ChemFOnt: Showing chemical card for Homoanserine (CFc000002539)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:47:26 UTC

Chemfont ID

CFc000002539

Molecule Identification

Common Name

Homoanserine

Definition

Homoanserine (N-(4-Aminobutyryl)-L-histidine) is a dipeptide identified in the brain and muscles of mammals. (PMID 3780724 , 6078589 ) It has been found that homoanserine is not merely deposited in skeletal muscles but that is actively synthesized by muscle cells in culture. (PMID 8307008 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
L-N-(4-Aminobutyryl)-3-methyl-histidine	HMDB
N-(4-amino-1-Oxobutyl)-3-methyl-L-histidine	HMDB
N-(4-Aminobutyryl)-1-methyl-imidazole-5-alanine	HMDB
(2S)-2-[(4-Amino-1-hydroxybutylidene)amino]-3-(1-methyl-1H-imidazol-5-yl)propanoate	Generator, HMDB

Chemical Formula

C₁₁H₁₈N₄O₃

Average Molecular Weight

254.2856

Monoisotopic Molecular Weight

254.137890462

IUPAC Name

(2S)-2-(4-aminobutanamido)-3-(1-methyl-1H-imidazol-5-yl)propanoic acid

Traditional Name

(2S)-2-(4-aminobutanamido)-3-(3-methylimidazol-4-yl)propanoic acid

CAS Registry Number

20314-38-9

SMILES

CN1C=NC=C1C[C@H](NC(=O)CCCN)C(O)=O

InChI Identifier

InChI=1S/C11H18N4O3/c1-15-7-13-6-8(15)5-9(11(17)18)14-10(16)3-2-4-12/h6-7,9H,2-5,12H2,1H3,(H,14,16)(H,17,18)/t9-/m0/s1

InChI Key

HXBKNURIXGGFCX-VIFPVBQESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Hybrid peptides

Direct Parent

Hybrid peptides

Alternative Parents

Substituents

Hybrid peptide
Histidine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Gamma amino acid or derivatives
Alpha-amino acid or derivatives
Imidazolyl carboxylic acid derivative
Fatty amide
N-acyl-amine
N-substituted imidazole
Fatty acyl
Heteroaromatic compound
Azole
Imidazole
Secondary carboxylic acid amide
Carboxamide group
Amino acid
Amino acid or derivatives
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Azacycle
Carboxylic acid derivative
Carboxylic acid
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organic oxide
Primary aliphatic amine
Carbonyl group
Primary amine
Hydrocarbon derivative
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0005767)

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	3.19 g/L	ALOGPS
logP	-2.8	ALOGPS
logP	-4	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	3.52	ChemAxon
pKa (Strongest Basic)	9.99	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	110.24 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	65.21 m³·mol⁻¹	ChemAxon
Polarizability	26.24 Å³	ChemAxon
Number of Rings	1	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

HMDB0005767

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023757

KNApSAcK ID

Not Available

Chemspider ID

17216339

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20849429

PDB ID

Not Available

ChEBI ID

172495

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Homoanserine (CFc000002539)

MOL for CFc000002539 (Homoanserine)

3D MOL for CFc000002539 (Homoanserine)

3D SDF for CFc000002539 (Homoanserine)

3D-SDF for CFc000002539 (Homoanserine)

PDB for CFc000002539 (Homoanserine)

3D PDB for CFc000002539 (Homoanserine)

SMILES for CFc000002539 (Homoanserine)

INCHI for CFc000002539 (Homoanserine)

Structure for CFc000002539 (Homoanserine)

3D Structure for CFc000002539 (Homoanserine)