ChemFOnt: Showing chemical card for (+)-gamma-Hydroxy-L-homoarginine (CFc000281354)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:39 UTC

Chemfont ID

CFc000281354

Molecule Identification

Common Name

(+)-gamma-Hydroxy-L-homoarginine

Definition

(+)-gamma-hydroxy-l-homoarginine is a member of the class of compounds known as L-alpha-amino acids. L-alpha-amino acids are alpha amino acids which have the L-configuration of the alpha-carbon atom (+)-gamma-hydroxy-l-homoarginine is soluble (in water) and a moderately acidic compound (based on its pKa). (+)-gamma-hydroxy-l-homoarginine can be found in common pea and lentils, which makes (+)-gamma-hydroxy-l-homoarginine a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S)-2-Amino-6-carbamimidamido-4-hydroxyhexanoate	Generator
(+)-g-Hydroxy-L-homoarginine	Generator
(+)-Γ-hydroxy-L-homoarginine	Generator

Chemical Formula

C₇H₁₆N₄O₃

Average Molecular Weight

204.2269

Monoisotopic Molecular Weight

204.122240398

IUPAC Name

(2S)-2-amino-6-[(diaminomethylidene)amino]-4-hydroxyhexanoic acid

Traditional Name

(2S)-2-amino-6-[(diaminomethylidene)amino]-4-hydroxyhexanoic acid

CAS Registry Number

1616-99-5

SMILES

N[C@@H](CC(O)CCN=C(N)N)C(O)=O

InChI Identifier

InChI=1S/C7H16N4O3/c8-5(6(13)14)3-4(12)1-2-11-7(9)10/h4-5,12H,1-3,8H2,(H,13,14)(H4,9,10,11)/t4?,5-/m0/s1

InChI Key

UFBPWFODSIJGPL-AKGZTFGVSA-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 hydroxy acid
Medium-chain fatty acid
Amino fatty acid
Hydroxy fatty acid
Fatty acid
Fatty acyl
1,3-aminoalcohol
Guanidine
Secondary alcohol
Amino acid
Carboximidamide
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Primary amine
Carbonyl group
Organic oxygen compound
Amine
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301838)

Food

Pulse

Lentil

Lentils (FooDB: FOOD00098)

Pea

Common pea (FooDB: FOOD00141)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	10.4 g/L	ALOGPS
logP	-3.9	ALOGPS
logP	-4.3	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	2.29	ChemAxon
pKa (Strongest Basic)	11.5	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	147.95 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	49.81 m³·mol⁻¹	ChemAxon
Polarizability	20.81 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

HMDB0301838

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001492

KNApSAcK ID

Not Available

Chemspider ID

167766

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

193331

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (+)-gamma-Hydroxy-L-homoarginine (CFc000281354)

MOL for CFc000281354 ((+)-gamma-Hydroxy-L-homoarginine)

3D MOL for CFc000281354 ((+)-gamma-Hydroxy-L-homoarginine)

3D SDF for CFc000281354 ((+)-gamma-Hydroxy-L-homoarginine)

3D-SDF for CFc000281354 ((+)-gamma-Hydroxy-L-homoarginine)

PDB for CFc000281354 ((+)-gamma-Hydroxy-L-homoarginine)

3D PDB for CFc000281354 ((+)-gamma-Hydroxy-L-homoarginine)

SMILES for CFc000281354 ((+)-gamma-Hydroxy-L-homoarginine)

INCHI for CFc000281354 ((+)-gamma-Hydroxy-L-homoarginine)

Structure for CFc000281354 ((+)-gamma-Hydroxy-L-homoarginine)

3D Structure for CFc000281354 ((+)-gamma-Hydroxy-L-homoarginine)