLES; and VOCAL CORDS.	1.98	1
Cancer of Skin [description not available]	1.98	1
Skin Neoplasms Tumors or cancer of the SKIN.	1.98	1
Cancer of Prostate [description not available]	2.49	2
Prostatic Neoplasms Tumors or cancer of the PROSTATE.	2.49	2
Lung Adenocarcinoma [description not available]	7.13	1
Adenocarcinoma, Basal Cell [description not available]	2.13	1
Cancer of Lung [description not available]	2.13	1
Adenocarcinoma of Lung A carcinoma originating in the lung and the most common lung cancer type in never-smokers. Malignant cells exhibit distinct features such as glandular epithelial, or tubular morphology. Mutations in KRAS, EGFR, BRAF, and ERBB2 genes are associated with this cancer.	2.13	1
Adenocarcinoma A malignant epithelial tumor with a glandular organization.	7.13	1
Lung Neoplasms Tumors or cancer of the LUNG.	2.13	1
Acute Liver Injury, Drug-Induced [description not available]	1.96	1
Chemical and Drug Induced Liver Injury A spectrum of clinical liver diseases ranging from mild biochemical abnormalities to ACUTE LIVER FAILURE, caused by drugs, drug metabolites, herbal and dietary supplements and chemicals from the environment.	1.96	1

amorphigenin

Description

Cross-References

Synonyms (14)

Research Excerpts

Actions

Compound-Compound Interactions

Drug Classes (1)

Pathways (1)

Bioassays (19)

Research

Studies (8)

Market Indicators

Research Demand Index: 12.92

Study Types

amorphigenin

Description

Cross-References

Synonyms (14)

Research Excerpts

Actions

Compound-Compound Interactions

Drug Classes (1)

Pathways (1)

Bioassays (19)

Research

Studies (8)

Market Indicators

Research Demand Index: 12.92

Study Types

Related Drugs (6)

Related Conditions (16)