Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C12H26O4S.C12H25O4S.C12H17N4OS |
| Molecular Weight | 797.142 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCCCCCCCCCOS(O)(=O)=O.CCCCCCCCCCCCOS([O-])(=O)=O.CC1=C(CCO)SC=[N+]1CC2=CN=C(C)N=C2N
InChI
InChIKey=FHSWKZUNNVWBSG-UHFFFAOYSA-M
InChI=1S/C12H17N4OS.2C12H26O4S/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13;2*1-2-3-4-5-6-7-8-9-10-11-12-16-17(13,14)15/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15);2*2-12H2,1H3,(H,13,14,15)/q+1;;/p-1
| Molecular Formula | C12H26O4S |
| Molecular Weight | 266.397 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C12H17N4OS |
| Molecular Weight | 265.355 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
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.
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: Q9H3S4 Gene ID: 27010.0 Gene Symbol: TPK1 Target Organism: Homo sapiens (Human) |
|||
Target ID: GO:0005975 |
|||
Target ID: WP408 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Preventing | M.V.I.-12 Approved UseM.V.I.-12 Unit Vial, is indicated for the prevention of vitamin deficiency in adults and children aged 11 years and above who are on warfarin anticoagulant therapy receiving home parenteral nutrition. Launch Date1953 |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
40 nM EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/22305197/ |
100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered: |
THIAMINE blood | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
39 nM EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/22305197/ |
100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered: |
THIAMINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
95 nM EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/22305197/ |
500 mg single, oral dose: 500 mg route of administration: Oral experiment type: SINGLE co-administered: |
THIAMINE blood | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
113 nM EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/22305197/ |
500 mg single, oral dose: 500 mg route of administration: Oral experiment type: SINGLE co-administered: |
THIAMINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
386 nM EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/22305197/ |
1500 mg single, oral dose: 1500 mg route of administration: Oral experiment type: SINGLE co-administered: |
THIAMINE blood | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
397 nM EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/22305197/ |
1500 mg single, oral dose: 1500 mg route of administration: Oral experiment type: SINGLE co-administered: |
THIAMINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
214 nM × h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/22305197/ |
100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered: |
THIAMINE blood | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
177 nM × h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/22305197/ |
100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered: |
THIAMINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
623 nM × h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/22305197/ |
500 mg single, oral dose: 500 mg route of administration: Oral experiment type: SINGLE co-administered: |
THIAMINE blood | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
612 nM × h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/22305197/ |
500 mg single, oral dose: 500 mg route of administration: Oral experiment type: SINGLE co-administered: |
THIAMINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
2046 nM × h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/22305197/ |
1500 mg single, oral dose: 1500 mg route of administration: Oral experiment type: SINGLE co-administered: |
THIAMINE blood | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
2059 nM × h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/22305197/ |
1500 mg single, oral dose: 1500 mg route of administration: Oral experiment type: SINGLE co-administered: |
THIAMINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
3.92 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/22305197/ |
500 mg single, oral dose: 500 mg route of administration: Oral experiment type: SINGLE co-administered: |
THIAMINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
4.78 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/22305197/ |
1500 mg single, oral dose: 1500 mg route of administration: Oral experiment type: SINGLE co-administered: |
THIAMINE blood | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
|
2.97 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/22305197/ |
1500 mg single, oral dose: 1500 mg route of administration: Oral experiment type: SINGLE co-administered: |
THIAMINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FED |
PubMed
| Title | Date | PubMed |
|---|---|---|
| The role of the cysteine residues of ThiI in the generation of 4-thiouridine in tRNA. | 2001-09-07 |
|
| Sulphoacetaldehyde sulpho-lyase (EC 4.4.1.12) from Desulfonispora thiosulfatigenes: purification, properties and primary sequence. | 2001-07-15 |
|
| No association between DLST gene and Alzheimer's disease or Wernicke-Korsakoff syndrome. | 2001-07-11 |
|
| Use of vitamin supplements and cataract: the Blue Mountains Eye Study. | 2001-07 |
|
| Low thiamine intake and risk of cataract. | 2001-07 |
|
| Nerve conduction changes in patients with mitochondrial diseases treated with dichloroacetate. | 2001-07 |
|
| Mechanism of thiamine uptake by human colonocytes: studies with cultured colonic epithelial cell line NCM460. | 2001-07 |
|
| Crystal structure of thiamin pyrophosphokinase. | 2001-06-29 |
|
| Painful alcoholic polyneuropathy with predominant small-fiber loss and normal thiamine status. | 2001-06-26 |
|
| Catalytic acid-base groups in yeast pyruvate decarboxylase. 1. Site-directed mutagenesis and steady-state kinetic studies on the enzyme with the D28A, H114F, H115F, and E477Q substitutions. | 2001-06-26 |
|
| Application of liquid chromatography to the simultaneous determination of acetylsalicylic acid, caffeine, codeine, paracetamol, pyridoxine, and thiamine in pharmaceutical preparations. | 2001-06-22 |
|
| Comparison of ion-pair and amide-based column reversed-phase liquid chromatography for the separation of thiamine-related compounds. | 2001-06-15 |
|
| [Metabolic characteristics of the Yarrowia lipolytica strain producing alpha-ketoglutaric and citric acids from ethanol and the effect of [NH4+] and [O2] on yeast respiration and biosynthesis]. | 2001-06-02 |
|
| Chronic heart failure and micronutrients. | 2001-06-01 |
|
| The crystal structure of yeast thiamin pyrophosphokinase. | 2001-06 |
|
| Vitamin B intake and status in healthy Havanan men, 2 years after the Cuban neuropathy epidemic. | 2001-06 |
|
| Nutritional status in elderly female hip fracture patients: comparison with an age-matched home living group attending day centres. | 2001-06 |
|
| Sulfur compounds reduce potato toxins during extrusion cooking. | 2001-06 |
|
| Vitamin B1 and B6 retention in milk after continuous-flow microwave and conventional heating at high temperatures. | 2001-06 |
|
| Slc19a2: cloning and characterization of the murine thiamin transporter cDNA and genomic sequence, the orthologue of the human TRMA gene. | 2001-06 |
|
| Simultaneous determination of thiamine and pyridoxine in pharmaceuticals by using a single flow-through biparameter sensor. | 2001-06 |
|
| Severe lactic acidosis and thiamine administration in an HIV-infected patient on HAART. | 2001-06 |
|
| Thiamine-responsive megaloblastic anemia syndrome: a disorder of high-affinity thiamine transport. | 2001-05-19 |
|
| [Isolation, purification and properties of acetolactate synthase from cultured Lactococcus lactis]. | 2001-05-19 |
|
| [Other drugs administered with TPN solution]. | 2001-05 |
|
| [Metabolic acidosis induced by TPN]. | 2001-05 |
|
| [Solutions for the hyperalimentation]. | 2001-05 |
|
| The application of capillary electrophoresis to the analysis of vitamins in food and beverages. | 2001-05 |
|
| Pharmacotherapy of mental illness--a historical analysis. | 2001-05 |
|
| Biogenic amine metabolites and thiamine in cerebrospinal fluid in heredo-degenerative ataxias. | 2001-05 |
|
| A novel mutation in the SLC19A2 gene in a Tunisian family with thiamine-responsive megaloblastic anaemia, diabetes and deafness syndrome. | 2001-05 |
|
| Early recognition of acute cardiovascular beriberi by interpretation of hemodynamics. | 2001-05 |
|
| Wernicke's encephalopathy in a non-alcoholic man: case report and brief review. | 2001-05 |
|
| Stability of thiamine and vitamins E and A during storage of enteral feeding formula. | 2001-05 |
|
| [Chronic alcohol abuse. Benfotiamine in alcohol damage is a must]. | 2001-04-19 |
|
| Rapid diagnosis of alcoholic ketoacidosis by proton NMR. | 2001-04 |
|
| Severe metabolic acidosis and heart failure due to thiamine deficiency. | 2001-04 |
|
| Do breastfed infants need supplemental vitamins? | 2001-04 |
|
| The genes for anabolic 2-oxoglutarate: ferredoxin oxidoreductase from Hydrogenobacter thermophilus TK-6. | 2001-03-30 |
|
| Relationships between dietary intake and cognitive function level in Korean elderly people. | 2001-03 |
|
| Wernicke's encephalopathy in patients with hyperemesis gravidarum. | 2001-03 |
|
| [Shoshin beriberi: myth or reality?]. | 2001-03 |
|
| Reaction mechanism for mammalian pyruvate dehydrogenase using natural lipoyl domain substrates. | 2001-02-15 |
|
| Inhibitors of advanced glycation end product-associated protein cross-linking. | 2001-02-14 |
|
| The multifaceted and widespread pathology of magnesium deficiency. | 2001-02 |
|
| Molecular cloning of human thiamin pyrophosphokinase. | 2001-01-26 |
|
| Isolation and characterization of a human thiamine pyrophosphokinase cDNA. | 2001-01-26 |
|
| Thiamine for Alzheimer's disease. | 2001 |
|
| [Evaluation of vitamin and immune status of patients with chronic palatal tonsillitis]. | 2001 |
|
| Effects of vitamins on hepatic nuclear binding of L-tryptophan. | 2001 |
Patents
Sample Use Guides
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
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
Created
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Edited
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| Record UNII |
226A8HU328
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| Record Status |
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| Record Version |
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