D-Glucosamine
Athanor · official
C6H13NO5 · 179.17 g/mol
IUPAC name: (3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol
Also called chitosamine, 2-amino-2-deoxyglucose, glucosamine
Names and identifiers
- IUPAC name
- (3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol
- Synonyms
- chitosamine, 2-amino-2-deoxyglucose, glucosamine
+ 36 more
2-amino-2-deoxy-D-glucopyranose, (3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol, Glucosamina, Mediflex, (3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)tetrahydro-2H-pyran-2,4,5-triol, 2-Deoxy-2-amino-D-glucose, D-GlcN, 2-deoxy-2-amino-d-glucopyranose, 2-Amino-2-deoxy-D-glucose, 2-deoxy-2-amino-glucose, 2-amino-2-deoxy-glucopyranose, CHEBI:5417, CHEMBL493287, 2-Deoxy-2-Amino-Glucopyranose, 2-amino-2-deoxy-glucopyranoside, CHEBI:17315, 2-Deoxy-2-Amino-Glucopyranoside, 2-amino-2-deoxy-d-glucopyranoside, 2-Deoxy-2-Amino-D-Glucopyranoside, D-Glucopyranose, 2-deoxy-2-Amino-, 2-Amino-2-deoxy-glucose, glucosamin, Glucosaminum, D-Glucose, 2-amino-2-deoxy-, Cidaflex, Schiff, Optiflex-G, GlcN, SNFG:GlcN, GlcN (SNFG), RefChem:7390, 2 Amino 2 Deoxyglucose, GlyTouCan:G80384UV, G80384UV, (3S,4S,5R,6S)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol, 222-311-2
- Molecular formula
- C6H13NO5
- Empirical formula
- C6H13NO5
- Molecular weight
- 179.17 g/mol
- Exact mass
- 179.07937
- CAS number
- 3416-24-8
- PubChem CID
- 439213
- Canonical SMILES
- C(C1C(C(C(C(O1)O)N)O)O)O
- Isomeric SMILES
- C([C@@H]1[C@H]([C@@H]([C@H](C(O1)O)N)O)O)O
- InChI
- InChI=1S/C6H13NO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1,7H2/t2-,3-,4-,5-,6?/m1/s1
- InChIKey
- MSWZFWKMSRAUBD-IVMDWMLBSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Physical properties
Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.
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 (Ų)
- 116.2 computed here · PubChem 116
- Formal charge
- 0
- XLogP3
- -2.8 PubChem
- Complexity
- 155 PubChem
- Stereocenters
- 4 defined, 1 undefinedCIP: C3: R · C5: undefined · C7: R · C9: R · 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
- C40.22%
- H7.31%
- N7.82%
- O44.65%
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
- -3.25 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- 1.17 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 3.84 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 179.17
- log P ≤ 5 (Crippen): -3.25
- 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 100% (6 of 6) of all reports.[2]
Safety data sheets on the supplier’s page: Aladdin Scientific, eNovation Chemicals, BOC Sciences.
Always read the supplier’s safety data sheet before working with it.
Spectra
- 1H NMRSpectraBase
- 13C NMRSpectraBase
- 1H-1H NMRHuman Metabolome Database (HMDB)
- 1H-13C NMRHuman Metabolome Database (HMDB) (Bruker · 600 MHz · Water)
- GC-MSNIST Mass Spectrometry Data Center
- MS-MSHuman Metabolome Database (HMDB) (Quattro_QQQ · Positive) · Human Metabolome Database (HMDB) (Quattro_QQQ · Positive) · Human Metabolome Database (HMDB) (Quattro_QQQ · Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive)
- LC-MSMassBank Europe (Agilent 6530 QTOF · LC-ESI-QTOF · POSITIVE) · MassBank Europe (Thermo Scientific Q-Exactive Focus · LC-ESI-ITFT · POSITIVE) · MassBank Europe (Thermo Scientific Q-Exactive Focus · LC-ESI-ITFT · POSITIVE) · MassBank Europe (Thermo Scientific Q-Exactive Focus · LC-ESI-ITFT · POSITIVE) · MassBank Europe (Thermo Scientific Q-Exactive Focus · LC-ESI-ITFT · POSITIVE) · MassBank Europe (Thermo Scientific Q-Exactive Focus · LC-ESI-ITFT · POSITIVE)
- Other MSMassBank of North America (MoNA) (TQD, Waters · Flow-injection QqQ/MS · ESI) · MassBank of North America (MoNA) (Agilent 6550 iFunnel · Q-TOF · ESI) · MassBank of North America (MoNA) (Agilent 6550 iFunnel · Q-TOF · ESI)
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]Hazardous Substances Data Bank (HSDB) · Public domain (US NLM) · via PubChem · retrieved 2026-10-14
- [2]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
- [3]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
- [4]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
- [5]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
- [6]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
- [7]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.