ChemFOnt: Showing chemical card for NNAL-N-glucuronide (CFc000040938)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:42:41 UTC

Chemfont ID

CFc000040938

Molecule Identification

Common Name

NNAL-N-glucuronide

Definition

This compound 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

Not Available

Chemical Formula

C₁₆H₂₄N₃O₈

Average Molecular Weight

386.3771

Monoisotopic Molecular Weight

386.156339759

IUPAC Name

1-[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]-3-{1-hydroxy-4-[methyl(nitroso)amino]butyl}-1lambda5-pyridin-1-ylium

Traditional Name

1-[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]-3-{1-hydroxy-4-[methyl(nitroso)amino]butyl}-1lambda5-pyridin-1-ylium

CAS Registry Number

None

SMILES

CN(CCCC(O)C1=C[N+](=CC=C1)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O)N=O

InChI Identifier

InChI=1S/C16H23N3O8/c1-18(17-26)6-3-5-10(20)9-4-2-7-19(8-9)15-13(23)11(21)12(22)14(27-15)16(24)25/h2,4,7-8,10-15,20-23H,3,5-6H2,1H3/p+1/t10?,11-,12-,13+,14-,15+/m0/s1

InChI Key

VSVYJUYJFLYYSI-UKOUFMKDSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through a N-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

N-glucuronides

Alternative Parents

Substituents

N-glucuronide
Glycosyl compound
N-glycosyl compound
Beta-hydroxy acid
Hydroxy acid
Oxane
Pyran
Pyridine
Pyridinium
Heteroaromatic compound
Secondary alcohol
Organic n-nitroso compound
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Azacycle
Polyol
Carboxylic acid
Organic nitroso compound
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Organopnictogen compound
Alcohol
Organic nitrogen compound
Organonitrogen compound
Carbonyl group
Aromatic alcohol
Organic cation
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 (HMDB: HMDB0060498)

Organ

Liver (HMDB: HMDB0060498)
Kidney (HMDB: HMDB0060498)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060498)

Source

Endogenous

Endogenous (HMDB: HMDB0060498)

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Lagomorph

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Poultry

Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)

Equine

Horse (FooDB: FOOD00378)

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Process

Not Available

Role

Biological role

Waste product (HMDB: HMDB0060498)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.83 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-5.7	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	2.71	ChemAxon
pKa (Strongest Basic)	3.51	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	164 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	91.66 m³·mol⁻¹	ChemAxon
Polarizability	38.55 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0060498

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB034585

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

53297451

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for NNAL-N-glucuronide (CFc000040938)

MOL for CFc000040938 (NNAL-N-glucuronide)

3D MOL for CFc000040938 (NNAL-N-glucuronide)

3D SDF for CFc000040938 (NNAL-N-glucuronide)

3D-SDF for CFc000040938 (NNAL-N-glucuronide)

PDB for CFc000040938 (NNAL-N-glucuronide)

3D PDB for CFc000040938 (NNAL-N-glucuronide)

SMILES for CFc000040938 (NNAL-N-glucuronide)

INCHI for CFc000040938 (NNAL-N-glucuronide)

Structure for CFc000040938 (NNAL-N-glucuronide)

3D Structure for CFc000040938 (NNAL-N-glucuronide)