Human Metabolome Database Version 3.5

Showing metabocard for Dolichyl diphosphate (HMDB01513)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-02-08 17:10:42 -0700
HMDB ID HMDB01513
Secondary Accession Numbers None
Metabolite Identification
Common Name Dolichyl diphosphate
Description The 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
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. Dolichyl diphosphate
Chemical Formula C12H26O7P2
Average Molecular Weight 344.2782
Monoisotopic Molecular Weight 344.11537621
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 Number 37247-98-6
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 Key FFBTVOMODCZDNV-YRNVUSSQSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aliphatic Acyclic Compounds
Class Organic Oxoanionic Compounds
Sub Class Organic Pyrophosphates
Other Descriptors
  • Aliphatic Acyclic Compounds
Substituents
  • Acyclic Alkene
  • Isoprene
  • Organic Phosphite
  • Phosphoric Acid Ester
Direct Parent Organic Pyrophosphates
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction
  • Component of N-Glycan biosynthesis
Application Not Available
Cellular locations
  • Membrane (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 0.64 g/L ALOGPS
LogP 1.95 ALOGPS
LogP 3.1 ChemAxon
LogS -2.73 ALOGPS
pKa (strongest acidic) 1.78 ChemAxon
Hydrogen Acceptor Count 5 ChemAxon
Hydrogen Donor Count 3 ChemAxon
Polar Surface Area 113.29 A2 ChemAxon
Rotatable Bond Count 11 ChemAxon
Refractivity 81.43 ChemAxon
Polarizability 33.28 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -2 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
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 FDB022667
KNApSAcK ID Not Available
Chemspider ID 13748633 Link_out
KEGG Compound ID C00621 Link_out
BioCyc ID CPD-224 Link_out
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB01513 Link_out
Metagene Link HMDB01513 Link_out
METLIN ID 6290 Link_out
PubChem Compound 5462166 Link_out
PDB ID Not Available
ChEBI ID 15750 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available

Enzymes
Name: Dolichyl-diphosphooligosaccharide--protein glycosyltransferase subunit 1
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-asparagine details
Gene Name: RPN1
Uniprot ID: P04843 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Dolichyldiphosphatase 1
Reactions:
Dolichyl diphosphate + Water unknown Dolichol-20 + Phosphoric acid details
Gene Name: DOLPP1
Uniprot ID: Q86YN1 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Dolichyl-diphosphooligosaccharide--protein glycosyltransferase 48 kDa subunit
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-asparagine details
Gene Name: DDOST
Uniprot ID: P39656 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Dolichyl-diphosphooligosaccharide--protein glycosyltransferase subunit 2
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-asparagine details
Gene Name: RPN2
Uniprot ID: P04844 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Dolichyl-diphosphooligosaccharide--protein glycosyltransferase subunit STT3A
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-asparagine details
Dolichyl diphosphooligosaccharide + Protein asparagine unknown Dolichyl diphosphate + Glycoprotein with the oligosaccharide chain attached by N-glycosyl linkage to protein L-asparagine details
Protein asparagine + unknown Dolichyl diphosphate + details
Gene Name: STT3A
Uniprot ID: P46977 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Dolichyl-diphosphooligosaccharide--protein glycosyltransferase subunit DAD1
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-asparagine details
Gene Name: DAD1
Uniprot ID: P61803 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Dolichyl-diphosphooligosaccharide--protein glycosyltransferase subunit STT3B
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-asparagine details
Dolichyl diphosphooligosaccharide + Protein asparagine unknown Dolichyl diphosphate + Glycoprotein with the oligosaccharide chain attached by N-glycosyl linkage to protein L-asparagine details
Protein asparagine + unknown Dolichyl diphosphate + details
Gene Name: STT3B
Uniprot ID: Q8TCJ2 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA