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CHEBI:65644 - clionastatin A

ChEBI IDCHEBI:65644
ChEBI Nameclionastatin A
Stars
DefinitionAn androstanoid that is androsta-3,5,8,16-tetraene substituted by chloro groups at positions 1, 12 and 19 and oxo groups at positions 7 and 15 (the 1β,2α stereoisomer). It is isolated from burrowing sponge Cliona nigricans and exhibits cytotoxic efficacy.
Last Modified30 January 2014
DownloadsMolfile
FormulaC19H17Cl3O2
Net Charge0
Average Mass383.702
Monoisotopic Mass382.02941
SMILES[H][C@@]12C(=O)C=C[C@@]1(C)CCC1=C2C(=O)C=C2C=C[C@H](Cl)[C@@H](Cl)[C@@]21CCl
InChIInChI=1S/C19H17Cl3O2/c1-18-6-4-11-15(16(18)13(23)5-7-18)14(24)8-10-2-3-12(21)17(22)19(10,11)9-20/h2-3,5,7-8,12,16-17H,4,6,9H2,1H3/t12-,16-,17+,18+,19-/m0/s1
InChIKeyOFMUBMLCGMAWGO-GJQMJKEGSA-N
Species of MetaboliteComponentSourceComments
Cliona nigricans (ncbitaxon:395611) - PubMed (15128254)
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
clionastatin A (CHEBI:65644) has role antineoplastic agent (CHEBI:35610)
clionastatin A (CHEBI:65644) has role metabolite (CHEBI:25212)
clionastatin A (CHEBI:65644) is a 15-oxo steroid (CHEBI:61834)
clionastatin A (CHEBI:65644) is a 7-oxo steroid (CHEBI:47789)
clionastatin A (CHEBI:65644) is a androstanoid (CHEBI:50402)
clionastatin A (CHEBI:65644) is a chlorinated steroid (CHEBI:77175)
IUPAC Name 
(1β,2α)-1,2,19-trichloroandrosta-3,5,8,16-tetraene-7,15-dione
Manual XrefsDatabases
10480079ChemSpider
Registry NumbersSources
Reaxys:9803084Reaxys
Citations