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Record Information
Version	2.0
Creation Date	2012-10-10 12:22:28 -0600
Update Date	2015-09-13 15:15:34 -0600
Secondary Accession Numbers	ECMDB23216
Identification
Name:	pantotheine 4'-phosphate
Description	A phosphopantetheine that has formula C11H23N2O7PS
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xaec162f0> Close
Synonyms:	Pantetheine 4'-phosphate Pantetheine 4'-phosphoric acid Pantotheine 4'-phosphoric acid Pantotheine-4'-phosphate Pantotheine-4'-phosphoric acid Phosphopantetheine Phosphopantotheine
Chemical Formula:	C11H23N2O7PS
Weight:	Average: 358.348 Monoisotopic: 358.096358302
InChI Key:	JDMUPRLRUUMCTL-UHFFFAOYSA-N
InChI:	InChI=1S/C11H23N2O7PS/c1-11(2,7-20-21(17,18)19)9(15)10(16)13-4-3-8(14)12-5-6-22/h9,15,22H,3-7H2,1-2H3,(H,12,14)(H,13,16)(H2,17,18,19)
CAS number:	2226-71-3
IUPAC Name:	[3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphonic acid
Traditional IUPAC Name:	pantetheine 4'-phosphate
SMILES:	CC(C)(COP(O)(O)=O)C(O)C(=O)NCCC(=O)NCCS
Chemical Taxonomy
Description	belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain.
Kingdom	Organic compounds
Super Class	Organic acids and derivatives
Class	Organic phosphoric acids and derivatives
Sub Class	Phosphate esters
Direct Parent	Monoalkyl phosphates
Alternative Parents	Secondary alcohols Propargyl-type 1,3-dipolar organic compounds Carboximidic acids Alkylthiols Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
Substituents	Monoalkyl phosphate Secondary alcohol Alkylthiol Carboximidic acid Carboximidic acid derivative Propargyl-type 1,3-dipolar organic compound Organic 1,3-dipolar compound Organic oxygen compound Organic nitrogen compound Organosulfur compound Organooxygen compound Organonitrogen compound Alcohol Hydrocarbon derivative Organic oxide Organopnictogen compound Aliphatic acyclic compound
Molecular Framework	Aliphatic acyclic compounds
External Descriptors	phosphopantetheine (CHEBI:16858 )
Physical Properties
State:	Solid
Charge:	-2
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 0.38 g/L ALOGPS logP -0.71 ALOGPS logP -1.7 ChemAxon logS -3 ALOGPS pKa (Strongest Acidic) 1.79 ChemAxon pKa (Strongest Basic) -1.5 ChemAxon Physiological Charge -2 ChemAxon Hydrogen Acceptor Count 6 ChemAxon Hydrogen Donor Count 6 ChemAxon Polar Surface Area 145.19 Ų ChemAxon Rotatable Bond Count 10 ChemAxon Refractivity 81.58 m³·mol⁻¹ ChemAxon Polarizability 34.28 ų ChemAxon Number of Rings 0 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:	4-Phosphopantothenoylcysteine + Hydrogen ion <> Carbon dioxide + Pantetheine 4'-phosphate + pantotheine 4'-phosphate 4-Phosphopantothenoylcysteine > pantotheine 4'-phosphate + Carbon dioxide Adenosine triphosphate + pantotheine 4'-phosphate > Pyrophosphate + 3'-dephospho-CoA Pantetheine + Adenosine triphosphate + Pantetheine > Pantetheine 4'-phosphate + Adenosine diphosphate + pantotheine 4'-phosphate + ADP 4-Phosphopantothenoylcysteine > Pantetheine 4'-phosphate + Carbon dioxide + pantotheine 4'-phosphate Pantetheine 4'-phosphate + Adenosine triphosphate + pantotheine 4'-phosphate > Dephospho-CoA + Pyrophosphate Dephospho-CoA + Water <> Pantetheine 4'-phosphate + Adenosine monophosphate + pantotheine 4'-phosphate
SMPDB Pathways:	Pantothenate and CoA biosynthesis PW000828
KEGG Pathways:	Metabolic pathways eco01100 Pantothenate and CoA biosynthesis ec00770
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive splash10-000t-7921000000-38919c105245ede94f57 View in MoNA Predicted GC-MS Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive splash10-00fr-9633000000-e3c273cefb49d43405b0 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-08ir-7695000000-0ee6ed099c01445060c3 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-01u0-9540000000-9e756a71b573d020fa6e View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-03nc-9300000000-d292b023d1133331f546 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-054k-9225000000-72a847152c51b3a3daa2 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-004i-9200000000-f29815698df8b18a410a View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-004i-9000000000-653db2061d8b7bf264f2 View in MoNA 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:	Tahiliani AG, Beinlich CJ: Pantothenic acid in health and disease. Vitam Horm. 1991;46:165-228. Pubmed: 1746161
Synthesis Reference:	Masuda, Toru; Fujii, Shoichiro; Takanohashi, Kunio. Pantetheine 4'-phosphate. Jpn. Tokkyo Koho (1971), 3 pp.
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 16858 HMDB ID HMDB01416 Pubchem Compound ID 987 Kegg ID C01134 ChemSpider ID 962 Wikipedia ID Not Available BioCyc ID PANTETHEINE-P EcoCyc ID PANTETHEINE-P

Enzymes