Compounds > glaucarubinone
Page last updated: 2024-11-08

glaucarubinone

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

glaucarubinone: structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

glaucarubinone : A quassinoid with formula C25H34O10. It is a natural product isolated from several plant species and exhibits anti-cancer and anti-malarial properties. [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]

Cross-References

ID SourceID
PubMed CID280687
MeSH IDM0064356
PubMed CID441796
CHEMBL ID458347
CHEBI ID5371
SCHEMBL ID1276887

Synonyms (22)

Synonym
nsc132791 ,
nsc 277286
1259-86-5
glaucarubinone
nsc 132791
picras-3-ene-2,16-dione, 11,20-epoxy-1,11,12-trihydroxy-15-(2-hydroxy-2-methyl-1-oxobutoxy)-, (1beta,11beta,12alpha,15beta(s))-
butyric acid, 2-hydroxy-2-methyl-, 4-ester with 1,3abeta,4,7,7aalpha,11,11a,11balpha-octahydro-1alpha,2alpha,4beta,11beta-tetrahydroxy-3alpha,8,11abeta-trimethyl-2h-1,11cbeta-(epoxymethano)phenanthro(10,1-bc)pyran-5,10(3h,6abetah)-dione
[(1s,5r,6r,7s,8r,11r,13s,17s,18s,19r)-4,5,17-trihydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-8-yl] (2s)-2-hydroxy-2-methylbutanoate
nsc-132791
mls002703011 ,
butyric acid, 4-ester with 1,3ab,4,7,7aa,11,11a,11ba-octahydro-1a,2a,4b,11b-tetrahydroxy-3a,8,11ab-trimethyl-2h-1,11cb-(epoxymethano)phenanthro[10,1-bc]pyran-5,10(3h,6abh)-dione
C08763
NCI60_000722
AC1L9BOD ,
CHEMBL458347
chebi:5371 ,
SCHEMBL1276887
(+)-glaucarubinone
Q27106736
[(1s,4r,5r,6r,7s,8r,11r,13s,17s,18s,19r)-4,5,17-trihydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-8-yl] (2s)-2-hydroxy-2-methylbutanoate
(s)-(1r,2r,3r,3as,3a1s,4r,6ar,7as,11s,11as,11br)-1,2,11-trihydroxy-3,8,11a-trimethyl-5,10-dioxo-2,3,3a,4,5,6a,7,7a,10,11,11a,11b-dodecahydro-1h-1,3a1-(epoxymethano)dibenzo[de,g]chromen-4-yl 2-hydroxy-2-methylbutanoate
DTXSID201317402

Research Excerpts

Treatment

ExcerptReferenceRelevance
"Treatment with glaucarubinone and gemcitabine reduced proliferation in vitro and tumor growth in vivo more than treatment with either glaucarubinone or gemcitabine alone."( Glaucarubinone and gemcitabine synergistically reduce pancreatic cancer growth via down-regulation of P21-activated kinases.
Baldwin, GS; Beutler, JA; Christophi, C; He, H; Huynh, N; Nikfarjam, M; Shulkes, A; Yeo, D, 2014)		2.18

Dosage Studied

ExcerptRelevanceReference
" Complete dose-response curves were generated and IC(50) values were calculated for these active extracts against four cell lines HCT-8, MDA-MB-435, SF-295 and HL-60 (leukemia), and their direct cytotoxic effects were determined."( Cytotoxic activity of Brazilian Cerrado plants used in traditional medicine against cancer cell lines.
Costa-Lotufo, LV; de Mesquita, ML; de Moraes, MO; de Paula, JE; Espindola, LS; Grougnet, R; Michel, S; Pessoa, C; Tillequin, F, 2009)		0.35
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (4)

RoleDescription
geroprotectorAny compound that supports healthy aging, slows the biological aging process, or extends lifespan.
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antineoplastic agentA substance that inhibits or prevents the proliferation of neoplasms.
antimalarialA drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
[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]

Drug Classes (6)

ClassDescription
carboxylic esterAn ester of a carboxylic acid, R(1)C(=O)OR(2), where R(1) = H or organyl and R(2) = organyl.
quassinoidMembers of the class of triterpenoid, mostly isolated as bitter principles of the Simaroubaceae family. They are chemically regarded as degraded triterpenes and can be categorized into groups with C18, C19, C20, C22 and C25 skeletons.
organic heteropentacyclic compound
tetrolA polyol that contains 4 hydroxy groups.
secondary alpha-hydroxy ketoneAn alpha-hydroxy ketone in which the carbonyl group and the hydroxy group are linked by a carbon bearing one hydrogen and one organyl group. Secondary alpha-hydroxy ketones are also known as acyloins, and are formally derived from reductive coupling of two carboxylic acid groups.
tertiary alpha-hydroxy ketoneAn alpha-hydroxy ketone in which the carbonyl group and the hydroxy group are linked by a carbon bearing two organyl groups.
[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 Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Transcription factor AP-1Homo sapiens (human)IC50 (µMol)0.04000.00790.39202.0300AID422099
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Transcription factor AP-1Homo sapiens (human)EC50 (µMol)0.81000.13000.81001.4900AID1178347; AID609666
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (21)

Processvia Protein(s)Taxonomy
negative regulation of transcription by RNA polymerase IITranscription factor AP-1Homo sapiens (human)
regulation of transcription by RNA polymerase IITranscription factor AP-1Homo sapiens (human)
transforming growth factor beta receptor signaling pathwayTranscription factor AP-1Homo sapiens (human)
release from viral latencyTranscription factor AP-1Homo sapiens (human)
cellular response to reactive oxygen speciesTranscription factor AP-1Homo sapiens (human)
response to endoplasmic reticulum stressTranscription factor AP-1Homo sapiens (human)
positive regulation of apoptotic processTranscription factor AP-1Homo sapiens (human)
negative regulation of DNA bindingTranscription factor AP-1Homo sapiens (human)
negative regulation by host of viral transcriptionTranscription factor AP-1Homo sapiens (human)
positive regulation by host of viral transcriptionTranscription factor AP-1Homo sapiens (human)
negative regulation of DNA-templated transcriptionTranscription factor AP-1Homo sapiens (human)
positive regulation of DNA-templated transcriptionTranscription factor AP-1Homo sapiens (human)
positive regulation of transcription by RNA polymerase IITranscription factor AP-1Homo sapiens (human)
SMAD protein signal transductionTranscription factor AP-1Homo sapiens (human)
cellular response to cadmium ionTranscription factor AP-1Homo sapiens (human)
integrated stress response signalingTranscription factor AP-1Homo sapiens (human)
positive regulation of miRNA transcriptionTranscription factor AP-1Homo sapiens (human)
positive regulation of vascular associated smooth muscle cell proliferationTranscription factor AP-1Homo sapiens (human)
positive regulation of DNA-templated transcription initiationTranscription factor AP-1Homo sapiens (human)
regulation of cell population proliferationTranscription factor AP-1Homo sapiens (human)
regulation of cell cycleTranscription factor AP-1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (20)

Processvia Protein(s)Taxonomy
transcription cis-regulatory region bindingTranscription factor AP-1Homo sapiens (human)
RNA polymerase II cis-regulatory region sequence-specific DNA bindingTranscription factor AP-1Homo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificTranscription factor AP-1Homo sapiens (human)
DNA-binding transcription repressor activity, RNA polymerase II-specificTranscription factor AP-1Homo sapiens (human)
DNA-binding transcription activator activity, RNA polymerase II-specificTranscription factor AP-1Homo sapiens (human)
DNA bindingTranscription factor AP-1Homo sapiens (human)
DNA-binding transcription factor activityTranscription factor AP-1Homo sapiens (human)
RNA bindingTranscription factor AP-1Homo sapiens (human)
GTPase activator activityTranscription factor AP-1Homo sapiens (human)
protein bindingTranscription factor AP-1Homo sapiens (human)
enzyme bindingTranscription factor AP-1Homo sapiens (human)
ubiquitin protein ligase bindingTranscription factor AP-1Homo sapiens (human)
cAMP response element bindingTranscription factor AP-1Homo sapiens (human)
identical protein bindingTranscription factor AP-1Homo sapiens (human)
ubiquitin-like protein ligase bindingTranscription factor AP-1Homo sapiens (human)
RNA polymerase II-specific DNA-binding transcription factor bindingTranscription factor AP-1Homo sapiens (human)
R-SMAD bindingTranscription factor AP-1Homo sapiens (human)
general transcription initiation factor bindingTranscription factor AP-1Homo sapiens (human)
sequence-specific double-stranded DNA bindingTranscription factor AP-1Homo sapiens (human)
transcription factor bindingTranscription factor AP-1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (8)

Processvia Protein(s)Taxonomy
nuclear chromosomeTranscription factor AP-1Homo sapiens (human)
nucleusTranscription factor AP-1Homo sapiens (human)
nucleoplasmTranscription factor AP-1Homo sapiens (human)
transcription factor AP-1 complexTranscription factor AP-1Homo sapiens (human)
RNA polymerase II transcription regulator complexTranscription factor AP-1Homo sapiens (human)
chromatinTranscription factor AP-1Homo sapiens (human)
euchromatinTranscription factor AP-1Homo sapiens (human)
transcription regulator complexTranscription factor AP-1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (28)

Assay IDTitleYearJournalArticle
AID422100Inhibition of TPA-induced NF-kappaB transfected in HEK293 cells treated 1 hr before TPA stimulation measured after 18 hrs by luciferase reporter gene assay2009Journal of natural products, Mar-27, Volume: 72, Issue:3
Quassinoid inhibition of AP-1 function does not correlate with cytotoxicity or protein synthesis inhibition.
AID358630Cytotoxicity against human HL60 cells assessed as loss of membrane integrity after 4 days by trypan blue exclusion assay2001Journal of natural products, Dec, Volume: 64, Issue:12
Novel esters of glaucarubolone as inducers of terminal differentiation of promyelocytic HL-60 cells and inhibitors of 7,12-dimethylbenz[a]anthracene-induced preneoplastic lesion formation in mouse mammary organ culture.
AID504241Cytotoxicity against human DU145 cells2010Journal of natural products, Sep-24, Volume: 73, Issue:9
Antitumor Agents. 282. 2'-(R)-O-acetylglaucarubinone, a quassinoid from Odyendyea gabonensis as a potential anti-breast and anti-ovarian cancer agent.
AID422115Inhibition of TPA-induced phosphorylation at Tyr705 of Stat3 in HEK293 whole cell extract at 15.8 uM treated 1 hr before TPA stimulation measured after 18 hrs by immunoblot analysis2009Journal of natural products, Mar-27, Volume: 72, Issue:3
Quassinoid inhibition of AP-1 function does not correlate with cytotoxicity or protein synthesis inhibition.
AID422101Inhibition of TPA-induced SRE transfected in HEK293 cells treated 1 hr before TPA stimulation measured after 18 hrs by luciferase reporter gene assay2009Journal of natural products, Mar-27, Volume: 72, Issue:3
Quassinoid inhibition of AP-1 function does not correlate with cytotoxicity or protein synthesis inhibition.
AID399136In vivo antitumor activity against mouse P388 cells at 0.5 mg/kg relative to control
AID1178347Inhibition of AP-1 (unknown origin) by FRET assay2014Journal of medicinal chemistry, Aug-28, Volume: 57, Issue:16
Small molecule inhibitors targeting activator protein 1 (AP-1).
AID422117Inhibition of protein synthesis in cell-free extract of mouse Krebs2 cells by SDS-PAGE2009Journal of natural products, Mar-27, Volume: 72, Issue:3
Quassinoid inhibition of AP-1 function does not correlate with cytotoxicity or protein synthesis inhibition.
AID422112Inhibition of TPA-induced phosphorylation at Tyr705 of Stat3 in HEK293 whole cell extract at 71.3 uM treated 1 hr before TPA stimulation measured after 18 hrs by immunoblot analysis2009Journal of natural products, Mar-27, Volume: 72, Issue:3
Quassinoid inhibition of AP-1 function does not correlate with cytotoxicity or protein synthesis inhibition.
AID422099Inhibition of TPA-induced AP1 transfected in HEK293 cells assessed as inhibition of beta-lactamase reporter activity treated 1 hr before TPA stimulation measured after 18 hrs by luciferase reporter gene assay2009Journal of natural products, Mar-27, Volume: 72, Issue:3
Quassinoid inhibition of AP-1 function does not correlate with cytotoxicity or protein synthesis inhibition.
AID609667Cytotoxicity against human HEK293T cells expressing AP-1 at 80 uM after 18 hrs by XTT assay2011Bioorganic & medicinal chemistry letters, Aug-01, Volume: 21, Issue:15
Nothospondin, a new AP-1 inhibitory quassinoid from the Cameroonian plant Nothospondias staudtii.
AID422108Inhibition of TPA-induced IkappaBalpha phosphorylation in HEK293 whole cell extract at 40.8 uM treated 1 hr before TPA stimulation measured after 18 hrs by immunoblot analysis2009Journal of natural products, Mar-27, Volume: 72, Issue:3
Quassinoid inhibition of AP-1 function does not correlate with cytotoxicity or protein synthesis inhibition.
AID422118Inhibition of protein synthesis in human HeLa cells assessed as [35S]methionine incorporation into protein treated for 45 mins before [35S]methionine addition by Whatman paper analysis2009Journal of natural products, Mar-27, Volume: 72, Issue:3
Quassinoid inhibition of AP-1 function does not correlate with cytotoxicity or protein synthesis inhibition.
AID392774Selectivity ratio of cytotoxicity to human KB cells to antimalarial activity against Plasmodium falciparum2009Bioorganic & medicinal chemistry, Mar-15, Volume: 17, Issue:6
Synthetic medicinal chemistry of selected antimalarial natural products.
AID422107Inhibition of TPA-induced IkappaBalpha phosphorylation in HEK293 whole cell extract at 20.4 uM treated 1 hr before TPA stimulation measured after 18 hrs by immunoblot analysis2009Journal of natural products, Mar-27, Volume: 72, Issue:3
Quassinoid inhibition of AP-1 function does not correlate with cytotoxicity or protein synthesis inhibition.
AID358629Induction of cell differentiation in human HL60 cells assessed as superoxide anion production after 4 days by NBT reduction assay2001Journal of natural products, Dec, Volume: 64, Issue:12
Novel esters of glaucarubolone as inducers of terminal differentiation of promyelocytic HL-60 cells and inhibitors of 7,12-dimethylbenz[a]anthracene-induced preneoplastic lesion formation in mouse mammary organ culture.
AID422119Growth inhibition of human NCI60 cells2009Journal of natural products, Mar-27, Volume: 72, Issue:3
Quassinoid inhibition of AP-1 function does not correlate with cytotoxicity or protein synthesis inhibition.
AID609666Inhibition of TPA-induced AP-1 activity expressed in human HEK293T cells treated 1 hr before TPA challenge measured after 18 hrs by FRET based beta-lactamase reporter assay2011Bioorganic & medicinal chemistry letters, Aug-01, Volume: 21, Issue:15
Nothospondin, a new AP-1 inhibitory quassinoid from the Cameroonian plant Nothospondias staudtii.
AID422113Inhibition of TPA-induced phosphorylation at Tyr705 of Stat3 in HEK293 whole cell extract at 20.4 uM treated 1 hr before TPA stimulation measured after 18 hrs by immunoblot analysis2009Journal of natural products, Mar-27, Volume: 72, Issue:3
Quassinoid inhibition of AP-1 function does not correlate with cytotoxicity or protein synthesis inhibition.
AID358631Selectivity index, ratio of cytotoxic IC50 to antiproliferative IC50 for human HL60 cells2001Journal of natural products, Dec, Volume: 64, Issue:12
Novel esters of glaucarubolone as inducers of terminal differentiation of promyelocytic HL-60 cells and inhibitors of 7,12-dimethylbenz[a]anthracene-induced preneoplastic lesion formation in mouse mammary organ culture.
AID422111Inhibition of TPA-induced phosphorylation at Tyr705 of Stat3 in HEK293 whole cell extract at 35.5 uM treated 1 hr before TPA stimulation measured after 18 hrs by immunoblot analysis2009Journal of natural products, Mar-27, Volume: 72, Issue:3
Quassinoid inhibition of AP-1 function does not correlate with cytotoxicity or protein synthesis inhibition.
AID504244Cytotoxicity against human KBVIN cells2010Journal of natural products, Sep-24, Volume: 73, Issue:9
Antitumor Agents. 282. 2'-(R)-O-acetylglaucarubinone, a quassinoid from Odyendyea gabonensis as a potential anti-breast and anti-ovarian cancer agent.
AID504243Cytotoxicity against human KB cells2010Journal of natural products, Sep-24, Volume: 73, Issue:9
Antitumor Agents. 282. 2'-(R)-O-acetylglaucarubinone, a quassinoid from Odyendyea gabonensis as a potential anti-breast and anti-ovarian cancer agent.
AID422120Growth inhibition of human NCI60 cells at 1 uM2009Journal of natural products, Mar-27, Volume: 72, Issue:3
Quassinoid inhibition of AP-1 function does not correlate with cytotoxicity or protein synthesis inhibition.
AID422116Inhibition of TPA-induced phosphorylation at Tyr705 of Stat3 in HEK293 whole cell extract at 31.6 uM treated 1 hr before TPA stimulation measured after 18 hrs by immunoblot analysis2009Journal of natural products, Mar-27, Volume: 72, Issue:3
Quassinoid inhibition of AP-1 function does not correlate with cytotoxicity or protein synthesis inhibition.
AID358628Antiproliferative activity against human HL60 cells assessed as inhibition of [3H]thymidine incorporation after 4 days by liquid scintillation counter2001Journal of natural products, Dec, Volume: 64, Issue:12
Novel esters of glaucarubolone as inducers of terminal differentiation of promyelocytic HL-60 cells and inhibitors of 7,12-dimethylbenz[a]anthracene-induced preneoplastic lesion formation in mouse mammary organ culture.
AID504242Cytotoxicity against human A549 cells2010Journal of natural products, Sep-24, Volume: 73, Issue:9
Antitumor Agents. 282. 2'-(R)-O-acetylglaucarubinone, a quassinoid from Odyendyea gabonensis as a potential anti-breast and anti-ovarian cancer agent.
AID422114Inhibition of TPA-induced phosphorylation at Tyr705 of Stat3 in HEK293 whole cell extract at 40.8 uM treated 1 hr before TPA stimulation measured after 18 hrs by immunoblot analysis2009Journal of natural products, Mar-27, Volume: 72, Issue:3
Quassinoid inhibition of AP-1 function does not correlate with cytotoxicity or protein synthesis inhibition.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (17)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (17.65)18.7374
1990's1 (5.88)18.2507
2000's4 (23.53)29.6817
2010's8 (47.06)24.3611
2020's1 (5.88)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 21.58

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index21.58 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index4.92 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (21.58)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Reviews1 (14.29%)6.00%
Case Studies0 (0.00%)4.05%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Observational0 (0.00%)0.25%
Other13 (100.00%)84.16%
Other6 (85.71%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
chloroquine
Chloroquine: The prototypical antimalarial agent with a mechanism that is not well understood. It has also been used to treat rheumatoid arthritis, systemic lupus erythematosus, and in the systemic therapy of amebic liver abscesses.. chloroquine : An aminoquinoline that is quinoline which is substituted at position 4 by a [5-(diethylamino)pentan-2-yl]amino group at at position 7 by chlorine. It is used for the treatment of malaria, hepatic amoebiasis, lupus erythematosus, light-sensitive skin eruptions, and rheumatoid arthritis.		1.9610aminoquinoline;
organochlorine compound;
secondary amino compound;
tertiary amino compound		anticoronaviral agent;
antimalarial;
antirheumatic drug;
autophagy inhibitor;
dermatologic drug
leucine
Leucine: An essential branched-chain amino acid important for hemoglobin formation.. leucine : A branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isobutyl group.		1.9510amino acid zwitterion;
L-alpha-amino acid;
leucine;
proteinogenic amino acid;
pyruvate family amino acid		algal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
plant metabolite;
Saccharomyces cerevisiae metabolite
deoxycytidine
[no description available]		2.5220pyrimidine 2'-deoxyribonucleosideEscherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae 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).		7.1310taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
gemcitabine
gemcitabine : A 2'-deoxycytidine having geminal fluoro substituents in the 2'-position. An inhibitor of ribonucleotide reductase, gemcitabine is used in the treatment of various carcinomas, particularly non-small cell lung cancer, pancreatic cancer, bladder cancer and breast cancer.		2.5220organofluorine compound;
pyrimidine 2'-deoxyribonucleoside		antimetabolite;
antineoplastic agent;
antiviral drug;
DNA synthesis inhibitor;
EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor;
environmental contaminant;
immunosuppressive agent;
photosensitizing agent;
prodrug;
radiosensitizing agent;
xenobiotic
simalikalactone d
simalikalactone D: quassinoid which inhibits protein synthesis & DNA synthesis in cells; RN given refers to ((11beta)-isomer); structure in first source. simalikalactone D : A quassinoid isolated from Quassia amara and Quassia africana. It has been shown to exhibit antimalarial, cytotoxic and antiviral activities.		2.3620
chaparrinone
chaparrinone: quassinoid which inhibits protein sunthesis & DNA synthesis in cells; structure in first source		2.3620triterpenoid
bruceine a
bruceine A: quassinoid which inhibits protein synthesis & DNA synthesis in cells; RN given refers to (11 beta,12 alpha,15 beta)-isomer; structure given in first source		1.9510quassinoid
bruceine b
bruceine B: quassinoid which inhibits protein synthesis & DNA synthesis in cells; structure in first source		1.9510triterpenoid
glaucarubolone
glaucarubolone: a quassinoid which inhibits protein synthesis & DNA synthesis in cells; structure in first source		1.9510triterpenoid
glaucarubin
Glaucarubin: (1 beta,2 alpha,11 beta,12 alpha,15 beta(S))-11,20-Epoxy-1,2,11,12-tetrahydroxy-15-(2-hydroxy-2-methyl-1-oxobutoxy)picras-3-en-16-one. A quassinoid (Simaroubolide) from Simaruba glauca, a tropical shrub. It has been used as an antiamebic agent and is found to be cytotoxic. It may be of use in cancer chemotherapy.		3.89120
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.		2.6530
masoprocol
nordihydroguaretic acid: antioxidant compound found in the creosote bush (Larrea tridentata)		2.110catechols;
lignan;
tetrol		antioxidant;
ferroptosis inhibitor;
geroprotector;
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).		2.0510taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
quassin
quassin: article discusses quassinoid principle; structure		2.0510triterpenoid
chaparrinone
chaparrinone: quassinoid which inhibits protein sunthesis & DNA synthesis in cells; structure in first source		210triterpenoid
isobrucein b
isobrucein B: structure given in first source; isolated from Cedronia granatensis		2.0510triterpenoid
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
imd 0354
N-(3,5-bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide: a cardioprotective agent that inhibits IkappaB kinase beta (IKKbeta); structure in first source		2.110benzamides
bruceantin
[no description available]		2.7230triterpenoid
spc-839
SPC-839: an inhibitor of activator protein 1; structure in first source		2.110
sp 100030
N-(3,5-bis(trifluoromethyl)phenyl)-2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxamide: transcription factor inhibitor specific to T-cells		2.110
sr 11302
SR 11302: structure given in first source. SR11302 : A retinoid that is all-trans-retinoic acid in which the methyl group at position 9 is replaced by a 4-methylphenyl group. It is an inhibitor of activator protein-1 which exhibits antitumour effects in vivo.		2.110alpha,beta-unsaturated monocarboxylic acid;
retinoid;
toluenes		antineoplastic agent;
AP-1 antagonist
simalikalactone D
[no description available]		2.4320cyclic ether;
delta-lactone;
enone;
organic heteropentacyclic compound;
quassinoid;
secondary alcohol;
secondary alpha-hydroxy ketone;
triol		antimalarial;
antineoplastic agent;
antiviral agent;
metabolite
ConditionIndicatedRelationship StrengthStudiesTrials
Hepatocellular Carcinoma
[description not available]		07.3110
Cancer of Liver
[description not available]		02.3110
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.		02.3110
Liver Neoplasms
Tumors or cancer of the LIVER.		02.3110
Cancer of Pancreas
[description not available]		02.5220
Pancreatic Neoplasms
Tumors or cancer of the PANCREAS. Depending on the types of ISLET CELLS present in the tumors, various hormones can be secreted: GLUCAGON from PANCREATIC ALPHA CELLS; INSULIN from PANCREATIC BETA CELLS; and SOMATOSTATIN from the SOMATOSTATIN-SECRETING CELLS. Most are malignant except the insulin-producing tumors (INSULINOMA).		02.5220
Colorectal Cancer
[description not available]		07.1110
Colorectal Neoplasms
Tumors or cancer of the COLON or the RECTUM or both. Risk factors for colorectal cancer include chronic ULCERATIVE COLITIS; FAMILIAL POLYPOSIS COLI; exposure to ASBESTOS; and irradiation of the CERVIX UTERI.		02.1110
Experimental Neoplasms
[description not available]		02.1310
Carcinoma, Ductal, Pancreatic
[description not available]		02.1310
Carcinoma, Pancreatic Ductal
Carcinoma that arises from the PANCREATIC DUCTS. It accounts for the majority of cancers derived from the PANCREAS.		02.1310
Carcinoma, Anaplastic
[description not available]		02.1310
Cancer of Mouth
[description not available]		02.1310
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.		02.1310
Mouth Neoplasms
Tumors or cancer of the MOUTH.		02.1310
Benign Neoplasms
[description not available]		02.7330
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.		02.7330
Cell Transformation, Viral
An inheritable change in cells manifested by changes in cell division and growth and alterations in cell surface properties. It is induced by infection with a transforming virus.		01.9510
Infections, Plasmodium
[description not available]		01.9710
Malaria
A protozoan disease caused in humans by four species of the PLASMODIUM genus: PLASMODIUM FALCIPARUM; PLASMODIUM VIVAX; PLASMODIUM OVALE; and PLASMODIUM MALARIAE; and transmitted by the bite of an infected female mosquito of the genus ANOPHELES. Malaria is endemic in parts of Asia, Africa, Central and South America, Oceania, and certain Caribbean islands. It is characterized by extreme exhaustion associated with paroxysms of high FEVER; SWEATING; shaking CHILLS; and ANEMIA. Malaria in ANIMALS is caused by other species of plasmodia.		06.9710
Animal Mammary Carcinoma
[description not available]		0210
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.0510
Rheumatoid Arthritis
[description not available]		02.110
Innate Inflammatory Response
[description not available]		02.110
Arthritis, Rheumatoid
A chronic systemic disease, primarily of the joints, marked by inflammatory changes in the synovial membranes and articular structures, widespread fibrinoid degeneration of the collagen fibers in mesenchymal tissues, and by atrophy and rarefaction of bony structures. Etiology is unknown, but autoimmune mechanisms have been implicated.		02.110
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.		02.110