Basic information
- CAS
3416-24-8- Standard SMILES
N[C@@H](C=O)[C@@H](O)[C@H](O)[C@H](O)CO- InChIKey
FZHXIRIBWMQPQF-SLPGGIOYSA-N- Molecular formula
- C6H13NO5
- Average molar mass
- 179.17 g/mol
- Monoisotopic mass
- 179.07937252
Overview
Aldehydo-D-glucosamine is the open-chain form of D-glucosamine. It is functionally related to an aldehydo-D-glucose.
Names & identifiers
- Preferred name
- (2R,3R,4S,5R)-2-amino-3,4,5,6-tetrahydroxyhexanal
- IUPAC
- (2R,3R,4S,5R)-2-amino-3,4,5,6-tetrahydroxyhexanal
- English name
- Glucosamine
- Molecular formula
- C6H13NO5
- Molecular weight
- 179.17
Names & synonyms
(2R,3R,4S,5R)-2-amino-3,4,5,6-tetrahydroxyhexanalRefChem:934719GlyTouCan:G78578OAG78578OAaldehydo-D-glucosamine2-amino-2-deoxy-aldehydo-D-glucoseMFCD01631140GLUCOSAMINE [MI]GLUCOSAMINE [INN]GLUCOSAMINE [HSDB]GLUCOSAMINE [USAN]GLUCOSAMINE [VANDF]
Show more names
D-GLUCOSAMINEaminoglucose2-amino-2-deoxy-d-glucose2-amino-2-deoxy-d-glucosGLUCOSAMINEGlucosamine 13C6D-(+)-Glucosamine hySYNTHETICGLUCOSAMINEPropyl N-Acetyl-βGlucosamine USP/EP/BP
SCHEMBL3264GLUCOSAMINE [MART.]GLUCOSAMINE [WHO-DD]orb1310625CHEBI:20993(2R,3R,4S,5R)-2-Amino-3,4,5,6-tetrahydroxy-hexanalHMS6018E13HY-B1125
Database identifiers
- CAS
3416-24-8- PubChem CID
- 3034366
- DTXSID
Properties
Computed structural properties
- XLogP
- -3.7
- Topological polar surface area
- 124 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 5
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 142
Physicochemical properties
- Boiling point
- 311.69 °C · 311.69°C (rough estimate)
- Density
- 1.3767 · 1.3767 (rough estimate)
- refractive index
- 1.424 · 1.4240 (estimate)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- 23 · DMSO:23.0(Max Conc. mg/mL);128.37(Max Conc. mM)Water:36.0(Max Conc. mg/mL);200.93(Max Conc. mM)
- form
- Solid
- pka
- 8.04 · pKa 8.04(H2O,t = 15.5,I=0.00,N2)(Approximate)
- Melting point
- 88 °C · 88 °C
- color
- White to Off-White
- optical activity
- 100 · α form +100 → +72(HCl) β form +28 → +47.5
- Henry's Law Constant
- 1.3 · 1.3×1010 mol/(m3Pa) at 25℃, HSDB (2015)
- Cosmetics Ingredients Functions
- ANTISTATICHAIR CONDITIONING
- Cosmetic Ingredient Review (CIR)
- Glucosamine (3416-24-8)
- InChI
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- tsca
- TSCA listed
- Hazardous Substances Data
- 3416-24-8(Hazardous Substances Data)
Chemistry & industry
Applications
OccurrenceGlucosamine is found in mucopolysaccharides, chitin, and mucoproteins. Glucosamine is a naturally occurring substance; glucosamine sulfate is manufactured synthetically.
UsesGlucosamine is an amino sugar that can regulate growth factor gene transcription. It is also widely touted as remedy for osteoarthritis (OA).
UsesPharmaceutic aid.
Preparation methods
PreparationGlucosamine can be prepared from shrimp exoskeletons[1].
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
南通润丰石油化工有限公司66017690 19952660367 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
河北创之源生物科技有限公司13012111162 · [email protected]
陕西帕尼尔生物科技有限公司029-84385017; +8613259417953 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
Related reactions
7 records
Compound notes
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