P. aeruginosa Metabolome Database: pantotheine 4'-phosphate (PAMDB003606)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 11:54:54 AM

Metabolite ID

PAMDB003606

Identification

Name:

pantotheine 4'-phosphate

Description:

A phosphopantetheine that has formula C11H23N2O7PS

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

Pantetheine 4'-phosphate
Pantetheine 4'-phosphoric acid
Pantotheine 4'-phosphoric acid
Pantotheine-4'-phosphate
Pantotheine-4'-phosphoric acid
Phosphopantetheine
Phosphopantotheine

Chemical Formula:

C₁₁H₂₃N₂O₇PS

Average Molecular Weight:

358.348

Monoisotopic Molecular Weight:

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

Taxonomy Description

This compound belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Beta amino acids and derivatives

Alternative Parents

Substituents

Beta amino acid or derivatives
Monoalkyl phosphate
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Organic phosphate
N-acyl-amine
Monosaccharide
Fatty amide
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Carboxylic acid amide
Alkylthiol
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State:

Solid

Charge:

-2

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	0.375 mg/mL	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 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	81.58 m³·mol^-1	ChemAxon
Polarizability	34.28 Å³	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

Pathways:

Metabolic pathways pae01100
Pantothenate and CoA biosynthesis pae00770

Spectra

Spectra:

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-MS	Not Available
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

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

pantotheine 4'-phosphate (PAMDB003606)

Structure for pantotheine 4'-phosphate (PAMDB003606)