ChemFOnt: Showing chemical card for 2-S-cysteinyl-DOPA (CFc000043146)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:46:04 UTC

Chemfont ID

CFc000043146

Molecule Identification

Common Name

2-S-cysteinyl-DOPA

Definition

2-S-cysteinyl-DOPA, also known as 2-S-Cysteinyl-3,4-dihydroxyphenylalanine or 2-S-Cysteinyldopa, is classified as a tyrosine or a Tyrosine derivative. Tyrosines are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. 2-S-cysteinyl-DOPA is considered to be slightly soluble (in water) and acidic

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-S-Cysteinyl-3,4-dihydroxyphenylalanine	ChEBI
2-S-Cysteinyldopa	ChEBI

Chemical Formula

C₁₂H₁₆N₂O₆S

Average Molecular Weight

316.33

Monoisotopic Molecular Weight

316.072907417

IUPAC Name

(2R)-2-amino-3-({6-[(2S)-2-amino-2-carboxyethyl]-2,3-dihydroxyphenyl}sulfanyl)propanoic acid

Traditional Name

(2R)-2-amino-3-({6-[(2S)-2-amino-2-carboxyethyl]-2,3-dihydroxyphenyl}sulfanyl)propanoic acid

CAS Registry Number

25565-17-7

SMILES

[H][C@](N)(CSC1=C(C[C@]([H])(N)C(O)=O)C=CC(O)=C1O)C(O)=O

InChI Identifier

InChI=1S/C12H16N2O6S/c13-6(11(17)18)3-5-1-2-8(15)9(16)10(5)21-4-7(14)12(19)20/h1-2,6-7,15-16H,3-4,13-14H2,(H,17,18)(H,19,20)/t6-,7-/m0/s1

InChI Key

IAGPESOLVJAEAG-BQBZGAKWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Tyrosine and derivatives

Alternative Parents

Substituents

Tyrosine or derivatives
Phenylalanine or derivatives
L-cysteine-s-conjugate
Cysteine or derivatives
3-phenylpropanoic-acid
Alpha-amino acid
L-alpha-amino acid
Amphetamine or derivatives
Aryl thioether
Thiophenol ether
Catechol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Aralkylamine
Alkylarylthioether
Phenol
Dicarboxylic acid or derivatives
Benzenoid
Monocyclic benzene moiety
Amino acid
Carboxylic acid
Sulfenyl compound
Thioether
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Amine
Organic oxygen compound
Primary amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aryl sulfide (CHEBI:84296 )
catechols (CHEBI:84296 )
S-conjugate (CHEBI:84296 )
amino dicarboxylic acid (CHEBI:84296 )
diamine (CHEBI:84296 )
L-tyrosine derivative (CHEBI:84296 )
S-organyl-L-cysteine (CHEBI:84296 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062734)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.69 g/L	ALOGPS
logP	-3.7	ALOGPS
logP	-4.8	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	1.2	ChemAxon
pKa (Strongest Basic)	9.22	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	167.1 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	75.82 m³·mol⁻¹	ChemAxon
Polarizability	30.09 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0062734

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

160007

PDB ID

Not Available

ChEBI ID

84296

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-S-cysteinyl-DOPA (CFc000043146)

MOL for CFc000043146 (2-S-cysteinyl-DOPA)

3D MOL for CFc000043146 (2-S-cysteinyl-DOPA)

3D SDF for CFc000043146 (2-S-cysteinyl-DOPA)

3D-SDF for CFc000043146 (2-S-cysteinyl-DOPA)

PDB for CFc000043146 (2-S-cysteinyl-DOPA)

3D PDB for CFc000043146 (2-S-cysteinyl-DOPA)

SMILES for CFc000043146 (2-S-cysteinyl-DOPA)

INCHI for CFc000043146 (2-S-cysteinyl-DOPA)

Structure for CFc000043146 (2-S-cysteinyl-DOPA)

3D Structure for CFc000043146 (2-S-cysteinyl-DOPA)