ChemFOnt: Showing chemical card for (2R,6S)-2,6-Diaminoheptanedioic acid (CFc000222782)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:43:52 UTC

Chemfont ID

CFc000222782

Molecule Identification

Common Name

(2R,6S)-2,6-Diaminoheptanedioic acid

Definition

meso-diaminopimelate, also known as diaminopimelic acid or Dpm, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). meso-diaminopimelate has been detected, but not quantified in, several different foods, such as loganberries (Rubus loganobaccus), chervils (Anthriscus cerefolium), chanterelles (Cantharellus cibarius), red raspberries (Rubus idaeus), and wheats (Triticum). This could make meso-diaminopimelate a potential biomarker for the consumption of these foods. meso-diaminopimelate is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on meso-diaminopimelate.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
alpha,epsilon-Diaminopimelic acid	ChEBI
Diaminopimelic acid	ChEBI
Dpm	ChEBI
a,epsilon-Diaminopimelate	Generator
a,epsilon-Diaminopimelic acid	Generator
alpha,epsilon-Diaminopimelate	Generator
Α,epsilon-diaminopimelate	Generator
Α,epsilon-diaminopimelic acid	Generator
Diaminopimelate	Generator
Meso-diaminopimelic acid	Generator
2,6 Diaminopimelic acid	MeSH, HMDB
Acid, 2,6-diaminopimelic	MeSH, HMDB
Acid, diaminopimelic	MeSH, HMDB
(2R,6S)-2,6-Diaminoheptanedioate	Generator

Chemical Formula

C₇H₁₄N₂O₄

Average Molecular Weight

190.199

Monoisotopic Molecular Weight

190.095356939

IUPAC Name

2,6-diaminoheptanedioic acid

Traditional Name

Dpm

CAS Registry Number

583-93-7

SMILES

NC(CCCC(N)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C7H14N2O4/c8-4(6(10)11)2-1-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)

InChI Key

GMKMEZVLHJARHF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Medium-chain fatty acid
Amino fatty acid
Dicarboxylic acid or derivatives
Fatty acid
Fatty acyl
Amino acid
Carboxylic acid
Organic oxide
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Amine
Organic nitrogen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

amino dicarboxylic acid (CHEBI:23673 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	14.1 g/L	ALOGPS
logP	-4.1	ALOGPS
logP	-5.5	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	1.85	ChemAxon
pKa (Strongest Basic)	9.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	126.64 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	43.64 m³·mol⁻¹	ChemAxon
Polarizability	18.89 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

HMDB0242532

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030997

KNApSAcK ID

Not Available

Chemspider ID

842

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Diaminopimelic acid

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

23673

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (2R,6S)-2,6-Diaminoheptanedioic acid (CFc000222782)

MOL for CFc000222782 ((2R,6S)-2,6-Diaminoheptanedioic acid)

3D MOL for CFc000222782 ((2R,6S)-2,6-Diaminoheptanedioic acid)

3D SDF for CFc000222782 ((2R,6S)-2,6-Diaminoheptanedioic acid)

3D-SDF for CFc000222782 ((2R,6S)-2,6-Diaminoheptanedioic acid)

PDB for CFc000222782 ((2R,6S)-2,6-Diaminoheptanedioic acid)

3D PDB for CFc000222782 ((2R,6S)-2,6-Diaminoheptanedioic acid)

SMILES for CFc000222782 ((2R,6S)-2,6-Diaminoheptanedioic acid)

INCHI for CFc000222782 ((2R,6S)-2,6-Diaminoheptanedioic acid)

Structure for CFc000222782 ((2R,6S)-2,6-Diaminoheptanedioic acid)

3D Structure for CFc000222782 ((2R,6S)-2,6-Diaminoheptanedioic acid)