ChemFOnt: Showing chemical card for N-Acetylcystathionine (CFc000001606)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:46:16 UTC

Chemfont ID

CFc000001606

Molecule Identification

Common Name

N-Acetylcystathionine

Definition

N-Acetylcystathionine is an amino-acid. It is found in the urine of patients with cystathioninuria which is an autosomal recessive phenotype with abnormal accumulcation of plasma cystathionine, leading to increased urinary excretion (PMID: 1793738 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
N-Monoacetylcystathionine	HMDB, MeSH
Nac-cysta	HMDB, MeSH
S-(2-(acetylamino)-2-Carboxyethyl)-L-homocysteine	HMDB
S-(L-2-(acetylamino)-2-Carboxyethyl)-L-homocysteine	HMDB, MeSH
(2S)-2-Amino-4-({2-carboxy-2-[(1-hydroxyethylidene)amino]ethyl}sulfanyl)butanoate	Generator, HMDB
(2S)-2-Amino-4-({2-carboxy-2-[(1-hydroxyethylidene)amino]ethyl}sulphanyl)butanoate	Generator, HMDB
(2S)-2-Amino-4-({2-carboxy-2-[(1-hydroxyethylidene)amino]ethyl}sulphanyl)butanoic acid	Generator, HMDB

Chemical Formula

C₉H₁₆N₂O₅S

Average Molecular Weight

264.299

Monoisotopic Molecular Weight

264.077992322

IUPAC Name

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

Traditional Name

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

CAS Registry Number

20619-80-1

SMILES

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

InChI Identifier

InChI=1S/C9H16N2O5S/c1-5(12)11-7(9(15)16)4-17-3-2-6(10)8(13)14/h6-7H,2-4,10H2,1H3,(H,11,12)(H,13,14)(H,15,16)/t6-,7?/m0/s1

InChI Key

QWACVTVBTRSCRL-PKPIPKONSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Cysteine or derivatives
Alpha-amino acid
L-alpha-amino acid
Thia fatty acid
Dicarboxylic acid or derivatives
Fatty acid
Fatty acyl
Acetamide
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Dialkylthioether
Thioether
Sulfenyl compound
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Primary aliphatic amine
Organic oxide
Amine
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Health effect

Genetic disorder

Inborn errors of metabolism

Cystathioninuria (HMDB: HMDB0002381)

Urine (PMID: 16465618)

Cellular substructure

Cytoplasm (HMDB: HMDB0002381)

Source

Endogenous

Endogenous (HMDB: HMDB0002381)

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	3.53 g/L	ALOGPS
logP	-3	ALOGPS
logP	-3.8	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	1.78	ChemAxon
pKa (Strongest Basic)	9.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	129.72 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	61.01 m³·mol⁻¹	ChemAxon
Polarizability	26.06 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

HMDB0002381

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022987

KNApSAcK ID

Not Available

Chemspider ID

134252

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6656

PubChem Compound

152314

PDB ID

Not Available

ChEBI ID

88610

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for N-Acetylcystathionine (CFc000001606)

MOL for CFc000001606 (N-Acetylcystathionine)

3D MOL for CFc000001606 (N-Acetylcystathionine)

3D SDF for CFc000001606 (N-Acetylcystathionine)

3D-SDF for CFc000001606 (N-Acetylcystathionine)

PDB for CFc000001606 (N-Acetylcystathionine)

3D PDB for CFc000001606 (N-Acetylcystathionine)

SMILES for CFc000001606 (N-Acetylcystathionine)

INCHI for CFc000001606 (N-Acetylcystathionine)

Structure for CFc000001606 (N-Acetylcystathionine)

3D Structure for CFc000001606 (N-Acetylcystathionine)