VIB

3-(4-AMINO-2-METHYL-PYRIMIDIN-5-YLMETHYL)-5-(2-HYDROXY-ETHYL)-4-METHYL-THIAZOL-3-IUM

Created:2001-04-17
Last modified:  2020-01-26

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Chemical Details

Formal Charge1
Atom Count35
Chiral Atom Count0
Bond Count36
Aromatic Bond Count11
2D diagram of VIB
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Chemical Component Summary

Name3-(4-AMINO-2-METHYL-PYRIMIDIN-5-YLMETHYL)-5-(2-HYDROXY-ETHYL)-4-METHYL-THIAZOL-3-IUM
SynonymsTHIAMIN; VITAMIN B1
Systematic Name (OpenEye OEToolkits)2-[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

Chemical Descriptors

TypeProgramVersionDescriptor
SMILESACDLabs10.04n1c(c(cnc1C)C[n+]2c(c(sc2)CCO)C)N
SMILESCACTVS3.341Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1
SMILESOpenEye OEToolkits1.5.0Cc1c(sc[n+]1Cc2cnc(nc2N)C)CCO
Canonical SMILESCACTVS3.341 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1
Canonical SMILESOpenEye OEToolkits1.5.0 Cc1c(sc[n+]1Cc2cnc(nc2N)C)CCO
InChIInChI1.03 InChI=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
InChIKeyInChI1.03 JZRWCGZRTZMZEH-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
DrugBank IDDB00152 
NameThiamine
Groups
  • approved
  • nutraceutical
  • vet_approved
  • investigational
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 hydrochloride
  • Thiamine chloride
  • Thiaminum
  • thiaminium
  • thiamine(1+)
Brand Names
  • RE FAC-x
  • Multi-vitamin Dietary Supplement
  • Zavitrol
  • Folika-T
  • Vita-Rx Diabetic Vitamin
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

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License
NameTarget SequencePharmacological ActionActions
Thiamine pyrophosphokinase 1MEHAFTPLEPLLSTGNLKYCLVILNQPLDNYFRHLWNKALLRACADGGAN...unknownsubstrate
Pyruvate dehydrogenase E1 componentMSERFPNDVDPIETRDWLQAIESVIREEGVERAQYLIDQLLAEARKGGVN...unknowncofactor
Cytochrome P450 4B1MVPSFLSLSFSSLGLWASGLILVLGFLKLIHLLLRRQTLAKAMDKFPGPP...unknowninducer
Thiamine pyrophosphokinase 1MEHAFTPLEPLLSTGNLKYCLVILNQPLDNYFRHLWNKALLRACADGGAN...unknownsubstrate
Nucleoside diphosphate phosphatase ENTPD5MATSWGTVFFMLVVSCVCSAVSHRNQQTWFEGIFLSSMCPINVSASTLYG...unknownsubstrate
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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