ChemFOnt: Showing chemical card for S-(2-Oxo-2-carboxyethyl)homocysteine (CFc000220650)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:39:54 UTC

Chemfont ID

CFc000220650

Molecule Identification

Common Name

S-(2-Oxo-2-carboxyethyl)homocysteine

Definition

S-(2-Oxo-2-carboxyethyl)homocysteine, abbreviated as OCEHC, is a cystathionine mono-oxo acid metabolite found in the urine of a cystathioninuria patient (PMID: 8373176 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S)-2-Amino-4-[(2-carboxy-2-oxoethyl)sulfanyl]butanoate	HMDB
(2S)-2-Amino-4-[(2-carboxy-2-oxoethyl)sulphanyl]butanoate	HMDB
(2S)-2-Amino-4-[(2-carboxy-2-oxoethyl)sulphanyl]butanoic acid	HMDB
OCEHC	HMDB
S-(2-Carboxy-2-oxoethyl)-L-homocysteine	HMDB
S-(2-oxo-2-Carboxyethyl) homocysteine	HMDB
S-(2-oxo-2-Carboxyethyl)-L-homocysteine	HMDB
S-(2-Oxo-2-carboxyethyl)homocysteine	HMDB

Chemical Formula

C₇H₁₁NO₅S

Average Molecular Weight

221.23

Monoisotopic Molecular Weight

221.035793632

IUPAC Name

(2S)-2-amino-4-[(2-carboxy-2-oxoethyl)sulfanyl]butanoic acid

Traditional Name

(2S)-2-amino-4-[(2-carboxy-2-oxoethyl)sulfanyl]butanoic acid

CAS Registry Number

87458-25-1

SMILES

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

InChI Identifier

InChI=1S/C7H11NO5S/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4H,1-3,8H2,(H,10,11)(H,12,13)/t4-/m0/s1

InChI Key

UOFMKTXZJFSKPW-BYPYZUCNSA-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
Thia fatty acid
Short-chain keto acid
Fatty acyl
Keto acid
Dicarboxylic acid or derivatives
Alpha-keto acid
Alpha-hydroxy ketone
Amino acid
Ketone
Dialkylthioether
Sulfenyl compound
Thioether
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Urine (PMID: 8373176)

Source

Exogenous

Exogenous (HMDB: HMDB0240387)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	5.1 g/L	ALOGPS
logP	-2.6	ALOGPS
logP	-2.9	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	1.74	ChemAxon
pKa (Strongest Basic)	9.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	117.69 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	49.16 m³·mol⁻¹	ChemAxon
Polarizability	20.7 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

HMDB0240387

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

67033211

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54363604

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for S-(2-Oxo-2-carboxyethyl)homocysteine (CFc000220650)

MOL for CFc000220650 (S-(2-Oxo-2-carboxyethyl)homocysteine)

3D MOL for CFc000220650 (S-(2-Oxo-2-carboxyethyl)homocysteine)

3D SDF for CFc000220650 (S-(2-Oxo-2-carboxyethyl)homocysteine)

3D-SDF for CFc000220650 (S-(2-Oxo-2-carboxyethyl)homocysteine)

PDB for CFc000220650 (S-(2-Oxo-2-carboxyethyl)homocysteine)

3D PDB for CFc000220650 (S-(2-Oxo-2-carboxyethyl)homocysteine)

SMILES for CFc000220650 (S-(2-Oxo-2-carboxyethyl)homocysteine)

INCHI for CFc000220650 (S-(2-Oxo-2-carboxyethyl)homocysteine)

Structure for CFc000220650 (S-(2-Oxo-2-carboxyethyl)homocysteine)

3D Structure for CFc000220650 (S-(2-Oxo-2-carboxyethyl)homocysteine)