Showing metabocard for Pantetheine 4'-phosphate (BMDB0001416)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (6) Show 6 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 22:45:37 UTC
Update Date2020-05-21 16:28:34 UTC
BMDB IDBMDB0001416
Secondary Accession Numbers
  • BMDB01416
Metabolite Identification
Common NamePantetheine 4'-phosphate
DescriptionPantetheine 4'-phosphate, also known as Pantetheine 4'-phosphate or PSH-4'-p, 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. Pantetheine 4'-phosphate is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Pantetheine 4'-phosphate exists in all living species, ranging from bacteria to humans. Pantetheine 4'-phosphate participates in a number of enzymatic reactions, within cattle. In particular, Pantetheine 4'-phosphate can be biosynthesized from pantetheine through the action of the enzyme pantothenate kinase 1. In addition, Pantetheine 4'-phosphate can be biosynthesized from 4'-phosphopantothenoylcysteine through its interaction with the enzyme phosphopantothenoylcysteine decarboxylase. In cattle, pantetheine 4'-phosphate is involved in the metabolic pathway called pantothenate and CoA biosynthesis pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4'-PhosphopantetheineChEBI
Pantotheine-4'-phosphateChEBI
PhosphopantetheineChEBI
PSH-4'-pChEBI
Pantotheine-4'-phosphoric acidGenerator
Pantetheine 4'-phosphoric acidGenerator
4'-PhosphopantotheineHMDB
D-Pantetheine 4'-phosphateHMDB
Phospho-pantotheineHMDB
Pantetheine-4'-phosphateMeSH
Chemical FormulaC11H23N2O7PS
Average Molecular Weight358.348
Monoisotopic Molecular Weight358.096358302
IUPAC Name[3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphonic acid
Traditional Namepantetheine 4'-phosphate
CAS Registry Number2226-71-3
SMILES
CC(C)(COP(O)(O)=O)C(O)C(=O)NCCC(=O)NCCS
InChI Identifier
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)
InChI KeyJDMUPRLRUUMCTL-UHFFFAOYSA-N
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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic phosphoric acids and derivatives
Sub ClassPhosphate esters
Direct ParentMonoalkyl phosphates
Alternative Parents
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 FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusDetected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.71ALOGPS
logP-1.7ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)1.79ChemAxon
pKa (Strongest Basic)-1.5ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area145.19 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity81.58 m³·mol⁻¹ChemAxon
Polarizability34.28 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000t-7921000000-38919c105245ede94f57View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00fr-9633000000-e3c273cefb49d43405b0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-08ir-7695000000-0ee6ed099c01445060c3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01u0-9540000000-9e756a71b573d020fa6eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03nc-9300000000-d292b023d1133331f546View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-054k-9225000000-72a847152c51b3a3daa2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9200000000-f29815698df8b18a410aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-653db2061d8b7bf264f2View in MoNA
1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Not AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0001416
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022609
KNApSAcK IDNot Available
Chemspider ID962
KEGG Compound IDC01134
BioCyc IDNot Available
BiGG ID36886
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound987
PDB IDNot Available
ChEBI ID16858
References
Synthesis ReferenceMasuda, Toru; Fujii, Shoichiro; Takanohashi, Kunio. Pantetheine 4'-phosphate. Jpn. Tokkyo Koho (1971), 3 pp.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Fatty acid synthase
General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
Fatty acid synthetase catalyzes the formation of long-chain fatty acids from acetyl-CoA, malonyl-CoA and NADPH. This multifunctional protein has 7 catalytic activities as an acyl carrier protein.
Gene Name:
FASN
Uniprot ID:
Q71SP7
Molecular weight:
274554.0
Enzyme Details
2. Acyl carrier protein, mitochondrial
General function:
Lipid transport and metabolism
Specific function:
Carrier of the growing fatty acid chain in fatty acid biosynthesis (PubMed:1907568). Accessory and non-catalytic subunit of the mitochondrial membrane respiratory chain NADH dehydrogenase (Complex I), which functions in the transfer of electrons from NADH to the respiratory chain (PubMed:1907568, PubMed:10852722, PubMed:18721790).
Gene Name:
NDUFAB1
Uniprot ID:
P52505
Molecular weight:
17402.0
Enzyme Details
3. Pantothenate kinase 3
General function:
Involved in ATP binding
Specific function:
Plays a role in the physiological regulation of coenzyme A (CoA) levels.
Gene Name:
PANK3
Uniprot ID:
Q08DA5
Molecular weight:
41117.0
Reactions
Pantetheine + Adenosine triphosphate → Pantetheine 4'-phosphate + ADPdetails
Enzyme Details
4. Phosphopantothenoylcysteine decarboxylase
General function:
Not Available
Specific function:
Not Available
Gene Name:
PPCDC
Uniprot ID:
Q58DB8
Molecular weight:
25180.0
Reactions
4-Phosphopantothenoylcysteine → Pantetheine 4'-phosphate + Carbon dioxidedetails
Enzyme Details
5. Dephospho-CoA kinase domain-containing protein
General function:
Not Available
Specific function:
Not Available
Gene Name:
DCAKD
Uniprot ID:
Q3ZBS0
Molecular weight:
26384.0
Reactions
Pantetheine 4'-phosphate + Adenosine triphosphate → Dephospho-CoA + Pyrophosphatedetails
Enzyme Details
6. Ectonucleotide pyrophosphatase/phosphodiesterase family member 3
General function:
Not Available
Specific function:
Hydrolase that metabolizes extracellular nucleotides, including ATP, GTP, UTP and CTP (By similarity). Limits mast cell and basophil responses during inflammation and during the chronic phases of allergic responses by eliminating the extracellular ATP that functions as signaling molecule and activates basophils and mast cells and induces the release of inflammatory cytokines. Metabolizes extracellular ATP in the lumen of the small intestine, and thereby prevents ATP-induced apoptosis of intestinal plasmacytoid dendritic cells (By similarity). Has also alkaline phosphodiesterase activity (By similarity).
Gene Name:
ENPP3
Uniprot ID:
P15396
Molecular weight:
99523.0
Reactions
Dephospho-CoA + Water → Pantetheine 4'-phosphate + Adenosine monophosphatedetails