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

Default Structure
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:
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:
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