CAS 6537-80-0|CAS 70831-56-0|Cichoric acid|(2R,3R)-2,3-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})butanedioic acid|(2R,3R)-2,3-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})butanedioic acid|no ...

General Information

Structure

Molecular Formula

C₂₂H₁₈O₁₂

Molecular Mass

474.37112

Exact Mass

474.07982602

Charge

InChI

InChI=1S/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/t19-,20-/m1/s1

InChIKey

YDDGKXBLOXEEMN-WOJBJXKFSA-N

Canonic Smiles

O=C(O[C@H]([C@H](C(=O)O)OC(=O)/C=C/c1ccc(c(c1)O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O

Isomeric Smiles

O=C(O)[C@H](OC(=O)/C=C/c1ccc(O)c(O)c1)[C@@H](OC(=O)/C=C/c1cc(O)c(O)cc1)C(=O)O

Calculated Properties

JChem

Acid pKa

2.7169409

H Acceptors

H Donor

LogD (pH = 5.5)

-0.564064

LogD (pH = 7.4)

-3.1466255

Log P

3.0247202

Molar Refractivity

113.2724

Polarizability

43.271923

Polar Surface Area

208.12

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

Synonyms

Cichoric acidno translation(2R,3R)-2,3-Bis{[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy}butanedioic acid2,3-Di-trans-caffeoyltartaric acid( -)-Chicoric acid

IUPAC Traditional name

(2R,3R)-2,3-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})butanedioic acid

IUPAC name

(2R,3R)-2,3-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})butanedioic acid

Names and Identifiers

Registration numbers

KEGG ID

C10437

CHEMBL

282731

PubChem CID

5281764