Record Information
Version1.0
Creation date2010-04-08 22:08:04 UTC
Update date2019-11-26 03:02:35 UTC
Primary IDFDB008416
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameThiamine hydrochloride
DescriptionThiamine hydrochloride, also known as vitamin b 1 or thiamine HCL, belongs to the class of organic compounds known as thiamines. Thiamines are compounds containing a thiamine moiety, which is structurally characterized by a 3-[(4-Amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-thiazol-5-yl backbone. Thiamine hydrochloride is a very strong basic compound (based on its pKa). Thiamine hydrochloride is a mild, bitter, and sour tasting compound. Thiamine hydrochloride is found, on average, in the highest concentration within a few different foods, such as leavening agents, meat bouillons, and brazil nuts and in a lower concentration in rubus (blackberry, raspberry), sweet oranges, and sweet potato. Thiamine hydrochloride has also been detected, but not quantified in, several different foods, such as dumplings, sugar substitutes, cottonseeds, spirits, and other candies. This could make thiamine hydrochloride a potential biomarker for the consumption of these foods.
CAS Number67-03-8
Structure
Thumb
Synonyms
SynonymSource
Thiamine chloride hydrochlorideChEBI
Thiamine dichlorideChEBI
Thiamine HCLChEBI
Thiamine(2+) dichlorideChEBI
Thiaminium chloride hydrochlorideChEBI
ThiaminMeSH
Vitamin b 1MeSH
AneurinMeSH
Thiamine mononitrateMeSH
Mononitrate, thiamineMeSH
Vitamin b1MeSH
ThiamineMeSH
Thiamine hydrochlorideChEBI
Betalin Sdb_source
Betaxindb_source
Bewondb_source
Eskapenbiospider
Eskaphenbiospider
FEMA 3322db_source
Hybeebiospider
Lixa-betabiospider
Metabolinbiospider
MP silitechbiospider
Slowtenbiospider
Thiamin dichloridebiospider
Thiaminalbiospider
Thiamine chloridebiospider
Thiamine Hydrochloride (B1)biospider
Thiamine hydrochloride (JP15/USP)biospider
Thiamine hydrochloride, USANdb_source
Thiamine, hydrochloridebiospider
Thiamine, monohydrochloride (8CI)biospider
Thiamolbiospider
Thiavitbiospider
Tiamidonbiospider
Tiaminalbiospider
Vetalin sbiospider
Vinothiamdb_source
Vitamin b hydrochloridebiospider
Vitamin b(sub 1) hydrochloridebiospider
Vitamin B1 hydrochloride (VAN)biospider
Predicted Properties
PropertyValueSource
Water Solubility0.015 g/LALOGPS
logP-1.9ALOGPS
logP-3.1ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)15.5ChemAxon
pKa (Strongest Basic)5.54ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area75.91 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity73.4 m³·mol⁻¹ChemAxon
Polarizability28.15 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC12H18Cl2N4OS
IUPAC name3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium hydrochloride chloride
InChI IdentifierInChI=1S/C12H17N4OS.2ClH/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);2*1H/q+1;;/p-1
InChI KeyDPJRMOMPQZCRJU-UHFFFAOYSA-M
Isomeric SMILESCl.[Cl-].CC1=C(CCO)SC=[N+]1CC1=C(N)N=C(C)N=C1
Average Molecular Weight337.269
Monoisotopic Molecular Weight336.057837322
Classification
Description belongs to the class of organic compounds known as thiamines. Thiamines are compounds containing a thiamine moiety, which is structurally characterized by a 3-[(4-Amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-thiazol-5-yl backbone.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazines
Sub ClassPyrimidines and pyrimidine derivatives
Direct ParentThiamines
Alternative Parents
Substituents
  • Thiamine
  • 4,5-disubstituted 1,3-thiazole
  • Aminopyrimidine
  • Imidolactam
  • Azole
  • Thiazole
  • Heteroaromatic compound
  • Azacycle
  • Hydrochloride
  • Hydrocarbon derivative
  • Organic salt
  • Alcohol
  • Organopnictogen compound
  • Primary amine
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organic chloride salt
  • Amine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 42.73%; H 5.38%; Cl 21.02%; N 16.61%; O 4.74%; S 9.51%DFC
Melting PointMp 248° dec.DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0009000000-cccf75234cef13dcd84dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0009000000-cccf75234cef13dcd84dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-0009000000-cccf75234cef13dcd84dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0009000000-4a2d0402c0cc9f8aafbfJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0009000000-4a2d0402c0cc9f8aafbfJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-0009000000-4a2d0402c0cc9f8aafbfJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID6202
Pubchem Substance IDNot Available
ChEBI ID49105
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDDKN09-S:DJM79-B
EAFUS ID3653
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1005141
SuperScent ID6202
Wikipedia IDThiamine_hydrochloride
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
sour
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
mild
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bitter
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Saxholt, E., et al. 'Danish food composition databank, revision 7.' Department of Nutrition, National Food Institute, Technical University of Denmark (2008).