Prothionamide (CED0007711)

Record Information

Version

1.0

Creation Date

2016-05-22 05:25:23 UTC

Update Date

2026-08-25 10:51:54 UTC

Accession Number

CHEM018654

Identification

Common Name

Prothionamide

Class

Small Molecule

Description

Prothionamide belongs to the pyridines and derivatives, a class of organoheterocyclic compounds within the organic compounds. This compound has the chemical formula C9H12N2S and an average molecular weight of 180.27 g/mol. In terms of biological activity, one protein target has been recorded for prothionamide, as it acts as an inhibitor of Enoyl-[acyl-carrier-protein] reductase [NADH] (inhA). Prothionamide is found in or released from 36 recorded sources across several categories. Within the realm of electrical and electronic equipment, it is associated with amplifiers, antennas, coils, auxiliary devices, adjustable resistors, and 14 other items. In building and construction, it is linked to roofs, stairs and ramps, floors, fencing, ladders, and 3 additional sources. Its presence is also noted in household cleaning and consumer products, specifically in soap dispensers, tobacco product cases, tobacco pipes, pipe accessories, and other smoking requisites. Additionally, the compound is found in food, food processing, and cookware, including the processing of meats, the processing of fish, and the preparation of wine or sparkling wine. Finally, it is recorded as being found in household items, specifically badges.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Trevintix	Kegg
ABBR pto	Kegg
Prothionamide	MeSH
Sanavita brand OF prothionamide	MeSH
Fatol brand OF prothionamide	MeSH
Peteha	MeSH
Wernigerode brand OF prothionamide	MeSH
Ektebin	MeSH
Protionamide	KEGG
2-Propylpyridine-4-carboimidothioate	Generator

Chemical Formula

C₉H₁₂N₂S

Average Molecular Mass

180.270 g/mol

Monoisotopic Mass

180.072 g/mol

CAS Registry Number

14222-60-7

IUPAC Name

2-propylpyridine-4-carboimidothioic acid

Traditional Name

tuberex

SMILES

CCCC1=NC=CC(=C1)C(S)=N

InChI Identifier

InChI=1S/C9H12N2S/c1-2-3-8-6-7(9(10)12)4-5-11-8/h4-6H,2-3H2,1H3,(H2,10,12)

InChI Key

VRDIULHPQTYCLN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyridines and derivatives. Pyridines and derivatives are compounds containing a pyridine ring, which is a six-member aromatic heterocycle which consists of one nitrogen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Not Available

Direct Parent

Pyridines and derivatives

Alternative Parents

Substituents

Pyridine
Heteroaromatic compound
Thioamide
Azacycle
Thiocarboxylic acid amide
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Thiocarbonyl group
Organosulfur compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

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	0.098 g/L	ALOGPS
logP	2.38	ALOGPS
logP	2.22	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Basic)	7.31	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	36.74 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	63.86 m³·mol⁻¹	ChemAxon
Polarizability	20.07 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0fwa-3900000000-d686302cfa409885a2f9	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-3900000000-ebf07b82c23f40b432ab	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-1900000000-4e2e325a8024a29d1946	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-3900000000-ebf07b82c23f40b432ab	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0900000000-f4c0758fc099d07fe382	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0900000000-fab730e0cf6bdb40f5a4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03dm-4900000000-7d10dadc0f4c10a1f934	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004j-0900000000-b5a8c53716c2d67b56e7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004j-2900000000-4291d9a3dca91c2b33df	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a59-9500000000-199e08e6d6d4e58164c0	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
625.0	Log mg/kg	[350:1100]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
496	Fencing	Building & Construction	Not Available
497	Floors	Building & Construction	Not Available
498	Ladders	Building & Construction	Not Available
499	Roofs	Building & Construction	Not Available
500	Stairs And Ramps	Building & Construction	Not Available
501	Sunshades Awnings Or Outside Screens	Building & Construction	Not Available
502	Sunshades Awnings Or Outside Screens	Building & Construction	Not Available
503	Tents Or Canopies	Building & Construction	Not Available
504	Adjustable Resistors	Electrical & Electronic Equipment	Not Available
505	Amplifiers	Electrical & Electronic Equipment	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available
507	Auxiliary Devices	Electrical & Electronic Equipment	Not Available
508	Coils	Electrical & Electronic Equipment	Not Available
509	Colour Television Systems	Electrical & Electronic Equipment	Not Available
510	Communication Cables Or Conductors	Electrical & Electronic Equipment	Not Available
513	Cores Yokes Or Armatures	Electrical & Electronic Equipment	Not Available
516	Electric Hearing Aids	Electrical & Electronic Equipment	Not Available
520	Emergency Protective Devices	Electrical & Electronic Equipment	Not Available
525	Line Transmission Systems	Electrical & Electronic Equipment	Not Available
527	Magnets	Electrical & Electronic Equipment	Not Available
531	Relays	Electrical & Electronic Equipment	Not Available
533	Sparking Plugs	Electrical & Electronic Equipment	Not Available
534	Still Video Cameras	Electrical & Electronic Equipment	Not Available
535	Superconducting Magnets And Superconducting Coils	Electrical & Electronic Equipment	Not Available
538	Thin Magnetic Films	Electrical & Electronic Equipment	Not Available
539	Video Games	Electrical & Electronic Equipment	Not Available
540	X Ray Tubes	Electrical & Electronic Equipment	Not Available
549	Preparation Of Wine Or Sparkling Wine	Food, food processing & cookware	Not Available
551	Processing Fish	Food, food processing & cookware	Not Available
552	Processing Meats	Food, food processing & cookware	Not Available
560	Other Smoking Requisites	Household cleaning & consumer products	Not Available
562	Pipe Accessories	Household cleaning & consumer products	Not Available
564	Soap Dispensers	Household cleaning & consumer products	Not Available
566	Tobacco Pipes	Household cleaning & consumer products	Not Available
567	Tobacco Product Cases	Household cleaning & consumer products	Not Available
570	Badges	Household items	Not Available
578	Making Cigars	Industrial manufacturing & chemical processing	Not Available
579	Manufacture Of Iron Or Steel	Industrial manufacturing & chemical processing	Not Available
583	Anchoring Equipment	Marine, shipping & aquaculture	Not Available
584	Buoys	Marine, shipping & aquaculture	Not Available
589	Life Buoys	Marine, shipping & aquaculture	Not Available
592	Marine Propulsion Or Steering	Marine, shipping & aquaculture	Not Available
601	Lawn Mowers	Agriculture & land management	Not Available
619	Manicure Pedicure	Personal care & cosmetics	Not Available
627	Roulette Games	Recreation & sports surfaces	Not Available
629	Swings	Recreation & sports surfaces	Not Available
634	Buckles	Textiles, leather & furnishings	Not Available
635	Buttons	Textiles, leather & furnishings	Not Available
640	Embroidering And Tufting	Textiles, leather & furnishings	Not Available
643	Headwear	Textiles, leather & furnishings	Not Available
647	Multicolour Dyeing	Textiles, leather & furnishings	Not Available
649	Pins Clothes	Textiles, leather & furnishings	Not Available
652	Ropes	Textiles, leather & furnishings	Not Available
653	Sewing	Textiles, leather & furnishings	Not Available
655	Slide Fasteners	Textiles, leather & furnishings	Not Available
656	Snap Fasteners	Textiles, leather & furnishings	Not Available
658	Touch Fasteners	Textiles, leather & furnishings	Not Available
661	Umbrellas	Textiles, leather & furnishings	Not Available

Pathways

1 pathway

Protionamide Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Lysine-specific demethylase 5B	Q9UGL1	Humans	Predicted (SEA)	11.2881
Click to view 3D structure	Lysine-specific demethylase 5A	P29375	Humans	Predicted (SEA)	17.2047
Click to view 3D structure	Lysine-specific demethylase 5C	P41229	Humans	Predicted (SEA)	8.87481
Click to view 3D structure	Lysine-specific demethylase 4C	Q9H3R0	Humans	Predicted (SEA)	22.0313
Click to view 3D structure	Lysine-specific demethylase 2B	Q8NHM5	Humans	Predicted (SEA)	5.76084
Click to view 3D structure	Lysine-specific demethylase 6A	O15550	Humans	Predicted (SEA)	1.71268
Click to view 3D structure	Lysine-specific demethylase 4A	O75164	Humans	Predicted (SEA)	18.9952
Click to view 3D structure	Lysine-specific demethylase 6B	O15054	Humans	Predicted (SEA)	13.7793
Click to view 3D structure	Lysine-specific demethylase 3A	Q9Y4C1	Humans	Predicted (SEA)	30.3612
Click to view 3D structure	Sterol regulatory element-binding protein 2	Q12772	Humans	Predicted (SEA)	0.934191
Click to view 3D structure	Lysine-specific demethylase 4E	B2RXH2	Humans	Predicted (SEA)	110.312
Click to view 3D structure	Lysine-specific demethylase 2A	Q9Y2K7	Humans	Predicted (SEA)	69.4415
Click to view 3D structure	Lysine-specific demethylase 4B	O94953	Humans	Predicted (SEA)	38.3797
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	5554.46
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	5222.13
Click to view 3D structure	Epidermal growth factor receptor	P00533	Humans	Predicted (SEA)	4826.42
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	4935.17
Click to view 3D structure	Proto-oncogene tyrosine-protein kinase Src	P12931	Humans	Predicted (SEA)	4670.88
Click to view 3D structure	Histamine N-methyltransferase	P50135	Humans	Predicted (SEA)	29.8163
Click to view 3D structure	Glycogen synthase kinase-3 beta	P49841	Humans	Predicted (SEA)	5104.03
Click to view 3D structure	Serine/threonine-protein kinase pim-1	P11309	Humans	Predicted (SEA)	4712.21
Click to view 3D structure	Vascular endothelial growth factor receptor 2	P35968	Humans	Predicted (SEA)	5367.08
Click to view 3D structure	Tyrosine-protein kinase Lck	P06239	Humans	Predicted (SEA)	5218.7
Click to view 3D structure	Cytochrome P450 1A2	P05177	Humans	Predicted (SEA)	5295.93
Click to view 3D structure	Serine/threonine-protein kinase PAK 4	O96013	Humans	Predicted (SEA)	4611.01