alpha-D-Glucopyranose (C6H12O6): structure, properties and hazards

Names and identifiers

IUPAC name: (2S,3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
Synonyms: alpha-glucose, dextrose, grape sugar
+ 40 more
blood sugar, starch unit, D-glucose, alpha-D-glucose, alpha-Dextrose, (2S,3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol, 5J5I9EB41E, CHEBI:17925, DTXSID30197710, RefChem:936358, GlyTouCan:G58161NS, DTXCID90120201, G58161NS, 207-757-8, 607-980-4, Glucopyranose, alpha-D-, alpha-d(+)-glucose, (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol, a-D-Glucose, MFCD00063774, SCHEMBL6222, (1->3)-alpha-D-glucan, (1->6)-alpha-D-glucan, (2S,3R,4S,5S,6R)-6-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetrol, glucoses, CHEMBL423707, D-gluose, alpha-D-glucopyranose, Phase II, CHEBI:18269, BDBM50351158, NCGC00160621-03, .alpha.-D-Glucopyranose, alpha-D-glucose, Phase I, EN300-59169, C00267, alpha-D-glucose, Phase II, alpha-D-glucopyranose, Phase I, D-(+)-Glucose, plant cell culture tested, BioReagent, Q23905965, Z905052654
Molecular formula: C₆H₁₂O₆
Empirical formula: CH₂O
Molecular weight: 180.16 g/mol
Exact mass: 180.06339
CAS number: 492-62-6
PubChem CID: 79025
Canonical SMILES: C(C1C(C(C(C(O1)O)O)O)O)O
Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O)O)O)O)O
InChI: InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m1/s1
InChIKey: WQZGKKKJIJFFOK-DVKNGEFBSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms: 12
Rings: 1
Aromatic rings: 0
Fraction sp³ carbons (Fsp3): 1
H-bond donors: 5
H-bond acceptors: 6
Rotatable bonds: 1
TPSA (Å²): 110.4 computed here · PubChem 110
Formal charge: 0
XLogP3: -2.6 PubChem
Complexity: 151 PubChem
Stereocenters: 5 definedCIP: C3: R · C5: S · C7: R · C9: S · C11: S
Double-bond geometry: None specified
Point group: C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

C40.00%
H6.71%
O53.28%

Isotope pattern

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P: -3.22 Crippen (Wildman and Crippen 1999)
log S (water solubility): 1.14 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 3.6 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 180.16
log P ≤ 5 (Crippen): -3.22
H-bond donors ≤ 5: 5
H-bond acceptors ≤ 10: 6

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

This chemical does not meet GHS hazard criteria for 98% (48 of 49) of all reports.[1]

Safety data sheets on the supplier’s page: ChemoSapiens, Sigma-Aldrich, BOC Sciences.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

[1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
[2]NMRShiftDB · Linked only · via PubChem · retrieved 2026-10-14
[3]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
[4]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
[5]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
[6]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
·Literature on PubChem

Data last updated 2026-10-14.

Similar structures

Tanimoto similarity on Morgan fingerprints (radius 2) with RDKit 2026.09, at least 45%.