VIB

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

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is present as a standalone ligand in 18 entries

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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
Identifiers	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
Isomeric SMILES	Cc1c(sc[n+]1Cc2cnc(nc2N)C)CCO
InChI	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	JZRWCGZRTZMZEH-UHFFFAOYSA-N

Chemical Details
Formal Charge	1
Atom Count	35
Chiral Atom Count	0
Bond Count	36
Aromatic Bond Count	11

Drug Info: DrugBank

DrugBank ID	DB00152
Name	Thiamine
Groups	approved investigational nutraceutical vet_approved
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	Vitamin B1 Thiamin Thiamine hydrochloride Aneurin thiaminium Antiberiberi factor Thiamine mononitrate Thiamine Thiamine chloride Thiaminum Tiamina thiamine(1+) thiamine(1+) ion
Brand Names	Everyday Multiple Vitamins With Iron Formula F L W Multivitamin with 0.25 mg Fluoride Stress B With 1000 Mg Vitamin C B C Antistress Cap Mini-B Tab Vitamin and Mineral Supplement - Liq Stress Tablets Vitamin B Complex B Complex W C and B12 Inj Multiple Vitamins Childrens Chewable Prenate Star Hemarexin Tab PR Natal 400 ec Multi Vitamin and Mineral vitamin O-Cal FA multivitamin Adult Formula 50+ Dexivite Balanced B-complex Vit + Vit C&e Tab Centratex Harvest Of Values All B Complex Tab Isotonix Multitech Vitamin Mineral Supplemen Kid's Choice Children's Chewable Vitamins - Tab Osteo-force Children's Chew Multi & Min Tab Paramettes Chewable Multivits With Iron Tab Multi Vite Liq Junior Prenatal Supplement - Tab Mega Plex IV - Pck Acti-thiamine Caplet 100mg Stress Ctr Srt Low Potency B Complex Tab Iberet 500 Foliflex Multivitamin & Multimineral Children's Chewable Multivitamins and Minerals Daily Energy Brand B-complex Thiamine B Compound 50mg Tab Vitranol C-Nate DHA Multi-Vitamin Fluoride and Iron Drops Pregvit TL-Care DHA Vitaphil DHA Balanced B-50 B-complex Vitamins, Timed Rele Multi-Vit with Fluoride and Iron Zoo Chews Multiple Vitamins & Minerals Tablets Pre-Tabs DHA Prenatal Multi-vitamin/Mineral Supplement with DHA/EPA V-Natal Multi-phyto Capsules Magnum-75 Vitamin and Mineral Supplement OB Complete Prenatal Folet DHA Floriva Plus OBTREX DHA Combo Pack Bugs Bunny Chew Multi Vit Plus Iron Children's Vitamins W Iron Chewable Potassium Plus Vit B Complex Iron 25mg With Vit B-cmplx, Vit C, Cu & Mo Women's Formula Duet DHA Balanced Livita Adults M.V.I. 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X Multivitamin & Mineral Powder Mix Central-vite 18 Essential High Potency Vitamin B Complex + C Tab Se-Tan PLUS Materna - Tab Multi Pro Poly-Vite/Iron Oral Solution Foltabs Prenatal Twin Ultra Liquid Lemon-lime Flavor Allbee With Vitamin C Cap Natal-V RX Multi-vitamin/Multi-mineral Active OB Vitamin B1 Tablets 100mg Vp-pnv-dha C. 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Vitamin and Mineral Drink Mix Penta-thion Pwr Prevital Tab Swical-energy 3e Age Thiamine HCL 100 mg Thiamine HCl Injection - Liq 100mg/ml Nutrifer Plus Tablets Appedrine Multivitamins and Minerals for Women Dia-vite Mega-vim 75 With Beta-carotene - Tablets TL-Folate 50 Plus Multiple Vitamins & Minerals Kenwood Liquid Supplement Multiple Vitamins With Minerals Tablets Mor-vites Tab OB Complete DHA Formula O.C. NovaFerrum Multivitamin with Iron Pediatric Drops Thiamine Hydrochloride Inj 100mg/ml Re Ob 90 DHA Niva-Plus Vitaflex Dietary Suplement Pnv Ob DHA Multipack II Century Complete Super-pote Vitamin Supplement B Complex W Vitamin C Fortis Cap CompleteNate Chewable Kanga Sport Vitamins B & C Plus Minerals Biovita Ventrixyl Fe PR Natal 400 Venexa Multivitamines Plus Fer Pour Enfants (chewable Tablets) B Complex W Vit C W Non-med Yeast&liver Tab Hemarexin Amp Multiple Vit Plus Iron Tab PreTAB Pro Hers Vanilla Escavite Ultra Hr Xyzbac Pediatric Infuvite Multiple Vitamins Orange Flavored Crystal Chews Tab Stress B&c Tab Se-Natal 19 Thiamine HCl 100mg W C 20mg NEONATAL Complete Pnv-VP-U PreNatal 19 Stress Complex 600 Avec Vit E Cuivre Zinc Stress B Complex With C, E & Iron Children's Multivitamins Avon Vitadvance Multi-kids Complete Prenatvite Multi-vitamins With Minerals Vitamin B1 100mg Tablet Infa Drops Multivitamins Multivit Et Fer Ampoules Et Comprimes Bal-Care DHA Floriva Formula B Hemocyte Plus Thrivite Rx Ribotin-E OB Complete Petite B Stress C + Iron & Vite Bewon Elixir 0.05mg/ml For Kids Only Chewable Multivitamins - Tab Multivitamins and Minerals With Betacarotene Tablets CitraNatal DHA Select-OB Plus DHA Prenatal Supplement Plus DHA Folica BE Virt-Bal DHA Plus Gtf Support Caplet Multivitamine Daily Balance Tab Poly-Vitamin with Fluoride Children's Chewable Multiple Vitamins (chewable Tablets) Prenatvite Plus Revitex Ampoules Et Comprimes Multi Vitamin with Fluoride Amladex Cavan Folate OB Chew.multiple Vits.with Extra C for Children Supravite 10ml Ampoule B Complex With C 300mg Dexatran Insur-all Vitamin Supplement Multiple Vitamins Plus Iron for Women Multivitamines Et Mineraux Vitamin B + C Cap Reaphirm Plant Source DHA Mega Plex III - Pck Lipo-B-C Tab Multi Enfants Tab Poly Vi Flor Chewable Tab Tricare Prenatal Compleat Escavite Lq B1 400mg Ctr Tab Twin Ultra Liquid Orange Flavor B-100 Hi Potency B Vitamins Tab Moms Choice Rx Maxi 6 Liq Mega Balance Efferlife Multivitamins and Minerals One A Day Advance Adults 50+ Stress B Complex With C, E and Iron Tab Twin Ultra Liquid Grape Flavor Vitaplex tensioSAN Maltlevol Liq Liquid B Complex 50 Hylazinc Chela Potassium Plus Lorid Thiamine Hydrochloride Inj 100mg/ml USP Vyqua Dialyvite 5000 Multi B Dothelle DHA Vitamines Pour Bebes Et Enfants Vitaphil 90 DHA Bev B-150 HemeNatal OB C-force Vitamin B Complex Suppl Biovim Tab Multivitamins W Minerals Extra Strength Revit Tab Twin G.F. Powder Vanilla Flavor Tricare Prenatal Florafol Pediatric 0.25 mg/mL Multivitamin and Fluoride Liquid Drops Nephrocaps-QT Multiple Vitamins and Minerals Pregnancy Multivitamin Folic 5 Multivitamins and Minerals for Young Men Extra P.N. Vitamin-mineral Drink Mix B1 Tab 100mg RE FAC-x RE Nata Cc II Vital Be-100 Vitamin B-1 Thiamine HCl 100mg Tricare Prenatal DHA One Rx Multivitamin Natalvirt Ca Fusion Plus Children's Chewable Multi Vitamins With Iron Tablets Vitamin B Complex W C 300mg Tab Megavites Tab Vitramyn Mega Capsules Prenatal Plus Vinacal Virt-Advance Chela Iron Plus C,b Complex Multiple Vitamins and Minerals Capsules Total Living Concepts Formula One - Tab P.N.P. Vitamin Drink K.L. Vitamin-mineral Children's Vitamins Chewable AzesChew Gtf-vitamin-minerals & Pancreatin Tab Kimchi Vitamin chewable multivitamin Liqui B Complex Plus Tricare Prenatal 2-part Daily Prenatal Vitamin System B Plus C 300 mg B-plex Multi Vitamin Plus Iron Neomultivite Supravite Pour Enfants B-plus - Tab Timed Release Vita-vim Srt Trinatal Rx 1 Vita-vim - Tab Sun-rype Vitaburst Wellness Formula MultiVitamin with Fluoride Multi Vitamines - Liq Ply Vi Sol Chewable Tab Vitamin B Tablets Focalgin CA Multivitamins and Multiminerals Formula Regular Tablet Hi Potency Balanced B-100 Complex - Tab Formula D.S. Folivane-Plus with Ascorbic Acid Precursors Neonatal Vitamin P.N. Vitamin-mineral Drink RenaPlex Tonicol Et A-D-C Ampoules/comprimes B Virol Tricare Prenatal DHA One Prenatabs FA Pro His Mint Manganese 50mg Plus B1 & E Tab B Complex With C 550mg Davimet-M Twin Ultra Liquid Fruit Punch Flavor Inatal Advance B-complex 50 Vitamin B-Complex Folika-NC Vita-vim With Beta-carotene - Tab Irospan 24/6 Multinate DHA Nutrol-B-complex Vitasure SetonET-EC B Complex Plus C 300mg Tab Venexa FE B Vitamin Compound With B12 Thunas Super Stress Mega B Plus 1000mg Vit C Tab Concept DHA Vitafol Ultra Childrens Chewab Vitamin W Chel Minerals Time Release B 100 Compound - Tablet Zatean-Pn TriAdvance MultiVitamin with Fluoride Drops Corvite Free Toni Com Liq PureFe OB Plus Genicin Vita-Q Multi Flow Tablets Prenate Elite CitraNatal Assure Vigo Multivitamins Drops/lozenge Permathene-12 - Caplet Thiamine HCl Tab 50mg Choice OB DHA Vc II NeuroBion Multi II IV Vi Tab Balanced B-100 Timed Release Vtb Vitamin and Mineral Supplement Master Key Multi Vitamin Multi Mineral Formula 2 Myhephron Dialysis and Stress Supplement Phytopure Renate Virt-Tabs Nutrilite Double X Feminique W Iron and Calcium Tab Maxine Vitamin and Mineral Supplement Prenatal Mega Antioxidant Children's Chewable Multivitamins With Minerals Betaxin Liq 100mg/ml Multivitamins and Minerals for Men Corvita B Complex 50+ Caplet Usana Megavitamin Tablets - Tab B-50 Hi Potency B Vitamins Tab Se-Natal Medi Msm (methyl Sulfonyl Methane) One Daily Vitamin and Mineral Dietary Supplement PM Caps Zoo Chews Plus Iron Card-floe II Tab Paramettes Syrup Men's Vitamines Et Mineraux Comprimes Virt-Vite Plus Pregnancy Multivitamin Sopalamine/3b Tab Vit-HA Multi Vitamin and Zinc Supplement Dynam Ampoule Et Tablet Vol-Plus Vita B + C 500 Tab Multivitamin Virt-Pn Vol-Care Rx Carbassist Tablets Fortamines 10 Capsules Corvite Vitalife - Capsule Escavite D Natalvirt 90dha Hylavite Quflora Pediatric Chewable Multiple Vitamins Plus Extra C B-plex 100 Twin Opti Pwr Ultimate OB DHA Hill.vite Balanced B-50 Complex Milltrium Senior Vitamin and Mineral Supplement Concept OB Folica-V Children Choice Multivitamin W Iron Chew Tab CitraNatal Essence Complete One A Day Tab B Complex With C 300mg Tab Vitamin B1 Tab 2mg USP Fortaplex Inj Multivitamines Et Mineraux Junior Regulier Virt-C DHA Chewable Adult Multivitamins With Minerals Chewable Multiple Vitamins for Children Childrens Chewable Multiple Vitamins Plus Fe Surbex-500 With Zinc Vitamines Et Mineraux Enfants 970 Vitogen B Stress C Vit E Zinc & Cop B Complex 25mg Vitamin Supplement Multi Vitamin and Fluoride Essential B Tablets Florafol FE Pediatric 0.25 mg/mL Multivitamin and Fluoride Liquid Drops Children's Multivitamins With Iron C-B Complex Ultra Enerforce Maltlevol 12 Liq Stress Forte Plus Lipotropic Factors Vitamin B Complex Plus C 300mg Timed Release Multi Vite Liq Adult Multi-Vitamin Opti-manganese + B1 + C Caplet PreGen DHA Multi-Vitamin With Fluoride One A Day Multiple Vit W Minerals Thiamine HCl Inj 100mg/ml PrePLUS Glyco Plus Ect Integra Plus Chewable Multiple Vit Plus Iron for Children Complex 5 - Pwr Prena1 Multi Vitamins & Minerals Viva CT Prenatal B With C 500 Cap Hi Potency B Complex W Chelated Minerals Stress Formula New Chapter's D'adamo 4 Your Type Multiple for Type O Beminal With C Fortis Pws Folivane-OB Hemarexin Liquid and Drinkable Ampoules B-complex Ferra Naka Plus Vitamins Mega Vitaminerals Multivitamin with 1.0 mg Fluoride One Per Day Vitamin and Mineral Dietary Supplement Children's Chewable With Iron Revit Plus Cap Trinatal Ultra Multivitamin with Fluoride B Complex W C Forte Cap Vitamin B Complex + C 600mg Tab Z Bec Tab Flintstones Multiple Vitamins Complete-RF Prenatal Lipovite Renate DHA Zeldana Multiple Vitamins - Tablet Stress Tab With Zinc, Copper and Vitamin E Multiple Vitamins With Iron Tablets Childrens Chewable Vitamin Tab Flintstones W Extra C Tab Beminal W C Fortis Inj Doctor's Choice Brand for Men Vita Balance 2000 WesNatal DHA Complete Only One - Tablet Thiamine Hydrochloride Multi-12 Pediatric Multi-vitamines Enfants Comprime Zintrexyl-C Natavite Daily-Vite B Complex 50 Vitamin Cap Folic-K Multivit with Fluoride Multi-Vit with Fluoride Children's Chewable Multi Vitamins Women's Change Formula Multivitamins and Minerals Tablets Triveen-Duo DHA Stress Vitamin B With C Complex Tablets VP-Vite Rx Neonatal DHA Prenatrix Fibrik Revival 1 Tab Animal Shapes w/Iron Chewtabs V & M Vitamin and Mineral Supplement Se-Care Conceive THIAMINE HYDROCHLORIDE injection, solution Tini-cal Ampoules Pnv-OB-dha Maxi 10 Tab Vitrexyl Extra Once A Day Tandem OB Flintstones Multiple Vitamins Tab Prim - Royal P.M.T. Essential Vitamins and Minerals Supplement De Multivitamines Infusion Arome Fruits Rouges Complete Multivitamins and Minerals for Children Nata Komplete Poly-Vi-Flor Poly-Vi-Sol Tender Age Multi Vitamins Vital-D Rx Vege 1 Daily Tab bioJET Multiple Vitamins With Iron Premium Prenatal Vitamine B1 Tab 100mg USP PNV-First Nephron FA Abavite Prenatal Plus Iron Swiss Total One Stress Formula Vit B With C Complex Multiple Vitamins Orti B Prenatal Vitamins Plus Trinatal GT Multra With Iron Dialyvite 3000 SetonET Childrens Chewable Multiple Vitamins Tab Leritone Junior Vitazyme One-A-day Advance Men's B-complex 100 Allbee C 800 Tab Balanced B50 Complex Childrens Chewable Multivitamins Folika-T Derma-force Gesticare DHA Great Day/am Formula Tab Vyo Cylate - Pwr Formula Pro-B Virt Vite GT Hi Potency Stress B Tension With C Multi Plex I - Tab O-Cal Prenatal Vitamin Childrens Chewable Multiple Vitamins W.iron Davimet with Fluoride Strovite One Caplets Thiamiject Injection - Liq Im IV 100mg/ml Chewable Multivitamins Vitamine Du Groupe B Plus Fer - Liq Multi-force for Adults Tab Vol-Nate PROTECT IRON Liquid Childrens Multiple Vit and Min Chew Tab Swical-energy-2 Vit B1 Ctr Srt 100mg One A Day Tab B 50 Capsules Alertonic Phytovim Cap Multi #2 Prenatal Vitamin and Mineral Supplement -tab B-50 Complex Tab Prenatvite Complete Stress B Capsules With Vitamin C Bewon Elixir Se-Natal 19 Chewable Multi 1000 Tendera-OB Dayavite Flinstones Multiple Plus Iron For-2 Vitamine 110 Liq P.R.O. Complex Adeks Tablets Beminal Fortis Elx Complexe B-75 Dialyvite with Zinc Maxum Multi-vite One A Day Advance Fem Gynedyn Tab Totalvit Plus VitaPhil Aide Animal Shapes Spectrum Performa Multivitamins and Minerals Tablets Natal PNV PreferaOB M.V.I.-12 NESTABS ABC Prenatal Multi-vitamin/Mineral Supplement with DHA/EPA Liqui Infant Vitamins Balanced B-100 B-complex Vitamins Tab Vitamin B Complex Plus 300mg Vitamin C M-Natal Plus Nutra Boost Folitin-Z hormaSAN forte Alkadrenergy Tablets Puralor N.E.U. Complex Childrens Chewable Vitamins Stress B Complex With C and E Tab Pregvit Folic 4 Super B Compound W 500mg Vit C Prenatal Formula Tab Complexe B Compose 75 Multra Plex Phosthenine Vitamines Et Fer (ampoules Buvable) PreNatal Vitamins Plus B-100 Caps Supravite Bouteille 250ml Q.T. #4 Vitamin and Mineral Dietary Supplement Ventrixyl Multi-Vitamin Fluoride Drops Vitamin B Complex W C Tab Prenatal, DHA Vasculine Formula Lf B-complex-50 Tab Childrens Chewable Tab Balanced B-50 B-complex Vitamins Tab B-Combo Thiamine HCl Tab 100mg Focalgin 90 DHA Thiamine HCl Tab 25mg Elite OB Prenatal Multivitamin Chromease Tab PureVit DualFe Plus Iron Polysaccharides Folic Acid DHA Original Bioscal Forte Multi-vitamin Supplement Capsules Prenatal Vi-min Vitaday Junior Tab Synergistic Manganese Cap Stress Formula Multivitamin Tablets USP vitaMedMD Rx Plus Tricare Prenatal Quick Dissolve Hypo Vites Tab Duet DHA Fem Time Tab Multi Rol PreQue 10 Vit B Complex Ctr Spark Cap Kanga-kid Vitamins & Iron MYNEPHROCAPS DIALYSIS/STRESS Vitamin Supplement Multi-Nate 30 Children's Chewable Multi-vitamin Quflora FE Pediatric Drops H.W. Children's Chewable Multi Vit & Mineral Allbee With C 550 Cap Vitamin B1 100 mg Thrivite 19 WesNate DHA
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
Thiamin pyrophosphokinase 1	MEHAFTPLEPLLSTGNLKYCLVILNQPLDNYFRHLWNKALLRACADGGAN...	unknown	substrate
Cytochrome P450 4B1	MVPSFLSLSFSSLGLWASGLILVLGFLKLIHLLLRRQTLAKAMDKFPGPP...	unknown	inducer
Thiamin pyrophosphokinase 1	MEHAFTPLEPLLSTGNLKYCLVILNQPLDNYFRHLWNKALLRACADGGAN...	unknown	substrate
Ectonucleoside triphosphate diphosphohydrolase 5	MATSWGTVFFMLVVSCVCSAVSHRNQQTWFEGIFLSSMCPINVSASTLYG...	unknown	substrate
Thiamine-triphosphatase	MAQGLIEVERKFLPGPGTEERLQELGGTLEYRVTFRDTYYDTPELSLMQA...	unknown	substrate
Serum albumin	MKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...	unknown	binder
Solute carrier family 22 member 2	MPTTVDDVLEHGGEFHFFQKQMFFLLALLSATFAPIYVGIVFLGFTPDHR...	unknown	inhibitor
Solute carrier family 22 member 1	MPTVDDILEQVGESGWFQKQAFLILCLLSAAFAPICVGIVFLGFTPDHHC...	unknown	substrate
Solute carrier family 22 member 5	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