Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 15:12:02 UTC
Update Date2020-05-01 16:43:57 UTC
HMDB IDHMDB0002666
Secondary Accession Numbers
  • HMDB02666
Metabolite Identification
Common NameThiamine monophosphate
DescriptionThiamine monophosphate, also known as thiamin phosphoric acid or TMP, belongs to the class of organic compounds known as thiamine phosphates. These are thiamine derivatives in which the hydroxyl group of the ethanol moiety is substituted by a phosphate group. Thiamine monophosphate is a very strong basic compound (based on its pKa). Thiamine monophosphate is one of the five known natural thiamine phosphate derivatives. Thiamine (vitamin B1) is the transport form of the vitamin while the phosphorylated derivatives are the active forms.
Structure
Data?1588351437
Synonyms
ValueSource
2-[3-[(4-Amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-thiazol-3-ium-5-yl]ethyl dihydrogen phosphateChEBI
2-[3-[(4-Amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl dihydrogen phosphateChEBI
2-[3-[(4-Azanyl-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl dihydrogen phosphateChEBI
3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-4-methyl-5-[2-(phosphonooxy)ethyl]thiazoliumChEBI
Thiamin monophosphateChEBI
Thiamin phosphateChEBI
Thiamine phosphateChEBI
TMPChEBI
Vitamin b1 monophosphateChEBI
Vitamin b1 phosphateChEBI
2-[3-[(4-Amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-thiazol-3-ium-5-yl]ethyl dihydrogen phosphoric acidGenerator
2-[3-[(4-Amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl dihydrogen phosphoric acidGenerator
2-[3-[(4-Azanyl-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl dihydrogen phosphoric acidGenerator
Thiamin monophosphoric acidGenerator
Thiamin phosphoric acidGenerator
Thiamine phosphoric acidGenerator
Vitamin b1 monophosphoric acidGenerator
Vitamin b1 phosphoric acidGenerator
Thiamine monophosphoric acidGenerator
Thiamine phosphoesterHMDB
monoPhosphate, thiamineHMDB
Phosphoester, thiamineHMDB
ThPHMDB
Thiamin-pHMDB
Thiamine-piHMDB
Thiamine monophosphateChEBI
Chemical FormulaC12H18N4O4PS
Average Molecular Weight345.334
Monoisotopic Molecular Weight345.078637286
IUPAC Name3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-5-[2-(phosphonooxy)ethyl]-1,3-thiazol-3-ium
Traditional Namethiamin monophosphate
CAS Registry Number495-23-8
SMILES
CC1=C(CCOP(O)(O)=O)SC=[N+]1CC1=CN=C(C)N=C1N
InChI Identifier
InChI=1S/C12H17N4O4PS/c1-8-11(3-4-20-21(17,18)19)22-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7H,3-4,6H2,1-2H3,(H3-,13,14,15,17,18,19)/p+1
InChI KeyHZSAJDVWZRBGIF-UHFFFAOYSA-O
Chemical Taxonomy
Description Belongs to the class of organic compounds known as thiamine phosphates. These are thiamine derivatives in which the hydroxyl group of the ethanol moiety is substituted by a phosphate group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazines
Sub ClassPyrimidines and pyrimidine derivatives
Direct ParentThiamine phosphates
Alternative Parents
Substituents
  • Thiamine-phosphate
  • 4,5-disubstituted 1,3-thiazole
  • Monoalkyl phosphate
  • Hydropyrimidine
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Imidolactam
  • Azole
  • Thiazole
  • Heteroaromatic compound
  • Azacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organic cation
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effect

Adverse health effect

Disposition

Biological location

Source

Process

Naturally occurring process

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Baker172.53330932474
[M+H]+MetCCS_train_pos169.70930932474
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.089 g/LALOGPS
logP-1.6ALOGPS
logP-5.7ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)1.66ChemAxon
pKa (Strongest Basic)5.51ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area122.44 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity84.27 m³·mol⁻¹ChemAxon
Polarizability32.59 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+162.89130932474
DeepCCS[M-H]-160.53330932474
DeepCCS[M-2H]-193.86630932474
DeepCCS[M+Na]+169.09430932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Thiamine monophosphateCC1=C(CCOP(O)(O)=O)SC=[N+]1CC1=CN=C(C)N=C1N4050.4Standard polar33892256
Thiamine monophosphateCC1=C(CCOP(O)(O)=O)SC=[N+]1CC1=CN=C(C)N=C1N2695.4Standard non polar33892256
Thiamine monophosphateCC1=C(CCOP(O)(O)=O)SC=[N+]1CC1=CN=C(C)N=C1N3039.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Thiamine monophosphate,1TMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O[Si](C)(C)C)=C2C)C(N)=N13030.8Semi standard non polar33892256
Thiamine monophosphate,1TMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O[Si](C)(C)C)=C2C)C(N)=N12794.9Standard non polar33892256
Thiamine monophosphate,1TMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O[Si](C)(C)C)=C2C)C(N)=N14508.1Standard polar33892256
Thiamine monophosphate,1TMS,isomer #2CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O)=C2C)C(N[Si](C)(C)C)=N13105.3Semi standard non polar33892256
Thiamine monophosphate,1TMS,isomer #2CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O)=C2C)C(N[Si](C)(C)C)=N12756.8Standard non polar33892256
Thiamine monophosphate,1TMS,isomer #2CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O)=C2C)C(N[Si](C)(C)C)=N14851.8Standard polar33892256
Thiamine monophosphate,2TMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N)=N12985.5Semi standard non polar33892256
Thiamine monophosphate,2TMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N)=N12876.4Standard non polar33892256
Thiamine monophosphate,2TMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N)=N14057.8Standard polar33892256
Thiamine monophosphate,2TMS,isomer #2CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N13042.1Semi standard non polar33892256
Thiamine monophosphate,2TMS,isomer #2CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N12838.7Standard non polar33892256
Thiamine monophosphate,2TMS,isomer #2CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N14078.0Standard polar33892256
Thiamine monophosphate,2TMS,isomer #3CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N13035.2Semi standard non polar33892256
Thiamine monophosphate,2TMS,isomer #3CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N12912.7Standard non polar33892256
Thiamine monophosphate,2TMS,isomer #3CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N14404.7Standard polar33892256
Thiamine monophosphate,3TMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N13020.3Semi standard non polar33892256
Thiamine monophosphate,3TMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N12912.1Standard non polar33892256
Thiamine monophosphate,3TMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N[Si](C)(C)C)=N13621.6Standard polar33892256
Thiamine monophosphate,3TMS,isomer #2CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N13031.8Semi standard non polar33892256
Thiamine monophosphate,3TMS,isomer #2CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N12938.5Standard non polar33892256
Thiamine monophosphate,3TMS,isomer #2CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N13766.6Standard polar33892256
Thiamine monophosphate,4TMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N13039.3Semi standard non polar33892256
Thiamine monophosphate,4TMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N12965.7Standard non polar33892256
Thiamine monophosphate,4TMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)=C2C)C(N([Si](C)(C)C)[Si](C)(C)C)=N13369.3Standard polar33892256
Thiamine monophosphate,1TBDMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N13269.3Semi standard non polar33892256
Thiamine monophosphate,1TBDMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N13010.0Standard non polar33892256
Thiamine monophosphate,1TBDMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N14570.9Standard polar33892256
Thiamine monophosphate,1TBDMS,isomer #2CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O)=C2C)C(N[Si](C)(C)C(C)(C)C)=N13320.4Semi standard non polar33892256
Thiamine monophosphate,1TBDMS,isomer #2CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O)=C2C)C(N[Si](C)(C)C(C)(C)C)=N12977.8Standard non polar33892256
Thiamine monophosphate,1TBDMS,isomer #2CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O)=C2C)C(N[Si](C)(C)C(C)(C)C)=N14788.9Standard polar33892256
Thiamine monophosphate,2TBDMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N13428.0Semi standard non polar33892256
Thiamine monophosphate,2TBDMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N13254.3Standard non polar33892256
Thiamine monophosphate,2TBDMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N)=N14172.1Standard polar33892256
Thiamine monophosphate,2TBDMS,isomer #2CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N[Si](C)(C)C(C)(C)C)=N13455.9Semi standard non polar33892256
Thiamine monophosphate,2TBDMS,isomer #2CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N[Si](C)(C)C(C)(C)C)=N13233.8Standard non polar33892256
Thiamine monophosphate,2TBDMS,isomer #2CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N[Si](C)(C)C(C)(C)C)=N14175.1Standard polar33892256
Thiamine monophosphate,2TBDMS,isomer #3CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N13472.1Semi standard non polar33892256
Thiamine monophosphate,2TBDMS,isomer #3CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N13331.8Standard non polar33892256
Thiamine monophosphate,2TBDMS,isomer #3CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N14364.4Standard polar33892256
Thiamine monophosphate,3TBDMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N[Si](C)(C)C(C)(C)C)=N13603.9Semi standard non polar33892256
Thiamine monophosphate,3TBDMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N[Si](C)(C)C(C)(C)C)=N13429.3Standard non polar33892256
Thiamine monophosphate,3TBDMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N[Si](C)(C)C(C)(C)C)=N13858.1Standard polar33892256
Thiamine monophosphate,3TBDMS,isomer #2CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N13630.6Semi standard non polar33892256
Thiamine monophosphate,3TBDMS,isomer #2CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N13509.7Standard non polar33892256
Thiamine monophosphate,3TBDMS,isomer #2CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O)O[Si](C)(C)C(C)(C)C)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N13905.0Standard polar33892256
Thiamine monophosphate,4TBDMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N13784.7Semi standard non polar33892256
Thiamine monophosphate,4TBDMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N13634.1Standard non polar33892256
Thiamine monophosphate,4TBDMS,isomer #1CC1=NC=C(C[N+]2=CSC(CCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=C2C)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N13655.4Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Thiamine monophosphate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiamine monophosphate 35V, Positive-QTOFsplash10-00di-0900000000-113c390c4d19be64bd0d2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiamine monophosphate 40V, Positive-QTOFsplash10-00ec-9600000000-7ac71f27ba3ca0e2fe912021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiamine monophosphate 10V, Positive-QTOFsplash10-00di-0900000000-3cf7f44d89518227c6302021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiamine monophosphate 20V, Positive-QTOFsplash10-00di-1900000000-135b9e1aef14efaa6b3e2021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiamine monophosphate 10V, Positive-QTOFsplash10-0002-0109000000-eaecb343c9ff0c6f060f2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiamine monophosphate 20V, Positive-QTOFsplash10-0002-9148000000-58b0f8616c541d910c2a2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiamine monophosphate 40V, Positive-QTOFsplash10-0a4i-3900000000-cbb443e2c206edc550d72015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiamine monophosphate 10V, Negative-QTOFsplash10-0006-4109000000-1d9d048d26c541eac8d62015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiamine monophosphate 20V, Negative-QTOFsplash10-002b-9001000000-3b5f50e234444b8876e62015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiamine monophosphate 40V, Negative-QTOFsplash10-004i-9000000000-8a23656944b47d54a23a2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiamine monophosphate 10V, Positive-QTOFsplash10-006t-0519000000-8f42bf528fe96c3219512021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiamine monophosphate 20V, Positive-QTOFsplash10-00di-0930000000-7ae879f5468ac70787812021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiamine monophosphate 40V, Positive-QTOFsplash10-00di-0900000000-b2954ab23477c3f8bdbc2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane (predicted from logP)
  • Mitochondria
Biospecimen Locations
  • Cerebrospinal Fluid (CSF)
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
Cerebrospinal Fluid (CSF)Detected and Quantified0.0043 +/- 0.0024 uMAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
Cerebrospinal Fluid (CSF)Detected and Quantified0.0035 +/- 0.0038 uMAdult (>18 years old)BothAlzheimer's disease details
Associated Disorders and Diseases
Disease References
Alzheimer's disease
  1. Molina JA, Jimenez-Jimenez FJ, Hernanz A, Fernandez-Vivancos E, Medina S, de Bustos F, Gomez-Escalonilla C, Sayed Y: Cerebrospinal fluid levels of thiamine in patients with Alzheimer's disease. J Neural Transm (Vienna). 2002 Jul;109(7-8):1035-44. [PubMed:12111441 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023043
KNApSAcK IDC00019628
Chemspider ID1099
KEGG Compound IDC01081
BioCyc IDTHIAMINE-P
BiGG IDNot Available
Wikipedia LinkThiamine_monophosphate
METLIN IDNot Available
PubChem Compound1131
PDB IDNot Available
ChEBI ID9533
Food Biomarker OntologyNot Available
VMH IDTHMMP
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceLeder, Irwin G. Enzymic synthesis of thiamine monophosphate. Journal of Biological Chemistry (1961), 236 3066-71.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Tallaksen CM, Sande A, Bohmer T, Bell H, Karlsen J: Kinetics of thiamin and thiamin phosphate esters in human blood, plasma and urine after 50 mg intravenously or orally. Eur J Clin Pharmacol. 1993;44(1):73-8. [PubMed:8436160 ]
  2. Kimura M, Itokawa Y: Determination of thiamine and its phosphate esters in human and rat blood by high-performance liquid chromatography with post-column derivatization. J Chromatogr. 1985 Sep 20;332:181-8. [PubMed:4055941 ]
  3. Lu W, Kimball E, Rabinowitz JD: A high-performance liquid chromatography-tandem mass spectrometry method for quantitation of nitrogen-containing intracellular metabolites. J Am Soc Mass Spectrom. 2006 Jan;17(1):37-50. Epub 2005 Dec 15. [PubMed:16352439 ]
  4. Tallaksen CM, Bohmer T, Bell H, Karlsen J: Concomitant determination of thiamin and its phosphate esters in human blood and serum by high-performance liquid chromatography. J Chromatogr. 1991 Mar 8;564(1):127-36. [PubMed:1860908 ]
  5. Tallaksen CM, Bell H, Bohmer T: Thiamin and thiamin phosphate ester deficiency assessed by high performance liquid chromatography in four clinical cases of Wernicke encephalopathy. Alcohol Clin Exp Res. 1993 Jun;17(3):712-6. [PubMed:8333605 ]
  6. Tallaksen CM, Bohmer T, Bell H: Concentrations of the water-soluble vitamins thiamin, ascorbic acid, and folic acid in serum and cerebrospinal fluid of healthy individuals. Am J Clin Nutr. 1992 Sep;56(3):559-64. [PubMed:1503069 ]

Enzymes

General function:
Involved in nucleotide binding
Specific function:
Has nucleotide phosphatase activity towards ATP, GTP, CTP, TTP and UTP. Hydrolyzes nucleoside diphosphates with lower efficiency.
Gene Name:
NTPCR
Uniprot ID:
Q9BSD7
Molecular weight:
20712.935
Reactions
Thiamine pyrophosphate + Water → Thiamine monophosphate + Phosphatedetails
General function:
Involved in phosphohistidine phosphatase activity
Specific function:
Exhibits phosphohistidine phosphatase activity.
Gene Name:
PHPT1
Uniprot ID:
Q9NRX4
Molecular weight:
Not Available