3-(3,4,5-Trimethoxyphenyl)propionic acid

3-(3,4,5-Trimethoxyphenyl)propionic acid is a metabolite of elemicin found in rat urine along with its glycine conjugate.

The major metabolic reactions in rats of elemicin follow the cinnamoyl pathway or the epoxide-diol pathway. The cinnamoyl pathway gives 3-(3,4,5-Trimethoxyphenyl)propionic acid and its glycine conjugate as major metabolites. The epixide-diol pathway gives 3-(3,4,5-trimethoxyphenyl)propane-1,2-diol as a major metabolite.[1]

PubChem Compound ID: 64860
Molecular Weight: 240.25244 [g/mol]
Molecular Formula: C12H16O5
XLogP3: 1.2
IUPAC Name: 3-(3,4,5-trimethoxyphenyl)propanoic acid
InChI: InChI=1S/C12H16O5/c1-15-9-6-8(4-5-11(13)14)7-10(16-2)12(9)17-3/h6-7H,
4-5H2,1-3H3,(H,13,14)
InChIKey: ZCYXGVJUZBKJAI-UHFFFAOYSA-N
Canonical SMILES : COC1=CC(=CC(=C1OC)OC)CCC(=O)O

Bibliography

1. Xenobiotica. 1980 May;10(5):371-80.

Metabolism of alkenebenzene derivatives in the rat. III. Elemicin and isoelemicin. Solheim E, Scheline RR; PubMed PMID 7415220