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2,4,5-Trihydroxycinnamic acid

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2,4,5-Trihydroxycinnamic acid
Chemical structure of 2,4,5-trihydroxycinnamic acid.
Names
Preferred IUPAC name (2E)-3-(2,4,5-Trihydroxyphenyl)prop-2-enoic acid
Other names 2,4,5-THC
(Z)-2,4,5-Trihydroxycinnamic acid
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
InChI
  • InChI=1S/C9H8O5/c10-6-4-8(12)7(11)3-5(6)1-2-9(13)14/h1-4,10-12H,(H,13,14)/b2-1-Key: GUOJZFSYQUIYCN-UPHRSURJSA-N
SMILES
  • OC(=O)\C=C\c(cc1O)c(O)cc1O
Properties
Chemical formula C9H8O5
Molar mass 196.158 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

2,4,5-Trihydroxycinnamic acid is a hydroxycinnamic acid found in rooibos tea. cis-2,4,5-Trihydroxycinnamic acid can be isolated from seeds of Alisma orientale.

References

  1. Rabe, Charlene; Steenkamp, Jacobus A.; Joubert, Elizabeth; Burger, Johann F.W.; Ferreira, Daneel (1994). "Phenolic metabolites from rooibos tea (Aspalathus linearis)". Phytochemistry. 35 (6): 1559. doi:10.1016/S0031-9422(00)86894-6.
  2. Zhao, M; Chen, J. Y.; Xu, L. J.; Goedecke, T; Zhang, X. Q.; Duan, J. A.; Che, C. T. (2012). "Cis-aconitic anhydride ethyl ester and phenolic compounds from the seeds of Alisma orientale". Natural Product Communications. 7 (6): 785–7. doi:10.1177/1934578X1200700624. PMID 22816308. S2CID 21479738.


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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