ChemFOnt: Showing chemical card for Taurodeoxycholic acid 3-glucuronide (CFc000220987)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:40:30 UTC

Chemfont ID

CFc000220987

Molecule Identification

Common Name

Taurodeoxycholic acid 3-glucuronide

Definition

Taurodeoxycholic acid 3-glucuronide belongs to the class of organic compounds known as taurinated bile acids and derivatives. These are bile acid derivatives containing a taurine conjugated to the bile acid moiety. Based on a literature review very few articles have been published on Taurodeoxycholic acid 3-glucuronide.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Taurodeoxycholate 3-glucuronide	Generator
3,4,5-Trihydroxy-6-{[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-16-hydroxy-2,15-dimethyl-14-[(2R)-4-[(2-sulfoethyl)-C-hydroxycarbonimidoyl]butan-2-yl]tetracyclo[8.7.0.0,.0,]heptadecan-5-yl]oxy}oxane-2-carboxylate	HMDB
3,4,5-Trihydroxy-6-{[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-16-hydroxy-2,15-dimethyl-14-[(2R)-4-[(2-sulphoethyl)-C-hydroxycarbonimidoyl]butan-2-yl]tetracyclo[8.7.0.0,.0,]heptadecan-5-yl]oxy}oxane-2-carboxylate	HMDB
3,4,5-Trihydroxy-6-{[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-16-hydroxy-2,15-dimethyl-14-[(2R)-4-[(2-sulphoethyl)-C-hydroxycarbonimidoyl]butan-2-yl]tetracyclo[8.7.0.0,.0,]heptadecan-5-yl]oxy}oxane-2-carboxylic acid	HMDB

Chemical Formula

C₃₂H₅₃NO₁₂S

Average Molecular Weight

675.83

Monoisotopic Molecular Weight

675.328847325

IUPAC Name

3,4,5-trihydroxy-6-{[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-16-hydroxy-2,15-dimethyl-14-[(2R)-4-[(2-sulfoethyl)carbamoyl]butan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}oxane-2-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@H](CCC(=O)NCCS(O)(=O)=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@@H](CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C)OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C32H53NO12S/c1-16(4-9-24(35)33-12-13-46(41,42)43)20-7-8-21-19-6-5-17-14-18(10-11-31(17,2)22(19)15-23(34)32(20,21)3)44-30-27(38)25(36)26(37)28(45-30)29(39)40/h16-23,25-28,30,34,36-38H,4-15H2,1-3H3,(H,33,35)(H,39,40)(H,41,42,43)/t16-,17-,18-,19+,20-,21+,22+,23+,25?,26?,27?,28?,30?,31+,32-/m1/s1

InChI Key

AELQGKOLJLCUOY-AFPGWOAKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as taurinated bile acids and derivatives. These are bile acid derivatives containing a taurine conjugated to the bile acid moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Bile acids, alcohols and derivatives

Direct Parent

Taurinated bile acids and derivatives

Alternative Parents

Substituents

Taurinated bile acid
Steroid-glucuronide-skeleton
Steroidal glycoside
Monohydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
Hydroxysteroid
12-hydroxysteroid
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
O-glycosyl compound
Glycosyl compound
Beta-hydroxy acid
Fatty acyl
Pyran
Oxane
N-acyl-amine
Monosaccharide
Hydroxy acid
Fatty amide
Alkanesulfonic acid
Sulfonyl
Organosulfonic acid
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Cyclic alcohol
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Source

Exogenous

Exogenous (HMDB: HMDB0240734)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	0.13	ALOGPS
logP	-0.29	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	-1	ChemAxon
pKa (Strongest Basic)	-0.28	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	220.15 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	162.88 m³·mol⁻¹	ChemAxon
Polarizability	72.75 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0240734

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

156960931

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Taurodeoxycholic acid 3-glucuronide (CFc000220987)

MOL for CFc000220987 (Taurodeoxycholic acid 3-glucuronide)

3D MOL for CFc000220987 (Taurodeoxycholic acid 3-glucuronide)

3D SDF for CFc000220987 (Taurodeoxycholic acid 3-glucuronide)

3D-SDF for CFc000220987 (Taurodeoxycholic acid 3-glucuronide)

PDB for CFc000220987 (Taurodeoxycholic acid 3-glucuronide)

3D PDB for CFc000220987 (Taurodeoxycholic acid 3-glucuronide)

SMILES for CFc000220987 (Taurodeoxycholic acid 3-glucuronide)

INCHI for CFc000220987 (Taurodeoxycholic acid 3-glucuronide)

Structure for CFc000220987 (Taurodeoxycholic acid 3-glucuronide)

3D Structure for CFc000220987 (Taurodeoxycholic acid 3-glucuronide)