ChemFOnt: Showing chemical card for S-1-Propenyl-cysteine-S-oxide (CFc000334947)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:27:11 UTC

Chemfont ID

CFc000334947

Molecule Identification

Common Name

S-1-Propenyl-cysteine-S-oxide

Definition

S-(1-propenyl)-cysteine sulfoxide, also known as prensco, 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. S-(1-propenyl)-cysteine sulfoxide is soluble (in water) and a moderately acidic compound (based on its pKa). S-(1-propenyl)-cysteine sulfoxide can be found in a number of food items such as pummelo, radish (variety), epazote, and yellow wax bean, which makes S-(1-propenyl)-cysteine sulfoxide a potential biomarker for the consumption of these food products. .

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2R)-2-Amino-3-[(1E)-prop-1-ene-1-sulfinyl]propanoate	Generator
(2R)-2-Amino-3-[(1E)-prop-1-ene-1-sulphinyl]propanoate	Generator
(2R)-2-Amino-3-[(1E)-prop-1-ene-1-sulphinyl]propanoic acid	Generator
1-Propenyl-L-cysteine sulfoxide	MeSH
1-Propenylcysteine sulfoxide	MeSH
PRENCSO	MeSH
S-(1-Propenyl)-cysteine sulphoxide	Generator
S-(1-Propenyl)-cysteine sulphoxide	Generator
S-(1-Propenyl)-cysteine sulphoxide	Generator

Chemical Formula

C₆H₁₁NO₃S

Average Molecular Weight

177.221

Monoisotopic Molecular Weight

177.045963913

IUPAC Name

(2R)-2-amino-3-[(1E)-prop-1-ene-1-sulfinyl]propanoic acid

Traditional Name

(2R)-2-amino-3-[(1E)-prop-1-ene-1-sulfinyl]propanoic acid

CAS Registry Number

23315-20-0

SMILES

C\C=C\S(=O)C[C@H](N)C(O)=O

InChI Identifier

InChI=1S/C6H11NO3S/c1-2-3-11(10)4-5(7)6(8)9/h2-3,5H,4,7H2,1H3,(H,8,9)/b3-2+/t5-,11?/m0/s1

InChI Key

OKYHUOHBRKWCQJ-FTJYXMLISA-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
Sulfoxide
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Sulfinyl compound
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Primary aliphatic amine
Organic nitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

S-alkyl-L-cysteine S-oxide (CHEBI:28650 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0029441)

Food

Vegetable

Onion-family vegetable

Garden onion (FooDB: FOOD00006)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	19.6 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-3.5	ChemAxon
logS	-0.96	ALOGPS
pKa (Strongest Acidic)	1.84	ChemAxon
pKa (Strongest Basic)	8.44	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	80.39 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	43.96 m³·mol⁻¹	ChemAxon
Polarizability	17.22 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

HMDB0302221

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for S-1-Propenyl-cysteine-S-oxide (CFc000334947)

MOL for CFc000334947 (S-1-Propenyl-cysteine-S-oxide)

3D MOL for CFc000334947 (S-1-Propenyl-cysteine-S-oxide)

3D SDF for CFc000334947 (S-1-Propenyl-cysteine-S-oxide)

3D-SDF for CFc000334947 (S-1-Propenyl-cysteine-S-oxide)

PDB for CFc000334947 (S-1-Propenyl-cysteine-S-oxide)

3D PDB for CFc000334947 (S-1-Propenyl-cysteine-S-oxide)

SMILES for CFc000334947 (S-1-Propenyl-cysteine-S-oxide)

INCHI for CFc000334947 (S-1-Propenyl-cysteine-S-oxide)

Structure for CFc000334947 (S-1-Propenyl-cysteine-S-oxide)

3D Structure for CFc000334947 (S-1-Propenyl-cysteine-S-oxide)