(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-yl]pentanoic acid

• ChemBase ID: 5330
• Molecular Formular: C24H40O4
• Molecular Mass: 392.572
• Monoisotopic Mass: 392.29265976
• SMILES: [C@@H]1(C[C@@H]2[C@](CC1)([C@@H]1[C@@H](CC2)[C@H]2[C@]([C@H](C1)O)([C@H](CC2)[C@@H](CCC(=O)O)C)C)C)O
• Canonical SMILES: O[C@@H]1CC[C@]2([C@@H](C1)CC[C@@H]1[C@@H]2C[C@H](O)[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)O)C)C)C
• InChI: InChI=1S/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
• InChIKey: KXGVEGMKQFWNSR-LLQZFEROSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-yl]pentanoic acid; (4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid; (4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanoic acid
• IUPAC Traditional name: deoxycholic acid
• Synonyms: DESOXYCHOLIC ACID; Deoxycholic acid; Deoxycholate; Deoxycholic acid; 3α,12α-Dihydroxy-5β-cholanic acid; Deoxycholic acid; 7-Deoxycholic Acid; Desoxycholic acid; DEOXYCHOLIC ACID FREE ACID; (3ALPHA,5BETA,12ALPHA)-3,12-DIHYDROXYCHOLAN-24-OIC ACID; (R)-4-((3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid; (4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

Database IDs

• CAS Number: 83-44-3
• EC Number: 201-478-5
• MDL Number: MFCD00003673
• Beilstein Number: 3219882
• PubChem SID: 24893692; 99444161; 24893857; 160968759
• PubChem CID: 222528
• CHEBI ID: 28834
• CHEMBL: 406393
• Chemspider ID: 193196
• DrugBank ID: DB07690
• Unique Ingredient Identifier: 005990WHZZ
• Wikipedia Title: Deoxycholic_acid

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.6516566
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.886228
• LogD (pH = 7.4): 1.1086608
• Log P: 3.7912593
• Molar Refractivity: 109.1968 cm^3
• Polarizability: 43.768806 Å^3
• Polar Surface Area: 77.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.3
• LOG S: -4.35
• Solubility (Water): 1.73e-02 g/l

PROPERTIES

Physical Property

• Melting Point: 171-174 °C(lit.); 174 - 176 °C; 200-201°C
• Density: ? g/cm^3
• Hydrophobicity(logP): 4.514
• pKa: 6.58
• Critical Micelle Concentration: 2-6
• Aggregation Number of Micelle: 3-12
• Hydrophilic Lipophilic Balance: 16

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: FZ2100000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; R:22
• Safety Statements: 26-36; S:36/37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... ATIC(471)

Product Information

• Purity: ≥99%; ≥99% (TLC and titration); 95%
• Ignition Residue: ≤0.1%
• Description: anionic
• Impurities: ≤0.005% Phosphorus (P); ≤0.1% Insoluble matter
• Cation Traces: Al: ≤0.001%; Ca: ≤0.01%; Cu: ≤0.0005%; Fe: ≤0.005%; K: ≤0.005%; Mg: ≤0.005%; Na: ≤0.02%; NH4+: ≤0.05%; Pb: ≤0.001%; Zn: ≤0.0005%
• Mol. Weight: average mol wt 1200-5000
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 05203894

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02101496

Free Acid
Purity: 99+%
Forms complexes with fatty acids.

DrugBank - DB07690

Drug information: experimental

Sigma Aldrich - D2510

Biochem/physiol Actions
Bile Acid
包装
10, 100, 500 g in poly bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D2510.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.