CHEBI:69143 - spongia-13(16),14-dien-19-oic acid

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ChEBI Name spongia-13(16),14-dien-19-oic acid
ChEBI ID CHEBI:69143
Definition A tetracyclic diterpenoid that is 3b,4,5,5a,6,7,8,9,9a,9b,10,11-dodecahydrophenanthro[1,2-c]furan substituted by methyl groups at positions 3b, 6 and 9 and a carboxy group at position 6. Isolated from Spongia, it exhibits inhibitory activity against androgen receptor.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H28O3
Net Charge 0
Average Mass 316.43450
Monoisotopic Mass 316.20384
InChI InChI=1S/C20H28O3/c1-18-10-7-16-19(2,8-4-9-20(16,3)17(21)22)15(18)6-5-13-11-23-12-14(13)18/h11-12,15-16H,4-10H2,1-3H3,(H,21,22)/t15-,16+,18-,19+,20-/m0/s1
InChIKey KJCLDWYEUKTPNA-ZRSLWSEBSA-N
SMILES [H][C@]12CCc3cocc3[C@]1(C)CC[C@@]1([H])[C@](C)(CCC[C@]21C)C(O)=O
Metabolite of Species Details
Spongia (NCBI:txid121489) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
androgen antagonist
A compound which inhibits or antagonises the biosynthesis or actions of androgens.
Application(s): androgen antagonist
A compound which inhibits or antagonises the biosynthesis or actions of androgens.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing spongia-13(16),14-dien-19-oic acid (CHEBI:69143) has role androgen antagonist (CHEBI:35497)
spongia-13(16),14-dien-19-oic acid (CHEBI:69143) has role metabolite (CHEBI:25212)
spongia-13(16),14-dien-19-oic acid (CHEBI:69143) is a cyclic ether (CHEBI:37407)
spongia-13(16),14-dien-19-oic acid (CHEBI:69143) is a monocarboxylic acid (CHEBI:25384)
spongia-13(16),14-dien-19-oic acid (CHEBI:69143) is a tetracyclic diterpenoid (CHEBI:52557)
IUPAC Name
(3bR,5aR,6S,9aR,9bR)-3b,6,9a-trimethyl-3b,4,5,5a,6,7,8,9,9a,9b,10,11-dodecahydrophenanthro[1,2-c]furan-6-carboxylic acid
Registry Number Type Source
5592475 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10075761 PubMed citation Europe PMC
23443807 PubMed citation Europe PMC
Last Modified
01 August 2013