ChemFOnt: Showing chemical card for 4-phenylbutanic acid-O-sulphate (CFc000040451)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:41:57 UTC

Chemfont ID

CFc000040451

Molecule Identification

Common Name

4-phenylbutanic acid-O-sulphate

Definition

4-phenylbutanic acid-O-sulphate is a conjugate of 4-phenylbutanic acid and sulphate. 4-phenylbutyric acid is a monocarboxylic acid the structure of which is that of butyric acid substituted with a phenyl group at C-4. It is a histone deacetylase inhibitor that displays anticancer activity. It inhibits cell proliferation, invasion and migration and induces apoptosis in glioma cells. It also inhibits protein isoprenylation, depletes plasma glutamine, increases production of foetal haemoglobin through transcriptional activation of the γ-globin gene and affects hPPARγ activation. (CHEBI:41500)

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Phenylbutanate-O-sulfate	Generator
4-Phenylbutanate-O-sulphate	Generator
4-Phenylbutanic acid-O-sulfuric acid	Generator
4-Phenylbutanic acid-O-sulphuric acid	Generator
SulfO 4-phenylbutanoic acid	Generator
SulphO 4-phenylbutanoate	Generator
SulphO 4-phenylbutanoic acid	Generator

Chemical Formula

C₁₀H₁₂O₅S

Average Molecular Weight

244.264

Monoisotopic Molecular Weight

244.040544184

IUPAC Name

sulfo 4-phenylbutanoate

Traditional Name

sulfo 4-phenylbutanoate

CAS Registry Number

None

SMILES

OS(=O)(=O)OC(=O)CCCC1=CC=CC=C1

InChI Identifier

InChI=1S/C10H12O5S/c11-10(15-16(12,13)14)8-4-7-9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2,(H,12,13,14)

InChI Key

QSAHCHSSSJBMMN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Sulfuric acid ester
Sulfuric acid monoester
Monocyclic benzene moiety
Organic sulfuric acid or derivatives
Carboxylic acid salt
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Urine (PMID: 22827565)

Cellular substructure

Membrane (HMDB: HMDB0059983)

Source

Endogenous

Endogenous (HMDB: HMDB0059983)

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	0.21 g/L	ALOGPS
logP	0.31	ALOGPS
logP	2.02	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	-1.7	ChemAxon
pKa (Strongest Basic)	-7.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	56.85 m³·mol⁻¹	ChemAxon
Polarizability	23.05 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0059983

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

124202078

PDB ID

Not Available

ChEBI ID

88699

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-phenylbutanic acid-O-sulphate (CFc000040451)

MOL for CFc000040451 (4-phenylbutanic acid-O-sulphate)

3D MOL for CFc000040451 (4-phenylbutanic acid-O-sulphate)

3D SDF for CFc000040451 (4-phenylbutanic acid-O-sulphate)

3D-SDF for CFc000040451 (4-phenylbutanic acid-O-sulphate)

PDB for CFc000040451 (4-phenylbutanic acid-O-sulphate)

3D PDB for CFc000040451 (4-phenylbutanic acid-O-sulphate)

SMILES for CFc000040451 (4-phenylbutanic acid-O-sulphate)

INCHI for CFc000040451 (4-phenylbutanic acid-O-sulphate)

Structure for CFc000040451 (4-phenylbutanic acid-O-sulphate)

3D Structure for CFc000040451 (4-phenylbutanic acid-O-sulphate)