ChemFOnt: Showing chemical card for Rofecoxib-threo-3,4-dihydrohydroxy acid (CFc000041602)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:43:41 UTC

Chemfont ID

CFc000041602

Molecule Identification

Common Name

Rofecoxib-threo-3,4-dihydrohydroxy acid

Definition

4-hydroxy-3-(4-methanesulfonylphenyl)-2-phenylbutanoic acid belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. 4-hydroxy-3-(4-methanesulfonylphenyl)-2-phenylbutanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Hydroxy-3-(4-methanesulfonylphenyl)-2-phenylbutanoate	Generator
4-Hydroxy-3-(4-methanesulphonylphenyl)-2-phenylbutanoate	Generator
4-Hydroxy-3-(4-methanesulphonylphenyl)-2-phenylbutanoic acid	Generator

Chemical Formula

C₁₇H₁₈O₅S

Average Molecular Weight

334.387

Monoisotopic Molecular Weight

334.087494376

IUPAC Name

4-hydroxy-3-(4-methanesulfonylphenyl)-2-phenylbutanoic acid

Traditional Name

4-hydroxy-3-(4-methanesulfonylphenyl)-2-phenylbutanoic acid

CAS Registry Number

Not Available

SMILES

CS(=O)(=O)C1=CC=C(C=C1)C(CO)C(C(O)=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C17H18O5S/c1-23(21,22)14-9-7-12(8-10-14)15(11-18)16(17(19)20)13-5-3-2-4-6-13/h2-10,15-16,18H,11H2,1H3,(H,19,20)

InChI Key

BBBDYOCLJIKLKC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
3-phenylpropanoic-acid
Benzenesulfonyl group
Monocyclic benzene moiety
Benzenoid
Sulfone
Sulfonyl
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Primary alcohol
Organic oxide
Organosulfur compound
Organooxygen compound
Carbonyl group
Organic oxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0061183)

Organ

Kidney (HMDB: HMDB0061183)
Liver (HMDB: HMDB0061183)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0061183)

Cellular substructure

Cytoplasm (HMDB: HMDB0061183)

Source

Endogenous

Endogenous (HMDB: HMDB0061183)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.1 g/L	ALOGPS
logP	1.45	ALOGPS
logP	1.5	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	3.68	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.67 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	87.04 m³·mol⁻¹	ChemAxon
Polarizability	33.57 Å³	ChemAxon
Number of Rings	2	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

HMDB0061184

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

74995008

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Rofecoxib-threo-3,4-dihydrohydroxy acid (CFc000041602)

MOL for CFc000041602 (Rofecoxib-threo-3,4-dihydrohydroxy acid)

3D MOL for CFc000041602 (Rofecoxib-threo-3,4-dihydrohydroxy acid)

3D SDF for CFc000041602 (Rofecoxib-threo-3,4-dihydrohydroxy acid)

3D-SDF for CFc000041602 (Rofecoxib-threo-3,4-dihydrohydroxy acid)

PDB for CFc000041602 (Rofecoxib-threo-3,4-dihydrohydroxy acid)

3D PDB for CFc000041602 (Rofecoxib-threo-3,4-dihydrohydroxy acid)

SMILES for CFc000041602 (Rofecoxib-threo-3,4-dihydrohydroxy acid)

INCHI for CFc000041602 (Rofecoxib-threo-3,4-dihydrohydroxy acid)

Structure for CFc000041602 (Rofecoxib-threo-3,4-dihydrohydroxy acid)

3D Structure for CFc000041602 (Rofecoxib-threo-3,4-dihydrohydroxy acid)