CHEBI:180832 - ferulsinaic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name ferulsinaic acid
ChEBI ID CHEBI:180832
Definition A member of the class of coumarins that is 2H-chromen-2-one substituted by a [(1R,2R,3S,5S)-2-(2-carboxyethyl)-2,5-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopentyl]methoxy group at position 7. It is isolated from the roots of Ferula sinaica.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C24H30O5
Net Charge 0
Average Mass 398.499
Monoisotopic Mass 398.20932
InChI InChI=1S/C24H30O5/c1-15(2)11-18-12-16(3)20(24(18,4)10-9-22(25)26)14-28-19-7-5-17-6-8-23(27)29-21(17)13-19/h5-8,11,13,16,18,20H,9-10,12,14H2,1-4H3,(H,25,26)/t16-,18+,20+,24+/m0/s1
InChIKey OFSGQKZUVVKFEX-XXDRUXBBSA-N
SMILES C[C@H]1C[C@@H](C=C(C)C)[C@@](C)(CCC(O)=O)[C@@H]1COC1=CC2=C(C=CC(=O)O2)C=C1
Metabolite of Species Details
Ferula sinaica (NCBI:txid1514050) Found in Root (BTO:0001188). 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): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ferulsinaic acid (CHEBI:180832) has role geroprotector (CHEBI:176497)
ferulsinaic acid (CHEBI:180832) has role plant metabolite (CHEBI:76924)
ferulsinaic acid (CHEBI:180832) is a aromatic ether (CHEBI:35618)
ferulsinaic acid (CHEBI:180832) is a coumarins (CHEBI:23403)
ferulsinaic acid (CHEBI:180832) is a monocarboxylic acid (CHEBI:25384)
ferulsinaic acid (CHEBI:180832) is a olefinic compound (CHEBI:78840)
ferulsinaic acid (CHEBI:180832) is a sesquiterpene lactone (CHEBI:37667)
IUPAC Name
3-[(1R,2R,3S,5S)-1,3-dimethyl-5-(2-methylprop-1-en-1-yl)-2-{[(2-oxo-2H-chromen-7-yl)oxy]methyl}cyclopentyl]propanoic acid
Synonyms Sources
(−)-ferulsinaic acid KNApSAcK
3-[(1R,2R,3S,5S)-1,3-dimethyl-5-(2-methylprop-1-en-1-yl)-2-{[(2-oxo-2H-1-benzopyran-7-yl)oxy]methyl}cyclopentyl]propanoic acid IUPAC
Manual Xrefs Databases
C00034514 KNApSAcK
HMDB0252236 HMDB
View more database links
Registry Number Type Source
934822-64-7 CAS Registry Number KNApSAcK
Citations Waiting for Citations Types Sources
17258243 PubMed citation Europe PMC
21749391 PubMed citation Europe PMC
22991571 PubMed citation Europe PMC
23190272 PubMed citation Europe PMC
Last Modified
11 October 2021