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Details

Stereochemistry ACHIRAL
Molecular Formula C12H17N4OS.Cl
Molecular Weight 300.808
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of THIAMINE

SMILES

[Cl-].CC1=C(CCO)SC=[N+]1CC2=CN=C(C)N=C2N

InChI

InChIKey=MYVIATVLJGTBFV-UHFFFAOYSA-M
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

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C12H16N4OS
Molecular Weight 264.347
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Thiamine, also known as vitamin B1, plays a key role in the human metabolism. It is present in many dietary sources such as meats, eggs, fish, beans and peas, nuts, and whole grains. Upon administration thiamine is converted by thiamine pyrophosphokinase-1 (TPK1) to the active form, thiamine pyrophosphate, which serves as a cofactor for enzymes involved in the TCA cycle and the non-oxidative part of the pentose phosphate pathway. The lack of thiamine may cause the thiamine deficiency. The classical syndrome caused primarily by thiamine deficiency in humans is beriberi, however, symptoms of thiamine deficiency also include congestive heart failure, metabolic acidosis, confusion, ataxia and seizures. Thiamine is a component of many vitamin complexes, which are approved for the treatmen and prevention of general vitamin deficiency, including the thiamine deficiency.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
M.V.I.-12

Cmax

ValueDoseCo-administeredAnalytePopulation
386 nM
1500 mg single, oral
THIAMINE blood
Homo sapiens
40 nM
100 mg single, oral
THIAMINE blood
Homo sapiens
95 nM
500 mg single, oral
THIAMINE blood
Homo sapiens
39 nM
100 mg single, oral
THIAMINE plasma
Homo sapiens
397 nM
1500 mg single, oral
THIAMINE plasma
Homo sapiens
113 nM
500 mg single, oral
THIAMINE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
2046 nM × h
1500 mg single, oral
THIAMINE blood
Homo sapiens
214 nM × h
100 mg single, oral
THIAMINE blood
Homo sapiens
623 nM × h
500 mg single, oral
THIAMINE blood
Homo sapiens
177 nM × h
100 mg single, oral
THIAMINE plasma
Homo sapiens
2059 nM × h
1500 mg single, oral
THIAMINE plasma
Homo sapiens
612 nM × h
500 mg single, oral
THIAMINE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
4.78 h
1500 mg single, oral
THIAMINE blood
Homo sapiens
2.97 h
1500 mg single, oral
THIAMINE plasma
Homo sapiens
3.92 h
500 mg single, oral
THIAMINE plasma
Homo sapiens

Doses

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer




Drug as perpetrator​

Drug as victim

PubMed

Sample Use Guides

In Vivo Use Guide
The starting dose (as a component of M.V.I.–12) is one 10 mL daily dose added directly to an intravenous fluid.
Route of Administration: Intravenous
In Vitro Use Guide
Human Caco-2 cells were incubated (37 Celsius) in Krebs-Ringer buffer (pH 7.4) for different periods of time in the presence of 0.1 uM and 10 uM thiamine. The uptake study demonstrated that thiamine is transported across the cell membrane with Michaelis-Menten constant of 3.18 uM.
Substance Class Chemical
Record UNII
X66NSO3N35
Record Status Validated (UNII)
Record Version