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

ChEBI IDCHEBI:69143
ChEBI Namespongia-13(16),14-dien-19-oic acid
Stars
DefinitionA 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.
Last Modified1 August 2013
DownloadsMolfile
FormulaC20H28O3
Net Charge0
Average Mass316.441
Monoisotopic Mass316.20384
SMILES[H][C@]12CCc3cocc3[C@]1(C)CC[C@]1([H])[C@]2(C)CCC[C@]1(C)C(=O)O
InChIInChI=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
InChIKeyKJCLDWYEUKTPNA-ZRSLWSEBSA-N
Species of MetaboliteComponentSourceComments
Spongia (ncbitaxon:121489) - PubMed (22129061)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
androgen antagonist  A compound which inhibits or antagonises the biosynthesis or actions of androgens.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
androgen antagonist  A compound which inhibits or antagonises the biosynthesis or actions of androgens.
ChEBI Ontology
Outgoing Relation(s)
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 NumbersSources
Reaxys:5592475Reaxys
Citations