1.0 2010-04-08 22:08:04 UTC 2020-02-24 19:10:54 UTC FDB008429 Allithiamine obtained from garlic (Allium sativum). Imparts meaty flavour to foods. Has vitamin B1 activity. Investigated as a dietary supplement to enhance muscle performance in sports [DFC] Allithiamine (INN), or thiamine allyl disulfide (TAD), is a lipid-soluble form of vitamin B1 which occurs naturally in garlic. It is more bioavailable than the water-soluble form of vitamin B1, thiamine, and is the preferred form to be taken in case of a vitamin deficiency [Wikipedia]. Allithiamine is found in many foods, some of which are soft-necked garlic, wild leek, garlic, and onion-family vegetables. N-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-N-[4-hydroxy-1-methyl-2-(2-propenyldithio)-1-butenyl]formamide, 9CI TAD Thiamin-allyl-disulfid C15H22N4O2S2 354.491 354.118417348 N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-[(2E)-5-hydroxy-3-(prop-2-en-1-yldisulfanyl)pent-2-en-2-yl]formamide N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-[(2E)-5-hydroxy-3-(prop-2-en-1-yldisulfanyl)pent-2-en-2-yl]formamide 554-44-9 C\C(N(CC1=C(N)N=C(C)N=C1)C=O)=C(\CCO)SSCC=C InChI=1S/C15H22N4O2S2/c1-4-7-22-23-14(5-6-20)11(2)19(10-21)9-13-8-17-12(3)18-15(13)16/h4,8,10,20H,1,5-7,9H2,2-3H3,(H2,16,17,18)/b14-11+ WNCAVNGLACHSRZ-SDNWHVSQSA-N belongs to the class of organic compounds known as aminopyrimidines and derivatives. These are organic compounds containing an amino group attached to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Aminopyrimidines and derivatives Organic compounds Organoheterocyclic compounds Diazines Pyrimidines and pyrimidine derivatives Aromatic heteromonocyclic compounds Allyl sulfur compounds Amino acids and derivatives Azacyclic compounds Carbonyl compounds Heteroaromatic compounds Hydrocarbon derivatives Imidolactams Organic disulfides Organic oxides Organopnictogen compounds Primary alcohols Primary amines Sulfenyl compounds Tertiary carboxylic acid amides Alcohol Allyl sulfur compound Amine Amino acid or derivatives Aminopyrimidine Aromatic heteromonocyclic compound Azacycle Carbonyl group Carboxamide group Carboxylic acid derivative Heteroaromatic compound Hydrocarbon derivative Imidolactam Organic disulfide Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Organosulfur compound Primary alcohol Primary amine Sulfenyl compound Tertiary carboxylic acid amide logp 1.59 ALOGPS logs -3.49 ALOGPS solubility 1.15e-01 g/l ALOGPS melting_point Mp 132-133° dec. logp 0.15 ChemAxon pka_strongest_acidic 15.9 ChemAxon pka_strongest_basic 6.26 ChemAxon iupac N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-[(2E)-5-hydroxy-3-(prop-2-en-1-yldisulfanyl)pent-2-en-2-yl]formamide ChemAxon average_mass 354.491 ChemAxon mono_mass 354.118417348 ChemAxon smiles C\C(N(CC1=C(N)N=C(C)N=C1)C=O)=C(\CCO)SSCC=C ChemAxon formula C15H22N4O2S2 ChemAxon inchi InChI=1S/C15H22N4O2S2/c1-4-7-22-23-14(5-6-20)11(2)19(10-21)9-13-8-17-12(3)18-15(13)16/h4,8,10,20H,1,5-7,9H2,2-3H3,(H2,16,17,18)/b14-11+ ChemAxon inchikey WNCAVNGLACHSRZ-SDNWHVSQSA-N ChemAxon polar_surface_area 92.34 ChemAxon refractivity 102.34 ChemAxon polarizability 37.76 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 20597 Specdb::CMs 42612 Specdb::CMs 173817 Specdb::MsMs 105219 Specdb::MsMs 105220 Specdb::MsMs 105221 Specdb::MsMs 171675 Specdb::MsMs 171676 Specdb::MsMs 171677 Specdb::MsMs 2290965 Specdb::MsMs 2290966 Specdb::MsMs 2290967 Specdb::MsMs 2645025 Specdb::MsMs 2645026 Specdb::MsMs 2645027 HMDB31758 #<Reference:0x000055ce328cb120> Chives Type 1 specific Allium schoenoprasum 74900 Garden onion Type 1 specific Allium cepa 4679 Garden onion (var.) Type 1 specific Allium cepa var. cepa 4679 Garlic Type 1 specific Allium sativum 4682 Green onion Type 1 Onion-family vegetables Unknown generic Red onion Type 1 Soft-necked garlic Type 1 specific Allium sativum L. var. sativum 4682 Welsh onion Type 1 specific Allium fistulosum 35875 Wild leek Type 1 specific Allium ampeloprasum 4681 Analgesic 56 An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. Anti backache 144 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti beriberi 146 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti cardiospasmic 163 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. Anti decubitic 220 Anti deliriant 221 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti heartburn 316 Anti neuralgic 469 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti neurasthenic 471 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti neuritic 472 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti neuropathic 476 Anti poliomyelitic 539 A substance that destroys or inhibits replication of viruses. Anti-alcoholic 98 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-Alzheimeran 105 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-anorectic 117 An agent which regulates the physiologic mechanisms that control the appetite and food intake. Anti-colitic 196 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-encephalopathic 256 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-fatigue 274 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-gastritic 292 Anti-herpetic 329 A substance that destroys or inhibits replication of viruses. Anti-migraine 437 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-myocarditic 459 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. Antidote 236 Any protective agent counteracting or neutralizing the action of poisons. Insectifuge 1041 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.