ContaminantDB: Thiamphenicol

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 03:31:15 UTC

Update Date

2026-04-14 17:27:47 UTC

Accession Number

CHEM016423

Identification

Common Name

Thiamphenicol

Class

Small Molecule

Description

Contaminant Sources

STOFF IDENT Compounds
Suspected Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
(+)-Thiamphenicol	ChEBI
Armai	ChEBI
D-(+)-Threo-2,2-dichloro-N-(beta-hydroxy-alpha-(hydroxymethyl)-p-(methylsulfonyl)phenethyl)acetamide	ChEBI
Thiocymetin	ChEBI
Dexawin	Kegg
D-(+)-Threo-2,2-dichloro-N-(b-hydroxy-a-(hydroxymethyl)-p-(methylsulfonyl)phenethyl)acetamide	Generator
D-(+)-Threo-2,2-dichloro-N-(b-hydroxy-a-(hydroxymethyl)-p-(methylsulphonyl)phenethyl)acetamide	Generator
D-(+)-Threo-2,2-dichloro-N-(beta-hydroxy-alpha-(hydroxymethyl)-p-(methylsulphonyl)phenethyl)acetamide	Generator
D-(+)-Threo-2,2-dichloro-N-(β-hydroxy-α-(hydroxymethyl)-p-(methylsulfonyl)phenethyl)acetamide	Generator
D-(+)-Threo-2,2-dichloro-N-(β-hydroxy-α-(hydroxymethyl)-p-(methylsulphonyl)phenethyl)acetamide	Generator
Vicemycetin	MeSH
Thiomycetin	MeSH
Dextrosulfenidol	MeSH
Thiophenicol	MeSH
Urfamycin	MeSH
Raceophenidol	MeSH
Thiamcol	MeSH
Sanofi brand OF thiamphenicol	MeSH
Zambon brand OF thiamphenicol	MeSH

Chemical Formula

C₁₂H₁₅Cl₂NO₅S

Average Molecular Mass

356.222 g/mol

Monoisotopic Mass

355.005 g/mol

CAS Registry Number

15318-45-3

IUPAC Name

2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-methanesulfonylphenyl)propan-2-yl]acetamide

Traditional Name

thiamphenicol

SMILES

[H][C@](CO)(NC(=O)C(Cl)Cl)[C@]([H])(O)C1=CC=C(C=C1)S(C)(=O)=O

InChI Identifier

InChI=1S/C12H15Cl2NO5S/c1-21(19,20)8-4-2-7(3-5-8)10(17)9(6-16)15-12(18)11(13)14/h2-5,9-11,16-17H,6H2,1H3,(H,15,18)/t9-,10-/m1/s1

InChI Key

OTVAEFIXJLOWRX-NXEZZACHSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as benzenesulfonyl compounds. These are aromatic compounds containing a benzenesulfonyl group, which consists of a monocyclic benzene moiety that carries a sulfonyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonyl compounds

Direct Parent

Benzenesulfonyl compounds

Alternative Parents

Substituents

Benzenesulfonyl group
Sulfone
Sulfonyl
Carboxamide group
Secondary alcohol
Secondary carboxylic acid amide
Carboxylic acid derivative
Alcohol
Aromatic alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Primary alcohol
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Alkyl halide
Alkyl chloride
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

sulfone (CHEBI:32215 )
monocarboxylic acid amide (CHEBI:32215 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	2.27 g/L	ALOGPS
logP	0.33	ALOGPS
logP	-0.22	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	7.65	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	103.7 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	79.88 m³·mol⁻¹	ChemAxon
Polarizability	32.29 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-0a4i-0649000000-3f7e62d09a29a445c8a6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-0002-2931000000-1f1691e17ae627c7d762	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0a4i-0649000000-3f7e62d09a29a445c8a6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0002-2931000000-1f1691e17ae627c7d762	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052r-0119000000-d79b9cd923b41085e791	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0697000000-5d2f4906b775ca05b56a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03fr-2930000000-c1620ac7ed346ef97c7d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-1249000000-15a531c5279040580bd0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-6945000000-a470bfa27bf9e1406426	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9600000000-631e16b07c1556c258ad	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB08621

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Thiamphenicol

Chemspider ID

Not Available

ChEBI ID

32215

PubChem Compound ID

27200

Kegg Compound ID

C12853

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Thiamphenicol (CHEM016423)

Structure for CHEM016423: Thiamphenicol