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 Charge	1
Atom Count	35
Chiral Atom Count	0
Bond Count	36
Aromatic Bond Count	11

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Chemical Component Summary
Name	3-(4-AMINO-2-METHYL-PYRIMIDIN-5-YLMETHYL)-5-(2-HYDROXY-ETHYL)-4-METHYL-THIAZOL-3-IUM
Synonyms	THIAMIN; 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
Formula	C₁₂ H₁₇ N₄ O S
Molecular Weight	265.355
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	n1c(c(cnc1C)C[n+]2c(c(sc2)CCO)C)N
SMILES	CACTVS	3.341	Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1
SMILES	OpenEye OEToolkits	1.5.0	Cc1c(sc[n+]1Cc2cnc(nc2N)C)CCO
Canonical SMILES	CACTVS	3.341	Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1
Canonical SMILES	OpenEye OEToolkits	1.5.0	Cc1c(sc[n+]1Cc2cnc(nc2N)C)CCO
InChI	InChI	1.03	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
InChIKey	InChI	1.03	JZRWCGZRTZMZEH-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB00152 ?
Name	Thiamine
Groups	vet_approved investigational approved nutraceutical
Description	Thiamine 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	Tiamina Thiamine thiaminium Vitamin B1 thiamine(1+) ion Thiamine chloride Antiberiberi factor Aneurin Thiamin Thiaminum Thiamine hydrochloride Thiamine mononitrate thiamine(1+)
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Multi Formula - Caplet Ellis Tonic WesCap-C-DHA Dialyvite Children's Chewable Multiple Vitamins With Iron Tablets (chewable Tablets) Multiple Vitamins Plus Iron for Women Phosthenine Vitamines Et Fer (ampoules Buvable) Vasodyn Tab Vitamin B Complex W C 300mg Tab Pregvit Folic 5 Vitamine B1 100 Mg - Tablet Mangadyn Multi Enfants Tab Prenatvite Materna Dialyvite 5000 Complete Multivitamins and Minerals Tablets Timed Release M.V.I. Pediatric Somarexin and C 1000 For Kids Only Chewable Multivitamins - Tab Premium Prenatal - Tablets Virt-Bal DHA Plus Vitamine Du Groupe B Plus Fer - Liq Stress B With 1000 Mg Vitamin C Children's Chewable Multivitamin Complete With Minerals Complete Natal DHA Chewable Multiple Vitamins Plus Iron Tab Medi Msm (methyl Sulfonyl Methane) B-100 Caps Essential B Tablets MultiVitamin Drops with Fluoride and Iron Vita Plex Tab Quflora FE B-complex With Vitamin C, Biotin, Folic Acid Flintstones W Extra C Tab Active OB Childrens Chewable Tab Prenatal Mega Antioxidant Isotonix Multitech Vitamin Mineral Supplemen Daily-Vite Multi Vitamin-mineral Formula Insur-all Vitamin Supplement Ultra Enerforce Multiple Vitamins With Iron Virt-Pn Floriva B1 Tab 100mg Neo-vites & Minerals Tab Prena1 Earthpals Children's Chewables Multi-vitamin & Mineral Tablets Sopalamine/3b Tab Quflora Pediatric MultiVitamin with Fluoride Drops Vitamin and Mineral Supplement - Liq Multi Vitamin and Mineral vitamin PreQue 10 Avon Vitadvance Multi-kids Complete Thiamine Hydrochloride Inj 100mg/ml Prim - Royal P.M.T. Tender Age Multi Vitamins TL-Folate Dialyvite Supreme D Vitazyme Vol-Plus Reaphirm Plant Source DHA Revival 1 Tab Vita-amine Cap 100mg Multi 1000 Women's Biomultiple Vitamin and Mineral Supplement Vitamin B1 100mg Pnv-OB-dha Finazol Vita-worth B-complex Tablets V & M Vitamin and Mineral Supplement Hypo Vites Tab High Potency Multivitamins & Minerals Caplets Nutrol-B-complex Virt-Advance PR Natal 400 Livron Plus Tab Multicaps 50 Plus Multiple Vitamins & Minerals Prenatal and Post Partum Supplement PrePLUS Multivitamins and Minerals - Complete Fortaplex Inj Multi - N.T.O.x Formula - Tab Prenatal Vitamins and Minerals Tablets RayaVit Multivitamine Vitamin B Compound With Vitamin C Fortis Capsule Dtc Multiple Vitamins Tab Flintstones Multiple Vitamins
Indication	For 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 OCT1 substrates OCT2 Inhibitors Physiological Phenomena Pyrimidines Sulfur Compounds Thiazoles Vitamin B Complex Vitamins
ATC-Code	A11DA01
CAS number	70-16-6

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Thiamine pyrophosphokinase 1	MEHAFTPLEPLLSTGNLKYCLVILNQPLDNYFRHLWNKALLRACADGGAN...	unknown	substrate
Pyruvate dehydrogenase E1 component	MSERFPNDVDPIETRDWLQAIESVIREEGVERAQYLIDQLLAEARKGGVN...	unknown	cofactor
Cytochrome P450 4B1	MVPSFLSLSFSSLGLWASGLILVLGFLKLIHLLLRRQTLAKAMDKFPGPP...	unknown	inducer
Thiamine pyrophosphokinase 1	MEHAFTPLEPLLSTGNLKYCLVILNQPLDNYFRHLWNKALLRACADGGAN...	unknown	substrate
Nucleoside diphosphate phosphatase ENTPD5	MATSWGTVFFMLVVSCVCSAVSHRNQQTWFEGIFLSSMCPINVSASTLYG...	unknown	substrate
Thiamine-triphosphatase	MAQGLIEVERKFLPGPGTEERLQELGGTLEYRVTFRDTYYDTPELSLMQA...	unknown	substrate
Albumin	MKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...	unknown	binder
Solute carrier family 22 member 2	MPTTVDDVLEHGGEFHFFQKQMFFLLALLSATFAPIYVGIVFLGFTPDHR...	unknown	inhibitor
Solute carrier family 22 member 1	MPTVDDILEQVGESGWFQKQAFLILCLLSAAFAPICVGIVFLGFTPDHHC...	unknown	substrate
Organic cation/carnitine transporter 2	MRDYDEVTAFLGEWGPFQRLIFFLLSASIIPNGFTGLSSVFLIATPEHRC...	unknown	inhibitor
Thiamine transporter 1	MDVPGPVSRRAAAAAATVLLRTARVRRECWFLPTALLCAYGFFASLRPSE...	unknown	substrate
Thiamine transporter 2	MDCYRTSLSSSWIYPTVILCLFGFFSMMRPSEPFLIPYLSGPDKNLTSAE...	unknown	substrate
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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