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CHEBI:180832 - ferulsinaic acid

ChEBI IDCHEBI:180832
ChEBI Nameferulsinaic acid
Stars
DefinitionA 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.
Last Modified11 October 2021
SubmitterAdnan
DownloadsMolfile
FormulaC24H30O5
Net Charge0
Average Mass398.499
Monoisotopic Mass398.20932
SMILESCC(C)=C[C@@H]1C[C@H](C)[C@@H](COc2ccc3ccc(=O)oc3c2)[C@]1(C)CCC(=O)O
InChIInChI=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
InChIKeyOFSGQKZUVVKFEX-XXDRUXBBSA-N
Species of MetaboliteComponentSourceComments
Ferula sinaica (ncbitaxon:1514050) Root (BTO:0001188) PubMed (17258243)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
ChEBI Ontology
Outgoing Relation(s)
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  Source
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 acidIUPAC
(−)-ferulsinaic acidKNApSAcK
Manual XrefsDatabases
C00034514KNApSAcK
HMDB0252236HMDB
Registry NumbersSources
CAS:934822-64-7KNApSAcK
Citations