GLYCOCHOLIC ACID

General Information

Mainterm	GLYCOCHOLIC ACID
Doc Type	NUL
CAS Reg.No.(or other ID)	475-31-0
Regnum

From www.fda.gov

Computed Descriptors

Download SDF

2D Structure
CID	10140
IUPAC Name	2-[[(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]acetic acid
InChI	InChI=1S/C26H43NO6/c1-14(4-7-22(31)27-13-23(32)33)17-5-6-18-24-19(12-21(30)26(17,18)3)25(2)9-8-16(28)10-15(25)11-20(24)29/h14-21,24,28-30H,4-13H2,1-3H3,(H,27,31)(H,32,33)/t14-,15+,16-,17-,18+,19+,20-,21+,24+,25+,26-/m1/s1
InChI Key	RFDAIACWWDREDC-FRVQLJSFSA-N
Canonical SMILES	CC(CCC(=O)NCC(=O)O)C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C
Molecular Formula	C26H43NO6
Wikipedia	glycocholate

From Pubchem

Computed Properties

Property Name	Property Value
Molecular Weight	465.631
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	6
Complexity	759.0
CACTVS Substructure Key Fingerprint	A A A D c f B 6 O A A 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 A Q C A A A D x T h g A Y C C A L A A g A I A A G Q G A A A A A A A A A A A A I G I A A A C E B I A g C A E Q A A E F g C Q 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 Area	127.0
Monoisotopic Mass	465.309
Exact Mass	465.309
XLogP3	None
XLogP3-AA	2.9
Compound Is Canonicalized	True
Formal Charge	0
Heavy Atom Count	33
Defined Atom Stereocenter Count	11
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Isotope Atom Count	0
Covalently-Bonded Unit Count	1

From Pubchem

Food Additives Biosynthesis/Degradation

ADMET Predicted Profile --- Classification

Model	Result	Probability
Absorption
Blood-Brain Barrier	BBB+	0.8437
Human Intestinal Absorption	HIA+	0.9543
Caco-2 Permeability	Caco2-	0.8855
P-glycoprotein Substrate	Substrate	0.7178
P-glycoprotein Inhibitor	Non-inhibitor	0.7670
P-glycoprotein Inhibitor	Non-inhibitor	0.5333
Renal Organic Cation Transporter	Non-inhibitor	0.8654
Distribution
Subcellular localization	Mitochondria	0.7881
Metabolism
CYP450 2C9 Substrate	Non-substrate	0.7788
CYP450 2D6 Substrate	Non-substrate	0.7730
CYP450 3A4 Substrate	Substrate	0.7391
CYP450 1A2 Inhibitor	Non-inhibitor	0.9382
CYP450 2C9 Inhibitor	Non-inhibitor	0.9071
CYP450 2D6 Inhibitor	Non-inhibitor	0.9231
CYP450 2C19 Inhibitor	Non-inhibitor	0.9026
CYP450 3A4 Inhibitor	Non-inhibitor	0.8309
CYP Inhibitory Promiscuity	Low CYP Inhibitory Promiscuity	0.8426
Excretion
Toxicity
Human Ether-a-go-go-Related Gene Inhibition	Weak inhibitor	0.9826
Human Ether-a-go-go-Related Gene Inhibition	Non-inhibitor	0.7952
AMES Toxicity	Non AMES toxic	0.9154
Carcinogens	Non-carcinogens	0.9478
Fish Toxicity	High FHMT	0.9232
Tetrahymena Pyriformis Toxicity	High TPT	0.9540
Honey Bee Toxicity	Low HBT	0.5835
Biodegradation	Not ready biodegradable	0.9798
Acute Oral Toxicity	III	0.6594
Carcinogenicity (Three-class)	Non-required	0.6707

From admetSAR

ADMET Predicted Profile --- Regression

Model	Value	Unit
Absorption
Aqueous solubility	-5.0871	LogS
Caco-2 Permeability	0.1521	LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity	2.5186	LD50, mol/kg
Fish Toxicity	1.3474	pLC50, mg/L
Tetrahymena Pyriformis Toxicity	0.2961	pIGC50, ug/L

From admetSAR

Taxonomic Classification

Kingdom	Organic compounds
Superclass	Lipids and lipid-like molecules
Class	Steroids and steroid derivatives
Subclass	Bile acids, alcohols and derivatives
Intermediate Tree Nodes	Not available
Direct Parent	Glycinated bile acids and derivatives
Alternative Parents	3-alpha-hydroxysteroids Trihydroxy bile acids, alcohols and derivatives Organic oxides Carboximidic acids Carboxylic acids Organopnictogen compounds Hydrocarbon derivatives 7-hydroxysteroids Cyclic alcohols and derivatives Monocarboxylic acids and derivatives 12-hydroxysteroids Polyols Propargyl-type 1,3-dipolar organic compounds N-acyl-alpha amino acids Carbonyl compounds Secondary alcohols Organonitrogen compounds
Molecular Framework	Aliphatic homopolycyclic compounds
Substituents	Glycinated bile acid - Trihydroxy bile acid, alcohol, or derivatives - Hydroxy bile acid, alcohol, or derivatives - 3-hydroxysteroid - 12-hydroxysteroid - Hydroxysteroid - 3-alpha-hydroxysteroid - 7-hydroxysteroid - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - Alpha-amino acid or derivatives - Cyclic alcohol - Secondary alcohol - Polyol - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Carboximidic acid - Monocarboxylic acid or derivatives - Carboximidic acid derivative - Carboxylic acid derivative - Carboxylic acid - Organooxygen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organic nitrogen compound - Carbonyl group - Alcohol - Organonitrogen compound - Aliphatic homopolycyclic compound
Description	This compound belongs to the class of organic compounds known as glycinated bile acids and derivatives. These are compounds with a structure characterized by the presence of a glycine linked to a bile acid skeleton.

From ClassyFire

Targets

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

From T3DB