Record Information
Version3.6
Creation Date2005-11-16 15:48:42 UTC
Update Date2013-02-09 00:10:42 UTC
HMDB IDHMDB01513
Secondary Accession NumbersNone
Metabolite Identification
Common NameDolichyl diphosphate
DescriptionThe glycosylation of asparagine residues in proteins is known to occur by transfer from a dolichyl diphosphate oligosaccharide containing glucose. The addition of all three glucoses to the dolichyl diphosphate oligosaccharide occur with dolichyl phosphate glucose as donor.(http://www.blackwell-synergy.com/links/doi/10.1111/j.1432-1033.1980.tb04498.x/abs/).
Structure
Thumb
Synonyms
  1. Dolichyl diphosphate
Chemical FormulaC12H26O7P2
Average Molecular Weight344.2782
Monoisotopic Molecular Weight344.11537621
IUPAC Name[({[(7E)-3,8-dimethyldec-7-en-1-yl]oxy}(hydroxy)phosphoryl)oxy]phosphonic acid
Traditional IUPAC Name{[(7E)-3,8-dimethyldec-7-en-1-yl]oxy(hydroxy)phosphoryl}oxyphosphonic acid
CAS Registry Number37247-98-6
SMILES
CC\C(C)=C\CCCC(C)CCOP(O)(=O)OP(O)(O)=O
InChI Identifier
InChI=1S/C12H26O7P2/c1-4-11(2)7-5-6-8-12(3)9-10-18-21(16,17)19-20(13,14)15/h7,12H,4-6,8-10H2,1-3H3,(H,16,17)(H2,13,14,15)/b11-7+
InChI KeyFFBTVOMODCZDNV-YRNVUSSQSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassAliphatic Acyclic Compounds
ClassOrganic Oxoanionic Compounds
Sub ClassOrganic Pyrophosphates
Other Descriptors
  • Aliphatic Acyclic Compounds
Substituents
  • Acyclic Alkene
  • Isoprene
  • Organic Phosphite
  • Phosphoric Acid Ester
Direct ParentOrganic Pyrophosphates
Ontology
StatusExpected and Not Quantified
Origin
  • Endogenous
Biofunction
  • Component of N-Glycan biosynthesis
ApplicationNot Available
Cellular locations
  • Membrane (predicted from logP)
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
water solubility0.64 g/LALOGPS
logP1.95ALOGPS
logP3.1ChemAxon
logS-2.7ALOGPS
pKa (strongest acidic)1.78ChemAxon
physiological charge-2ChemAxon
hydrogen acceptor count5ChemAxon
hydrogen donor count3ChemAxon
polar surface area113.29ChemAxon
rotatable bond count11ChemAxon
refractivity81.43ChemAxon
polarizability33.28ChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biofluid LocationsNot Available
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB022667
KNApSAcK IDNot Available
Chemspider ID13748633
KEGG Compound IDC00621
BioCyc IDCPD-224
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB01513
Metagene LinkHMDB01513
METLIN ID6290
PubChem Compound5462166
PDB IDNot Available
ChEBI ID15750
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Gene Name:
RPN1
Uniprot ID:
P04843
Reactions
Dolichyl diphosphooligosaccharide + [protein]-L-asparagine unknown Dolichyl diphosphate + a glycoprotein with the oligosaccharide chain attached by N-beta-D-glycosyl linkage to a protein L-asparaginedetails
Gene Name:
DOLPP1
Uniprot ID:
Q86YN1
Reactions
Dolichyl diphosphate + Water unknown Dolichol-20 + Phosphoric aciddetails
Gene Name:
DDOST
Uniprot ID:
P39656
Reactions
Dolichyl diphosphooligosaccharide + [protein]-L-asparagine unknown Dolichyl diphosphate + a glycoprotein with the oligosaccharide chain attached by N-beta-D-glycosyl linkage to a protein L-asparaginedetails
Gene Name:
RPN2
Uniprot ID:
P04844
Reactions
Dolichyl diphosphooligosaccharide + [protein]-L-asparagine unknown Dolichyl diphosphate + a glycoprotein with the oligosaccharide chain attached by N-beta-D-glycosyl linkage to a protein L-asparaginedetails
Gene Name:
STT3A
Uniprot ID:
P46977
Reactions
Dolichyl diphosphooligosaccharide + [protein]-L-asparagine unknown Dolichyl diphosphate + a glycoprotein with the oligosaccharide chain attached by N-beta-D-glycosyl linkage to a protein L-asparaginedetails
Dolichyl diphosphooligosaccharide + Protein asparagine unknown Dolichyl diphosphate + Glycoprotein with the oligosaccharide chain attached by N-glycosyl linkage to protein L-asparaginedetails
Protein asparagine + unknown Dolichyl diphosphate + details
Gene Name:
DAD1
Uniprot ID:
P61803
Reactions
Dolichyl diphosphooligosaccharide + [protein]-L-asparagine unknown Dolichyl diphosphate + a glycoprotein with the oligosaccharide chain attached by N-beta-D-glycosyl linkage to a protein L-asparaginedetails
Gene Name:
STT3B
Uniprot ID:
Q8TCJ2
Reactions
Dolichyl diphosphooligosaccharide + [protein]-L-asparagine unknown Dolichyl diphosphate + a glycoprotein with the oligosaccharide chain attached by N-beta-D-glycosyl linkage to a protein L-asparaginedetails
Dolichyl diphosphooligosaccharide + Protein asparagine unknown Dolichyl diphosphate + Glycoprotein with the oligosaccharide chain attached by N-glycosyl linkage to protein L-asparaginedetails
Protein asparagine + unknown Dolichyl diphosphate + details