2,4,5-Trihydroxycinnamic acid

2,4,5-Trihydroxycinnamic acid
Names

IUPAC name (E)-3-(2,4,5-Trihydroxyphenyl)prop-2-enoic acid
Other names 2,4,5-THC (Z)-2,4,5-Trihydroxycinnamic acid
Identifiers
3D model (JSmol)	Interactive image
ChemSpider	14089396
PubChem CID	25244000
SMILES OC(=O)\C=C\c(cc1O)c(O)cc1O
Properties
Chemical formula	C₉H₈O₅
Molar mass	196.16 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. PMID 22816308.

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

Tartaric acid esters

Other esters
with caffeic acid

Caffeoyl phenylethanoid
glycoside (CPG)

Oligomeric forms

Dimers	Diferulic acids (DiFA) : 5,5'-Diferulic acid, 8-O-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'-O-4"-Triferulic acid
Tetramers	Tetraferulic acids

Conjugates with
coenzyme A (CoA)

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