ChemFOnt: Showing chemical card for Losartan N2-glucuronide (CFc000008604)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:55:27 UTC

Chemfont ID

CFc000008604

Molecule Identification

Common Name

Losartan N2-glucuronide

Definition

Losartan N2-glucuronide is only found in individuals that have used or taken Losartan. Losartan N2-glucuronide is a metabolite of Losartan. Losartan n2-glucuronide belongs to the family of Pyranoid Amino Acids and Derivatives. These are compounds containing a (hydro)pyran ring bearing unprotected amino and carboxylic acid functionalities.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S,3S,4S,5R,6R)-6-[5-(4'-{[2-butyl-4-chloro-5-(hydroxymethyl)-1H-imidazol-1-yl]methyl}-[1,1'-biphenyl]-2-yl)-2H-1,2,3,4-tetrazol-2-yl]-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₈H₃₁ClN₆O₇

Average Molecular Weight

599.035

Monoisotopic Molecular Weight

598.194275083

IUPAC Name

(2S,3S,4S,5R,6R)-6-{5-[2-(4-{[2-butyl-4-chloro-5-(hydroxymethyl)-1H-imidazol-1-yl]methyl}phenyl)phenyl]-2H-1,2,3,4-tetrazol-2-yl}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6R)-6-{5-[2-(4-{[2-butyl-4-chloro-5-(hydroxymethyl)imidazol-1-yl]methyl}phenyl)phenyl]-1,2,3,4-tetrazol-2-yl}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NN(N=N1)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C28H31ClN6O7/c1-2-3-8-20-30-25(29)19(14-36)34(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)26-31-33-35(32-26)27-23(39)21(37)22(38)24(42-27)28(40)41/h4-7,9-12,21-24,27,36-39H,2-3,8,13-14H2,1H3,(H,40,41)/t21-,22-,23+,24-,27+/m0/s1

InChI Key

NGFMQMUIOUSHGR-RTCYWULBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Glucuronic acid derivatives

Alternative Parents

Substituents

Glucuronic acid or derivatives
Biphenyl
Phenyltetrazole
1,2,4,5-tetrasubstituted imidazole
Imidazolyl carboxylic acid derivative
Beta-hydroxy acid
Hydroxy acid
Benzenoid
Monocyclic benzene moiety
Pyran
N-substituted imidazole
Aryl halide
Oxane
Aryl chloride
Azole
Imidazole
Tetrazole
Heteroaromatic compound
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Polyol
Organoheterocyclic compound
Azacycle
Oxacycle
Organic nitrogen compound
Organohalogen compound
Organochloride
Carbonyl group
Organonitrogen compound
Primary alcohol
Aromatic alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Organ

Liver (HMDB: HMDB0013847)
Kidney (HMDB: HMDB0013847)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0013847)
Cytoplasm (HMDB: HMDB0013847)

Source

Endogenous

Endogenous (HMDB: HMDB0013847)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.064 g/L	ALOGPS
logP	2.9	ALOGPS
logP	2.11	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	3.34	ChemAxon
pKa (Strongest Basic)	4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	188.87 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	174.6 m³·mol⁻¹	ChemAxon
Polarizability	61.14 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

HMDB0013847

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

49849772

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Losartan N2-glucuronide (CFc000008604)

MOL for CFc000008604 (Losartan N2-glucuronide)

3D MOL for CFc000008604 (Losartan N2-glucuronide)

3D SDF for CFc000008604 (Losartan N2-glucuronide)

3D-SDF for CFc000008604 (Losartan N2-glucuronide)

PDB for CFc000008604 (Losartan N2-glucuronide)

3D PDB for CFc000008604 (Losartan N2-glucuronide)

SMILES for CFc000008604 (Losartan N2-glucuronide)

INCHI for CFc000008604 (Losartan N2-glucuronide)

Structure for CFc000008604 (Losartan N2-glucuronide)

3D Structure for CFc000008604 (Losartan N2-glucuronide)