ContaminantDB: Diaminopimelic acid

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 18:08:55 UTC

Update Date

2016-11-09 01:17:20 UTC

Accession Number

CHEM021639

Identification

Common Name

Diaminopimelic acid

Class

Small Molecule

Description

A 2,6-diaminopimelic acid in which both chiral centres have S configuration. It is a component of bacterial cell wall.

Contaminant Sources

FooDB Chemicals
HMDB Contaminants - Urine

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(S,S)-2,6-Diaminopimelic acid	ChEBI
(S-(R,r))-2,6-diaminoheptanedioic acid	ChEBI
L,L-2,6-Diaminopimelic acid	ChEBI
LL-2,6-Diaminoheptanedioate	ChEBI
LL-2,6-Diaminopimelate	ChEBI
LL-2,6-Diaminopimelic acid	Kegg
(S,S)-2,6-Diaminopimelate	Generator
(S-(R,r))-2,6-diaminoheptanedioate	Generator
L,L-2,6-Diaminopimelate	Generator
LL-2,6-Diaminoheptanedioic acid	Generator
Diaminopimelate	Generator
( (R,s)-2,6-diamino-heptanedioate	HMDB
( (R,s)-2,6-diamino-heptanedioic acid	HMDB
(2R,6S)-2,6-diamino-Heptanedioate	HMDB
(2R,6S)-2,6-diamino-Heptanedioic acid	HMDB
(R,s)-2,6-diamino-heptanedioate	HMDB
(R,s)-2,6-diamino-heptanedioic acid	HMDB
2,6-diamino-Heptanedioate	HMDB
2,6-diamino-Heptanedioic acid	HMDB
2,6-Diaminoheptanedioate	HMDB
2,6-Diaminoheptanedioic acid	HMDB
2,6-Diaminopimelate	HMDB
2,6-Diaminopimelic acid	HMDB, MeSH
a,A'-diaminopimelate	HMDB
a,A'-diaminopimelic acid	HMDB
a,e-Diaminopimelate	HMDB
a,e-Diaminopimelic acid	HMDB
D,L-Diaminopimelate	HMDB
D,L-meso-Diaminoheptanedioate	HMDB
D,L-meso-Diaminoheptanedioic acid	HMDB
DAPA	HMDB
DL-2,6-Diaminoheptanedioate	HMDB
DL-2,6-Diaminoheptanedioic acid	HMDB
DL-2,6-Diaminopimelate	HMDB
DL-2,6-Diaminopimelic acid	HMDB
L,L-2,6-Diaminoheptanedioate	HMDB
L,L-2,6-Diaminoheptanedioic acid	HMDB
L,L-Diaminopimelate	HMDB
meso-1-alpha,epsilon-Diaminopimelate	HMDB
meso-2,6-diamino-Heptanedioate	HMDB
meso-2,6-diamino-Heptanedioic acid	HMDB
meso-2,6-Diaminoheptanedioate	HMDB
meso-2,6-Diaminoheptanedioic acid	HMDB
meso-alpha,Alpha'-diaminopimelate	HMDB
meso-alpha,Alpha'-diaminopimelic acid	HMDB
meso-alpha,epsilon-Diaminopimelate	HMDB
meso-alpha,epsilon-Diaminopimelic acid	HMDB
meso-Diaminoheptanedioate	HMDB
meso-Diaminoheptanedioic acid	HMDB
meso-Diaminopimelate	HMDB
Acid, diaminopimelic	MeSH, HMDB
2,6 Diaminopimelic acid	MeSH, HMDB
Acid, 2,6-diaminopimelic	MeSH, HMDB
Diamino-pimelate	Generator, HMDB
Diaminopimelic acid	MeSH

Chemical Formula

C₇H₁₄N₂O₄

Average Molecular Mass

190.197 g/mol

Monoisotopic Mass

190.095 g/mol

CAS Registry Number

583-93-7

IUPAC Name

(2S,6S)-2,6-diaminoheptanedioic acid

Traditional Name

diamino-pimelic acid

SMILES

N[C@@H](CCC[C@H](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)/t4-,5-/m0/s1

InChI Key

GMKMEZVLHJARHF-WHFBIAKZSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as l-alpha-amino acids. These are 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

L-alpha-amino acids

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2,6-diaminopimelic acid (CHEBI:16026 )
Dicarboxylic acids (LMFA01170102 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

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	18.93 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (4 TMS)	splash10-0umi-1950000000-749403a0eb6d05c7903e	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (4 TMS)	splash10-0uk9-1980000000-1b092f9141e7549bee24	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0umi-1950000000-749403a0eb6d05c7903e	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0uk9-1980000000-1b092f9141e7549bee24	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dm-9500000000-5d0aafd0747a1090e055	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-014i-4590000000-b941e92697a8b7800912	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-004l-0900000000-d85213bd7ac426f10cd7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-001i-9100000000-add590f1b216bdb40334	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-001i-9000000000-de98ed3bb8c48b6f9852	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0900000000-2c8a0ca138ef6ea5ef43	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-003r-9600000000-19f54d2417fe44d0eba3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-e8b0bbffeaa501a6fedd	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-91296097628a67dd97ef	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-e5c4e034dcab0695e0ce	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-002r-0900000000-2a19445fee9eade1d538	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-00di-9000000000-f44538bc8ae3a51cbbc6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-003r-9700000000-3baa36a29b4ed6172da0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-004i-1900000000-cf39d89ce72ac9ddaf51	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0200-6900000000-6f21b7798408480c1bfc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-001i-9300000000-6e778092666f89ff4211	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0900000000-28fbb202ae5558af7594	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-004i-1900000000-8a1ee3da7fbe94f840c2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-8caae42eda716644fdc1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0005-1900000000-be94a16bee7fad24d5d9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-5900000000-896859ce722942f9dd68	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-006t-9200000000-50c1b5a4f7b19e8ff0db	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-5ecd829b51ba774883f6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-1900000000-53b7aee01233b5b73d3e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-9400000000-2cc35eb21a44b2d472b5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0079-0900000000-a0ce1f9601e9b8d83ccf	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00dj-6900000000-cc22f522673c5549366c	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	Spectrum