Basic information
- CAS
3646-68-2- Standard SMILES
N[C@@H](C(=O)O)[C@@H](O)[C@H](O)[C@H](O)CO- InChIKey
UFYKDFXCZBTLOO-TXICZTDVSA-N- Molecular formula
- C6H13NO6
- Average molar mass
- 195.17 g/mol
- Monoisotopic mass
- 195.07428713
Overview
2-amino-2-deoxy-D-gluconic acid is hexanoic acid with four hydroxy groups at C-3, C-4, C-5, C-6, and an amino group at C-2. It has a role as a bacterial metabolite. It is functionally related to a D-gluconic acid. It is a conjugate acid of a 2-amino-2-deoxy-D-gluconate. It is a tautomer of a 2-amino-2-deoxy-D-gluconic acid zwitterion.
Names & identifiers
- Preferred name
- D-Glucosaminic acid
- IUPAC
- (2R,3R,4S,5R)-2-amino-3,4,5,6-tetrahydroxyhexanoic acid
- English name
- glucosaminic acid
- Molecular formula
- C6H13NO6
- Molecular weight
- 195.17
Names & synonyms
D-Glucosaminic acid3646-68-2Glucosaminic acid2-Amino-2-deoxy-D-gluconic acid(2R,3R,4S,5R)-2-amino-3,4,5,6-tetrahydroxyhexanoic acid2-Amino-2-deoxygluconic acidD-GlucosaminateD-Gluconic acid, 2-amino-2-deoxy-2-Amino-2-deoxy-D-gluconate6165-14-6DTXSID60878848CHEBI:17784
Show more names
Gluconic acid, 2-amino-2-deoxy-
CHEBI:33805RefChem:583728GlyTouCan:G88092VPDTXCID901016877G88092VP(2R,3R,4S,5R)-2-azaniumyl-3,4,5,6-tetrahydroxyhexanoate222-879-1D-Glucosamic acid
Database identifiers
- CAS
3646-68-2、6165-14-6- PubChem CID
- 73563
- DTXSID
DTXSID60878848- ChEMBL
CHEMBL3039035- ChEBI
CHEBI:17784- EC Number
- 222-879-1
- Nikkaji
- J205.566J
Properties
Computed structural properties
- XLogP
- -5.9
- Topological polar surface area
- 144 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 5
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 175
Experimental & physicochemical properties
Collision Cross Section
146.5 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
138.8 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
146.6 Ų [M+Na]+
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationD-Gluconic acid, 2-amino-2-deoxy-: INACTIVE
Additional notes
DefinitionChEBI: 2-amino-2-deoxy-D-gluconic acid is hexanoic acid with four hydroxy groups at C-3, C-4, C-5, C-6, and an amino group at C-2. It has a role as a bacterial metabolite. It is functionally related to a D-gluconic acid. It is a conjugate acid of a 2-amino-2-deoxy-D-gluconate. It is a tautomer of a 2-amino-2-deoxy-D-gluconic acid zwitterion.
Related reactions
1 records
Compound notes
Loading…