ChemFOnt: Showing chemical card for 2-hydroxy-3-(sulfooxy)butanedioic acid (CFc000108367)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:26:40 UTC

Chemfont ID

CFc000108367

Molecule Identification

Common Name

2-hydroxy-3-(sulfooxy)butanedioic acid

Definition

2-hydroxy-3-(sulfooxy)butanedioic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of 2,3-dihydroxybutanedioic acid. It is generated by Sulfotransferase family cytosolic 2B member 1 (O00204) and Sulfotransferase enzymes via a sulfation-of-secondary-alcohol reaction. This sulfation-of-secondary-alcohol occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Hydroxy-3-(sulfooxy)butanedioate	Generator
2-Hydroxy-3-(sulphooxy)butanedioate	Generator
2-Hydroxy-3-(sulphooxy)butanedioic acid	Generator

Chemical Formula

C₄H₆O₉S

Average Molecular Weight

230.14

Monoisotopic Molecular Weight

229.973252947

IUPAC Name

2-hydroxy-3-(sulfooxy)butanedioic acid

Traditional Name

2-hydroxy-3-(sulfooxy)butanedioic acid

CAS Registry Number

None

SMILES

OC(C(OS(O)(=O)=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C4H6O9S/c5-1(3(6)7)2(4(8)9)13-14(10,11)12/h1-2,5H,(H,6,7)(H,8,9)(H,10,11,12)

InChI Key

BFZVSMCNHTWZLJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sulfated fatty acids. These are fatty acids containing linked to a sulfate group linked to its tail.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Sulfated fatty acids

Alternative Parents

Substituents

Sulfated fatty acid
Beta-hydroxy acid
Short-chain hydroxy acid
Hydroxy fatty acid
Alpha-hydroxy acid
Dicarboxylic acid or derivatives
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Hydroxy acid
Monosaccharide
Organic sulfuric acid or derivatives
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0127958)
Cell membrane (HMDB: HMDB0127958)

Organelle

Adiposome (HMDB: HMDB0127958)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0127958)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0127958)

Source

Endogenous

Endogenous (HMDB: HMDB0127958)

Animal

Animal (HMDB: HMDB0127958)

Exogenous

Food

Food (HMDB: HMDB0127958)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0127958)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0127958)

Lipid metabolism pathway (HMDB: HMDB0127958)

Biochemical process

Lipid transport (HMDB: HMDB0127958)

Role

Biological role

Energy source (HMDB: HMDB0127958)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	22.2 g/L	ALOGPS
logP	-0.98	ALOGPS
logP	-1.8	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	-2.3	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	158.43 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	36.21 m³·mol⁻¹	ChemAxon
Polarizability	16.72 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

HMDB0127958

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB086816

KNApSAcK ID

Not Available

Chemspider ID

74852082

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

19771155

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-hydroxy-3-(sulfooxy)butanedioic acid (CFc000108367)

MOL for CFc000108367 (2-hydroxy-3-(sulfooxy)butanedioic acid)

3D MOL for CFc000108367 (2-hydroxy-3-(sulfooxy)butanedioic acid)

3D SDF for CFc000108367 (2-hydroxy-3-(sulfooxy)butanedioic acid)

3D-SDF for CFc000108367 (2-hydroxy-3-(sulfooxy)butanedioic acid)

PDB for CFc000108367 (2-hydroxy-3-(sulfooxy)butanedioic acid)

3D PDB for CFc000108367 (2-hydroxy-3-(sulfooxy)butanedioic acid)

SMILES for CFc000108367 (2-hydroxy-3-(sulfooxy)butanedioic acid)

INCHI for CFc000108367 (2-hydroxy-3-(sulfooxy)butanedioic acid)

Structure for CFc000108367 (2-hydroxy-3-(sulfooxy)butanedioic acid)

3D Structure for CFc000108367 (2-hydroxy-3-(sulfooxy)butanedioic acid)