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CHEBI:65645 - clionastatin B

ChEBI IDCHEBI:65645
ChEBI Nameclionastatin B
Stars
DefinitionAn androstanoid that is androsta-3,5,8,16-tetraene substituted by chloro groups at positions 1, 2, 16 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
FormulaC19H16Cl4O2
Net Charge0
Average Mass418.147
Monoisotopic Mass415.99044
SMILES[H][C@@]12C(=O)C(Cl)=C[C@@]1(C)CCC1=C2C(=O)C=C2C=C[C@H](Cl)[C@@H](Cl)[C@@]21CCl
InChIInChI=1S/C19H16Cl4O2/c1-18-5-4-10-14(15(18)16(25)12(22)7-18)13(24)6-9-2-3-11(21)17(23)19(9,10)8-20/h2-3,6-7,11,15,17H,4-5,8H2,1H3/t11-,15+,17+,18+,19-/m0/s1
InChIKeyZNBLDVJPJJWYKW-QWJXWIJWSA-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 B (CHEBI:65645) has role antineoplastic agent (CHEBI:35610)
clionastatin B (CHEBI:65645) has role metabolite (CHEBI:25212)
clionastatin B (CHEBI:65645) is a 15-oxo steroid (CHEBI:61834)
clionastatin B (CHEBI:65645) is a 7-oxo steroid (CHEBI:47789)
clionastatin B (CHEBI:65645) is a androstanoid (CHEBI:50402)
clionastatin B (CHEBI:65645) is a chlorinated steroid (CHEBI:77175)
IUPAC Name 
(1β,2α)-1,2,16,19-tetrachloroandrosta-3,5,8,16-tetraene-7,15-dione
Manual XrefsDatabases
10480080ChemSpider
Registry NumbersSources
Reaxys:9807430Reaxys
Citations