PhytoHub: Showing entry for Chicoric acid

Chicoric acid

Identification

PhytoHub ID

PHUB000584

Name

Chicoric acid

Systematic Name

Not Available

Synonyms

Dicaffeoyl tartaric acid

CAS Number

Not Available

Average Mass

474.374

Monoisotopic Mass

474.07982602

Chemical Formula

C₂₂H₁₈O₁₂

IUPAC Name

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

InChI Key

YDDGKXBLOXEEMN-QFZCZCNSSA-N

InChI Identifier

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)/b7-3+,8-4+/t19-,20-/m0/s1

SMILES

OC(=O)[C@@H](OC(=O)\C=C\C1=CC(O)=C(O)C=C1)[C@H](OC(=O)\C=C\C1=CC(O)=C(O)C=C1)C(O)=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 4.30e-02 g/l
LogS (ALOGPS): -4.04
LogP (ALOGPS): 3.48
Hydrogen Acceptors: 10
Hydrogen Donors: 6
Rotatable Bond Count: 11
Polar Surface Area: 208.11999999999998
Refractivity: 113.2724
Polarizability: 44.20109887485725
Formal Charge: 0
Physiological Charge: -2
pKa (strongest basic): -6.2837625258906975
pKa (strongest acidic): 2.7169409199418117
Number of Rings: 2
Rule of Five: No
Bioavailability: No
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

PubChem: 5470299

Taxonomy as Food Phytochemical

Family: Polyphenols
Class: Phenolic acids
Sub-class: Hydroxycinnamic acids

Spectra from Phytohub

	Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Food Sources

No food source information available

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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Showing entry for Chicoric acid