Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2009-04-06 16:21:12 UTC
Update Date2022-03-07 02:51:22 UTC
HMDB IDHMDB0012218
Secondary Accession Numbers
  • HMDB12218
Metabolite Identification
Common NameDolichyl beta-D-mannosyl phosphate
DescriptionDolichyl beta-D-mannosyl phosphate, also known as D mannopyranosyldolichyl or phosphate, dolichyl mannopyranosyl, belongs to the class of organic compounds known as dolichyl monophosphates. These are polyprenyl compounds consisting of a monophosphate group substituted by a dolichyl moiety. Based on a literature review a small amount of articles have been published on Dolichyl beta-D-mannosyl phosphate.
Structure
Data?1582753028
Synonyms
ValueSource
Dolichyl b-D-mannosyl phosphateGenerator
Dolichyl b-D-mannosyl phosphoric acidGenerator
Dolichyl beta-D-mannosyl phosphoric acidGenerator
Dolichyl β-D-mannosyl phosphateGenerator
Dolichyl β-D-mannosyl phosphoric acidGenerator
D-MannopyranosyldolichylMeSH
Dolichyl mannopyranosyl phosphateMeSH
Phosphate, dolichyl mannopyranosylMeSH
Alpha-D-Mannopyranosyl phosphate, dolichylMeSH
Dolichyl Alpha D mannopyranosyl phosphateMeSH
Dolichyl Alpha-D-mannopyranosyl phosphateMeSH
Mannopyranosyl phosphate, dolichylMeSH
Phosphate, dolichyl Alpha-D-mannopyranosylMeSH
Dolichol monophosphate mannoseMeSH
Dolicholphosphate mannoseMeSH
MannolipidMeSH
Mannose, dolichol monophosphateMeSH
Mannose, dolicholphosphateMeSH
Phosphoryl dolichol, mannosylMeSH
D MannopyranosyldolichylMeSH
Dolichol, mannosyl phosphorylMeSH
Dolichyl mannosyl phosphateMeSH
Mannosyl phosphate, dolichylMeSH
monoPhosphate mannose, dolicholMeSH
Phosphate, dolichyl mannosylMeSH
b-D-Mannopyranose-1-ester with dolichol dihydrogen phosphateHMDB
beta-D-Mannopyranose-1-ester with dolichol dihydrogen phosphateHMDB
D-Mannose ester with dolichol dihydrogen phosphateHMDB
Dolichyl D-mannosyl phosphateHMDB
Dolichyl mannosyl mannolipid phosphateHMDB
Dolichyl phosphate D-mannoseHMDB
Mannosyl phosphoryl dolicholHMDB
{[(6E,10E,14E,18E,22E,26E,30E,34E,38E,42E,46E,50E,54E,58E)-3,7,11,15,19,23,27,31,35,39,43,47,51,55,59,63-hexadecamethyltetrahexaconta-6,10,14,18,22,26,30,34,38,42,46,50,54,58,62-pentadecaen-1-yl]oxy}({[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinateGenerator, HMDB
Chemical FormulaC86H143O9P
Average Molecular Weight1352.024
Monoisotopic Molecular Weight1351.046972686
IUPAC Name{[(6E,10E,14E,18E,22E,26E,30E,34E,38E,42E,46E,50E,54E,58E)-3,7,11,15,19,23,27,31,35,39,43,47,51,55,59,63-hexadecamethyltetrahexaconta-6,10,14,18,22,26,30,34,38,42,46,50,54,58,62-pentadecaen-1-yl]oxy}({[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid
Traditional Name[(6E,10E,14E,18E,22E,26E,30E,34E,38E,42E,46E,50E,54E,58E)-3,7,11,15,19,23,27,31,35,39,43,47,51,55,59,63-hexadecamethyltetrahexaconta-6,10,14,18,22,26,30,34,38,42,46,50,54,58,62-pentadecaen-1-yl]oxy[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphosphinic acid
CAS Registry NumberNot Available
SMILES
OC[C@H]1O[C@@H](OP(=O)(O)OCCC(C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)[C@@H](O)[C@@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C86H143O9P/c1-66(2)33-18-34-67(3)35-19-36-68(4)37-20-38-69(5)39-21-40-70(6)41-22-42-71(7)43-23-44-72(8)45-24-46-73(9)47-25-48-74(10)49-26-50-75(11)51-27-52-76(12)53-28-54-77(13)55-29-56-78(14)57-30-58-79(15)59-31-60-80(16)61-32-62-81(17)63-64-93-96(91,92)95-86-85(90)84(89)83(88)82(65-87)94-86/h33,35,37,39,41,43,45,47,49,51,53,55,57,59,61,81-90H,18-32,34,36,38,40,42,44,46,48,50,52,54,56,58,60,62-65H2,1-17H3,(H,91,92)/b67-35+,68-37+,69-39+,70-41+,71-43+,72-45+,73-47+,74-49+,75-51+,76-53+,77-55+,78-57+,79-59+,80-61+/t81?,82-,83-,84+,85+,86+/m1/s1
InChI KeyYRJQNWAWJNIMPJ-HNEPGKAWSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dolichyl monophosphates. These are polyprenyl compounds consisting of a monophosphate group substituted by a dolichyl moiety.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassPolyprenols
Direct ParentDolichyl monophosphates
Alternative Parents
Substituents
  • Polyterpenoid
  • Polyprenyl monophosphate
  • Dolichyl monophosphate
  • Hexose monosaccharide
  • Monosaccharide phosphate
  • Dialkyl phosphate
  • Monosaccharide
  • Organic phosphoric acid derivative
  • Oxane
  • Alkyl phosphate
  • Phosphoric acid ester
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Organooxygen compound
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Primary alcohol
  • Organic oxygen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Source

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00065 g/LALOGPS
logP9.23ALOGPS
logP23.83ChemAxon
logS-6.3ALOGPS
pKa (Strongest Acidic)1.62ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area145.91 ŲChemAxon
Rotatable Bond Count52ChemAxon
Refractivity426.74 m³·mol⁻¹ChemAxon
Polarizability173.25 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+407.93930932474
DeepCCS[M-H]-406.21630932474
DeepCCS[M-2H]-440.24830932474
DeepCCS[M+Na]+414.18830932474

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichyl beta-D-mannosyl phosphate 10V, Negative-QTOFsplash10-0udi-2938000000-fa2ad4c284d94c096da72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichyl beta-D-mannosyl phosphate 20V, Negative-QTOFsplash10-004i-9121000000-875e17e77981d3f058ec2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichyl beta-D-mannosyl phosphate 40V, Negative-QTOFsplash10-004i-9000000000-ceca6a1ee184c0cd89362017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichyl beta-D-mannosyl phosphate 10V, Negative-QTOFsplash10-0udi-0109000000-5a9027f88cffa7170ad12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichyl beta-D-mannosyl phosphate 20V, Negative-QTOFsplash10-0fbj-9744000000-d5a85e94ba53ff8adc842021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichyl beta-D-mannosyl phosphate 40V, Negative-QTOFsplash10-002b-9200000000-1549d6155cb5d4a3c3a22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichyl beta-D-mannosyl phosphate 10V, Positive-QTOFsplash10-0006-7904000000-8463e8c0990735747c592017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichyl beta-D-mannosyl phosphate 20V, Positive-QTOFsplash10-0006-9200000000-cca7649c93e201dfe9912017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichyl beta-D-mannosyl phosphate 40V, Positive-QTOFsplash10-0006-9300000000-8bba3a0bc7d3a528275c2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichyl beta-D-mannosyl phosphate 10V, Positive-QTOFsplash10-0f8c-6395000000-e8f16b31e928e42d351b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichyl beta-D-mannosyl phosphate 20V, Positive-QTOFsplash10-00mn-1211458469-765845c818d3de0058c72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Dolichyl beta-D-mannosyl phosphate 40V, Positive-QTOFsplash10-0hj2-9101425243-0654b575804dd3185b152021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028862
KNApSAcK IDNot Available
Chemspider ID35032419
KEGG Compound IDNot Available
BioCyc IDCPD-171
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53481390
PDB IDNot Available
ChEBI ID17624
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

General function:
Cell wall/membrane/envelope biogenesis
Specific function:
Transfers mannose from GDP-mannose to dolichol monophosphate to form dolichol phosphate mannose (Dol-P-Man) which is the mannosyl donor in pathways leading to N-glycosylation, glycosyl phosphatidylinositol membrane anchoring, and O-mannosylation of proteins.
Gene Name:
DPM1
Uniprot ID:
O60762
Molecular weight:
29633.995
Reactions
Guanosine diphosphate mannose + Dolichol-20 → Guanosine diphosphate + Dolichyl beta-D-mannosyl phosphatedetails