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83-44-3

Basic Information
CAS No.: 83-44-3
Name: Cholan-24-oic acid,3,12-dihydroxy-, (3a,5b,12a)-
Molecular Structure:
Molecular Structure of 83-44-3 (Cholan-24-oic acid,3,12-dihydroxy-, (3a,5b,12a)-)
Formula: C24H40O4
Molecular Weight: 392.58 .
Synonyms: 5b-Cholan-24-oic acid, 3a,12a-dihydroxy- (8CI);17b-[1-Methyl-3-carboxypropyl]-etiocholane-3a,12a-diol;3a,12a-Dihydroxy-5b-cholan-24-oic acid;3a,12a-Dihydroxy-5b-cholanic acid;3a,12a-Dihydroxy-5b-cholanoicacid;3a,12a-Dihydroxycholanic acid;5b-Cholanic acid-3a,12a-diol;5b-Deoxycholicacid;7-Deoxycholic acid;Cholerebic;Cholic acid, deoxy-;Cholorebic;Degalol;Droxolan;NSC 8797;Pyrochol;Septochol;(3a,5b,12a)-3,12-Dihydroxy-5-cholan-24-oic Acid;(3α,5β,12α)-3,12-dihydroxycholan-24-oic acid;(4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-Dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid;17b-(1-Methyl-3-carboxypropyl)etiocholane-3a,12a-diol;5b-Cholanic acid-3a,12a-diol;5b-Deoxycholic acid;
EINECS: 201-478-5
Density: 1.129 g/cm3
Melting Point: 171-174 °C(lit.)
Boiling Point: 547.148 °C at 760 mmHg
Flash Point: 298.768 °C
Solubility: 0.24 g/L (15 ºC)
Appearance: white powder
Hazard Symbols: HarmfulXn
Risk Codes: 36/37/38-37-20/21/22
Safety: 26-36-37/39-22
Transport Information:
PSA: 77.76000
LogP: 4.47790
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Reported in EPA TSCA Inventory.

Specification

The Deoxycholic acid, with the CAS registry number 83-44-3 and EINECS registry number 201-478-5, has the systematic name of (3α,5β,12α)-3,12-dihydroxycholan-24-oic acid. It is also known as deoxycholate, cholanoic acid, and 3α,12α-dihydroxy-5β-cholanate. It is a kind of white powder. And the molecular formula of this chemical is C24H40O4. In addition, when pure, it comes in a white to off-white crystalline powder form.

The physical properties of Deoxycholic acid are as following: (1)ACD/LogP: 4.76; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.946; (4)ACD/LogD (pH 7.4): 2.149; (5)ACD/BCF (pH 5.5): 374.136; (6)ACD/BCF (pH 7.4): 5.973; (7)ACD/KOC (pH 5.5): 1416.189; (8)ACD/KOC (pH 7.4): 22.61; (9)#H bond acceptors: 4; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 77.76 Å2; (13)Index of Refraction: 1.543; (14)Molar Refractivity: 109.65 cm3; (15)Molar Volume: 347.857 cm3; (16)Polarizability: 43.469×10-24cm3; (17)Surface Tension: 46.016 dyne/cm; (18)Density: 1.129 g/cm3; (19)Flash Point: 298.768 °C; (20)Enthalpy of Vaporization: 95.005 kJ/mol; (21)Boiling Point: 547.148 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation and uses of Deoxycholic acid: It is one of the secondary bile acids, which are metabolic byproducts of intestinal bacteria. And it is usually conjugated with glycine or taurine. It also acts as a detergent to solubilize fats for intestinal absorption, is reabsorbed itself, and is used as a choleretic and detergent. In addition, it is used as a mild detergent for the isolation of membrane associated proteins. Besides, the sodium salt of deoxycholic acid - sodium deoxycholate, is often used as a biological detergent to lyse cells and solubilise cellular and membrane components.

You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin, and it is also harmful by inhalation, in contact with skin and if swallowed. Therefore, you had better take the following instructions: Do not breathe dust; Wear suitable protective clothing; Wear suitable gloves and eye/face protection; In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: C[C@H](CCC(=O)O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)O)C)O)C
(2)InChI: InChI=1/C24H40O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24-/m1/s1
(3)InChIKey: KXGVEGMKQFWNSR-LLQZFEROBK

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 130mg/kg (130mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 20, Pg. 323, 1970.
mouse LD50 oral 1gm/kg (1000mg/kg)   Nara Igaku Zasshi. Journal of the Nara Medical Association. Vol. 33, Pg. 71, 1982.
rabbit LDLo intravenous 2gm/kg (2000mg/kg)   Zeitschrift fuer die Gesamte Experimentelle Medizin. Vol. 52, Pg. 779, 1926.
rat LD50 oral 1gm/kg (1000mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL) Nara Igaku Zasshi. Journal of the Nara Medical Association. Vol. 33, Pg. 71, 1982.

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