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70831-56-0

Basic Information
CAS No.: 70831-56-0
Name: Cichoric acid
Article Data: 3
Molecular Structure:
Molecular Structure of 70831-56-0 (Cichoric acid)
Formula: C22H18O12
Molecular Weight: 474.378
Synonyms: Butanedioicacid, 2,3-bis[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-, (2R,3R)-(9CI);Butanedioic acid,2,3-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-, [R-[R*,R*-(E,E)]]-;(-)-Chicoric acid;(-)-L-Chicoric acid;Chicoric acid, (-)-;L-Chicoric acid;NSC 99173;Butanedioic acid,2,3-bis[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-, (2R,3R)-;trans-Caffeoyltartaric acid;
Density: 1.641 g/cm3
Melting Point: 206°C(lit.)
Boiling Point: 785 °C at 760 mmHg
Flash Point: 272.9 °C
Hazard Symbols: HarmfulXn
Risk Codes: 22-42/43
Safety: 22-36/37-45
PSA: 208.12000
LogP: 1.22840
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Chemistry

Molecule structure of Cichoric acid (CAS NO.70831-56-0):

IUPAC Name: (2R,3R)-2,3-Bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]butanedioic acid 
Molecular Weight: 474.37112 g/mol
Molecular Formula: C22H18O12 
Density: 1.641 g/cm3 
Boiling Point: 785 °C at 760 mmHg 
Flash Point: 272.9 °C
Index of Refraction: 1.726
Molar Refractivity: 114.88 cm3
Molar Volume: 288.9 cm3
Surface Tension: 92.1 dyne/cm
Enthalpy of Vaporization: 119.79 kJ/mol
Vapour Pressure: 5.86E-26 mmHg at 25 °C 
Storage Temp.: −20 °C
XLogP3-AA: 2
H-Bond Donor: 6
H-Bond Acceptor: 12
Rotatable Bond Count: 11
Tautomer Count: 136
Exact Mass: 474.079826
MonoIsotopic Mass: 474.079826
Topological Polar Surface Area: 208
Heavy Atom Count: 34
Canonical SMILES: C1=CC(=C(C=C1C=CC(=O)OC(C(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)C(=O)O)O)O
Isomeric SMILES: C1=CC(=C(C=C1/C=C/C(=O)O[C@@H](C(=O)O)[C@@H](OC(=O)/C=C/C2=CC(=C(C=C2)O)O)C(=O)O)O)O
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)/b7-3+,8-4+/t19-,20-/m1/s1
InChIKey: YDDGKXBLOXEEMN-IABMMNSOSA-N

Uses

 Cichoric acid (CAS NO.70831-56-0) has been shown to stimulate phagocytosis in both in vitro and in vivo studies, to inhibit the function of hyaluronidase.

Safety Profile

Hazard Codes: HarmfulXn
Risk Statements 22-42/43 
R22:Harmful if swallowed. 
R42/43:May cause sensitization by inhalation and skin contact.
Safety Statements 22-36/37-45 
S22:Do not breathe dust. 
S36/37:Wear suitable protective clothing and gloves. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

Specification

 Cichoric acid (CAS NO.70831-56-0) is also named as (R-(R*,R*-(E,E)))-2,3-Bis((3-(3,4-dihydroxphenyl)-1-oxo-2-propenyl)oxy)butanedioic acid ; 2,3-Bis((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)butanedioic acid ; NSC 699173 ;
Butanedioic acid, 2,3-bis(((2E)-3-(3,4-dihydroxphenyl)-1-oxo-2-propenyl)oxy)-, (2R,3R)- . Cichoric acid (CAS NO.70831-56-0) is an organic compound which is found in members of the Echinacea species of plants. It is a derivative of both caffeic acid and tartaric acid.