CHEBI:65644 - clionastatin A

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ChEBI Name clionastatin A
ChEBI ID CHEBI:65644
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C19H17Cl3O2
Net Charge 0
Average Mass 383.69600
Monoisotopic Mass 382.02941
InChI InChI=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
InChIKey OFMUBMLCGMAWGO-GJQMJKEGSA-N
SMILES [H][C@@]12C(=O)C=C[C@@]1(C)CCC1=C2C(=O)C=C2C=C[C@H](Cl)[C@@H](Cl)[C@]12CCl
Metabolite of Species Details
Cliona nigricans (NCBI:txid395611) See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Xref Database
10480079 ChemSpider
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Registry Number Type Source
9803084 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15128254 PubMed citation Europe PMC
Last Modified
30 January 2014