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14605-22-2

Basic Information
CAS No.: 14605-22-2
Name: Ethanesulfonic acid,2-[[(3a,5b,7b)-3,7-dihydroxy-24-oxocholan-24-yl]amino]-
Article Data: 10
Cas Database
Molecular Structure:
Molecular Structure of 14605-22-2 (Ethanesulfonic acid,2-[[(3a,5b,7b)-3,7-dihydroxy-24-oxocholan-24-yl]amino]-)
Formula: C26H45NO6S
Molecular Weight: 499.712
Synonyms: tauroursodeoxycholate Sodium;Taurine,N-(3a,7b-dihydroxy-5b-cholan-24-oyl)- (8CI);Tauroursodeoxycholic acid (6CI,7CI);3a,7b-Dihydroxy-5b-cholanoyltaurine;UR 906;Ursodeoxycholyltaurine;
EINECS: 1308068-626-2
Density: 1.216 g/cm3
Melting Point: 173-175 °C
Boiling Point: 496.4oC at 760mmHg
Flash Point: 214.2oC
Solubility: 10 mg/ml in water
Appearance: off-white solid
Hazard Symbols: N/A
Risk Codes: N/A
Safety: 22-24/25
Transport Information: N/A
PSA: 132.31000
LogP: 4.86900
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Specification

The Tauroursodeoxycholic acid, with the CAS registry number 14605-22-2, is also known as N-(3-α,7-β-Dihydroxy-5-β-cholan-24-oyl)-taurine. It belongs to the product categories of Miscellaneous Natural Products; Bile Acids; Biochemistry; Steroids; Chiral Reagents; Inhibitors; Intermediates & Fine Chemicals; Pharmaceuticals. This chemical's molecular formula is C26H45NO6S and molecular weight is 499.70. Its IUPAC name is called 2-[[(4R)-4-[(3R,5S,7S,10S,13R,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]ethanesulfonic acid. This chemical's classification codes are Anti-Infective Agents; Antiviral Agents; Cholagogues and Choleretics; Drug / Therapeutic Agent; Gastrointestinal Agents. This chemical is off-white solid. When you are using this chemical, please be cautious about it, you should not breathe its dust. In addition, you should avoid contacting it with skin and eyes.

Physical properties of Tauroursodeoxycholic acid: (1)ACD/LogP: 2.10; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 7; (8)#H bond donors: 4; (9)#Freely Rotating Bonds: 9; (10)Index of Refraction: 1.552; (11)Molar Refractivity: 131.3 cm3; (12)Molar Volume: 410.7 cm3; (13)Surface Tension: 50.3 dyne/cm; (14)Density: 1.216 g/cm3.

Preparation: this chemical can be prepared by 2-amino-ethanesulfonic acid and 3a,7b-dihydroxy-5b-cholan-24-oic acid. This reaction will need reagent N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinone, N-methylmorpholine, Et3N and solvent ethanol. The reaction time is 3 min. The yield is about 67%.

Uses of Tauroursodeoxycholic acid: it can be used to produce N-nitroso τroursodeoxycholic acid at temperature of 2-4 °C. This reaction will need reagent HNO2 and solvent acetic acid. The yield is about 75%.

You can still convert the following datas into molecular structure:
(1)SMILES: OS(=O)(=O)CCNC(=O)CC[C@@H](C)[C@H]2CC[C@H]1[C@H]3[C@H](CC[C@@]12C)[C@@]4(C)CC[C@@H](O)CC4CC3O
(2)InChI: InChI=1/C26H45NO6S/c1-16(4-7-23(30)27-12-13-34(31,32)33)19-5-6-20-24-21(9-11-26(19,20)3)25(2)10-8-18(28)14-17(25)15-22(24)29/h16-22,24,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)/t16-,17?,18-,19-,20+,21+,22?,24+,25+,26-/m1/s1
(3)InChIKey: BHTRKEVKTKCXOH-VCXRXPCUBX

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 350mg/kg (350mg/kg)   Japanese Kokai Tokyo Koho Patents. Vol. #92-235918,
mouse LD50 oral > 6gm/kg (6000mg/kg)   Japanese Kokai Tokyo Koho Patents. Vol. #92-235918,
rat LD50 intravenous 300mg/kg (300mg/kg)   Japanese Kokai Tokyo Koho Patents. Vol. #92-235918,
rat LD50 oral > 5gm/kg (5000mg/kg)   Japanese Kokai Tokyo Koho Patents. Vol. #92-235918,