ChemFOnt: Showing chemical card for 2,3-Diaminopropionic acid (CFc000001341)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:45:57 UTC

Chemfont ID

CFc000001341

Molecule Identification

Common Name

2,3-Diaminopropionic acid

Definition

2,3-Diaminopropionic acid, also known as L-2,3-diaminopropanoate or Dpr, 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. 2,3-Diaminopropionic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 2,3-Diaminopropionic acid (2,3-diaminopropionate) is a non-proteinogenic amino acid found in certain secondary metabolites, including zwittermicin A and tuberactinomycin.2,3-Diaminopropionate is formed by the pyridoxal phosphate (PLP) mediated amination of serine. 2,3-Diaminopropionic acid exists in all living organisms, ranging from bacteria to humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Dpr	ChEBI
L-2,3-Diaminopropanoate	ChEBI
L-2,3-Diaminopropanoic acid	ChEBI
L-2,3-Diaminopropionate	ChEBI
L-2,3-Diaminopropionic acid	ChEBI
3-Amino-L-alanine	Kegg
(S)-2,3-Diaminopropanoate	Kegg
(S)-2,3-Diaminopropanoic acid	Generator
2,3-Diaminopropionate	Generator
2,3-Diaminopropanoic acid	MeSH
2,3-Diaminopropionic acid, (D)-isomer	MeSH
2,3-Diaminopropionic acid, (DL)-isomer	MeSH
2,3-Diaminopropionic acid, (DL)-isomer, monohydrochloride	MeSH
2,3-Diaminopropionic acid, (L)-isomer	MeSH
2,3-Diaminopropionic acid, (L)-isomer, monohydrochloride	MeSH
2-Amino-beta-alanine	MeSH
3-Aminoalanine	MeSH
alpha,beta-Diaminopropionic acid	MeSH
beta-Aminoalanine	MeSH
(2S)-2,3-Diaminopropanoate	HMDB
(2S)-2,3-Diaminopropanoic acid	HMDB
2,3-Diamino-propionate	Generator, HMDB
2,3-Diaminopropionic acid	MeSH

Chemical Formula

C₃H₈N₂O₂

Average Molecular Weight

104.1078

Monoisotopic Molecular Weight

104.05857751

IUPAC Name

(2S)-2,3-diaminopropanoic acid

Traditional Name

L-2,3-diaminopropionic acid

CAS Registry Number

4033-39-0

SMILES

NC[C@H](N)C(O)=O

InChI Identifier

InChI=1S/C3H8N2O2/c4-1-2(5)3(6)7/h2H,1,4-5H2,(H,6,7)/t2-/m0/s1

InChI Key

PECYZEOJVXMISF-REOHCLBHSA-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
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Organic oxide
Hydrocarbon derivative
Organopnictogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Primary aliphatic amine
Organic nitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

non-proteinogenic L-alpha-amino acid (CHEBI:16303 )
L-alanine derivative (CHEBI:16303 )
3-aminoalanine (CHEBI:16303 )
Amino fatty acids (LMFA01100051 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0002006)

Excreta

Biofluid or Excreta

Urine (PMID: 19309105)

Cellular substructure

Cytoplasm (HMDB: HMDB0002006)

Source

Endogenous

Endogenous (HMDB: HMDB0002006)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
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)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	352 g/L	ALOGPS
logP	-3.9	ALOGPS
logP	-4	ChemAxon
logS	0.53	ALOGPS
pKa (Strongest Acidic)	2.1	ChemAxon
pKa (Strongest Basic)	9.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	89.34 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	23.7 m³·mol⁻¹	ChemAxon
Polarizability	9.88 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