alpha-D-Glucose-1,6-bisphosphate (CHEM035538)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 05:52:04 UTC
Update Date2016-11-09 01:21:19 UTC
Accession NumberCHEM035538
Identification
Common Namealpha-D-Glucose-1,6-bisphosphate
ClassSmall Molecule
Description
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical 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 Mass340.116 g/mol
Monoisotopic Mass339.996 g/mol
CAS Registry Number10139-18-1
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
SMILESO[C@H]1[C@H](O)[C@@H](COP(O)(O)=O)O[C@H](OP(O)(O)=O)[C@@H]1O
InChI IdentifierInChI=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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility16 g/LALOGPS
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
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9422000000-7bfff1b0b2d51cca5dffSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-0fr5-7922130000-d6ba2057c5f43a10b976Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-002f-9182000000-23bca820b90a45f17acbSpectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 23V, positivesplash10-00dl-0089000000-14b2732dbc26e1c46650Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 23V, positivesplash10-03di-0090000000-eff1032954c312ffe781Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 4V, positivesplash10-03di-0019000000-b6e1680b5b949ae7c8f6Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 6V, positivesplash10-03xr-0069000000-63772b51257cee2af15aSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 9V, positivesplash10-014i-0092000000-65fab63b500e60a0ea01Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 14V, positivesplash10-014i-0190000000-bfbcf573cf5f756927f9Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 19V, positivesplash10-01b9-0790000000-757dcf8e67df0907f65aSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 24V, positivesplash10-00di-0920000000-18f7c04ce401fda68354Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 23V, positivesplash10-014i-0090000000-e9698a8c472de2ec65b3Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 23V, positivesplash10-00fr-0930000000-7f0cb15d50e589a9640fSpectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 23V, positivesplash10-0002-0910000000-4a92067b100f48729122Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 23V, positivesplash10-0002-0390000000-c8d4b6af4a7e1dbc6766Spectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 23V, positivesplash10-004i-0069000000-b2d82f85ee47b9928a9cSpectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 23V, positivesplash10-004i-0091000000-e9e211cdeab0d7aab3abSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 4V, positivesplash10-014i-0000900000-386775c642a8d4f6b7b3Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 7V, positivesplash10-014i-0004900000-249416017fe86caa0eb1Spectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 10V, positivesplash10-014i-0109200000-91fd1405fb3d3ce23e3dSpectrum
LC-MS/MSLC-MS/MS Spectrum - Orbitrap 16V, positivesplash10-014i-0309000000-71838f11ad810bfe78acSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-2169000000-7496db21481f5c6646f1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0007-8194000000-0ab11c338e7462b1784eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-9710000000-04febc887536086e1a99Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002r-7319000000-8f0f5f6bb5550e944766Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-e67858a197b35311ba75Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-44fd1ff1d686ff20aa4fSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB02835
HMDB IDHMDB0003514
FooDB IDFDB023185
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDALPHA-GLUCOSE-16-BISPHOSPHATE
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID74362
ChEBI ID18148
PubChem Compound ID82400
Kegg Compound IDC01231
YMDB IDYMDB16160
ECMDB IDECMDB03514
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Cadefau JA, Andres V, Carreras J, Vernet M, Grau JM, Urbano-Marquez A, Cusso R: Glucose 1,6-bisphosphate and fructose 2,6-bisphosphate in muscle from healthy humans and chronic alcoholic patients. Alcohol Alcohol. 1992 May;27(3):253-6.
2. Yamada Y, Kono N, Nakajima H, Shimizu T, Kiyokawa H, Kawachi M, Ono A, Nishimura T, Kuwajima M, Tarui S: Low glucose-1, 6-bisphosphate and high fructose-2, 6-bisphosphate concentrations in muscles of patients with glycogenosis types VII and V. Biochem Biophys Res Commun. 1991 Apr 15;176(1):7-10.
3. Katz A, Sahlin K, Broberg S: Regulation of glucose utilization in human skeletal muscle during moderate dynamic exercise. Am J Physiol. 1991 Mar;260(3 Pt 1):E411-5.
4. Katz A: G-1,6-P2, glycolysis, and energy metabolism during circulatory occlusion in human skeletal muscle. Am J Physiol. 1988 Aug;255(2 Pt 1):C140-4.
5. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043.
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=1449560