D-Glucosamic Acid

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CAS Number

3646-68-2

Synonyms

(2R,3R,4S,5R) -2-amino-3,4,5,6-tetrahydroxyhexanoicacid; 2-Amino-2-deoxy-D-gluconic Acid; D-Glucosamic Acid; Glucosaminic acid; NSC 37779; NSC 404265

Molecular Formula

C6H13NO6

Molecular Weight

195.17

API Name

Glucosamine

Chemical Information

D-Glucosaminic acid

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.

CAS Number	3646-68-2
PubChem CID	73563
IUPAC Name	(2R,3R,4S,5R)-2-amino-3,4,5,6-tetrahydroxyhexanoic acid
Molecular Formula	C6H13NO6
Molecular Weight	195.17
XLogP	-5.9
Topological Polar Surface Area	144
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	5
Heavy Atom Count	13
Formal Charge	0
Complexity	175

SMILES

C([C@H]([C@H]([C@@H]([C@H](C(=O)O)N)O)O)O)O

InChI

InChI=1S/C6H13NO6/c7-3(6(12)13)5(11)4(10)2(9)1-8/h2-5,8-11H,1,7H2,(H,12,13)/t2-,3-,4-,5-/m1/s1

InChIKey

UFYKDFXCZBTLOO-TXICZTDVSA-N

Chemical Structure

2D Structure

CAS: 3646-68-2

CID: 73563

Formula: C6H13NO6

MW: 195.17

Interactive 3D Structure

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Computed Properties

Property	Value
Molecular Weight	195.17
XLogP3	-5.9
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	5
Exact Mass	195.07428713
Monoisotopic Mass	195.07428713
Topological Polar Surface Area	144 Å²
Heavy Atom Count	13
Formal Charge	0
Complexity	175
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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D-Glucosamic Acid

Chemical Information

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