Showing Compound Card for D-Mannose 1-phosphate (CDB004978)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencesenzymes (5) Show 7 proteinsXML
Record Information
Version1.0
Created at2020-04-17 18:56:38 UTC
Updated at2020-11-18 16:39:08 UTC
CannabisDB IDCDB004978
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameD-Mannose 1-phosphate
DescriptionD-Mannose 1-phosphate belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. D-Mannose 1-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). D-Mannose 1-phosphate exists in all living species, ranging from bacteria to humans. Within humans, D-mannose 1-phosphate participates in a number of enzymatic reactions. In particular, D-mannose 1-phosphate can be converted into mannose 6-phosphate through its interaction with the enzyme phosphomannomutase 1. In addition, D-mannose 1-phosphate can be converted into guanosine diphosphate mannose through its interaction with the enzyme mannose-1-phosphate guanyltransferase beta. A D-mannose 1-phosphate with an alpha-configuration at the anomeric position. In humans, D-mannose 1-phosphate is involved in the metabolic disorder called fructosuria. Outside of the human body, D-Mannose 1-phosphate has been detected, but not quantified in, several different foods, such as dills, squashberries, burdocks, tree ferns, and common hazelnuts. This could make D-mannose 1-phosphate a potential biomarker for the consumption of these foods. D-Mannose 1-phosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
1-O-Phosphono-alpha-D-mannopyranoseChEBI
alpha-D-Mannose 1-phosphateKegg
1-O-Phosphono-a-D-mannopyranoseGenerator
1-O-Phosphono-α-D-mannopyranoseGenerator
a-D-Mannose 1-phosphateGenerator
a-D-Mannose 1-phosphoric acidGenerator
alpha-D-Mannose 1-phosphoric acidGenerator
Α-D-mannose 1-phosphateGenerator
Α-D-mannose 1-phosphoric acidGenerator
D-Mannose 1-phosphoric acidGenerator
Mannose phosphateHMDB
Mannosyl phosphateHMDB
alpha-D-Mannopyranosyl phosphateHMDB
Α-D-mannopyranosyl phosphateHMDB
D-Mannose 1-phosphateHMDB
Chemical FormulaC6H13O9P
Average Molecular Weight260.14
Monoisotopic Molecular Weight260.0297
IUPAC Name{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid
Traditional Nameα-D-mannose 1-phosphate
CAS Registry Number15978-07-1
SMILES
OC[C@H]1O[C@H](OP(O)(O)=O)[C@@H](O)[C@@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5+,6-/m1/s1
InChI KeyHXXFSFRBOHSIMQ-RWOPYEJCSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentMonosaccharide phosphates
Alternative Parents
Substituents
  • Hexose monosaccharide
  • Monosaccharide phosphate
  • Monoalkyl phosphate
  • Organic phosphoric acid derivative
  • Oxane
  • Alkyl phosphate
  • Phosphoric acid ester
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Alcohol
  • Hydrocarbon derivative
  • Primary alcohol
  • Organic oxide
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Role

Industrial application:

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-2ALOGPS
logP-3.1ChemAxon
logS-0.91ALOGPS
pKa (Strongest Acidic)1.16ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area156.91 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity46.8 m³·mol⁻¹ChemAxon
Polarizability20.79 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSD-Mannose 1-phosphate, 6 TMS, GC-MS Spectrumsplash10-014i-1893000000-0ec9e139257029be0d07Spectrum
GC-MSD-Mannose 1-phosphate, non-derivatized, GC-MS Spectrumsplash10-014i-1893000000-0ec9e139257029be0d07Spectrum
Predicted GC-MSD-Mannose 1-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-9110000000-ee60e23a7f8053dae6d3Spectrum
Predicted GC-MSD-Mannose 1-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ 10V, negativesplash10-0a4i-0090000000-2e5875c3e22b2e3a71a12020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ 20V, negativesplash10-052b-9040000000-89ecbcd295c6d0384f712020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ 30V, negativesplash10-002b-9000000000-14994c7e3eb1e8740c0c2020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ 40V, negativesplash10-004j-9000000000-d9caf3d442b3d1049cb72020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ 50V, negativesplash10-004i-9000000000-d811f3fa31d259632f062020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 32V, negativesplash10-002b-9010000000-8a25a18fb090da3865132020-07-21View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 5V, negativesplash10-014i-0000090000-6be9a8a818482ea3cdc02020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 7V, negativesplash10-066r-0080090000-079a2526bc0a82c741282020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 10V, negativesplash10-0a4i-0090010000-67955d75fc73e364bf182020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 13V, negativesplash10-0a4i-0090000000-95f1d24de8e759cab1f52020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 17V, negativesplash10-0a4i-4090000000-d83cbd491021191292e02020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 21V, negativesplash10-052b-9040000000-0f0c04a19b0af9146da82020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 25V, negativesplash10-0002-9010000000-c9bc8b9da20017c781ab2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 29V, negativesplash10-002b-9000000000-227ba0ed92621a8da2302020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 34V, negativesplash10-004j-9000000000-e52ce7e33a84536729c52020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 40V, negativesplash10-004j-9000000000-90073d80126ab47a6be62020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 48V, negativesplash10-004i-9000000000-ee9b279cec8affdff4722020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 18V, negativesplash10-0a4i-0092300000-ec5386566d535bcfb5c42020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 3V, negativesplash10-0a4i-0090000000-487f81588e1cfed3c7c32020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-9240000000-0a7885872856fe43526b2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9240000000-b437590c213fb263989d2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0532-9100000000-97504a02d14244b901cb2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a6r-9360000000-98c3aee1d36863dc12ab2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9110000000-92ad15ffc9eae3eed0392016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-dfc211275bafe42581ae2016-09-12View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
Phosphomannomutase 2PMM216p13O15305 details
Phosphomannomutase 1PMM122q13.2Q92871 details
Mannose-1-phosphate guanyltransferase betaGMPPB3p21.31Q9Y5P6 details
Mannose-1-phosphate guanyltransferase alphaGMPPA2q35Q96IJ6 details
Phosphoglucomutase-2PGM24p14Q96G03 details
TransportersNot Available
Metal Bindings
Protein NameGene NameLocusUniprot IDDetails
Phosphomannomutase 1PMM122q13.2Q92871 details
Phosphoglucomutase-2PGM24p14Q96G03 details
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0006330
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB031268
KNApSAcK IDC00007389
Chemspider ID388412
KEGG Compound IDC00636
BioCyc IDMANNOSE-1P
BiGG IDNot Available
Wikipedia LinkMannose_1-phosphate
METLIN IDNot Available
PubChem Compound439279
PDB IDNot Available
ChEBI ID18205
References
General ReferencesNot Available

Enzymes

Enzyme Details
1. Phosphomannomutase 2
General function:
Involved in catalytic activity
Specific function:
Involved in the synthesis of the GDP-mannose and dolichol-phosphate-mannose required for a number of critical mannosyl transfer reactions (By similarity).
Gene Name:
PMM2
Uniprot ID:
O15305
Molecular weight:
28081.925
Enzyme Details
2. Phosphomannomutase 1
General function:
Involved in metal ion binding
Specific function:
Involved in the synthesis of the GDP-mannose and dolichol-phosphate-mannose required for a number of critical mannosyl transfer reactions. In addition, may be responsible for the degradation of glucose-1,6-bisphosphate in ischemic brain.
Gene Name:
PMM1
Uniprot ID:
Q92871
Molecular weight:
29746.545
Enzyme Details
3. Mannose-1-phosphate guanyltransferase beta
General function:
Involved in transferase activity
Specific function:
Not Available
Gene Name:
GMPPB
Uniprot ID:
Q9Y5P6
Molecular weight:
42649.34
Enzyme Details
4. Mannose-1-phosphate guanyltransferase alpha
General function:
Involved in transferase activity
Specific function:
Not Available
Gene Name:
GMPPA
Uniprot ID:
Q96IJ6
Molecular weight:
46290.785
Enzyme Details
5. Phosphoglucomutase-2
General function:
Involved in intramolecular transferase activity, phosphotransferases
Specific function:
Catalyzes the conversion of the nucleoside breakdown products ribose-1-phosphate and deoxyribose-1-phosphate to the corresponding 5-phosphopentoses. May also catalyze the interconversion of glucose-1-phosphate and glucose-6-phosphate. Has low glucose 1,6-bisphosphate synthase activity.
Gene Name:
PGM2
Uniprot ID:
Q96G03
Molecular weight:
68282.765