ChemFOnt: Showing chemical card for N2,N5-Diacetylornithine (CFc000220608)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:39:49 UTC

Chemfont ID

CFc000220608

Molecule Identification

Common Name

N2,N5-Diacetylornithine

Definition

N2,N5-Diacetylornithine, also known as bisorcic, belongs to the class of organic compounds known as N-acyl-L-alpha-amino acids. These are N-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom. N2,N5-Diacetylornithine is an N-acetyl-L-amino acid that is L-ornithine carrying two acetyl substituents at positions N-2 and N-5. N2,N5-Diacetylornithine was identified as one of forty plasma metabolites that could be used to predict gut microbiome Shannon diversity (PMID: 31477923 ). Shannon diversity is a metric that summarizes both species abundance and evenness, and it has been suggested as a marker for microbiome health.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Bisorcico	ChEBI
Bisorcicum	ChEBI
N(2),N(5)-Diacetylornithine	ChEBI
Bisorcic	HMDB
N2,N5-Diacetyl-L-ornithine	HMDB
N2,N5-Diacetylornithine	HMDB

Chemical Formula

C₉H₁₆N₂O₄

Average Molecular Weight

216.237

Monoisotopic Molecular Weight

216.111007003

IUPAC Name

(2S)-2,5-diacetamidopentanoic acid

Traditional Name

(2S)-2,5-diacetamidopentanoic acid

CAS Registry Number

39825-23-5

SMILES

CC(=O)NCCC[C@H](NC(C)=O)C(O)=O

InChI Identifier

InChI=1S/C9H16N2O4/c1-6(12)10-5-3-4-8(9(14)15)11-7(2)13/h8H,3-5H2,1-2H3,(H,10,12)(H,11,13)(H,14,15)/t8-/m0/s1

InChI Key

XUYANFPPYJSBPU-QMMMGPOBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-L-alpha-amino acids

Alternative Parents

Substituents

N-acyl-l-alpha-amino acid
Fatty acid
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31477923)

Excreta

Biofluid or Excreta

Feces (PMID: 29808030)

Source

Exogenous

Exogenous (HMDB: HMDB0240345)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.14 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-1.5	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.94	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	95.5 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	52.1 m³·mol⁻¹	ChemAxon
Polarizability	22.18 Å³	ChemAxon
Number of Rings	0	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

HMDB0240345

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

59375

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

65977

PDB ID

Not Available

ChEBI ID

133217

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for N2,N5-Diacetylornithine (CFc000220608)

MOL for CFc000220608 (N2,N5-Diacetylornithine)

3D MOL for CFc000220608 (N2,N5-Diacetylornithine)

3D SDF for CFc000220608 (N2,N5-Diacetylornithine)

3D-SDF for CFc000220608 (N2,N5-Diacetylornithine)

PDB for CFc000220608 (N2,N5-Diacetylornithine)

3D PDB for CFc000220608 (N2,N5-Diacetylornithine)

SMILES for CFc000220608 (N2,N5-Diacetylornithine)

INCHI for CFc000220608 (N2,N5-Diacetylornithine)

Structure for CFc000220608 (N2,N5-Diacetylornithine)

3D Structure for CFc000220608 (N2,N5-Diacetylornithine)