CAS 30964-13-7|Cynarin|Cinarine|Cynarine|(1R,3R,4S,5R)-1,3-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-4,5-dihydroxycyclohexane-1-carboxylic acid|Cinarin|(1R,3R,4S,5R)-1,3-bis({[3-(3,4-dihydroxy...

General Information

Structure

Molecular Formula

C₂₅H₂₄O₁₂

Molecular Mass

516.45086

Exact Mass

516.12677621

Charge

InChI

InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(24(34)35,11-19(30)23(20)33)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,33H,11-12H2,(H,34,35)/t19-,20-,23+,25-/m1/s1

InChIKey

YDDUMTOHNYZQPO-GCBRTHAASA-N

Canonic Smiles

O=C(O[C@@H]1C[C@](OC(=O)/C=C/c2ccc(c(c2)O)O)(C[C@H]([C@@H]1O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O

Isomeric Smiles

C1[C@H]([C@@H]([C@@H](C[C@]1(C(=O)O)OC(=O)/C=C/c1cc(c(cc1)O)O)OC(=O)/C=C/c1cc(c(cc1)O)O)O)O

Calculated Properties

JChem

Acid pKa

3.184533

H Acceptors

H Donor

LogD (pH = 5.5)

-0.13374609

LogD (pH = 7.4)

-1.3031974

Log P

2.1582303

Molar Refractivity

126.7642

Polarizability

48.731434

Polar Surface Area

211.28

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

Synonyms

CynarinCinarineCynarineCinarin1,5-Dicaffeoylquinic acid1,3-Dicaffeoylquinic acid1,5-DQACynarine(1R,3R,4S,5R)-1,3-Bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-4,5-dihydroxycyclohexanecarboxylic acidCynarin

IUPAC name

(1R,3R,4S,5R)-1,3-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-4,5-dihydroxycyclohexane-1-carboxylic acid

IUPAC Traditional name

(1R,3R,4S,5R)-1,3-bis({[3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy})-4,5-dihydroxycyclohexane-1-carboxylic acid

Names and Identifiers

Registration numbers

PubChem CID

5281769

CAS Number

30964-13-7

Chemspider ID

4445082