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Identification
Name(3ALPHA,5BETA,12ALPHA)-3,12-DIHYDROXYCHOLAN-24-OIC ACID
Accession NumberDB07690
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 392.572
Monoisotopic: 392.292659768
Chemical FormulaC24H40O4
InChI KeyKXGVEGMKQFWNSR-LLQZFEROSA-N
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
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
SMILES
[H][C@@](C)(CCC(O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@]([H])(O)CC[C@]4(C)[C@@]3([H])C[C@]([H])(O)[C@]12C
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassLipids
ClassSteroids and Steroid Derivatives
SubclassBile Acids, Alcohols and Derivatives
Direct parentDihydroxy Bile Acids, Alcohols and Derivatives
Alternative parentsHydroxysteroids; Cyclohexanols; Cyclic Alcohols and Derivatives; Enolates; Polyamines; Carboxylic Acids
Substituents3-hydroxy-steroid; 12-hydroxy-steroid; cyclohexanol; cyclic alcohol; secondary alcohol; polyamine; enolate; carboxylic acid; carboxylic acid derivative; alcohol
Classification descriptionThis compound belongs to the dihydroxy bile acids, alcohols and derivatives. These are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9766
Blood Brain Barrier + 0.9288
Caco-2 permeable + 0.73
P-glycoprotein substrate Substrate 0.6648
P-glycoprotein inhibitor I Non-inhibitor 0.8737
P-glycoprotein inhibitor II Inhibitor 0.5368
Renal organic cation transporter Non-inhibitor 0.8537
CYP450 2C9 substrate Non-substrate 0.7818
CYP450 2D6 substrate Non-substrate 0.9115
CYP450 3A4 substrate Substrate 0.7407
CYP450 1A2 substrate Non-inhibitor 0.9045
CYP450 2C9 substrate Non-inhibitor 0.9456
CYP450 2D6 substrate Non-inhibitor 0.9781
CYP450 2C19 substrate Non-inhibitor 0.9707
CYP450 3A4 substrate Non-inhibitor 0.8405
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9563
Ames test Non AMES toxic 0.8794
Carcinogenicity Non-carcinogens 0.9329
Biodegradation Not ready biodegradable 0.992
Rat acute toxicity 2.5624 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9622
hERG inhibition (predictor II) Non-inhibitor 0.7246
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility1.73e-02 g/lALOGPS
logP3.3ALOGPS
logP3.79ChemAxon
logS-4.3ALOGPS
pKa (strongest acidic)4.65ChemAxon
pKa (strongest basic)-0.35ChemAxon
physiological charge-1ChemAxon
hydrogen acceptor count4ChemAxon
hydrogen donor count3ChemAxon
polar surface area77.76ChemAxon
rotatable bond count4ChemAxon
refractivity109.2ChemAxon
polarizability46.28ChemAxon
number of rings4ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterYesChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraMS/MSLC-MS1D NMR2D NMR
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound222528
PubChem Substance99444161
ChemSpider193196
HETDXC
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Steroid Delta-isomerase

Kind: protein

Organism: Pseudomonas putida

Pharmacological action: unknown

Components

Name UniProt ID Details
Steroid Delta-isomerase P07445 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

2. PpcA

Kind: protein

Organism: Geobacter sulfurreducens

Pharmacological action: unknown

Components

Name UniProt ID Details
PpcA Q8GGK7 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

3. Elongation factor Tu GTP-binding domain-containing protein 1

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Elongation factor Tu GTP-binding domain-containing protein 1 Q7Z2Z2 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

4. Choloylglycine hydrolase

Kind: protein

Organism: Clostridium perfringens (strain 13 / Type A)

Pharmacological action: unknown

Components

Name UniProt ID Details
Choloylglycine hydrolase P54965 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

5. Lactaldehyde dehydrogenase

Kind: protein

Organism: Escherichia coli (strain K12)

Pharmacological action: unknown

Components

Name UniProt ID Details
Lactaldehyde dehydrogenase P25553 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

6. Acriflavine resistance protein B

Kind: protein

Organism: Escherichia coli (strain K12)

Pharmacological action: unknown

Components

Name UniProt ID Details
Acriflavine resistance protein B P31224 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

7. Cytochrome c oxidase subunit 1

Kind: protein

Organism: Rhodobacter sphaeroides

Pharmacological action: unknown

Components

Name UniProt ID Details
Cytochrome c oxidase subunit 1 P33517 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

8. Cytochrome c oxidase subunit 2

Kind: protein

Organism: Rhodobacter sphaeroides

Pharmacological action: unknown

Components

Name UniProt ID Details
Cytochrome c oxidase subunit 2 Q03736 Details

References:

  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

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Drug created on September 15, 2010 15:24 / Updated on September 16, 2013 18:07