2,4,5-Trihydroxycinnamic acid

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	2631046-97-2^N 56437-15-1 (non-specific)^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1765652
ChemSpider	14089396
PubChem CID	25244000
UNII	JMT8N4J5PA^Y
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⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

2,4,5-Trihydroxycinnamic acid is a hydroxycinnamic acid found in rooibos tea.^[1] cis-2,4,5-Trihydroxycinnamic acid can be isolated from seeds of Alisma orientale.^[2]

References

^ 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.
^ 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.

Aglycones

Precursor	Cinnamic acid
Monohydroxycinnamic acids (Coumaric acids)	p-Coumaric acid o-Coumaric acid m-Coumaric acid
Dihydroxycinnamic acids	Caffeic acid (3,4-dihydroxycinnamic acid) Umbellic acid (2,4-dihydroxycinnamic acid) 2,3-Dihydroxycinnamic acid 2,5-Dihydroxycinnamic acid 3,5-Dihydroxycinnamic acid
Trihydroxycinnamic acids	2,4,5-Trihydroxycinnamic acid 3,4,5-Trihydroxycinnamic acid
O-methylated forms	Ferulic acid 5-Hydroxyferulic acid Isoferulic acid Sinapinic acid
others	Plicatin A Plicatin B

Esters

glycoside-likes

Esters of
caffeic acid
with cyclitols

esters of quinic acid	Chlorogenic acid (3-caffeoylquinic acid) Cryptochlorogenic acid (4-O-caffeoylquinic acid) Neochlorogenic acid (5-O-Caffeoylquinic acid) Cynarine (1,5-dicaffeoylquinic acid) 3,4-dicaffeoylquinic acid 3,5-dicaffeoylquinic acid
esters of shikimic acid	Dactylifric acid (3-O-caffeoylshikimic acid)

Glycosides

Other esters
with caffeic acid

Caffeoyl phenylethanoid
glycoside (CPG)

Oligomeric forms

Dimers	Diferulic acids (DiFA) : 5,5′-Diferulic acid, 8-<i>O</i>-4′-Diferulic acid, 8,5′-Diferulic acid, 8,5′-DiFA (DC), 8,5′-DiFA (BF), 8,8′-Diferulic acid
Trimers	Triferulic acids : 5-5′,8′-<i>O</i>-4″-Triferulic acid
Tetramers	Tetraferulic acids

Conjugates with
coenzyme A (CoA)

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This page was last edited on 19 August 2022, at 14:49