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CHEBI:66532 - (+)-subersic acid

ChEBI IDCHEBI:66532
ChEBI Name(+)-subersic acid
Stars
DefinitionA meroterpenoid that is 4,4,7,8a-tetramethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalene substituted by a (3E)-5-(5-carboxy-2-hydroxyphenyl)-3-methylpent-3-en-1-yl moiety at position 8. It is isolated from the marine sponge Acanthodendrilla and exhibits inhibitory activity against the enzyme mitogen-activated protein kinase-activated protein kinase 2 (EC 2.7.11.1).
Last Modified7 September 2017
DownloadsMolfile
FormulaC27H38O3
Net Charge0
Average Mass410.598
Monoisotopic Mass410.28210
SMILES[H][C@@]12CCC(C)=C(CC/C(C)=C/Cc3cc(C(=O)O)ccc3O)[C@@]1(C)CCCC2(C)C
InChIInChI=1S/C27H38O3/c1-18(7-10-20-17-21(25(29)30)11-13-23(20)28)8-12-22-19(2)9-14-24-26(3,4)15-6-16-27(22,24)5/h7,11,13,17,24,28H,6,8-10,12,14-16H2,1-5H3,(H,29,30)/b18-7+/t24-,27+/m0/s1
InChIKeyRIYHRKNIDKXDII-UEKCLBEQSA-N
Species of MetaboliteComponentSourceComments
Acanthodendrilla (ncbitaxon:558782) - PubMed (15620270)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
protein kinase inhibitor  An EC 2.7.* (P-containing group transferase) inhibitor that interferes with the action of protein kinases.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
(+)-subersic acid (CHEBI:66532) has role anti-inflammatory agent (CHEBI:67079)
(+)-subersic acid (CHEBI:66532) has role metabolite (CHEBI:25212)
(+)-subersic acid (CHEBI:66532) has role protein kinase inhibitor (CHEBI:37699)
(+)-subersic acid (CHEBI:66532) is a carbobicyclic compound (CHEBI:36785)
(+)-subersic acid (CHEBI:66532) is a meroterpenoid (CHEBI:64419)
(+)-subersic acid (CHEBI:66532) is a monohydroxybenzoic acid (CHEBI:25389)
(+)-subersic acid (CHEBI:66532) is a octahydronaphthalenes (CHEBI:138397)
IUPAC Name 
4-hydroxy-3-{(2E)-3-methyl-5-[(4aS,8aS)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]pent-2-en-1-yl}benzoic acid
Registry NumbersSources
Reaxys:9817280Reaxys
Citations