CHEBI:66532 - (+)-subersic acid

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ChEBI Name (+)-subersic acid
ChEBI ID CHEBI:66532
Definition A 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).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H38O3
Net Charge 0
Average Mass 410.58880
Monoisotopic Mass 410.28210
InChI InChI=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
InChIKey RIYHRKNIDKXDII-UEKCLBEQSA-N
SMILES [H][C@@]12CCC(C)=C(CC\C(C)=C\Cc3cc(ccc3O)C(O)=O)[C@@]1(C)CCCC2(C)C
Metabolite of Species Details
Acanthodendrilla (NCBI:txid558782) 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): 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.
(via meroterpenoid )
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (+)-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 Number Type Source
9817280 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15620270 PubMed citation Europe PMC
Last Modified
07 September 2017