sodium (4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanoate hydrate

• ChemBase ID: 139073
• Molecular Formular: C24H41NaO6
• Molecular Mass: 448.56851
• Monoisotopic Mass: 448.28008331
• SMILES: C[C@H](CCC(=O)[O-])[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]1[C@H]2[C@@H](C[C@H]2[C@@]1(CC[C@H](C2)O)C)O)O)C.O.[Na+]
• Canonical SMILES: O[C@@H]1CC[C@]2([C@@H](C1)C[C@H]([C@@H]1[C@@H]2C[C@H](O)[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)[O-])C)C)O)C.O.[Na+]
• InChI: InChI=1S/C24H40O5.Na.H2O/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26;;/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29);;1H2/q;+1;/p-1/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-;;/m1../s1
• InChIKey: MUVVIYFKOVLQHL-RCVKHMDESA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanoate hydrate
• IUPAC Traditional name: sodium cholate hydrate
• Synonyms: 3α,7α,12α-Trihydroxy-5β-cholan-24-oic acid sodium salt; Cholalic acid sodium salt; Sodium cholate hydrate; 3α,7α,12α-Trihydroxy-5β-cholan-24-oic acid 钠盐; Cholalic acid 钠盐; Sodium cholate 水合物

Database IDs

• CAS Number: 206986-87-0
• EC Number: 206-643-5
• MDL Number: MFCD00150749
• Beilstein Number: 3582354
• PubChem SID: 162233323; 24892867; 24892390; 24893147; 24856367
• PubChem CID: 23679061

CALCULATED PROPERTIES

• Log P: 2.4824944
• Molar Refractivity: 121.6264 cm^3
• Polarizability: 44.292286 Å^3
• Polar Surface Area: 100.82 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 4.4750123
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.4196734
• LogD (pH = 7.4): -0.346591

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 M, clear; H2O: soluble1 M, clear, yellow
• Optical Rotation: [α]20/D +31.3°, c = 0.5 in H2O; [α]20/D +35±2°, c = 0.6% in ethanol (dry matter); [α]20/D +36±2°, c = 0.6% in ethanol (dry matter)
• Critical Micelle Concentration: 9-15 mM(20-25°C)
• Aggregation Number of Micelle: 2-3
• Hydrophilic Lipophilic Balance: 18

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥96.0% (dry matter, NT); ≥97.0% (dried material, NT); ≥99%; 98%
• Suitability: suitable for cell culture
• Description: anionic
• Impurities: ~4% water; ≤0.05% Phosphorus (P); ≤0.1% Insoluble matter
• Cation Traces: Al: ≤0.005%; Ca: ≤0.005%; Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤0.0005%; Cu: ≤5 mg/kg; Fe: ≤0.0005%; Fe: ≤5 mg/kg; K: ≤0.005%; K: ≤50 mg/kg; Mg: ≤0.0005%; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; NH4+: ≤0.05%; Ni: ≤5 mg/kg; Pb: ≤0.001%; Pb: ≤5 mg/kg; Zn: ≤0.0005%; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤0.05%; sulfate (SO42-): ≤50 mg/kg
• Biological Source: from ox or sheep bile
• Loss on Drying: ~4% loss on drying
• Mol. Weight: micellar avg mol wt 900-1300
• Product Line: BioReagent; BioXtra
• Empirical Formula (Hill Notation): C24H39NaO5 · xH2O

DETAILS

Sigma Aldrich - 27029

Application
Non-denaturing detergent used for extraction of membrane proteins.
Packaging
100, 500 g in poly bottle

Sigma Aldrich - C1254

Application
Non-denaturing detergent used for extraction of membrane proteins.
Biochem/physiol Actions
Bile Salt

Sigma Aldrich - C6445

Application
Non-denaturing detergent used for extraction of membrane proteins.

Sigma Aldrich - C9282

Application
Non-denaturing detergent used for extraction of membrane proteins.
Cholate is a bile acid produced in liver during cholesterol breakdown. Cholate downregulates cholesterol-7-α-hydroxylase (rate-limiting step in bile acid synthesis). Cholate, an anionic detergent, is used alone and in combination with urea to extract and reconstitute membrane proteins and protein complexes.

Sigma Aldrich - 270911

Application
Non-denaturing detergent used for extraction of membrane proteins.

Sigma Aldrich - 27028

Application
Non-denaturing detergent used for extraction of membrane proteins.