CAS 83-44-3|(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|(3ALPHA,5BETA,12ALPHA)-3,12-DIHYDROXYCHOLAN-24-OI...

General Information

Structure

Molecular Formula

C₂₄H₄₀O₄

Molecular Mass

392.572

Exact Mass

392.29265976

Charge

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

Canonic 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

Isomeric 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

Calculated Properties

JChem

Acid pKa

4.6516566

H Acceptors

H Donor

LogD (pH = 5.5)

2.886228

LogD (pH = 7.4)

1.1086608

Log P

3.7912593

Molar Refractivity

109.1968

Polarizability

43.768806

Polar Surface Area

77.76

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

3.3

LOG S

-4.35

Solubility (Water)

1.73e-02 g/l

Data Source

Names and Identifiers

IUPAC Traditional name

deoxycholic acid

IUPAC name

(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[8.7.0.0²,⁷.0¹¹,¹⁵]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?,?.0??,??]heptadecan-14-yl]pentanoic acid

Synonyms

(3ALPHA,5BETA,12ALPHA)-3,12-DIHYDROXYCHOLAN-24-OIC ACID3α,12α-Dihydroxy-5β-cholanic acidDeoxycholic acidDesoxycholic acid7-Deoxycholic AcidDeoxycholateDeoxycholic acidDeoxycholic acidDEOXYCHOLIC ACID FREE 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 acidDESOXYCHOLIC 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

Names and Identifiers

Registration numbers

PubChem SID

248936929944416124893857160968759

Beilstein Number

MDL Number

EC Number

CAS Number

Wikipedia Title

Chemspider ID

CHEBI ID

DrugBank ID

CHEMBL

PubChem CID

Unique Ingredient Identifier

005990WHZZ

Registration numbers

Properties

Physical Property

Pharmacology Properties

Gene Information

human ... ATIC(471)

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

02101496

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

05203894

MP Biomedicals Rare Chemical collection

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.

Wikipedia

Deoxycholic_acid

DrugBank

DB07690

Drug information: experimental

Molecule Details

References

PubChem Literature

No Data Available

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References

Bioactivity