Showing Compound Thiamine monophosphate (FDB023043)

Record Information

Version

1.0

Creation date

2011-09-21 00:23:44 UTC

Update date

2015-07-21 06:57:29 UTC

Primary ID

FDB023043

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Thiamine monophosphate

Description

Thiamine monophosphate, also known as monophosphothiaminum or thiamin phosphoric acid, 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 exists in all eukaryotes, ranging from yeast to humans.

CAS Number

495-23-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
Aneurin-monoorsaeureester	HMDB
Aneurin-monophosphorsaeureester	HMDB
Aneurine monoate	HMDB
Aneurine monophosphate	HMDB
Monofosfotiamina	HMDB
Monooric ester OF thiamine	HMDB
Monoothiamine	HMDB
Monoothiaminum	HMDB
monoPhosphate, thiamine	HMDB
monoPhosphoric ester OF thiamine	HMDB

Showing 1 to 10 of 38 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.089 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-5.7	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	1.66	ChemAxon
pKa (Strongest Basic)	5.51	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	125.27 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	83.15 m³·mol⁻¹	ChemAxon
Polarizability	31.96 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C12H17N4O4PS

IUPAC name

3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-[2-(hydrogen phosphonooxy)ethyl]-4-methyl-1,3-thiazol-3-ium

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)

InChI Key

HZSAJDVWZRBGIF-UHFFFAOYSA-N

Isomeric SMILES

CC1=C(CCO[P@](O)([O-])=O)SC=[N+]1CC1=CN=C(C)N=C1N

Average Molecular Weight

344.327

Monoisotopic Molecular Weight

344.070812254

Classification

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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrimidines and pyrimidine derivatives

Direct Parent

Thiamine phosphates

Alternative Parents

Substituents

Thiamine-phosphate
4,5-disubstituted 1,3-thiazole
Aminopyrimidine
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Imidolactam
Azole
Thiazole
Heteroaromatic compound
Azacycle
Amine
Hydrocarbon derivative
Primary amine
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Organic zwitterion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

thiamine phosphate (CHEBI:37574 )

Ontology

Disposition

Source:

Endogenous

Biological location:

Biofluid and excreta:

Cerebrospinal fluid

Subcellular:

Cell and elements:

Extracellular

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Thiamine monophosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0002-9231000000-81e5c080b3d74143f747	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - , positive	splash10-00di-0910000000-91bfc26c8bd1479b1d71	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-1109000000-5f9aae260ebb3a926a1e	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-8149000000-ee028761e2cc2fbcf3a7	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a6s-2900000000-1aea69164d97d9b339bb	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-2109000000-677b83e983efd6a9ef6d	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001m-9001000000-3303a6492894e799e8b6	2016-09-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000t-9000000000-fc6ccde31ede591e6d54	2016-09-12	View Spectrum