P. aeruginosa Metabolome Database: 3-sulfinoalanine (PAMDB110434)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 11:54:54 AM

Metabolite ID

PAMDB110434

Identification

Name:

3-sulfinoalanine

Description:

An α-amino-acid anion that is the conjugate base of 3-sulfino-L-alanine, arising from deprotonation of the sulfino and carboxy groups and protonation of the amino group; major species at pH 7.3.

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

cysteine sulfinate
cysteine sulphinate
L-cysteine sulfinate
3-sulfino-L-alanine
L-cysteinesulfinic acid
3-sulphino-L-alanine
cysteine-sulfinate

Chemical Formula:

C₃H₆NO₄S

Average Molecular Weight:

152.14

Monoisotopic Molecular Weight:

154.0174034404

InChI Key:

ADVPTQAUNPRNPO-REOHCLBHSA-M

InChI:

InChI=1S/C3H7NO4S/c4-2(3(5)6)1-9(7)8/h2H,1,4H2,(H,5,6)(H,7,8)/p-1/t2-/m0/s1

CAS number:

Not Available

IUPAC Name:

(2R)-2-azaniumyl-3-sulfinatopropanoate

Traditional IUPAC Name:

3-sulfinoalanine

SMILES:

C(C([N+])C(=O)[O-])S([O-])=O

Chemical Taxonomy

Taxonomy Description

This compound belongs to the class of chemical entities known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Chemical entities

Super Class

Organic compounds

Class

Organic acids and derivatives

Sub Class

Carboxylic acids and derivatives

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Sulfinic acid
Sulfinic acid derivative
Alkanesulfinic acid or derivatives
Alkanesulfinic acid
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Amine
Primary aliphatic amine
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

S-substituted L-cysteine (CHEBI:16345 )
organosulfinic acid (CHEBI:16345 )
Other amino acids (C00606 )

Physical Properties

State:

Not Available

Charge:

-1

Melting point:

Not Available

Experimental Properties:

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	30.2 mg/mL	ALOGPS
logP	-2.1	ALOGPS
logP	-3	ChemAxon
logS	-0.7	ALOGPS
pKa (Strongest Acidic)	-0.78	ChemAxon
pKa (Strongest Basic)	9.09	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	100.62 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	28.99 m³·mol^-1	ChemAxon
Polarizability	12.95 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Not Available

Reactions:

Pathways:

Spectra

Spectra:

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-0gbi-1940000000-6f5b1dbc8f18bf19a1ba	View in MoNA

References

References:

Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 Mar 3. doi: 10.1038/nbt.2488. [23455439 ]

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CAS	1115-65-7
ChEBI	61085
ChemSpider	1266064
HMDB	HMDB60179
IAF1260	35482
KEGG	C00606
MetaboLights	MTBLC61085
PubChem	1549097

3-sulfinoalanine (PAMDB110434)

Structure for 3-sulfinoalanine (PAMDB110434)