Showing Compound Card for alpha-D-Glucose 1,6-bisphosphate (CDB004961)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencesenzymes (4) Show 5 proteinsXML
Record Information
Version1.0
Created at2020-04-17 18:54:51 UTC
Updated at2020-11-18 16:39:07 UTC
CannabisDB IDCDB004961
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Namealpha-D-Glucose 1,6-bisphosphate
Descriptionalpha-D-Glucose 1,6-bisphosphate, also known as a-D-glucose 1,6-biphosphoric acid or glucose-1,6-diphosphate, belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. alpha-D-Glucose 1,6-bisphosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). alpha-D-Glucose 1,6-bisphosphate exists in all living species, ranging from bacteria to humans. A D-glucose 1,6-bisphosphate in which both phosphate groups are monophosphates. alpha-D-Glucose 1,6-bisphosphate is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
alpha-D-Glucose 1,6-biphosphateChEBI
D-Glucose 1,6-biphosphateChEBI
D-Glucose 1,6-bisphosphateKegg
a-D-Glucose 1,6-biphosphateGenerator
a-D-Glucose 1,6-biphosphoric acidGenerator
alpha-D-Glucose 1,6-biphosphoric acidGenerator
Α-D-glucose 1,6-biphosphateGenerator
Α-D-glucose 1,6-biphosphoric acidGenerator
D-Glucose 1,6-biphosphoric acidGenerator
D-Glucose 1,6-bisphosphoric acidGenerator
a-D-Glucose 1,6-bisphosphateGenerator
a-D-Glucose 1,6-bisphosphoric acidGenerator
alpha-D-Glucose 1,6-bisphosphoric acidGenerator
Α-D-glucose 1,6-bisphosphateGenerator
Α-D-glucose 1,6-bisphosphoric acidGenerator
a-D-Glucose 1,6-bis(dihydrogen phosphate)HMDB
a-D-Glucose 1,6-diphosphateHMDB
alpha-D-1,6-Bis(dihydrogen phosphate) glucopyranoseHMDB
alpha-D-Glucose 1,6-bis(dihydrogen phosphate)HMDB
alpha-D-Glucose 1,6-diphosphateHMDB
alpha-delta-1,6-Bis(dihydrogen phosphate) glucopyranoseHMDB
alpha-delta-Glucose 1,6-bis(dihydrogen phosphate)HMDB
alpha-delta-Glucose 1,6-bisphosphateHMDB
alpha-delta-Glucose 1,6-diphosphateHMDB
D-Glucose 1,6-diphosphateHMDB
delta-Glucose 1,6-diphosphateHMDB
Glucose 1,6-bisphosphateHMDB
Glucose 1,6-diphosphateHMDB
beta-D-Glucose 1,6-(bis)phosphateHMDB
Glucose-1,6-diphosphateHMDB
Glucose-1,6-bisphosphateHMDB
alpha-Glucose 1,6-diphosphateHMDB
Α-D-glucose 1,6-diphosphateHMDB
Α-glucose 1,6-diphosphateHMDB
alpha-D-Glucose 1,6-bisphosphateHMDB
Chemical FormulaC6H14O12P2
Average Molecular Weight340.12
Monoisotopic Molecular Weight339.996
IUPAC Name{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[(phosphonooxy)methyl]oxan-2-yl]oxy}phosphonic acid
Traditional Name[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[(phosphonooxy)methyl]oxan-2-yl]oxyphosphonic acid
CAS Registry Number10139-18-1
SMILES
O[C@H]1[C@H](O)[C@@H](COP(O)(O)=O)O[C@H](OP(O)(O)=O)[C@@H]1O
InChI Identifier
InChI=1S/C6H14O12P2/c7-3-2(1-16-19(10,11)12)17-6(5(9)4(3)8)18-20(13,14)15/h2-9H,1H2,(H2,10,11,12)(H2,13,14,15)/t2-,3-,4+,5-,6-/m1/s1
InChI KeyRWHOZGRAXYWRNX-VFUOTHLCSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentHexose phosphates
Alternative Parents
Substituents
  • Hexose phosphate
  • Monosaccharide phosphate
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Phosphoric acid ester
  • Oxane
  • Organic phosphoric acid derivative
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Organic oxide
  • Hydrocarbon derivative
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logP-4.374Not Available
Predicted Properties
PropertyValueSource
logP-1.6ALOGPS
logP-3.2ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)0.89ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area203.44 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity57.67 m³·mol⁻¹ChemAxon
Polarizability24.96 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSalpha-D-Glucose 1,6-bisphosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0002-9422000000-7bfff1b0b2d51cca5dffSpectrum
Predicted GC-MSalpha-D-Glucose 1,6-bisphosphate, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0fr5-7922130000-d6ba2057c5f43a10b976Spectrum
Predicted GC-MSalpha-D-Glucose 1,6-bisphosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSalpha-D-Glucose 1,6-bisphosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-002f-9182000000-23bca820b90a45f17acb2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 23V, positivesplash10-00dl-0089000000-14b2732dbc26e1c466502020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 23V, positivesplash10-03di-0090000000-eff1032954c312ffe7812020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 4V, positivesplash10-03di-0019000000-b6e1680b5b949ae7c8f62020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 6V, positivesplash10-03xr-0069000000-63772b51257cee2af15a2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 9V, positivesplash10-014i-0092000000-65fab63b500e60a0ea012020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 14V, positivesplash10-014i-0190000000-bfbcf573cf5f756927f92020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 19V, positivesplash10-01b9-0790000000-757dcf8e67df0907f65a2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 24V, positivesplash10-00di-0920000000-18f7c04ce401fda683542020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 23V, positivesplash10-014i-0090000000-e9698a8c472de2ec65b32020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 23V, positivesplash10-00fr-0930000000-7f0cb15d50e589a9640f2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 23V, positivesplash10-0002-0910000000-4a92067b100f487291222020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 23V, positivesplash10-0002-0390000000-c8d4b6af4a7e1dbc67662020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 23V, positivesplash10-004i-0069000000-b2d82f85ee47b9928a9c2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - n/a 23V, positivesplash10-004i-0091000000-e9e211cdeab0d7aab3ab2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 4V, positivesplash10-014i-0000900000-386775c642a8d4f6b7b32020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 7V, positivesplash10-014i-0004900000-249416017fe86caa0eb12020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 10V, positivesplash10-014i-0109200000-91fd1405fb3d3ce23e3d2020-07-22View Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 16V, positivesplash10-014i-0309000000-71838f11ad810bfe78ac2020-07-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-2169000000-7496db21481f5c6646f12015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0007-8194000000-0ab11c338e7462b1784e2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-9710000000-04febc887536086e1a992015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002r-7319000000-8f0f5f6bb5550e9447662015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-e67858a197b35311ba752015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-44fd1ff1d686ff20aa4f2015-09-15View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
Phosphomannomutase 2PMM216p13O15305 details
Cytochrome c oxidase subunit 5A, mitochondrialCOX5A15q24.1P20674 details
Phosphoglucomutase-2PGM24p14Q96G03 details
Glucose 1,6-bisphosphate synthasePGM2L111q13.4Q6PCE3 details
TransportersNot Available
Metal Bindings
Protein NameGene NameLocusUniprot IDDetails
Phosphoglucomutase-2PGM24p14Q96G03 details
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0003514
DrugBank IDDB02835
Phenol Explorer Compound IDNot Available
FoodDB IDFDB023185
KNApSAcK IDNot Available
Chemspider ID74362
KEGG Compound IDC01231
BioCyc IDALPHA-GLUCOSE-16-BISPHOSPHATE
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound82400
PDB IDNot Available
ChEBI ID18148
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. Cytochrome c oxidase subunit 5A, mitochondrial
General function:
Involved in cytochrome-c oxidase activity
Specific function:
This is the heme A-containing chain of cytochrome c oxidase, the terminal oxidase in mitochondrial electron transport
Gene Name:
COX5A
Uniprot ID:
P20674
Molecular weight:
16762.0
Enzyme Details
3. 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
Enzyme Details
4. Glucose 1,6-bisphosphate synthase
General function:
Involved in intramolecular transferase activity, phosphotransferases
Specific function:
Glucose 1,6-bisphosphate synthase using 1,3-bisphosphoglycerate as a phosphate donor and a series of 1-phosphate sugars as acceptors, including glucose 1-phosphate, mannose 1-phosphate, ribose 1-phosphate and deoxyribose 1-phosphate. 5 or 6-phosphosugars are bad substrates, with the exception of glucose 6-phosphate. Also synthesizes ribose 1,5-bisphosphate. Has only low phosphopentomutase and phosphoglucomutase activities.
Gene Name:
PGM2L1
Uniprot ID:
Q6PCE3
Molecular weight:
70441.085