TAUROCHOLIC ACID

General Information

MaintermTAUROCHOLIC ACID
Doc TypeNUL
CAS Reg.No.(or other ID)81-24-3
Regnum

From www.fda.gov

Computed Descriptors

Download SDF
2D Structure
CID6675
IUPAC Name2-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]ethanesulfonic acid
InChIInChI=1S/C26H45NO7S/c1-15(4-7-23(31)27-10-11-35(32,33)34)18-5-6-19-24-20(14-22(30)26(18,19)3)25(2)9-8-17(28)12-16(25)13-21(24)29/h15-22,24,28-30H,4-14H2,1-3H3,(H,27,31)(H,32,33,34)/t15-,16+,17-,18-,19+,20+,21-,22+,24+,25+,26-/m1/s1
InChI KeyWBWWGRHZICKQGZ-HZAMXZRMSA-N
Canonical SMILESCC(CCC(=O)NCCS(=O)(=O)O)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C
Molecular FormulaC26H45NO7S
Wikipediataurocholic acid

From Pubchem

Computed Properties

Property Name Property Value
Molecular Weight515.706
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count7
Rotatable Bond Count7
Complexity891.0
CACTVS Substructure Key Fingerprint A A A D c f B 6 O A B A A A A A A A A A A A A A A A A A A Y A A A A A w Y M A A A A A A A G D A A A A A H g Q Q C A A A D x T l w A a C A A L A A o I I A A E Q E H B A A A A A A A A A A I E I A A A A E B I A g A A E Q A A E F g C A A A G Y 6 P S P g A A A A A A A A A D A A A Y A A D A A A Q A A C A A A A A = =
Topological Polar Surface Area153.0
Monoisotopic Mass515.292
Exact Mass515.292
XLogP3None
XLogP3-AA2.2
Compound Is CanonicalizedTrue
Formal Charge0
Heavy Atom Count35
Defined Atom Stereocenter Count11
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

From Pubchem

Food Additives Biosynthesis/Degradation

ADMET Predicted Profile --- Classification

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.8416
Human Intestinal AbsorptionHIA+0.9774
Caco-2 PermeabilityCaco2-0.8957
P-glycoprotein SubstrateNon-substrate0.5136
P-glycoprotein InhibitorNon-inhibitor0.6229
Non-inhibitor0.7598
Renal Organic Cation TransporterNon-inhibitor0.8476
Distribution
Subcellular localizationMitochondria0.4120
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7519
CYP450 2D6 SubstrateNon-substrate0.7972
CYP450 3A4 SubstrateSubstrate0.6540
CYP450 1A2 InhibitorNon-inhibitor0.7814
CYP450 2C9 InhibitorNon-inhibitor0.8625
CYP450 2D6 InhibitorNon-inhibitor0.8685
CYP450 2C19 InhibitorNon-inhibitor0.8426
CYP450 3A4 InhibitorNon-inhibitor0.8612
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.7175
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.7060
Inhibitor0.5549
AMES ToxicityNon AMES toxic0.6103
CarcinogensNon-carcinogens0.5359
Fish ToxicityHigh FHMT0.9328
Tetrahymena Pyriformis ToxicityHigh TPT0.9192
Honey Bee ToxicityHigh HBT0.5714
BiodegradationNot ready biodegradable0.9720
Acute Oral ToxicityIII0.7688
Carcinogenicity (Three-class)Non-required0.6284

From admetSAR

ADMET Predicted Profile --- Regression

Model Value Unit
Absorption
Aqueous solubility-3.6251LogS
Caco-2 Permeability0.4797LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.0310LD50, mol/kg
Fish Toxicity1.5231pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.3630pIGC50, ug/L

From admetSAR

Taxonomic Classification

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
SubclassBile acids, alcohols and derivatives
Intermediate Tree NodesHydroxy bile acids, alcohols and derivatives
Direct ParentTrihydroxy bile acids, alcohols and derivatives
Alternative Parents
Molecular FrameworkAliphatic homopolycyclic compounds
SubstituentsTrihydroxy bile acid, alcohol, or derivatives - 3-hydroxysteroid - 12-hydroxysteroid - Hydroxysteroid - 3-alpha-hydroxysteroid - 7-hydroxysteroid - Cyclic alcohol - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Organosulfonic acid - Sulfonyl - Alkanesulfonic acid - Secondary alcohol - Carboximidic acid - Polyol - Carboximidic acid derivative - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Alcohol - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organic nitrogen compound - Aliphatic homopolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups.

From ClassyFire

Targets

Target Details

Bile salt-activated lipase

General Function:
Triglyceride lipase activity
Specific Function:
Catalyzes fat and vitamin absorption. Acts in concert with pancreatic lipase and colipase for the complete digestion of dietary triglycerides.
Gene Name:
CEL
Uniprot ID:
P19835
Molecular Weight:
79320.93 Da
Target Details

Gastrotropin

General Function:
Transporter activity
Specific Function:
Ileal protein which stimulates gastric acid and pepsinogen secretion. Seems to be able to bind to bile salts and bilirubins. Isoform 2 is essential for the survival of colon cancer cells to bile acid-induced apoptosis.
Gene Name:
FABP6
Uniprot ID:
P51161
Molecular Weight:
14371.245 Da
Target Details

Bile acid receptor

General Function:
Zinc ion binding
Specific Function:
Ligand-activated transcription factor. Receptor for bile acids such as chenodeoxycholic acid, lithocholic acid and deoxycholic acid. Represses the transcription of the cholesterol 7-alpha-hydroxylase gene (CYP7A1) through the induction of NR0B2 or FGF19 expression, via two distinct mechanisms. Activates the intestinal bile acid-binding protein (IBABP). Activates the transcription of bile salt export pump ABCB11 by directly recruiting histone methyltransferase CARM1 to this locus.
Gene Name:
NR1H4
Uniprot ID:
Q96RI1
Molecular Weight:
55913.915 Da

From T3DB