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42553-65-1

Basic Information
CAS No.: 42553-65-1
Name: Crocin
Article Data: 2
Cas Database
Molecular Structure:
Molecular Structure of 42553-65-1 (Crocin)
Formula: C44H64O24
Molecular Weight: 976.978
Synonyms: 8,8'-Diapo-y,y-carotenedioic acid, bis(6-O-b-D-glucopyranosyl-b-D-glucopyranosyl) ester;Crocin(7CI);Crocetin bis(gentiobiosyl) ester;Crocetin di(b-D-gentiobiosyl) ester;Crocetindigentiobioside;β-D-Glucopyranose, 6-O-β-D-glucopyranosyl-, 1,1'-[(2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethyl-2,4,6,8,10,12,14-hexadecaheptaenedioate];Crocin A;all-trans-Crocetin di-b-D-gentiobiosyl ester;trans-Crocetin di(β-D-gentiobiosyl) ester;a-Crocin;Crocin-I;
EINECS: 255-881-6
Density: 1.54 g/cm3
Melting Point: 186° (effervescence)
Boiling Point: 1169 °C at 760 mmHg
Flash Point: 337.7 °C
Solubility: Soluble in water into transparent yellow solution, soluble in ethanol and propylene glycol, insoluble in oil
Appearance: red crystals
Hazard Symbols: N/A
Risk Codes: N/A
Safety: 24/25
Transport Information: N/A
PSA: 391.20000
LogP: -5.22520
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Specification

The Crocin, with the CAS registry number 42553-65-1, is also known as trans-Crocetin di(β-D-gentiobiosyl) ester. Its EINECS number is 255-881-6. This chemical's molecular formula is C44H64O24 and molecular weight is 976.96. What's more, its systematic name is Bis[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}methyl)tetrahydro-2H-pyran-2-yl] (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramet hyl-2,4,6,8,10,12,14-hexadecaheptaenedioate. This chemical is a natural carotenoid chemical compound that is found in the flowers crocus and gardenia. It can be prepared by extaction in ethanol or water. It is the diester formed from the disaccharide gentiobiose and the dicarboxylic acid crocetin. When dissolved in water, it forms an orange solution. Crocin is the chemical ingredient primarily responsible for the color of saffron. 

Physical properties of Crocin are: (1)ACD/LogP: -4.742; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): -4.74; (4)ACD/LogD (pH 7.4): -4.74; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 24; (10)#H bond donors: 14; (11)#Freely Rotating Bonds: 34; (12)Polar Surface Area: 391.2 Å2; (13)Index of Refraction: 1.65; (14)Molar Refractivity: 231.297 cm3; (15)Molar Volume: 634.286 cm3; (16)Polarizability: 91.693×10-24cm3; (17)Surface Tension: 88.2 dyne/cm; (18)Density: 1.54 g/cm3; (19)Flash Point: 337.752 °C; (20)Enthalpy of Vaporization: 195.192 kJ/mol; (21)Boiling Point: 1169.038 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)\C(=C\C=C\C(=C\C=C\C=C(\C=C\C=C(\C(=O)O[C@@H]4O[C@H](CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]4O)C)C)C)C
(2)Std. InChI: InChI=1S/C44H64O24/c1-19(11-7-13-21(3)39(59)67-43-37(57)33(53)29(49)25(65-43)17-61-41-35(55)31(51)27(47)23(15-45)63-41)9-5-6-10-20(2)12-8-14-22(4)40(60)68-44-38(58)34(54)30(50)26(66-44)18-62-42-36(56)32(52)28(48)24(16-46)64-42/h5-14,23-38,41-58H,15-18H2,1-4H3/b6-5+,11-7+,12-8+,19-9+,20-10+,21-13+,22-14+/t23-,24-,25-,26-,27-,28-,29-,30-,31+,32+,33+,34+,35-,36-,37-,38-,41-,42-,43+,44+/m1/s1
(3)Std. InChIKey: SEBIKDIMAPSUBY-RTJKDTQDSA-N

The toxicity data is as follows:  

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo subcutaneous 10gm/kg (10000mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Japanese Journal of Pharmacology. Vol. 4, Pg. 69, 1954.