Human Metabolome Database Version 3.5

Showing metabocard for Pantetheine (HMDB03426)

Record Information
Version 3.5
Creation Date 2006-08-12 14:34:59 -0600
Update Date 2013-02-08 17:12:33 -0700
HMDB ID HMDB03426
Secondary Accession Numbers None
Metabolite Identification
Common Name Pantetheine
Description Pantetheine is the mercaptoethyl conjugated amide analogue of pantothenic acid (Vitamin B5). The dimer of this compound, pantethine is more commonly known, and is considered to be a more potent form of vitamin B5 than pantothenic acid. Pantetheine is an intermediate in the production of Coenzyme A by the body. An intermediate in the pathway of coenzyme A formation in mammalian liver and some microorganisms.
Structure Thumb
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. (R)-Pantetheine
  2. D-Pantetheine
  3. Lactobacillus bulgaricus factor
  4. LBF
  5. Pantotheine
Chemical Formula C11H22N2O4S
Average Molecular Weight 278.368
Monoisotopic Molecular Weight 278.130027892
IUPAC Name 2,4-dihydroxy-3,3-dimethyl-N-{2-[(2-sulfanylethyl)carbamoyl]ethyl}butanamide
Traditional IUPAC Name pantetheine
CAS Registry Number 496-65-1
SMILES CC(C)(CO)C(O)C(=O)NCCC(=O)NCCS
InChI Identifier InChI=1S/C11H22N2O4S/c1-11(2,7-14)9(16)10(17)13-4-3-8(15)12-5-6-18/h9,14,16,18H,3-7H2,1-2H3,(H,12,15)(H,13,17)
InChI Key ZNXZGRMVNNHPCA-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Organic Acids and Derivatives
Class Carboxylic Acids and Derivatives
Sub Class Carboxylic Acid Derivatives
Other Descriptors
  • Organic Compounds
  • Secondary Alcohols
  • a small molecule(Cyc)
Substituents
  • Alkylthiol
  • Primary Alcohol
  • Thiol (Sulfanyl Compound)
Direct Parent Secondary Carboxylic Acid Amides
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction
  • Component of Pantothenate and CoA biosynthesis
Application Not Available
Cellular locations
  • Cytoplasm (predicted from logP)
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 0.41 g/L ALOGPS
LogP -0.10 ALOGPS
LogP -1.5 ChemAxon
LogS -2.83 ALOGPS
pKa (strongest acidic) 10.07 ChemAxon
pKa (strongest basic) -1.5 ChemAxon
Hydrogen Acceptor Count 4 ChemAxon
Hydrogen Donor Count 5 ChemAxon
Polar Surface Area 98.66 A2 ChemAxon
Rotatable Bond Count 8 ChemAxon
Refractivity 70.7 ChemAxon
Polarizability 29.33 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biofluid Locations Not Available
Tissue Location Not Available
Pathways
Name SMPDB Link KEGG Link
Pantothenate and CoA Biosynthesis SMP00027 map00770 Link_out
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB023172
KNApSAcK ID Not Available
Chemspider ID 466 Link_out
KEGG Compound ID C00831 Link_out
BioCyc ID PANTETHEINE-P Link_out
BiGG ID 36144 Link_out
Wikipedia Link Pantetheine Link_out
NuGOwiki Link HMDB03426 Link_out
Metagene Link HMDB03426 Link_out
METLIN ID 6928 Link_out
PubChem Compound 479 Link_out
PDB ID Not Available
ChEBI ID 16753 Link_out
References
Synthesis Reference Mandel, Alexander L.; La Clair, James J.; Burkart, Michael D. Modular Synthesis of Pantetheine and Phosphopantetheine. Organic Letters (2004), 6(26), 4801-4803.
Material Safety Data Sheet (MSDS) Not Available
General References Not Available

Enzymes
Name: Pantothenate kinase 4
Reactions:
Adenosine triphosphate + Pantetheine unknown ADP + Pantetheine 4'-phosphate details
Gene Name: PANK4
Uniprot ID: Q9NVE7 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Pantothenate kinase 2, mitochondrial
Reactions:
Adenosine triphosphate + Pantetheine unknown ADP + Pantetheine 4'-phosphate details
Gene Name: PANK2
Uniprot ID: Q9BZ23 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Pantothenate kinase 1
Reactions:
Adenosine triphosphate + Pantetheine unknown ADP + Pantetheine 4'-phosphate details
Gene Name: PANK1
Uniprot ID: Q8TE04 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Pantothenate kinase 3
Reactions:
Adenosine triphosphate + Pantetheine unknown ADP + Pantetheine 4'-phosphate details
Gene Name: PANK3
Uniprot ID: Q9H999 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Pantetheinase
Reactions:
Pantetheine + Water unknown Pantothenic acid + Cysteamine details
Gene Name: VNN1
Uniprot ID: O95497 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Vascular non-inflammatory molecule 2
Reactions:
Pantetheine + Water unknown Pantothenic acid + Cysteamine details
Gene Name: VNN2
Uniprot ID: O95498 Link_out
Protein Sequence: FASTA
Name: Vascular non-inflammatory molecule 3
Reactions:
Pantetheine + Water unknown Pantothenic acid + Cysteamine details
Gene Name: VNN3
Uniprot ID: Q9NY84 Link_out