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

ascididemin

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

Description

ascididemin: can be viewed as a fused phenanthroline with quinoline; from the Mediterranean ascidian Cystodytes dellechiajei; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID189219
CHEMBL ID340160
SCHEMBL ID6841381
MeSH IDM0368036

Synonyms (23)

Synonym
9h-quino[4,3,2-de][1,10]phenanthrolin-9-one
leptoclinidinone
crl 8274
114622-04-7
ascididemine
ascididemin
NCI60_026702
nsc675670
nsc-675670
9h-quino[4,2-de][1,10]phenanthrolin-9-one
ascididemin (#111895)
CHEMBL340160
nsc 675670
9h-quino(4,3,2-de)(1,10)phenanthrolin-9-one
unii-855096hp36
855096hp36 ,
SCHEMBL6841381
DTXSID2041177
bdbm50489099
crl-8274
2,12,15-triazapentacyclo[11.7.1.03,8.09,21.014,19]henicosa-1,3,5,7,9(21),10,12,14(19),15,17-decaen-20-one
9h-quinolino[4,3,2-de][1,10]phenanthrolin-9-one
AKOS040750587

Research Excerpts

Overview

Ascididemin (ASC) is a pentacyclic DNA-intercalating agent isolated from the Mediterranean ascidian Cystodytes dellechiajei.

ExcerptReferenceRelevance
"Ascididemin is a pyridoacridine alkaloid originally derived from a Didemnum sp."( Mechanism of ascididemin-induced cytotoxicity.
Barrows, LR; Biggs, J; Copp, BR; Holden, JA; Matsumoto, SS, 2003)		1.41
"Ascididemin (ASC) is a pentacyclic DNA-intercalating agent isolated from the Mediterranean ascidian Cystodytes dellechiajei. "( Inhibition of topoisomerase II by the marine alkaloid ascididemin and induction of apoptosis in leukemia cells.
Bailly, C; Baldeyrou, B; Banaigs, B; Bonnard, I; Dassonneville, L; Lansiaux, A; Mahieu, C; Wattez, N, 2000)		2

Effects

Ascididemin has already been reported as displaying significant antitumor activities in vitro and has a relatively high global toxicity in vivo. It has been reported to inhibit topoisomersase II and induce topoisomerase II-mediated DNA cleavage.

ExcerptReferenceRelevance
"Ascididemin has already been reported as displaying significant antitumor activities in vitro and has also been found to have a relatively high global toxicity in vivo."( Synthesis and in vitro antitumor activity of novel ring D analogues of the marine pyridoacridine ascididemin: structure-activity relationship.
Bastide, J; Bayssade, S; Bouteillé, A; Collignon, F; Darro, F; Delfourne, E; Frydman, A; Galaup, C; Kiss, R; Le Corre, L; Lesur, B; Portefaix, P, 2002)		1.25
"Ascididemin has been reported to inhibit topoisomerase II and induce topoisomerase II-mediated DNA cleavage."( Mechanism of ascididemin-induced cytotoxicity.
Barrows, LR; Biggs, J; Copp, BR; Holden, JA; Matsumoto, SS, 2003)		1.41

Treatment

ExcerptReferenceRelevance
"Ascididemin-treated cells were also shown to induce oxygen-stress related proteins, further implicating the production of reactive oxygen species as the mechanism of cytotoxicity for these molecules."( Mechanism of ascididemin-induced cytotoxicity.
Barrows, LR; Biggs, J; Copp, BR; Holden, JA; Matsumoto, SS, 2003)		1.41

Bioavailability

ExcerptReferenceRelevance
" The importance of physicochemical properties of molecules in the development of orally bioavailable drugs has been recognized."( Drug-like properties: guiding principles for the design of natural product libraries.
Camp, D; Campitelli, M; Davis, RA; Ebdon, J; Quinn, RJ, 2012)		0.38
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (27)

Assay IDTitleYearJournalArticle
AID245396Minimum inhibitory concentration against Mycobacterium tuberculosis H37Rv pFPCA1 in green fluorescent protein microplate assay2005Bioorganic & medicinal chemistry letters, Sep-15, Volume: 15, Issue:18
Identification of heteroarylenamines as a new class of antituberculosis lead molecules.
AID767729Cytotoxicity against human SW480 cells after 48 hrs by MTT assay2013Journal of natural products, Sep-27, Volume: 76, Issue:9
Additional cytotoxic pyridoacridine alkaloids from the ascidian Cystodytes violatinctus and biogenetic considerations.
AID713899Cytotoxicity against african green monkey Vero cells2012European journal of medicinal chemistry, Mar, Volume: 49Recent advances in antitubercular natural products.
AID252250Selectivity ratio for IC50 of VERO cells to that of MIC of Mycobacterium tuberculosis H37Rv2005Bioorganic & medicinal chemistry letters, Sep-15, Volume: 15, Issue:18
Identification of heteroarylenamines as a new class of antituberculosis lead molecules.
AID486395Antibacterial activity against Micrococcus luteus after 24 hrs by liquid growth inhibition assay2010Journal of natural products, Jun-25, Volume: 73, Issue:6
Structures and antimicrobial activities of pyridoacridine alkaloids isolated from different chromotypes of the ascidian Cystodytes dellechiajei.
AID201874In vitro cytotoxicity against human glioblastomas cell line SW1088.2002Journal of medicinal chemistry, Aug-15, Volume: 45, Issue:17
Synthesis and in vitro antitumor activity of novel ring D analogues of the marine pyridoacridine ascididemin: structure-activity relationship.
AID91797In vitro cytotoxicity against human bladder cell line J82.2002Journal of medicinal chemistry, Aug-15, Volume: 45, Issue:17
Synthesis and in vitro antitumor activity of novel ring D analogues of the marine pyridoacridine ascididemin: structure-activity relationship.
AID102025In vitro cytotoxicity against human colon cell line LoVo.2002Journal of medicinal chemistry, Aug-15, Volume: 45, Issue:17
Synthesis and in vitro antitumor activity of novel ring D analogues of the marine pyridoacridine ascididemin: structure-activity relationship.
AID213879In vitro cytotoxicity against human glioblastomas cell line U-373MG.2002Journal of medicinal chemistry, Aug-15, Volume: 45, Issue:17
Synthesis and in vitro antitumor activity of novel ring D analogues of the marine pyridoacridine ascididemin: structure-activity relationship.
AID646600Antitrypanosomal activity against Trypanosoma brucei brucei2012Journal of natural products, Jan-27, Volume: 75, Issue:1
Drug-like properties: guiding principles for the design of natural product libraries.
AID210098In vitro cytotoxicity against human breast cell line T-47D.2002Journal of medicinal chemistry, Aug-15, Volume: 45, Issue:17
Synthesis and in vitro antitumor activity of novel ring D analogues of the marine pyridoacridine ascididemin: structure-activity relationship.
AID41074Mean tolerated dose following single i.p. injection to B6D2F1/jico mice.2002Journal of medicinal chemistry, Aug-15, Volume: 45, Issue:17
Synthesis and in vitro antitumor activity of novel ring D analogues of the marine pyridoacridine ascididemin: structure-activity relationship.
AID208399In vitro cytotoxicity against human bladder cell line T24.2002Journal of medicinal chemistry, Aug-15, Volume: 45, Issue:17
Synthesis and in vitro antitumor activity of novel ring D analogues of the marine pyridoacridine ascididemin: structure-activity relationship.
AID1872631Antibacterial activity against Mycobacterium tuberculosis2022European journal of medicinal chemistry, Mar-15, Volume: 232Quinoline heterocyclic containing plant and marine candidates against drug-resistant Mycobacterium tuberculosis: A systematic drug-ability investigation.
AID8292In vitro cytotoxicity against human non small-cell-lung cell line A549.2002Journal of medicinal chemistry, Aug-15, Volume: 45, Issue:17
Synthesis and in vitro antitumor activity of novel ring D analogues of the marine pyridoacridine ascididemin: structure-activity relationship.
AID8814In vitro cytotoxicity against human non small-cell-lung cell line A-427.2002Journal of medicinal chemistry, Aug-15, Volume: 45, Issue:17
Synthesis and in vitro antitumor activity of novel ring D analogues of the marine pyridoacridine ascididemin: structure-activity relationship.
AID713904Selectivity index, ratio of IC50 for african green monkey Vero cells to MIC for Mycobacterium tuberculosis H37Rv2012European journal of medicinal chemistry, Mar, Volume: 49Recent advances in antitubercular natural products.
AID767728Cytotoxicity against human A375 cells after 48 hrs by MTT assay2013Journal of natural products, Sep-27, Volume: 76, Issue:9
Additional cytotoxic pyridoacridine alkaloids from the ascidian Cystodytes violatinctus and biogenetic considerations.
AID156009In vitro cytotoxicity against human prostate cell line PC-3.2002Journal of medicinal chemistry, Aug-15, Volume: 45, Issue:17
Synthesis and in vitro antitumor activity of novel ring D analogues of the marine pyridoacridine ascididemin: structure-activity relationship.
AID103402In vitro cytotoxicity against human breast cell line MCF-7.2002Journal of medicinal chemistry, Aug-15, Volume: 45, Issue:17
Synthesis and in vitro antitumor activity of novel ring D analogues of the marine pyridoacridine ascididemin: structure-activity relationship.
AID713897Antimycobacterial activity against Mycobacterium tuberculosis H37Rv2012European journal of medicinal chemistry, Mar, Volume: 49Recent advances in antitubercular natural products.
AID486394Antibacterial activity against Escherichia coli after 24 hrs by liquid growth inhibition assay2010Journal of natural products, Jun-25, Volume: 73, Issue:6
Structures and antimicrobial activities of pyridoacridine alkaloids isolated from different chromotypes of the ascidian Cystodytes dellechiajei.
AID214042In vitro cytotoxicity against human glioblastomas cell line U87MG.2002Journal of medicinal chemistry, Aug-15, Volume: 45, Issue:17
Synthesis and in vitro antitumor activity of novel ring D analogues of the marine pyridoacridine ascididemin: structure-activity relationship.
AID767730Cytotoxicity against human HCT116 cells after 48 hrs by MTT assay2013Journal of natural products, Sep-27, Volume: 76, Issue:9
Additional cytotoxic pyridoacridine alkaloids from the ascidian Cystodytes violatinctus and biogenetic considerations.
AID78603In vitro cytotoxicity against human colon cell line HCT-15.2002Journal of medicinal chemistry, Aug-15, Volume: 45, Issue:17
Synthesis and in vitro antitumor activity of novel ring D analogues of the marine pyridoacridine ascididemin: structure-activity relationship.
AID247756Inhibitory concentration required to produce cytotoxicity against VERO cells2005Bioorganic & medicinal chemistry letters, Sep-15, Volume: 15, Issue:18
Identification of heteroarylenamines as a new class of antituberculosis lead molecules.
AID774607Antimicrobial activity against Mycobacterium aurum A+2013European journal of medicinal chemistry, Sep, Volume: 67Synthesis and antimycobacterial activity of analogues of the bioactive natural products sampangine and cleistopholine.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (23)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's12 (52.17)29.6817
2010's10 (43.48)24.3611
2020's1 (4.35)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.37

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.37 (24.57)
Research Supply Index3.18 (2.92)
Research Growth Index5.55 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.37)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (13.04%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other20 (86.96%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
carbamates
[no description available]		3.1810amino-acid anion
pyrazinamide
pyrazinecarboxamide : A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of pyrazinoic acid (pyrazine-2-carboxylic acid) with ammonia. A prodrug for pyrazinoic acid, pyrazinecarboxamide is used as part of multidrug regimens for the treatment of tuberculosis.		3.1710monocarboxylic acid amide;
N-acylammonia;
pyrazines		antitubercular agent;
prodrug
chelerythrine
chelerythrine : A benzophenanthridine alkaloid isolated from the root of Zanthoxylum simulans, Chelidonium majus L., and other Papaveraceae.		2.4110benzophenanthridine alkaloid;
organic cation		antibacterial agent;
antineoplastic agent;
EC 2.7.11.13 (protein kinase C) inhibitor
ciprofloxacin
Ciprofloxacin: A broad-spectrum antimicrobial carboxyfluoroquinoline.. ciprofloxacin : A quinolone that is quinolin-4(1H)-one bearing cyclopropyl, carboxylic acid, fluoro and piperazin-1-yl substituents at positions 1, 3, 6 and 7, respectively.		2.0210aminoquinoline;
cyclopropanes;
fluoroquinolone antibiotic;
N-arylpiperazine;
quinolinemonocarboxylic acid;
quinolone antibiotic;
quinolone;
zwitterion		antibacterial drug;
antiinfective agent;
antimicrobial agent;
DNA synthesis inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
environmental contaminant;
topoisomerase IV inhibitor;
xenobiotic
isoniazid
Hydra: A genus of freshwater polyps in the family Hydridae, order Hydroida, class HYDROZOA. They are of special interest because of their complex organization and because their adult organization corresponds roughly to the gastrula of higher animals.. hydrazide : Compounds derived from oxoacids RkE(=O)l(OH)m (l =/= 0) by replacing -OH by -NRNR2 (R groups are commonly H). (IUPAC).		2.4520carbohydrazideantitubercular agent;
drug allergen
nitidine
nitidine: RN given refers to parent cpd; synonym NSC 146397 refers to chloride; structure		2.4110phenanthridines
ofloxacin
Ofloxacin: A synthetic fluoroquinolone antibacterial agent that inhibits the supercoiling activity of bacterial DNA GYRASE, halting DNA REPLICATION.. 9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid : An oxazinoquinoline that is 2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinolin-7-one substituted by methyl, carboxy, fluoro, and 4-methylpiperazin-1-yl groups at positions 3, 6, 9, and 10, respectively.. ofloxacin : A racemate comprising equimolar amounts of levofloxacin and dextrofloxacin. It is a synthetic fluoroquinolone antibacterial agent which inhibits the supercoiling activity of bacterial DNA gyrase, halting DNA replication.		3.17103-oxo monocarboxylic acid;
N-arylpiperazine;
N-methylpiperazine;
organofluorine compound;
oxazinoquinoline
sanguinarine
benzophenanthridine alkaloid : A specific group of isoquinoline alkaloids that occur only in higher plants and are constituents mainly of the Papaveraceae family.		2.4110alkaloid antibiotic;
benzophenanthridine alkaloid;
botanical anti-fungal agent
kanamycin a
Kanamycin: Antibiotic complex produced by Streptomyces kanamyceticus from Japanese soil. Comprises 3 components: kanamycin A, the major component, and kanamycins B and C, the minor components.. kanamycin : Kanamycin is a naturally occurring antibiotic complex from Streptomyces kanamyceticus that consists of several components: kanamycin A, the major component (also usually designated as kanamycin), and kanamycins B, C, D and X the minor components.		2.0210kanamycinsbacterial metabolite
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.		3.1810pyrrole;
secondary amine
acridines
Acridines: Compounds that include the structure of acridine.. acridine : A polycyclic heteroarene that is anthracene in which one of the central CH groups is replaced by a nitrogen atom.		4.3660acridines;
mancude organic heterotricyclic parent;
polycyclic heteroarene		genotoxin
thiazoles
[no description available]		3.18101,3-thiazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene
liriodenine
liriodenine: structure given in first source. liriodenine : An oxoaporphine alkaloid that is 4,5,6,6a-tetradehydronoraporphin-7-one substituted by a methylenedioxy group across positions 1 and 2. It is isolated from Annona glabra and has been shown to exhibit antimicrobial and cytotoxic activities.		3.6520alkaloid antibiotic;
cyclic ketone;
organic heteropentacyclic compound;
oxacycle;
oxoaporphine alkaloid		antifungal agent;
antimicrobial agent;
antineoplastic agent;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
metabolite
ferrocin c
N-methyl-2-quinolone: structure in first source		2.4110
ethambutol
Ethambutol: An antitubercular agent that inhibits the transfer of mycolic acids into the cell wall of the tubercle bacillus. It may also inhibit the synthesis of spermidine in mycobacteria. The action is usually bactericidal, and the drug can penetrate human cell membranes to exert its lethal effect. (From Smith and Reynard, Textbook of Pharmacology, 1992, p863). ethambutol : An ethylenediamine derivative that is ethane-1,2-diamine in which one hydrogen attached to each of the nitrogens is sutstituted by a 1-hydroxybutan-2-yl group (S,S-configuration). It is a bacteriostatic antimycobacterial drug, effective against Mycobacterium tuberculosis and some other mycobacteria. It is used (as the dihydrochloride salt) in combination with other antituberculous drugs in the treatment of pulmonary and extrapulmonary tuberculosis; resistant strains of M. tuberculosis are readily produced if ethambutol is used alone.		3.5520ethanolamines;
ethylenediamine derivative		antitubercular agent;
environmental contaminant;
xenobiotic
streptomycin
[no description available]		2.0810antibiotic antifungal drug;
antibiotic fungicide;
streptomycins		antibacterial drug;
antifungal agrochemical;
antimicrobial agent;
antimicrobial drug;
bacterial metabolite;
protein synthesis inhibitor
ruthenium
Ruthenium: A hard, brittle, grayish-white rare earth metal with an atomic symbol Ru, atomic number 44, and atomic weight 101.07. It is used as a catalyst and hardener for PLATINUM and PALLADIUM.		7.2110iron group element atom;
platinum group metal atom
7-methyljuglone
7-methyljuglone: antineoplastic from roots of Euclea natalensis and Drosera aliciae; structure in first source		3.1710hydroxy-1,4-naphthoquinone
betulinic acid
[no description available]		3.1710hydroxy monocarboxylic acid;
pentacyclic triterpenoid		anti-HIV agent;
anti-inflammatory agent;
antimalarial;
antineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
plant metabolite
1,7-phenanthroline
[no description available]		5.78160phenanthroline
pinocembrin
pinocembrin : A dihydroxyflavanone in which the two hydroxy groups are located at positions 5 and 7. A natural product found in Piper sarmentosum and Cryptocarya chartacea.		3.1710(2S)-flavan-4-one;
dihydroxyflavanone		antineoplastic agent;
antioxidant;
metabolite;
neuroprotective agent;
vasodilator agent
meridine
meridine: polycyclic alkaloid derived from the marine sponge Corticium sp; structure given in first source		2.7130
cryptolepine
cryptolepine: fused indole-quinoline; structure in first source; from CRYPTOLEPIS sanguinolenta. cryptolepine : An organic heterotetracyclic compound that is 5H-indolo[3,2-b]quinoline in which the hydrogen at position N-5 is replaced by a methyl group.		2.4110indole alkaloid;
organic heterotetracyclic compound;
organonitrogen heterocyclic compound		anti-inflammatory agent;
antimalarial;
antineoplastic agent;
cysteine protease inhibitor;
plant metabolite
inermin
inermin: phytoalexin produced in plants after injection with fungi; RN given refers to (cis-(+-))-isomer; RN for cpd without isomeric designation; structure. (-)-maackiain : The (-)-enantiomer of maackiain.		3.1710maackiain
diffractaic acid
difractaic acid: from Lichen, Usnea steineri; active against Gram-positive, multidrug-resistant bacteria; structure in first source		3.1710carbonyl compound
amphimedine
amphimedine: structure in first source		3.1210
ecteinascidin 743
[no description available]		3.1810acetate ester;
azaspiro compound;
bridged compound;
hemiaminal;
isoquinoline alkaloid;
lactone;
organic heteropolycyclic compound;
organic sulfide;
oxaspiro compound;
polyphenol;
tertiary amino compound		alkylating agent;
angiogenesis modulating agent;
anti-inflammatory agent;
antineoplastic agent;
marine metabolite
eilatine
eilatine: isolated from the Red Sea purple tunicate Eudistoma sp.; structure given in first source		2.0710
chelirubine
chelirubine: RN given refers to parent cpd. chelirubine : A benzophenanthridine alkaloid that is sanguinarine bearing a methoxy substituent at position 10.		2.4110benzophenanthridine alkaloid;
organic cation
dicentrinone
dicentrinone: from Ocotea leucoxylon; structure in first source		2.4110
pimaric acid
pimaric acid: RN given refers to (D)-isomer; structure		3.1710diterpenoid
malabaricone a
malabaricone A: from Myristica malabarica (rampatri), has antipromastigote activity; structure in first source		3.1710
sampangine
sampangine: a plant-derived copyrine alkaloid extracted from the stem bark of Cananga odorata. sampangine : A copyrine alkaloid with formula C15H8N2O, extracted from several plants including the stem bark of Cananga odorata. It is a heme biosynthesis inhibitor and exhibits antifungal and anticancer properties.		2.0810alkaloid;
organic heterotetracyclic compound		antifungal agent;
plant metabolite
neocryptolepine
neocryptolepine: isolated from the roots of the African plant Cryptolepis sanguinolenta; structure in first source		2.4110
altholactone
altholactone: structure in first source		3.1710furopyran
cleistopholine
cleistopholine: structure in first source		2.5720
squalene
Addavax: an oil-water nanoemulsion and adjuvant containing squalene, Tween 80, and sorbitane trioleate		3.1710triterpenehuman metabolite;
mouse metabolite;
plant metabolite;
Saccharomyces cerevisiae metabolite
3,7-dimethoxyflavone
3,7-dimethoxyflavone: structure given in first source		3.1710ether;
flavonoids
methyl caffeate
methyl caffeate: from plant Gaillardia pulchella. methyl caffeate : An alkyl caffeate ester formed by the formal condensation of caffeic acid with methyl alcohol.		3.1710alkyl caffeate ester;
methyl ester
tocopherylquinone
tocopherylquinone: RN refers to (3R-(3R*,7R*,11R*))-isomer; structure		3.1710
6,7-dehydroroyleanone
6,7-dehydroroyleanone: diterpene abietane quinone isolated from Salvia moorcraftiana or Lepechinia bullata (both Lamiaceae); Rn given from CA Index Guide; RN not in Chemline 12/84; structure given in first source		3.1710
horminone
horminone: RN refers to (4bS-(4balpha,8abeta,10beta))-isomer; from root of Salvia officinalis; structure given in second source. horminone : An abietane diterpenoid that is abieta-8,12-diene substituted by hydroxy groups at positions 7 and 12 and oxo groups at positions 11 and 14 (the 7alpha stereoisomer) .		3.1710
ethionamide
Ethionamide: A second-line antitubercular agent that inhibits mycolic acid synthesis.. ethionamide : A thiocarboxamide that is pyridine-4-carbothioamide substituted by an ethyl group at position 2. A prodrug that undergoes metabolic activation by conversion to the corresponding S-oxide.		3.1710pyridines;
thiocarboxamide		antilipemic drug;
antitubercular agent;
fatty acid synthesis inhibitor;
leprostatic drug;
prodrug
trans-phytol
trans-phytol: structure in first source		3.1710diterpenoid;
long-chain primary fatty alcohol		algal metabolite;
plant metabolite;
schistosomicide drug
scopoletin
[no description available]		3.1710hydroxycoumarinplant growth regulator;
plant metabolite
isobavachalcone
isobavachalcone: RN given for (E)-isomer; structure in first source. isobavachalcone : A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2' and 4' and a prenyl group at position 3'.		3.1710chalcones;
polyphenol		antibacterial agent;
metabolite;
platelet aggregation inhibitor
mangostin
mangostin: xanthone from rind of Garcinia mangostana Linn. fruit. alpha-mangostin : A member of the class of xanthones that is 9H-xanthene substituted by hydroxy group at positions 1, 3 and 6, a methoxy group at position 7, an oxo group at position 9 and prenyl groups at positions 2 and 8. Isolated from the stems of Cratoxylum cochinchinense, it exhibits antioxidant, antimicrobial and antitumour activities.		3.1710aromatic ether;
phenols;
xanthones		antimicrobial agent;
antineoplastic agent;
antioxidant;
plant metabolite
ethyl 4-methoxycinnamate
ethyl 4-methoxycinnamate: an antifungal agent isolated from Curcumba zedoaria		3.1710
evocarpine
evocarpine: structure given in first source; RN given refers to (Z)-isomer		2.4110quinolines
pellitorine
pellitorine: consists of piper sylvaticum Roxb.; structure		3.1710fatty amidemetabolite
ergosterol-5,8-peroxide
ergosterol-5,8-peroxide: also inhibits sulfatase; isolated from fungus Cercospora kikuchii; structure given in first source. ergosterol peroxide : An ergostanoid that is ergosta-6,22-dien-3-ol with a peroxy group between positions 5 and 8 (the 3beta,5alpha,8alpha,22E stereoisomer). Isolated from Ganoderma lucidum and Cordyceps sinensis, it exhibits antimycobacterial, trypanocidal and antineoplastic activities.		3.17103beta-sterol;
ergostanoid;
organic peroxide;
phytosterols		antimycobacterial drug;
antineoplastic agent;
metabolite;
trypanocidal drug
furanoheliangolide
furanoheliangolide: structure in first source		3.1710
3,7,11,15-tetramethyl-2-hexadecen-1-ol
3,7,11,15-tetramethyl-2-hexadecen-1-ol: a fragrance ingredient; structure in first source		3.1710
beta-sitosterone
beta-sitosterone: from Torreya jackii		3.1710
gentamicin sulfate
[no description available]		2.0510
2-methoxyjuglone
2-methoxyjuglone: from Juglan; structure in first source		3.1710
marizomib
marizomib: a proteasome inhibitor from a marine bacterium Salinospora; structure in first source		3.1810beta-lactone;
gamma-lactam;
organic heterobicyclic compound;
organochlorine compound;
salinosporamide		antineoplastic agent;
proteasome inhibitor
azadiradione
azadiradione: structure in first source. azadiradione : A tetracyclic triterpenoid that is 4,4,8-trimethylandrosta-1,14-diene substituted by oxo groups at positions 3 and 16, an acetoxy group at position 7 and a furan-3-yl group at position 17. Isolated from Azadirachta indica, it exhibits antimycobacterial and anti-inflammatory activities.		3.1710acetate ester;
cyclic terpene ketone;
furans;
limonoid;
tetracyclic triterpenoid		anti-inflammatory agent;
antimycobacterial drug;
plant metabolite
discodermolide
discodermolide: a lactone-bearing polyhydroxylated alkatetraene from the marine sponge Discodermia dissoluta; microtubule-stabilizing agent like taxol		3.1810
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.		2.0210
thuggacin a
thuggacin A: structure in first source		3.1710
(1S,3aR,4S,6S,6aS,9aS,9bS)-9a-isocyano-6-(2-isocyano-2-methylpropyl)-1,4-dimethyl-7-methylidene-2,3,3a,4,5,6,6a,8,9,9b-decahydro-1H-phenalene
[no description available]		3.1710diterpenoidmetabolite
chaetoviridin E
chaetoviridin E : An azaphilone that is 6H-furo[2,3-h]isochromene-6,8(6aH)-dione substituted by a chloro group at position 5, a methyl group at position 6a, a 2-methylbut-2-enoyl group at position 9 and a 3-methylpent-1-en-1-yl group at position 3. It has been isolated from Chaetomium globosum.		3.1710azaphilone;
enone;
gamma-lactone;
organic heterotricyclic compound;
organochlorine compound		Chaetomium metabolite
bryostatin 1
bryostatin 1: a protein kinase C activator; macrocyclic lactone from marine Bryozoan Bugula neritina; RN given refers to (1S*-(1R*,3R*,5Z,7S*,8E,11R*,12R*(2E,4E),13E,15R*,17S*(S*),21S*,23S*,25R*))-isomer; structure given in first source; activates protein kinase c. bryostatin 1 : A member of the class of bryostatins that is (17E)-2-oxooxacyclohexacos-17-ene which is substituted by hydroxy groups at positions 4, 10, and 20; an acetoxy group at position 8; methyl groups at positions 9, 9, 18, and 19; 2-methoxy-2-oxoethylidene groups at positions 14 and 24; an (E,E)-octa-2,4-dienoyloxy group at position 21; and with oxygen bridges linking positions 6 to 10, 12 to 16, and 20 to 24. It is one of the most abundant member of the class of bryostatins.		3.1810
centratherin
centratherin: from Eremanthus eriopus (Asteraceae); structure in first source		3.1710
kahalalide f
kahalalide F: a cyclodepsipeptide toxin; isolated from a mollusk, Elysia rubefescens; exhibits antitumoral activity against cell lines of colon cancer and prostatic cancer; structure given in first source		3.1810
epoxyazadiradione
epoxyazadiradione: limonoid from neem tree Azadirachta indica; RN given for (5alpha,7alpha,13alpha,14beta,15beta,17alpha)-isomer; structure in first source. epoxyazadiradione : A limonoid that is azadiradione with an epoxy group across positions 14 and 15. Isolated from Azadirachta indica it exhibits insecticidal activitry against mosquitoes.		3.1710acetate ester;
cyclic terpene ketone;
epoxide;
furans;
limonoid;
pentacyclic triterpenoid		anti-inflammatory agent;
insecticide;
plant metabolite
sch 419560
Sch 419560: isolated from Pseudomonas fluorescens; structure in first source		3.1710
sansanmycin
sansanmycin: isolated from Streptomyces; structure in first source		3.1710
pyridoacridine
pyridoacridine: structure in first source		4.0340
iminoquinone
iminoquinone: an electrophile; structure in first source		2.0110
rifampin
Rifampin: A semisynthetic antibiotic produced from Streptomyces mediterranei. It has a broad antibacterial spectrum, including activity against several forms of Mycobacterium. In susceptible organisms it inhibits DNA-dependent RNA polymerase activity by forming a stable complex with the enzyme. It thus suppresses the initiation of RNA synthesis. Rifampin is bactericidal, and acts on both intracellular and extracellular organisms. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p1160)		2.4520cyclic ketal;
hydrazone;
N-iminopiperazine;
N-methylpiperazine;
rifamycins;
semisynthetic derivative;
zwitterion		angiogenesis inhibitor;
antiamoebic agent;
antineoplastic agent;
antitubercular agent;
DNA synthesis inhibitor;
EC 2.7.7.6 (RNA polymerase) inhibitor;
Escherichia coli metabolite;
geroprotector;
leprostatic drug;
neuroprotective agent;
pregnane X receptor agonist;
protein synthesis inhibitor
myxopyronin a
myxopyronin A: from Myxococcus fulvus; structure given in first source		3.1710
cephalostatin i
cephalostatin I: two steroid units are annulated to a 1,4-pyrazine ring; RN given for (3'R-(3'alpha(R*),4'alpha,4'abeta,6'balpha,8'abeta,11'aalpha,11'bbeta,13'alpha,13'aalpha,13'bbeta,14'beta,15'alpha(3*R*,5''S*),16'abeta,17'balpha,19'abeta,22'aalpha,22'bbeta,24'aR'*))-isomer; structure in first source		3.1810
ConditionIndicatedRelationship StrengthStudiesTrials
Koch's Disease
[description not available]		03.4720
Tuberculosis
Any of the infectious diseases of man and other animals caused by species of MYCOBACTERIUM TUBERCULOSIS.		03.4720
Tuberculosis, Drug-Resistant
[description not available]		02.4110
Tuberculosis, Multidrug-Resistant
Tuberculosis resistant to chemotherapy with two or more ANTITUBERCULAR AGENTS, including at least ISONIAZID and RIFAMPICIN. The problem of resistance is particularly troublesome in tuberculous OPPORTUNISTIC INFECTIONS associated with HIV INFECTIONS. It requires the use of second line drugs which are more toxic than the first line regimens. TB with isolates that have developed further resistance to at least three of the six classes of second line drugs is defined as EXTENSIVELY DRUG-RESISTANT TUBERCULOSIS.		02.4110
Breast Cancer
[description not available]		07.0810
Breast Neoplasms
Tumors or cancer of the human BREAST.		02.0810
Benign Neoplasms
[description not available]		0310
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.		0310
Leucocythaemia
[description not available]		0210
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)		0710