ChemFOnt: Showing chemical card for Serylcysteine (CFc000010289)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:57:41 UTC

Chemfont ID

CFc000010289

Molecule Identification

Common Name

Serylcysteine

Definition

Serylcysteine is a dipeptide composed of serine and cysteine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2R)-2-{[(2S)-2-amino-1,3-dihydroxypropylidene]amino}-3-sulfanylpropanoate	HMDB
(2R)-2-{[(2S)-2-amino-1,3-dihydroxypropylidene]amino}-3-sulphanylpropanoate	HMDB
(2R)-2-{[(2S)-2-amino-1,3-dihydroxypropylidene]amino}-3-sulphanylpropanoic acid	HMDB
L-Ser-L-cys	HMDB
L-Seryl-L-cysteine	HMDB
N-L-Seryl-L-cysteine	HMDB
N-Serylcysteine	HMDB
S-C Dipeptide	HMDB
SC Dipeptide	HMDB
Ser-cys	HMDB
Serine cysteine dipeptide	HMDB
Serine-cysteine dipeptide	HMDB
Serinyl-cysteine	HMDB
Serinylcysteine	HMDB
Seryl-cysteine	HMDB

Chemical Formula

C₆H₁₂N₂O₄S

Average Molecular Weight

208.23

Monoisotopic Molecular Weight

208.051778048

IUPAC Name

(2R)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-sulfanylpropanoic acid

Traditional Name

(2R)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-sulfanylpropanoic acid

CAS Registry Number

109481-41-6

SMILES

N[C@@H](CO)C(=O)N[C@@H](CS)C(O)=O

InChI Identifier

InChI=1S/C6H12N2O4S/c7-3(1-9)5(10)8-4(2-13)6(11)12/h3-4,9,13H,1-2,7H2,(H,8,10)(H,11,12)/t3-,4-/m0/s1

InChI Key

FFOKMZOAVHEWET-IMJSIDKUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
N-acyl-l-alpha-amino acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Serine or derivatives
Cysteine or derivatives
Alpha-amino acid or derivatives
Amino acid or derivatives
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Alkylthiol
Carboxylic acid
Monocarboxylic acid or derivatives
Alcohol
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Primary alcohol
Primary aliphatic amine
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Amine
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0029036)

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	7.74 g/L	ALOGPS
logP	-2.9	ALOGPS
logP	-4.4	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	3.46	ChemAxon
pKa (Strongest Basic)	7.85	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	112.65 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	47.06 m³·mol⁻¹	ChemAxon
Polarizability	19.5 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

HMDB0029036

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112044

KNApSAcK ID

Not Available

Chemspider ID

75141804

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46937961

PDB ID

Not Available

ChEBI ID

157887

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Serylcysteine (CFc000010289)

MOL for CFc000010289 (Serylcysteine)

3D MOL for CFc000010289 (Serylcysteine)

3D SDF for CFc000010289 (Serylcysteine)

3D-SDF for CFc000010289 (Serylcysteine)

PDB for CFc000010289 (Serylcysteine)

3D PDB for CFc000010289 (Serylcysteine)

SMILES for CFc000010289 (Serylcysteine)

INCHI for CFc000010289 (Serylcysteine)

Structure for CFc000010289 (Serylcysteine)

3D Structure for CFc000010289 (Serylcysteine)