Compounds > schizandrin c
Page last updated: 2024-12-07

schizandrin c

Description

schizandrin C: from Schizandra chinensis Baill & Fructus schisandrae; protects liver from carbon tetrachloride injury; [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID443027
CHEMBL ID437412
CHEBI ID10044
SCHEMBL ID2406629
MeSH IDM0098703

Synonyms (21)

Synonym
cycloocta(1,2-f:3,4-f')bis(1,3)benzodioxole 5,6,7,8-tetrahydro-13,14-dimethoxy-6,7-dimethyl-, (6r,7s,13as)-
schizandrin c
schisandrin-c
CHEMBL437412 ,
chebi:10044 ,
AC1L9DW8 ,
c8754w6b3g ,
unii-c8754w6b3g
AKOS015897177
CS-3664
SCHEMBL2406629
(s)-(-)-schisandrin c
cycloocta(1,2-f:3,4-f')bis(1,3)benzodioxole, 5,6,7,8-tetrahydro-13,14-dimethoxy-6,7-dimethyl-, (6r,7s,13as)-
(-)-wuweizisu c
HY-N0690
surecn2406629
(6r,7s,13as)-5,6,7,8-tetrahydro-13,14-dimethoxy-6,7-dimethyl-cycloocta[1,2-f:3,4-f']bis[1,3]benzodioxole
Q27108563
A14756
wuweizisu-c
schizandrin-c

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" After oral administration of FZHY at a dose of 15g/kg, the pharmacokinetic behaviors of schizandrin A (SIA), schizandrin B (SIB), schizandrin C (SIC), schisandrol A (SOA), Schisandrol B (SOB) and schisantherin A (STA) have been significantly changed in hepatic fibrosis rats compared with the normal rats, and their AUC(0-t) values were increased by 235."( Comparative pharmacokinetics and tissue distribution profiles of lignan components in normal and hepatic fibrosis rats after oral administration of Fuzheng Huayu recipe.
Liu, CH; Liu, S; Tao, YY; Yang, T; Zheng, TH, 2015)		0.42

Bioavailability

ExcerptReferenceRelevance
" However, its oral preparations have been known to have limited bioavailability due to its extremely low solubility in water, and its solubility problem also limits preparation of its parenteral dosage forms."( Solubilization of biphenyl dimethyl dicarboxylate by cosolvency.
Han, SK; Kim, GY; Park, YH, 1999)		0.3

Dosage Studied

ExcerptRelevanceReference
"2 mmol/kg for 3 days did not protect the isolated-perfused hearts against IR-induced damage, pretreatment with Sch B or Sch C at the same dosage regimen produced cardioprotective action."( Methylenedioxy group and cyclooctadiene ring as structural determinants of schisandrin in protecting against myocardial ischemia-reperfusion injury in rats.
Ko, KM; Yim, TK, 1999)		0.3
" However, its oral preparations have been known to have limited bioavailability due to its extremely low solubility in water, and its solubility problem also limits preparation of its parenteral dosage forms."( Solubilization of biphenyl dimethyl dicarboxylate by cosolvency.
Han, SK; Kim, GY; Park, YH, 1999)		0.3
" Six lignans pretreatment before APAP dosing could prevent the depletions of total liver glutathione (GSH) and mitochondrial GSH caused by APAP."( Hepato-protective effects of six schisandra lignans on acetaminophen-induced liver injury are partially associated with the inhibition of CYP-mediated bioactivation.
Bi, H; Chen, P; Fan, X; Huang, M; Jiang, Y; Tan, H; Wang, Y; Zeng, H, 2015)		0.42
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
tanninAny of a group of astringent polyphenolic vegetable principles or compounds, chiefly complex glucosides of catechol and pyrogallol.
[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]

Bioassays (32)

Assay IDTitleYearJournalArticle
AID335886Inhibition of TPA-induced EBV-early antigen activation in human Raji cells assessed as EA activation at 500 mol ratio relative to TPA2002Journal of natural products, Sep, Volume: 65, Issue:9
Interiotherins C and D, two new lignans from Kadsura interior and antitumor-promoting effects of related neolignans on Epstein-Barr virus activation.
AID1585503Inhibition of PCSK9 mRNA expression in human HepG2 cells after 24 hrs by SYBR Green I dye-based qRT-PCR analysis2019European journal of medicinal chemistry, Jan-15, Volume: 162Small molecules as inhibitors of PCSK9: Current status and future challenges.
AID380431Antiinflammatory activity against LPS-induced prostaglandin E2 production in mouse macrophages upto 25 ug/ml2006Journal of natural products, Mar, Volume: 69, Issue:3
Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans.
AID399882Antiviral activity against HIV2004Journal of natural products, Feb, Volume: 67, Issue:2
Current developments in the discovery and design of new drug candidates from plant natural product leads.
AID380432Inhibition of COX2 in mouse macrophages2006Journal of natural products, Mar, Volume: 69, Issue:3
Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans.
AID313794Antiproliferative activity against human MDA-MB-231 cells after 72 hrs by SRB assay2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Antiproliferative effects of dibenzocyclooctadiene lignans isolated from Schisandra chinensis in human cancer cells.
AID721569Cytotoxicity against human HeLa cells after 72 hrs by MTT assay2013European journal of medicinal chemistry, Jan, Volume: 59Lignans from Schisandra sphenathera Rehd. et Wils. and semisynthetic schisantherin A analogues: absolute configuration, and their estrogenic and anti-proliferative activity.
AID313797Antiproliferative activity against human T47D cells after 72 hrs by SRB assay2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Antiproliferative effects of dibenzocyclooctadiene lignans isolated from Schisandra chinensis in human cancer cells.
AID335887Inhibition of TPA-induced EBV-early antigen activation in human Raji cells assessed as EA activation at 100 mol ratio relative to TPA2002Journal of natural products, Sep, Volume: 65, Issue:9
Interiotherins C and D, two new lignans from Kadsura interior and antitumor-promoting effects of related neolignans on Epstein-Barr virus activation.
AID721568Cytotoxicity against human U87 cells after 72 hrs by MTT assay2013European journal of medicinal chemistry, Jan, Volume: 59Lignans from Schisandra sphenathera Rehd. et Wils. and semisynthetic schisantherin A analogues: absolute configuration, and their estrogenic and anti-proliferative activity.
AID335885Inhibition of TPA-induced EBV-early antigen activation in human Raji cells assessed as EA activation at 1000 mol ratio relative to TPA2002Journal of natural products, Sep, Volume: 65, Issue:9
Interiotherins C and D, two new lignans from Kadsura interior and antitumor-promoting effects of related neolignans on Epstein-Barr virus activation.
AID335888Inhibition of TPA-induced EBV-early antigen activation in human Raji cells assessed as EA activation at 10 mol ratio relative to TPA2002Journal of natural products, Sep, Volume: 65, Issue:9
Interiotherins C and D, two new lignans from Kadsura interior and antitumor-promoting effects of related neolignans on Epstein-Barr virus activation.
AID313799Antiproliferative activity against human K562 cells after 72 hrs by MTT assay2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Antiproliferative effects of dibenzocyclooctadiene lignans isolated from Schisandra chinensis in human cancer cells.
AID380426Cytotoxicity against pig LLC-PK1 cells upto 48 uM2006Journal of natural products, Mar, Volume: 69, Issue:3
Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans.
AID313795Antiproliferative activity against human SK-HEP1 cells after 72 hrs by SRB assay2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Antiproliferative effects of dibenzocyclooctadiene lignans isolated from Schisandra chinensis in human cancer cells.
AID721571Cytotoxicity against mouse LLC cells after 72 hrs by MTT assay2013European journal of medicinal chemistry, Jan, Volume: 59Lignans from Schisandra sphenathera Rehd. et Wils. and semisynthetic schisantherin A analogues: absolute configuration, and their estrogenic and anti-proliferative activity.
AID1371180Substrate activity at CYP3A5 (unknown origin) assessed as enzyme-mediated compound turnover assessed per pmol protein at 10 uM2017Journal of medicinal chemistry, 05-11, Volume: 60, Issue:9
A Naturally Occurring Isoform-Specific Probe for Highly Selective and Sensitive Detection of Human Cytochrome P450 3A5.
AID404000Antiviral activity against HIV1998Journal of natural products, Nov, Volume: 61, Issue:11
Antiviral activity of lignans.
AID380427Cytotoxicity against human SK-MEL cells upto 48 uM2006Journal of natural products, Mar, Volume: 69, Issue:3
Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans.
AID380425Cytotoxicity against african green monkey Vero cells upto 48 uM2006Journal of natural products, Mar, Volume: 69, Issue:3
Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans.
AID380423Antioxidant activity in human HL60 cells assessed as inhibition of TPA-stimulated hydrogen peroxide induced DCFH-DA oxidation by fluorometric microplate assay2006Journal of natural products, Mar, Volume: 69, Issue:3
Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans.
AID1168387Inhibition of P-gp-mediated doxorubicin efflux in human HL60/MDR cells assessed as intracellular doxorubicin accumulation at 25 uM preincubated for 15 mins measured after 60 mins by flow cytometry2014Journal of natural products, Oct-24, Volume: 77, Issue:10
Identification of key structural characteristics of Schisandra chinensis lignans involved in P-glycoprotein inhibition.
AID380428Cytotoxicity against human KB cells upto 48 uM2006Journal of natural products, Mar, Volume: 69, Issue:3
Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans.
AID313800Antiproliferative activity against human A549 cells after 72 hrs by SRB assay2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Antiproliferative effects of dibenzocyclooctadiene lignans isolated from Schisandra chinensis in human cancer cells.
AID721570Cytotoxicity against human SMMC7721 cells after 72 hrs by MTT assay2013European journal of medicinal chemistry, Jan, Volume: 59Lignans from Schisandra sphenathera Rehd. et Wils. and semisynthetic schisantherin A analogues: absolute configuration, and their estrogenic and anti-proliferative activity.
AID313796Antiproliferative activity against human SNU638 cells after 72 hrs by SRB assay2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Antiproliferative effects of dibenzocyclooctadiene lignans isolated from Schisandra chinensis in human cancer cells.
AID335889Cytotoxicity against human Raji cells at 1000 mol ratio by trypan blue staining method2002Journal of natural products, Sep, Volume: 65, Issue:9
Interiotherins C and D, two new lignans from Kadsura interior and antitumor-promoting effects of related neolignans on Epstein-Barr virus activation.
AID1371179Substrate activity at CYP3A4 (unknown origin) assessed as enzyme-mediated compound turnover assessed per pmol protein at 10 uM2017Journal of medicinal chemistry, 05-11, Volume: 60, Issue:9
A Naturally Occurring Isoform-Specific Probe for Highly Selective and Sensitive Detection of Human Cytochrome P450 3A5.
AID380429Cytotoxicity against human BT549 cells upto 48 uM2006Journal of natural products, Mar, Volume: 69, Issue:3
Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans.
AID313798Antiproliferative activity against human HCT15 cells after 72 hrs by SRB assay2008Bioorganic & medicinal chemistry letters, Jan-15, Volume: 18, Issue:2
Antiproliferative effects of dibenzocyclooctadiene lignans isolated from Schisandra chinensis in human cancer cells.
AID380424Cytotoxicity against human HL60 cells by XTT assay2006Journal of natural products, Mar, Volume: 69, Issue:3
Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans.
AID380430Cytotoxicity against human SKOV3 cells upto 48 uM2006Journal of natural products, Mar, Volume: 69, Issue:3
Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: structure-antioxidant activity relationships of dibenzocyclooctadiene lignans.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (69)

TimeframeStudies, This Drug (%)All Drugs %
pre-19909 (13.04)18.7374
1990's7 (10.14)18.2507
2000's14 (20.29)29.6817
2010's30 (43.48)24.3611
2020's9 (13.04)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews6 (8.57%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other64 (91.43%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
acetic acid
Acetic Acid: Product of the oxidation of ethanol and of the destructive distillation of wood. It is used locally, occasionally internally, as a counterirritant and also as a reagent. (Stedman, 26th ed). acetic acid : A simple monocarboxylic acid containing two carbons.		2.1310monocarboxylic acidantimicrobial food preservative;
Daphnia magna metabolite;
food acidity regulator;
protic solvent
adenine
[no description available]		2.17106-aminopurines;
purine nucleobase		Daphnia magna metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
guaiacol
Guaiacol: An agent thought to have disinfectant properties and used as an expectorant. (From Martindale, The Extra Pharmacopoeia, 30th ed, p747). methylcatechol : Any member of the class of catechols carrying one or more methyl substituents.. guaiacol : A monomethoxybenzene that consists of phenol with a methoxy substituent at the ortho position.		2.110guaiacolsdisinfectant;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
expectorant;
plant metabolite
acetaminophen
Acetaminophen: Analgesic antipyretic derivative of acetanilide. It has weak anti-inflammatory properties and is used as a common analgesic, but may cause liver, blood cell, and kidney damage.. paracetamol : A member of the class of phenols that is 4-aminophenol in which one of the hydrogens attached to the amino group has been replaced by an acetyl group.		2.5920acetamides;
phenols		antipyretic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
cyclooxygenase 3 inhibitor;
environmental contaminant;
ferroptosis inducer;
geroprotector;
hepatotoxic agent;
human blood serum metabolite;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
xenobiotic
verapamil
Verapamil: A calcium channel blocker that is a class IV anti-arrhythmia agent.. verapamil : A racemate comprising equimolar amounts of dexverapamil and (S)-verapamil. An L-type calcium channel blocker of the phenylalkylamine class, it is used (particularly as the hydrochloride salt) in the treatment of hypertension, angina pectoris and cardiac arrhythmia, and as a preventive medication for migraine.. 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile : A tertiary amino compound that is 3,4-dimethoxyphenylethylamine in which the hydrogens attached to the nitrogen are replaced by a methyl group and a 4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl group.		2.110aromatic ether;
nitrile;
polyether;
tertiary amino compound
masoprocol
nordihydroguaretic acid: antioxidant compound found in the creosote bush (Larrea tridentata)		2.0310catechols;
lignan;
tetrol		antioxidant;
ferroptosis inhibitor;
geroprotector;
plant metabolite
carbon tetrachloride
Carbon Tetrachloride: A solvent for oils, fats, lacquers, varnishes, rubber waxes, and resins, and a starting material in the manufacturing of organic compounds. Poisoning by inhalation, ingestion or skin absorption is possible and may be fatal. (Merck Index, 11th ed). tetrachloromethane : A chlorocarbon that is methane in which all the hydrogens have been replaced by chloro groups.		3.7530chlorocarbon;
chloromethanes		hepatotoxic agent;
refrigerant
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.		3.1210alkaloid;
colchicine		anti-inflammatory agent;
gout suppressant;
mutagen
diphenyl
diphenyl: RN given refers to unlabeled cpd; structure		2.0510aromatic fungicide;
benzenes;
biphenyls		antifungal agrochemical;
antimicrobial food preservative
oleanolic acid
[no description available]		3.1210hydroxy 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.		3.0910furonaphthodioxole;
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.		2.0510acetylcysteine;
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
d-alpha tocopherol
Vitamin E: A generic descriptor for all TOCOPHEROLS and TOCOTRIENOLS that exhibit ALPHA-TOCOPHEROL activity. By virtue of the phenolic hydrogen on the 2H-1-benzopyran-6-ol nucleus, these compounds exhibit varying degree of antioxidant activity, depending on the site and number of methyl groups and the type of ISOPRENOIDS.. tocopherol : A collective name for a group of closely related lipids that contain a chroman-6-ol nucleus substituted at position 2 by a methyl group and by a saturated hydrocarbon chain consisting of three isoprenoid units. They are designated as alpha-, beta-, gamma-, and delta-tocopherol depending on the number and position of additional methyl substituents on the aromatic ring. Tocopherols occur in vegetable oils and vegetable oil products, almost exclusively with R,R,R configuration. Tocotrienols differ from tocopherols only in having three double bonds in the hydrocarbon chain.. vitamin E : Any member of a group of fat-soluble chromanols that exhibit biological activity against vitamin E deficiency. The vitamers in this class consists of a chroman-6-ol core which is substituted at position 2 by a methyl group and (also at position 2) either a saturated or a triply-unsaturated hydrocarbon chain consisting of three isoprenoid units. The major function of vitamin E is to act as a natural antioxidant by scavenging free radicals and molecular oxygen.. (R,R,R)-alpha-tocopherol : An alpha-tocopherol that has R,R,R configuration. The naturally occurring stereoisomer of alpha-tocopherol, it is found particularly in sunflower and olive oils.		2.0510alpha-tocopherolalgal metabolite;
antiatherogenic agent;
anticoagulant;
antioxidant;
antiviral agent;
EC 2.7.11.13 (protein kinase C) inhibitor;
immunomodulator;
micronutrient;
nutraceutical;
plant metabolite
thiocholchicine
thiocholchicine: RN refers to (S)-isomer		3.1210
galactosamine
2-amino-2-deoxy-D-galactopyranose : The pyranose form of D-galactosamine.. D-galactosamine : The D-stereoisomer of galactosamine.		1.9610D-galactosamine;
primary amino compound		toxin
ethionine
L-ethionine : An S-ethylhomocysteine that has S-configuration at the chiral centre.		1.9610S-ethylhomocysteineantimetabolite;
carcinogenic agent
tetradecanoylphorbol acetate
Tetradecanoylphorbol Acetate: A phorbol ester found in CROTON OIL with very effective tumor promoting activity. It stimulates the synthesis of both DNA and RNA.. phorbol ester : Esters of phorbol, originally found in croton oil (from Croton tiglium, of the family Euphorbiaceae). A number of phorbol esters possess activity as tumour promoters and activate the mechanisms associated with cell growth. Some of these are used in experiments as activators of protein kinase C.. phorbol 13-acetate 12-myristate : A phorbol ester that is phorbol in which the hydroxy groups at the cyclopropane ring juction (position 13) and the adjacent carbon (position 12) have been converted into the corresponding acetate and myristate esters. It is a major active constituent of the seed oil of Croton tiglium. It has been used as a tumour promoting agent for skin carcinogenesis in rodents and is associated with increased cell proliferation of malignant cells. However its function is controversial since a decrease in cell proliferation has also been observed in several cancer cell types.		1.9810acetate ester;
diester;
phorbol ester;
tertiary alpha-hydroxy ketone;
tetradecanoate ester		antineoplastic agent;
apoptosis inducer;
carcinogenic agent;
mitogen;
plant metabolite;
protein kinase C agonist;
reactive oxygen species generator
glutamic acid
Glutamic Acid: A non-essential amino acid naturally occurring in the L-form. Glutamic acid is the most common excitatory neurotransmitter in the CENTRAL NERVOUS SYSTEM.. glutamic acid : An alpha-amino acid that is glutaric acid bearing a single amino substituent at position 2.		2.0210glutamic acid;
glutamine family amino acid;
L-alpha-amino acid;
proteinogenic amino acid		Escherichia coli metabolite;
ferroptosis inducer;
micronutrient;
mouse metabolite;
neurotransmitter;
nutraceutical
etoposide
[no description available]		4.0220beta-D-glucoside;
furonaphthodioxole;
organic heterotetracyclic compound		antineoplastic agent;
DNA synthesis inhibitor
n-acetyl-4-benzoquinoneimine
N-acetyl-4-benzoquinoneimine: reactive arylating intermediate from acetaminophen & N-hydroxyacetaminophen; structure given in first source		2.4110ketoimine;
quinone imine
6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid
[no description available]		2.0310chromanol;
monocarboxylic acid;
phenols		antioxidant;
ferroptosis inhibitor;
neuroprotective agent;
radical scavenger;
Wnt signalling inhibitor
adenosine
quinquefolan B: isolated from roots of Panax quinquefolium L.; RN not in Chemline 10/87; RN from Toxlit		3.3110adenosines;
purines D-ribonucleoside		analgesic;
anti-arrhythmia drug;
fundamental metabolite;
human metabolite;
vasodilator agent
arctigenin
arctigenin: precursor to catechols; in many plants		3.0910lignan
schizandrol b
schizandrol B: from Schizandra chinensis, plant used as tonic in traditional Chinese medicine		4.37200tannin
suksdorfin
suksdorfin: from the fruit of Lomatium sukdorfi; structure given in first source		3.1210
picropodophyllin
picropodophyllin: isolated from American May apple (Podophyllum); inhibits IGF-I autophosphorylation without interfering with tyrosine kinase activity. picropodophyllotoxin : An organic heterotetracyclic compound that has a furonaphthodioxole skeleton bearing 3,4,5-trimethoxyphenyl and hydroxy substituents.		3.0910furonaphthodioxole;
lignan;
organic heterotetracyclic compound		antineoplastic agent;
insulin-like growth factor receptor 1 antagonist;
plant metabolite;
tyrosine kinase inhibitor
homocysteine
Homocysteine: A thiol-containing amino acid formed by a demethylation of METHIONINE.. homocysteine : A sulfur-containing amino acid consisting of a glycine core with a 2-mercaptoethyl side-chain.. L-homocysteine : A homocysteine that has L configuration.		2.0610amino acid zwitterion;
homocysteine;
serine family amino acid		fundamental metabolite;
mouse metabolite
beta-peltatin
beta-peltatin : An organic heterotetracyclic compound that is alpha-peltatin in which the phenolic hydroxy group of the 4-hydroxy-3,5-dimethoxyphenyl substitutent had been converted into the corresponding methyl ether.		3.0910furonaphthodioxole;
gamma-lactone;
lignan;
organic heterotetracyclic compound;
phenols		antineoplastic agent;
plant metabolite
alpha-peltatin
alpha-peltatin: RN given for (5R-(5alpha,5beta,8aalpha))-isomer. alpha-peltatin : An organic heterotetracyclic compound that is 4'-demethylpodophyllotoxin which is substituted by a hydroxy group at position 10 but which is lacking the hydroxy group at position 9. It is found as a glucoside in the rhizomes of Podophyllum peltatum.		3.0910furonaphthodioxole;
gamma-lactone;
lignan;
organic heterotetracyclic compound;
phenols		antineoplastic agent;
metabolite
n-(2-chloro-4-pyridyl)-n'-phenylurea
forchlorfenuron : A member of the class of phenylureas that is urea substituted by a phenyl group and a 2-chloropyridin-4-yl group at positions 1 and 3 respectively. It is a plant growth regulator widely used in agriculture for improving fruit quality and fruit size.		2.110monochloropyridine;
phenylureas		plant growth regulator
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		3.0910lignan
epipodophyllotoxin
[no description available]		3.0910
schizandrin b
schizandrin B: a phytogenic antineoplastic agent with anti-inflammatory activity; isolated from Schisandra plant		5.84290
bifendate
7,7'-dimethoxy-(4,4'-bi-1,3-benzodioxole)-5,5'-dicarboxylic acid dimethyl ester: structure given in first source		2.420
4'-demethylpodophyllotoxin
4'-demethylpodophyllotoxin : An organic heterotetracyclic compound that is podophyllotoxin in which the methyl ether group at position 4 of the trimethoxyphenyl group has been cleaved to afford the corresponding phenol.		3.0910furonaphthodioxole;
organic heterotetracyclic compound;
phenols		metabolite
4'-demethylepipodophyllotoxin
4'-demethylepipodophyllotoxin: structure in first source. 4'-demethylepipodophyllotoxin : An organic heterotetracyclic compound that is the 9- epimer of 4'-demethylpodophyllotoxin.		3.0910furonaphthodioxole;
organic heterotetracyclic compound;
phenols		antineoplastic agent
npf-etoposide
NPF-etoposide: RN given refers to (5R-(5alpha,5abeta,8aalpha,9beta))-isomer; structure in first source		3.1210
skullcapflavone ii
skullcapflavone II: cytotoxic principle from Scutellariae radix; structure given in first source. scullcapflavone II : A tetramethoxyflavone that is flavone substituted by methoxy groups at positions 6, 7, 8 and 6' and hydroxy groups at positons 5 and 2' respectively.		3.3110dihydroxyflavone;
tetramethoxyflavone		anti-asthmatic drug;
plant metabolite
schisantherin a
[no description available]		2.4320tannin
moracin c
[no description available]		3.3110benzofurans
schizandrin a
schizandrin A: the major lignan, 2-9%, of Schisandra plant; has hepatoprotective, antioxidant, and antineoplastic activities		4.45210
schizandrin b
(+)-schisandrin B : An organic heterotetracyclic compound that is found in Fructus Schisandrae and Schisandra chinensis.		2.9840aromatic ether;
cyclic acetal;
organic heterotetracyclic compound;
oxacycle;
tannin		anti-asthmatic agent;
anti-inflammatory agent;
antilipemic drug;
antioxidant;
apoptosis inhibitor;
hepatoprotective agent;
nephroprotective agent;
neuroprotective agent;
plant metabolite
beta-peltatin a methyl ether
beta-peltatin A methyl ether: isolated from Mexican plant Bursera fagaroides; antitumor agent of podophyllotoxin (III) class; RN given refers to (5alpha,5beta,8aalpha)-isomer		3.0910lactone;
lignan
justicidin a
justicidins: from Justica procumbens		3.0910lignan
dihydroguaiaretic acid
dihydroguaiaretic acid: lignan extracted form Larrea divaricata; inhibitory to beef heart mitochondrial succinoxidase & NADH-oxidase; RN given refers to cpd without isomeric designation		2.110
schisantherin d
schisantherin D: a lignan from the fruits of Schisandra sphenanthera		3.5620
schizandrer a
schizandrer A: from Fructus Schizandrae chinensis (Schisandraceae); structure given in first source		3.83110
kadsurin
kadsurin: from the stems of Kadsura heteroclita; has anti-lipid peroxidative effect; cinnamate dimer similar to schisanhenol of Schisandra		2.0110tanninmetabolite
angiotensin ii
Giapreza: injectable form of angiotensin II used to increase blood pressure in adult patients with septic or other distributive shock. Ile(5)-angiotensin II : An angiotensin II that acts on the central nervous system (PDB entry: 1N9V).		2.2110amino acid zwitterion;
angiotensin II		human metabolite
rubschisandrin
rubschisandrin: isolated from kernels of Schisandra rubriflora; structure given in first source		4.3330tannin
anthricin
anthricin: antitumor constituent from Anthriscus sylvestris (L.) Hoffm; structure in first source. deoxypodophyllotoxin : A member of the class of furonaphthodioxoles that is (5R,5aR,8aR)-5,8,8a,9-tetrahydro-2H-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one substituted at position 5 by a 3,4,5-trimethoxyphenyl group.		3.0910furonaphthodioxole;
gamma-lactone;
lignan;
methoxybenzenes		antineoplastic agent;
apoptosis inducer;
plant metabolite
schisanhenol
schisanhenol: a dibenzyl cyclooctane from kernels of Schisandra rubriflora; structure given in first source		3.1750
lignans
Lignans: A class of dibenzylbutane derivatives which occurs in higher plants and in fluids (bile, serum, urine, etc.) in man and other animals. These compounds, which have a potential anti-cancer role, can be synthesized in vitro by human fecal flora. (From Singleton & Sainsbury, Dictionary of Microbiology and Molecular Biology, 2d ed)		7.37580
tacrolimus
Tacrolimus: A macrolide isolated from the culture broth of a strain of Streptomyces tsukubaensis that has strong immunosuppressive activity in vivo and prevents the activation of T-lymphocytes in response to antigenic or mitogenic stimulation in vitro.. tacrolimus (anhydrous) : A macrolide lactam containing a 23-membered lactone ring, originally isolated from the fermentation broth of a Japanese soil sample that contained the bacteria Streptomyces tsukubaensis.		2.110macrolide lactambacterial metabolite;
immunosuppressive agent
h 89
N-(2-(4-bromocinnamylamino)ethyl)-5-isoquinolinesulfonamide: structure given in first source. N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide : A member of the class of isoquinolines that is the sulfonamide obtained by formal condensation of the sulfo group of isoquinoline-5-sulfonic acid with the primary amino group of N(1)-[3-(4-bromophenyl)prop-2-en-1-yl]ethane-1,2-diamine. It is a protein kinase A inhibitor.. (E)-N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide : A N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide in which the double bond adopts a trans-configuration.		2.0810N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide
trachelogenin
trachelogenin: structure in first source		3.0910lignan
gamma-sitosterol
clionasterol : A member of the class of phytosterols that is poriferast-5-ene carrying a beta-hydroxy substituent at position 3.		2.77303beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
phytosterols		marine metabolite;
plant metabolite
bevirimat
bevirimat: an HIV inhibitor; disrupts late step in processing HIV Major Core Protein p24, preventing the capsid precursor p25 from being converted to mature capsid p24. bevirimat : A pentacyclic triterpenoid obtained by the formal condensation of 2,2-dimethylsuccinic acid with the 3-hydroxy group of betulinic acid. It is isolated from the Chinese herb Syzygium claviflorum. The first in the class of HIV-1 maturation inhibitors to be studied in humans, bevirimat was identified as a potent HIV drug candidate and several clinical trials were conducted, but development into a new drug was plagued by numerous resistance-related problems.		3.1210dicarboxylic acid monoester;
monocarboxylic acid;
pentacyclic triterpenoid		HIV-1 maturation inhibitor;
metabolite
retrojusticidin b
retrojusticidin B: isolated from Phyllanthus myrtifolius; structure in first source		3.0910
schizandrin
schizandrin: a dibenzocyclooctadiene lignan; schizandra is the plant name		6.04210
moronic acid
moronic acid: from root bark extract of Ozoroa mucronata; RN & N1 from 9th CI. moronic acid : A pentacyclic triterpenoid that is olean-18-ene substituted at position 3 by an oxo group and position 28 by a carboxy group.		3.1210pentacyclic triterpenoidanti-HIV agent;
anti-HSV-1 agent;
metabolite
nadp
[no description available]		2.6730
tjn 101
[no description available]		2.1510
schizandrin
[no description available]		3.1750
gomisin j
gomisin J: a lignan from Schizandra fruits		4.6680
8-hydroxypinoresinol
8-hydroxypinoresinol: cytoprotective lignan from Forsythia suspensa; structure in first source		2.0810lignan
cytellin
cytellin: a phytosterol preparation of mainly B-sitosterol, that was marketed by Eli Lilly to lower cholesterol 1957 to 1982		2.7730
zinc protoporphyrin ix
[no description available]		2.1710
bilirubin
[no description available]		2.4110biladienes;
dicarboxylic acid		antioxidant;
human metabolite;
mouse metabolite
quercetin 3-o-glucopyranoside
quercetin 3-O-glucopyranoside: structure in first source. quercetin 3-O-beta-D-glucopyranoside : A quercetin O-glucoside that is quercetin with a beta-D-glucosyl residue attached at position 3. Isolated from Lepisorus contortus, it exhibits antineoplastic activityand has been found to decrease the rate of polymerization and sickling of red blood cells		3.3110beta-D-glucoside;
monosaccharide derivative;
quercetin O-glucoside;
tetrahydroxyflavone		antineoplastic agent;
antioxidant;
antipruritic drug;
bone density conservation agent;
geroprotector;
histamine antagonist;
osteogenesis regulator;
plant metabolite
12-o-tetradeca-2,4,6,8-tetranoylphorbol-13-acetate
[no description available]		1.9810
schisantherin b
schisantherin B: lignan isolated from fruit of Schisandra sphenanthera; RN given refers to schisanterin B and gomisin B		2.9140tannin
toosendanin
[no description available]		2.0810limonoid
schisandrol a
schisandrol A: dibenzocyclooctadiene lignan from Schisandra chinensis; structure in first source		3.6380
lyoniside
lyoniside: see also eleutherosides & syringin for eleutheroside B: 118-34-3; RN given refers to (3beta)-isomer		2.7730
gomisin-g
[no description available]		4.7350
interiotherin b
interiotherin B: isolated from kadsura interior; structure given in first source. interiotherin B : A lignan with a dibenzocyclooctadiene skeleton attached to a fatty acid ester side chain. It is isolated from Kadsura interior and has been shown to exhibit anti-HIV activity.		2.0110aromatic ether;
fatty acid ester;
lignan;
organic heteropentacyclic compound;
oxacycle		anti-HIV agent;
metabolite
cardiovascular agents
Cardiovascular Agents: Agents that affect the rate or intensity of cardiac contraction, blood vessel diameter, or blood volume.		2.0510
gomisin d
gomisin D: a lignan from Schizandra chinensis		2.5220
gsk1210151a
GSK1210151A: inhibitor of the BET family of proteins; structure in first source		3.3110imidazoquinoline
ascorbic acid
Ascorbic Acid: A six carbon compound related to glucose. It is found naturally in citrus fruits and many vegetables. Ascorbic acid is an essential nutrient in human diets, and necessary to maintain connective tissue and bone. Its biologically active form, vitamin C, functions as a reducing agent and coenzyme in several metabolic pathways. Vitamin C is considered an antioxidant.. L-ascorbic acid : The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate.. L-ascorbate : The L-enantiomer of ascorbate and conjugate base of L-ascorbic acid, arising from selective deprotonation of the 3-hydroxy group. Required for a range of essential metabolic reactions in all animals and plants.. vitamin C : Any member of a group of vitamers that belong to the chemical structural class called butenolides that exhibit biological activity against vitamin C deficiency in animals. The vitamers include L-ascorbic acid and its salt, ionized and oxidized forms.		2.0310ascorbic acid;
vitamin C		coenzyme;
cofactor;
flour treatment agent;
food antioxidant;
food colour retention agent;
geroprotector;
plant metabolite;
skin lightening agent
PF-06446846
PF-06446846: inhibits translation of PCSK9 ;structure in first source. PF-06446846 : A triazolopyridine that is 3H-[1,2,3]triazolo[4,5-b]pyridine substituted by a 4-{(3-chloropyridin-2-yl)[(3R)-piperidin-3-yl]carbamoyl}phenyl group at position 3. It is a potent inhibitor of PCSK9.		3.3110benzamides;
monochloropyridine;
piperidines;
tertiary carboxamide;
triazolopyridine		antilipemic drug;
EC 3.4.21.61 (kexin) inhibitor
vitamin b 12
Vitamin B 12: A cobalt-containing coordination compound produced by intestinal micro-organisms and found also in soil and water. Higher plants do not concentrate vitamin B 12 from the soil and so are a poor source of the substance as compared with animal tissues. INTRINSIC FACTOR is important for the assimilation of vitamin B 12.		2.0810
2',5'-dideoxyadenosylcobalamin
2',5'-dideoxyadenosylcobalamin: structure given in first source		2.0810
3-methyladenine
N3-methyladenine: structure in first source		2.1710
lipoteichoic acid
lipoteichoic acid: lipopolysaccharides with an acyl group anchored to the cell membrane of gram-positive bacteria; functions as an adhesion molecule to facilitate the binding of bacteria to cells, colonization, and invasion; interacts with CD14 to induce NF-κB activation and inflammatory cytokine production; can function as surface antigen; inhibits remineraliztion of artificial lesions and surface-softened enamels;. lipoteichoic acid : A teichoic acid which is covalently bound to a lipid.		2.0810
ConditionIndicatedRelationship StrengthStudiesTrials
Elevated Cholesterol
[description not available]		03.1210
Hypercholesterolemia
A condition with abnormally high levels of CHOLESTEROL in the blood. It is defined as a cholesterol value exceeding the 95th percentile for the population.		03.1210
Innate Inflammatory Response
[description not available]		02.9940
Bowel Diseases, Inflammatory
[description not available]		02.4110
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.		02.9940
Inflammatory Bowel Diseases
Chronic, non-specific inflammation of the GASTROINTESTINAL TRACT. Etiology may be genetic or environmental. This term includes CROHN DISEASE and ULCERATIVE COLITIS.		02.4110
Benign Neoplasms
[description not available]		03.4420
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.		03.4420
Acute Liver Injury, Drug-Induced
[description not available]		05.21110
Chemical and Drug Induced Liver Injury, Chronic
Liver disease lasting six months or more, caused by an adverse effect of a drug or chemical. The adverse effect may be caused by drugs, drug metabolites, chemicals from the environment, or an idiosyncratic response.		03.3340
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.		05.21110
Alveolitis, Fibrosing
[description not available]		02.610
Pulmonary Fibrosis
A process in which normal lung tissues are progressively replaced by FIBROBLASTS and COLLAGEN causing an irreversible loss of the ability to transfer oxygen into the bloodstream via PULMONARY ALVEOLI. Patients show progressive DYSPNEA finally resulting in death.		02.610
Colitis, Mucous
[description not available]		02.3110
Irritable Bowel Syndrome
A disorder with chronic or recurrent colonic symptoms without a clearcut etiology. This condition is characterized by chronic or recurrent ABDOMINAL PAIN, bloating, MUCUS in FECES, and an erratic disturbance of DEFECATION.		02.3110
Acne
[description not available]		02.1510
Acne Vulgaris
A chronic disorder of the pilosebaceous apparatus associated with an increase in sebum secretion. It is characterized by open comedones (blackheads), closed comedones (whiteheads), and pustular nodules. The cause is unknown, but heredity and age are predisposing factors.		02.1510
Alcoholic Liver Diseases
[description not available]		02.1310
Liver Diseases, Alcoholic
Liver diseases associated with ALCOHOLISM. It usually refers to the coexistence of two or more subentities, i.e., ALCOHOLIC FATTY LIVER; ALCOHOLIC HEPATITIS; and ALCOHOLIC CIRRHOSIS.		02.1310
Cirrhosis, Liver
[description not available]		02.1110
Liver Cirrhosis
Liver disease in which the normal microcirculation, the gross vascular anatomy, and the hepatic architecture have been variably destroyed and altered with fibrous septa surrounding regenerated or regenerating parenchymal nodules.		02.1110
Glial Cell Tumors
[description not available]		02.0410
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)		02.0410
Leucocythaemia
[description not available]		02.0510
Leukemia
A progressive, malignant disease of the blood-forming organs, characterized by distorted proliferation and development of leukocytes and their precursors in the blood and bone marrow. Leukemias were originally termed acute or chronic based on life expectancy but now are classified according to cellular maturity. Acute leukemias consist of predominately immature cells; chronic leukemias are composed of more mature cells. (From The Merck Manual, 2006)		02.0510
Acquired Immune Deficiency Syndrome
[description not available]		02.9610
Hepatitis B Virus Infection
[description not available]		03.3220
Acquired Immunodeficiency Syndrome
An acquired defect of cellular immunity associated with infection by the human immunodeficiency virus (HIV), a CD4-positive T-lymphocyte count under 200 cells/microliter or less than 14% of total lymphocytes, and increased susceptibility to opportunistic infections and malignant neoplasms. Clinical manifestations also include emaciation (wasting) and dementia. These elements reflect criteria for AIDS as defined by the CDC in 1993.		02.9610
Hepatitis B
INFLAMMATION of the LIVER in humans caused by a member of the ORTHOHEPADNAVIRUS genus, HEPATITIS B VIRUS. It is primarily transmitted by parenteral exposure, such as transfusion of contaminated blood or blood products, but can also be transmitted via sexual or intimate personal contact.		03.3220
Injury, Myocardial Reperfusion
[description not available]		02.4220
Heart Disease, Ischemic
[description not available]		02.0510
Myocardial Ischemia
A disorder of cardiac function caused by insufficient blood flow to the muscle tissue of the heart. The decreased blood flow may be due to narrowing of the coronary arteries (CORONARY ARTERY DISEASE), to obstruction by a thrombus (CORONARY THROMBOSIS), or less commonly, to diffuse narrowing of arterioles and other small vessels within the heart. Severe interruption of the blood supply to the myocardial tissue may result in necrosis of cardiac muscle (MYOCARDIAL INFARCTION).		02.0510
Hepatitis
INFLAMMATION of the LIVER.		02.3720
Body Weight
The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.		01.9810
Carbon Tetrachloride Poisoning
Poisoning that results from ingestion, injection, inhalation, or skin absorption of CARBON TETRACHLORIDE.		02.6630
Cancer of Skin
[description not available]		01.9810
Skin Neoplasms
Tumors or cancer of the SKIN.		01.9810
Liver Steatosis
[description not available]		01.9610
Liver Dysfunction
[description not available]		01.9610
Fatty Liver
Lipid infiltration of the hepatic parenchymal cells resulting in a yellow-colored liver. The abnormal lipid accumulation is usually in the form of TRIGLYCERIDES, either as a single large droplet or multiple small droplets. Fatty liver is caused by an imbalance in the metabolism of FATTY ACIDS.		01.9610
Liver Diseases
Pathological processes of the LIVER.		01.9610
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