EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:66429 - myrsinoic acid F

ChEBI IDCHEBI:66429
ChEBI Namemyrsinoic acid F
Stars
DefinitionA member of the class of benzofurans that is 2,3-dihydro-1-benzofuran substituted by a carboxy group at position 5, a prenyl group at position 7 and a 6-methylhepta-2,5-dien-2-yl group at position 2. Isolated from Myrsine seguinii, it exhibits anti-inflammatory activity.
Last Modified15 April 2013
DownloadsMolfile
FormulaC22H28O3
Net Charge0
Average Mass340.463
Monoisotopic Mass340.20384
SMILESCC(C)=CC/C=C(\C)C1Cc2cc(C(=O)O)cc(CC=C(C)C)c2O1
InChIInChI=1S/C22H28O3/c1-14(2)7-6-8-16(5)20-13-18-12-19(22(23)24)11-17(21(18)25-20)10-9-15(3)4/h7-9,11-12,20H,6,10,13H2,1-5H3,(H,23,24)/b16-8+
InChIKeyFOCRIHXZXHBZHM-LZYBPNLTSA-N
Species of MetaboliteComponentSourceComments
Myrsine seguinii (ncbitaxon:276780)
leaf (BTO:0000713) PubMed (12005065) fresh leaves and twigs
twig (BTO:0001411) PubMed (12005065) fresh leaves and twigs
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
EC 4.4.1.11 (methionine gamma-lyase) inhibitor  An EC 4.4.1.* (C‒S lyase) inhibitor that interferes with the action of the enzyme methionine γ-lyase (EC 4.4.1.11).
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)
myrsinoic acid F (CHEBI:66429) has role anti-inflammatory agent (CHEBI:67079)
myrsinoic acid F (CHEBI:66429) has role EC 4.4.1.11 (methionine γ-lyase) inhibitor (CHEBI:73196)
myrsinoic acid F (CHEBI:66429) has role metabolite (CHEBI:25212)
myrsinoic acid F (CHEBI:66429) is a 1-benzofurans (CHEBI:38830)
myrsinoic acid F (CHEBI:66429) is a monocarboxylic acid (CHEBI:25384)
IUPAC Name 
7-(3-methylbut-2-en-1-yl)-2-[(2E)-6-methylhepta-2,5-dien-2-yl]-2,3-dihydro-1-benzofuran-5-carboxylic acid
Synonym  Source
5-carboxy-2,3-dihydro-2-(1',5'-dimethyl-1'E,4'-hexadienyl)-7-(3''-methyl-2''-butenyl)benzofuranChEBI
Manual XrefsDatabases
US2010069477Patent
KR20090035605Patent
CN101495127Patent
WO2008013062Patent
Registry NumbersSources
Reaxys:9285177Reaxys
Citations