Details of the Drug

General Information of Drug (ID: DMSHW2E)

Drug Name
[3H]thiamine
Synonyms
thiamin; Aneurin; Antiberiberi factor; Thiadoxine; Betaxin; thiaminium; Vitaneuron; Biamine; Bequin; Bewon; Thiamine ion; thiamine(1+) ion; thiamine(1+); Clotiamina; Bethiazine; Vinothiam; Tiaminal; Thiaminal; Metabolin; Eskaphen; Bithiamin; Tiamidon; Thiavit; Benerva; Begiolan; Thiamol; Bivatin; Bevitine; Beatine; Slowten; Eskapen; Bevitex; Biuno; Berin; Bivita; Beuion; Bedome; Hybee; Apate drops; Lixa-beta; Vetalin S; Thiamin dichloride; [3H]-thiamine; [3H]vitamin B1
Indication
Disease Entry ICD 11 Status REF
Hyperemesis gravidarum N.A. Approved [1]
Vitamin B12 deficiency 5B5F Approved [1]
Vitamin deficiency 5B55-5B71 Approved [2]
Wernicke-Korsakoff Syndrome 5B5A.1 Approved [1]
Discovery agent N.A. Investigative [3]
Pernicious anemia N.A. Investigative [1]
⏷ Show the Full List of Indication(s)
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 265.36
Logarithm of the Partition Coefficient (xlogp) 1
Rotatable Bond Count (rotbonds) 4
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 5
ADMET Property
Absorption
The drug is absorbed by both active and passive processes []
BDDCS Class
Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 3: high solubility and low permeability [4]
Elimination
90% of drug is excreted from urine in the unchanged form [4]
Metabolism
The drug is metabolized via the hepatic []
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 5.55163 micromolar/kg/day [5]
Water Solubility
The ability of drug to dissolve in water is measured as 27 mg/mL [4]
Chemical Identifiers
Formula
C12H17N4OS+
IUPAC Name
2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethanol
Canonical SMILES
CC1=C(SC=[N+]1CC2=CN=C(N=C2N)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
Cross-matching ID
PubChem CID
1130
ChEBI ID
CHEBI:18385
CAS Number
70-16-6
DrugBank ID
DB00152
TTD ID
D07TYL
VARIDT ID
DR01129
Repurposed Drugs (RPD) Click to Jump to the Detailed RPD Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Solute carrier family 19 member 2 (SLC19A2) TT2A1DZ S19A2_HUMAN Modulator [6]
Solute carrier family 19 member 3 (SLC19A3) TT9BTWM S19A3_HUMAN Modulator [7]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Thiamine transporter 1 (SLC19A2) OTH5SB0M S19A2_HUMAN Gene/Protein Processing [8]
Thiamine transporter 2 (SLC19A3) OTOWP1CT S19A3_HUMAN Gene/Protein Processing [8]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 A standard database for drug repositioning. Sci Data. 2017 Mar 14;4:170029.
2 The Effects of Genetic Mutations and Drugs on the Activity of the Thiamine Transporter, SLC19A2. AAPS J. 2021 Mar 1;23(2):35.
3 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 4628).
4 BDDCS applied to over 900 drugs
5 Estimating the safe starting dose in phase I clinical trials and no observed effect level based on QSAR modeling of the human maximum recommended daily dose
6 Cloning of the human thiamine transporter, a member of the folate transporter family. J Biol Chem. 1999 Nov 5;274(45):31925-9.
7 SLC19A3 encodes a second thiamine transporter ThTr2. Biochim Biophys Acta. 2001 Nov 29;1537(3):175-8.
8 Thiamin uptake by the human-derived renal epithelial (HEK-293) cells: cellular and molecular mechanisms. Am J Physiol Renal Physiol. 2006 Oct;291(4):F796-805. doi: 10.1152/ajprenal.00078.2006. Epub 2006 May 16.