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Record Information
Version	2.0
Creation Date	2012-10-10 12:22:11 -0600
Update Date	2015-06-03 17:26:10 -0600
Secondary Accession Numbers	ECMDB23209
Identification
Name:	TDP
Description	Thymidine diphosphate is a nucleoside diphosphate. It is an ester of pyrophosphoric acid with the nucleoside thymidine. TDP consists of the pyrophosphate group, the pentose sugar ribose, and the nucleobase thymine. TDP is produced during the synthesis of LPS via the enzyme 4-alpha-L-fucosyltransferase which catalyzes the reaction TDP-Fuc4NAc + Und-PP-GlcNAc-ManNAcA = TDP + Und-PP-GlcNAc-ManNAcA-Fuc4NAc. This reaction leads to the Lipid III product, which is third lipid-linked intermediate involved in LPS synthesis.
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xa5dcac80> Close
Synonyms:	2-3-(4-amino-2-methylpyrimidin-5-yl)methyl-4-methyl-1,3-thiazol-3-ium-5-ylethyl phosphono hydrogen phosphate chloride 2-3-(4-amino-2-Methylpyrimidin-5-yl)methyl-4-methyl-1,3-thiazol-3-ium-5-ylethyl phosphono hydrogen phosphoric acid chloride 3-(4-amino-2-methylpyrimidin-5-yl)methyl-5-(2-diphosphoethyl)-4-methyl-1,3-thiazolium chloride Cocarboxilasa Cocarboxylase Cocarboxylasum Coenzymate Coenzymic acid Thiamine diphosphate chloride Thiamine diphosphoric acid chloride Thiamine pyrophosphate Thiamine pyrophosphoric acid Thiazolium, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-4-methyl-5-(4,6,6-trihydroxy-3,5-dioxa-4,6-diphosphahex-1-yl)-, chloride, P,P'-dioxide
Chemical Formula:	C12H19ClN4O7P2S
Weight:	Average: 460.767 Monoisotopic: 460.013820403
InChI Key:	YXVCLPJQTZXJLH-UHFFFAOYSA-N
InChI:	InChI=1S/C12H18N4O7P2S.ClH/c1-8-11(3-4-22-25(20,21)23-24(17,18)19)26-7-16(8)6-10-5-14-9(2)15-12(10)13;/h5,7H,3-4,6H2,1-2H3,(H4-,13,14,15,17,18,19,20,21);1H
CAS number:	Not Available
IUPAC Name:	3-[(6-imino-2-methyl-1,6-dihydropyrimidin-5-yl)methyl]-4-methyl-5-{2-[(phosphono phosphonato)oxy]ethyl}-1,3-thiazol-3-ium hydrochloride
Traditional IUPAC Name:	3-[(4-imino-2-methyl-3H-pyrimidin-5-yl)methyl]-4-methyl-5-{2-[(phosphono phosphonato)oxy]ethyl}-1,3-thiazol-3-ium hydrochloride
SMILES:	Cl.CC1=C(CCOP([O-])(=O)OP(O)(O)=O)SC=[N+]1CC1=CN=C(C)NC1=N
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.
Kingdom	Organic compounds
Super Class	Organoheterocyclic compounds
Class	Diazines
Sub Class	Pyrimidines and pyrimidine derivatives
Direct Parent	Thiamine phosphates
Alternative Parents	Organic pyrophosphates Monoalkyl phosphates Aminopyrimidines and derivatives 4,5-disubstituted thiazoles Imidolactams Heteroaromatic compounds Azacyclic compounds Primary amines Organopnictogen compounds Organooxygen compounds Organic zwitterions Organic oxides Organic chloride salts Hydrocarbon derivatives
Substituents	Thiamine-phosphate Organic pyrophosphate 4,5-disubstituted 1,3-thiazole Aminopyrimidine Monoalkyl phosphate Organic phosphoric acid derivative Phosphoric acid ester Alkyl phosphate Imidolactam Heteroaromatic compound Azole Thiazole Azacycle Organic oxygen compound Organic chloride salt Organic oxide Primary amine Amine Organooxygen compound Organonitrogen compound Organopnictogen compound Organic nitrogen compound Hydrocarbon derivative Organic zwitterion Organic salt Aromatic heteromonocyclic compound
Molecular Framework	Aromatic heteromonocyclic compounds
External Descriptors	organic chloride salt (CHEBI:18290 )
Physical Properties
State:	Not Available
Charge:	-1
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source logP -8.2 ChemAxon pKa (Strongest Acidic) 1.75 ChemAxon pKa (Strongest Basic) 6.89 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 8 ChemAxon Hydrogen Donor Count 4 ChemAxon Polar Surface Area 168.24 Ų ChemAxon Rotatable Bond Count 8 ChemAxon Refractivity 102.8 m³·mol⁻¹ ChemAxon Polarizability 36.43 ų ChemAxon Number of Rings 2 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:
SMPDB Pathways:	Not Available
KEGG Pathways:	Not Available
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-03di-0000900000-b3f8fae55698fc819e14 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-03di-0000900000-b3f8fae55698fc819e14 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-03di-0000900000-b3f8fae55698fc819e14 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-0a4i-0000900000-909840dfdcfb092825d3 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0a4i-0000900000-909840dfdcfb092825d3 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0a4i-0000900000-909840dfdcfb092825d3 View in MoNA 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	Not Available
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 18290 HMDB ID Not Available Pubchem Compound ID 9068 Kegg ID Not Available ChemSpider ID Not Available Wikipedia ID TDP BioCyc ID Not Available