CHEBI:91209 - glycosmisic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name glycosmisic acid
ChEBI ID CHEBI:91209
Definition A guaiacyl lignin that is found in Arabidopsis thaliana.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H20O7
Net Charge 0
Average Mass 372.369
Monoisotopic Mass 372.12090
InChI InChI=1S/C20H20O7/c1-25-16-9-12(4-5-15(16)22)19-14(10-21)13-7-11(3-6-18(23)24)8-17(26-2)20(13)27-19/h3-9,14,19,21-22H,10H2,1-2H3,(H,23,24)/b6-3+
InChIKey FHYQIQMSODIFCP-ZZXKWVIFSA-N
SMILES C=12OC(C(C1C=C(C=C2OC)/C=C/C(O)=O)CO)C3=CC(=C(C=C3)O)OC
Metabolite of Species Details
Arabidopsis thaliana (NCBI:txid3702) Found in root (BTO:0001188). See: PubMed
Arabidopsis thaliana (NCBI:txid3702) Found in root (BTO:0001188). See: MetaboLights Study
Glycosmis citrifolia (NCBI:txid650008) See: Zhongguo yao xue za zhi (Zhongguo yao xue hui : 1989) 37, 14-17
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.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via guaiacyl lignin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing glycosmisic acid (CHEBI:91209) has functional parent coniferol (CHEBI:17745)
glycosmisic acid (CHEBI:91209) has functional parent ferulic acid (CHEBI:17620)
glycosmisic acid (CHEBI:91209) has role plant metabolite (CHEBI:76924)
glycosmisic acid (CHEBI:91209) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
glycosmisic acid (CHEBI:91209) is a 1-benzofurans (CHEBI:38830)
glycosmisic acid (CHEBI:91209) is a guaiacols (CHEBI:134251)
glycosmisic acid (CHEBI:91209) is a guaiacyl lignin (CHEBI:64475)
glycosmisic acid (CHEBI:91209) is a primary alcohol (CHEBI:15734)
Incoming glycosmisic acid 4'-sulfate (CHEBI:91211) has functional parent glycosmisic acid (CHEBI:91209)
glycosmisic acid sulfate (CHEBI:91212) has functional parent glycosmisic acid (CHEBI:91209)
(2R,3S)-glycosmisic acid (CHEBI:132245) is a glycosmisic acid (CHEBI:91209)
(2S,3R)-glycosmisic acid (CHEBI:132257) is a glycosmisic acid (CHEBI:91209)
IUPAC Name
(2E)-3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enoic acid
Synonym Source
G(8-5)FA ChEBI
Registry Number Type Source
26424304 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
25457500 PubMed citation Europe PMC
368656 Chinese Abstracts citation Europe PMC
Last Modified
12 April 2017