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1182-34-9

Basic Information
CAS No.: 1182-34-9
Name: Cynarin
Molecular Structure:
Molecular Structure of 1182-34-9 (Cynarin)
Formula: C25H24O12
Molecular Weight: 516.458
Synonyms: 1,4-Dicaffeylquinic acid;1,4-Bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-3,5-dihydroxycyclohexane-1-carboxylic acid;
EINECS: 214-655-7
Density: 1.64 g/cm3
Melting Point: 225-227 °C
Boiling Point: 819.9 °C at 760 mmHg
Flash Point: 278.1 °C
Hazard Symbols: Xn,N
Risk Codes: R22; R43; R50/53
PSA: 211.28000
LogP: 1.02960
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    Cynarin

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Specification

The 1,4-Dicaffeylquinic acid is an organic compound with the formula C25H24O12. The IUPAC name of this chemical is (1S,2S,3S,4R)-1,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-2,3-dihydroxycyclohexane-1-carboxylic acid. With the CAS registry number 1182-34-9, it is also named as Cynarin. The product's category is Aromatic Phenols.

Physical properties about 1,4-Dicaffeylquinic acid are: (1)ACD/LogP: 1.99; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): -0.71; (4)ACD/LogD (pH 7.4): -1.72; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 12; (10)#H bond donors: 7; (11)#Freely Rotating Bonds: 15; (12)Polar Surface Area: 134.28 Å2; (13)Index of Refraction: 1.719; (14)Molar Refractivity: 123.93 cm3; (15)Molar Volume: 313.9 cm3; (16)Polarizability: 49.13×10-24cm3; (17)Surface Tension: 103.9 dyne/cm; (18)Density: 1.64 g/cm3; (19)Flash Point: 278.1 °C; (20)Enthalpy of Vaporization: 124.93 kJ/mol; (21)Boiling Point: 819.9 °C at 760 mmHg; (22)Vapour Pressure: 1.92E-28 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)[C@@]3(OC(=O)\C=C\c1ccc(O)c(O)c1)[C@@H](O)[C@H](O)[C@H](OC(=O)\C=C\c2ccc(O)c(O)c2)CC3
(2)InChI: InChI=1/C25H24O12/c26-15-5-1-13(11-17(15)28)3-7-20(30)36-19-9-10-25(24(34)35,23(33)22(19)32)37-21(31)8-4-14-2-6-16(27)18(29)12-14/h1-8,11-12,19,22-23,26-29,32-33H,9-10H2,(H,34,35)/b7-3+,8-4+/t19-,22-,23+,25+/m1/s1
(3)InChIKey: AGWPABZXEMVRNE-ZFNQUHTLBB
(4)Std. InChI: InChI=1S/C25H24O12/c26-15-5-1-13(11-17(15)28)3-7-20(30)36-19-9-10-25(24(34)35,23(33)22(19)32)37-21(31)8-4-14-2-6-16(27)18(29)12-14/h1-8,11-12,19,22-23,26-29,32-33H,9-10H2,(H,34,35)/b7-3+,8-4+/t19-,22-,23+,25+/m1/s1
(5)Std. InChIKey: AGWPABZXEMVRNE-ZFNQUHTLSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1900mg/kg (1900mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 117, Pg. 63, 1958.
rat LD intraperitoneal > 800mg/kg (800mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 117, Pg. 63, 1958.