Chemical Component Summary

Name3-(4-AMINO-2-METHYL-PYRIMIDIN-5-YLMETHYL)-5-(2-HYDROXY-ETHYL)-4-METHYL-THIAZOL-3-IUM
SynonymsTHIAMIN; VITAMIN B1
Identifiers2-[3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethanol
FormulaC12 H17 N4 O S
Molecular Weight265.355
TypeNON-POLYMER
Isomeric SMILESCc1c(sc[n+]1Cc2cnc(nc2N)C)CCO
InChIInChI=1S/C12H17N4OS/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15)/q+1
InChIKeyJZRWCGZRTZMZEH-UHFFFAOYSA-N

Chemical Details

Formal Charge1
Atom Count35
Chiral Atom Count0
Bond Count36
Aromatic Bond Count11

Drug Info: DrugBank

DrugBank IDDB00152 
NameThiamine
Groups
  • approved
  • nutraceutical
  • investigational
  • vet_approved
DescriptionThiamine or thiamin, also known as vitamin B1, is a colorless compound with the chemical formula C12H17N4OS. It is soluble in water and insoluble in alcohol. Thiamine decomposes if heated. Thiamine was first discovered by Umetaro Suzuki in Japan when researching how rice bran cured patients of Beriberi. Thiamine plays a key role in intracellular glucose metabolism and it is thought that thiamine inhibits the effect of glucose and insulin on arterial smooth muscle cell proliferation. Thiamine plays an important role in helping the body convert carbohydrates and fat into energy. It is essential for normal growth and development and helps to maintain proper functioning of the heart and the nervous and digestive systems. Thiamine cannot be stored in the body; however, once absorbed, the vitamin is concentrated in muscle tissue.
Synonyms
  • Thiamine chloride
  • Thiamine
  • Thiamin
  • Thiaminum
  • Vitamin B1
Brand Names
  • B1 Tab 100mg
  • Orange Flavored Crystal Chews Tab
  • PureVit DualFe Plus
  • Multi Vitamines - Liq
  • Childrens Chewable Multiple Vitamins Plus Fe
IndicationFor the treatment of thiamine and niacin deficiency states, Korsakov's alcoholic psychosis, Wernicke-Korsakov syndrome, delirium, and peripheral neuritis.
Categories
  • Alimentary Tract and Metabolism
  • Diet, Food, and Nutrition
  • Food
  • Growth Substances
  • Micronutrients
ATC-CodeA11DA01
CAS number70-16-6

Drug Targets

NameTarget SequencePharmacological ActionActions
Thiamin pyrophosphokinase 1MEHAFTPLEPLLSTGNLKYCLVILNQPLDNYFRHLWNKALLRACADGGAN...unknownsubstrate
Cytochrome P450 4B1MVPSFLSLSFSSLGLWASGLILVLGFLKLIHLLLRRQTLAKAMDKFPGPP...unknowninducer
Thiamin pyrophosphokinase 1MEHAFTPLEPLLSTGNLKYCLVILNQPLDNYFRHLWNKALLRACADGGAN...unknownsubstrate
Ectonucleoside triphosphate diphosphohydrolase 5MATSWGTVFFMLVVSCVCSAVSHRNQQTWFEGIFLSSMCPINVSASTLYG...unknownsubstrate
Thiamine-triphosphataseMAQGLIEVERKFLPGPGTEERLQELGGTLEYRVTFRDTYYDTPELSLMQA...unknownsubstrate
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 1130
ChEMBL CHEMBL1547
ChEBI CHEBI:18385
CCDC/CSD JEKGEL, THIMCH10, RIHLAV, THPROL, GESCIQ, TAQCIY, CEKJOR, TIACOU10, FOKJEU, HEKNIU, THIMHC