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3,5-Dihydroxycinnamic acid

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3,5-Dihydroxycinnamic acid
Chemical structure of 3,5-dihydroxycinnamic acid
Names
Preferred IUPAC name (2E)-3-(2,4-Dihydroxyphenyl)prop-2-enoic acid
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C9H8O4/c10-7-3-6(1-2-9(12)13)4-8(11)5-7/h1-5,10-11H,(H,12,13)/b2-1+Key: MFFCZSWTQMCKFP-OWOJBTEDSA-N
  • InChI=1/C9H8O4/c10-7-3-6(1-2-9(12)13)4-8(11)5-7/h1-5,10-11H,(H,12,13)/b2-1+Key: MFFCZSWTQMCKFP-OWOJBTEDBQ
SMILES
  • c1c(cc(cc1O)O)/C=C/C(=O)O
Properties
Chemical formula C9H8O4
Molar mass 180.159 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

3,5-Dihydroxycinnamic acid is a hydroxycinnamic acid. It is an isomer of caffeic acid.

It is a metabolite found in human urine.

References

  1. Heindl, A; Rau, O; Spiteller, G (1985). "Identification of aromatic dihydroxy acids in biological fluids". Biomedical Mass Spectrometry. 12 (2): 59–66. doi:10.1002/bms.1200120203. PMID 3158357.


Types of hydroxycinnamic acids
Aglycones
Precursor
Monohydroxycinnamic acids
(Coumaric acids)
Dihydroxycinnamic acids
Trihydroxycinnamic acids
O-methylated forms
others
Esters
glycoside-likes
Esters of
caffeic acid
with cyclitols
esters of
quinic acid
esters of
shikimic acid
Glycosides
Tartaric acid esters
Other esters
with caffeic acid
Caffeoyl phenylethanoid
glycoside (CPG)
Oligomeric forms
Dimers
Trimers
Tetramers
Conjugates with
coenzyme A (CoA)


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