Thiamin

Thiamine

Names
IUPAC name 3-((4-Amino-2-methyl-5-pyrimidinyl)methyl)- 5-(2-hydroxyethyl)-4-methylthiazolium chloride
Other names Aneurine Thiamin
Identifiers
CAS Number	59-43-8 Y
Beilstein Reference	3581326
ChEBI	CHEBI:18385 N
ChEMBL	ChEMBL1588 Y ChEMBL1547 N
ChemSpider	5819 Y
DrugBank	DB00152 Y
ECHA InfoCard	100.000.387
EC Number	200-425-3
Gmelin Reference	318226
Jmol 3D model	Interactive image Interactive image Interactive image
KEGG	C00378 N
MeSH	Thiamine
PubChem	6042
UNII	X66NSO3N35 Y
InChI InChI=1S/C12H17N4OS.ClH/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);1H/q+1;/p-1 Y Key: MYVIATVLJGTBFV-UHFFFAOYSA-M Y InChI=1/C12H17N4OS.ClH/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);1H/q+1;/p-1 Key: MYVIATVLJGTBFV-REWHXWOFAY
SMILES [Cl-].Cc1c(CCO)sc[n+]1Cc1cnc(C)nc1N [Cl-].CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N [Cl-].n1c(c(cnc1C)C[n+]2c(c(sc2)CCO)C)N
Properties
Chemical formula	C12H17N4OS+
Molar mass	265.35 g mol−1
Pharmacology
ATC code	A11DA01 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y  (what is YN ?)
Infobox references

Thiamine, thiamin, or vitamin B₁ (/ˈθaɪ.əmᵻn/ THY-ə-min), named as the "thio-vitamine" ("sulfur-containing vitamin") is a vitamin of the B complex. First named aneurin for the detrimental neurological effects if not present in the diet, it was eventually assigned the generic descriptor name vitamin B₁. Its phosphate derivatives are involved in many cellular processes. The best-characterized form is thiamine pyrophosphate (TPP), a coenzyme in the catabolism of sugars and amino acids. In yeast, TPP is also required in the first step of alcoholic fermentation.

All living organisms use thiamine, but it is synthesized only in bacteria, fungi, and plants. Animals must obtain it from their diet, and thus, for humans, it is an essential nutrient. Insufficient intake in birds produces a characteristic polyneuritis. In mammals, deficiency results in Korsakoff's syndrome, optic neuropathy, and a disease called beriberi that affects the peripheral nervous system (polyneuritis) and/or the cardiovascular system. Thiamine deficiency has a potentially fatal outcome if it remains untreated. In less-severe cases, nonspecific signs include malaise, weight loss, irritability and confusion.