D-glucosamine - Moligand™ , CAS No.14257-69-3

CAS: 14257-69-3 Cat. No.: D609861 EG-Nummer: 103-554-2 PubChem CID: 441477

GRADE & PURITY Moligand™

Synonyms

1,1,1-Trifluoro-6Z,9Z,12Z,15Z-heneicosateraen-2-one | GLUCOSAMINE, .BETA.-D | .BETA.-GLUCOSAMINE, D- | HMS500N03 | AB00053477_02 | SBI-0051394.P003 | SPBio_000477 | 3h-glucosamine | KBio2_003879 | Q27077039 | GLUCOSAMINE .BETA.-FORM [MI] | Spectrum5_00075

Storage

Room temperature

Specifications

Synonyme

1,1,1-Trifluoro-6Z,9Z,12Z,15Z-heneicosateraen-2-one | GLUCOSAMINE, .BETA.-D | .BETA.-GLUCOSAMINE, D- | HMS500N03 | AB00053477_02 | SBI-0051394.P003 | SPBio_000477 | 3h-glucosamine | KBio2_003879 | Q27077039 | GLUCOSAMINE .BETA.-FORM [MI] | Spectrum5_00075

Spezifikationen & Reinheit

Moligand™

Storage

Room temperature

Note

Moligand™

Namen und Kennungen

• Kanonisches Lächeln: OC[C@H]1O[C@@H](O)[C@@H]([C@H]([C@@H]1O)O)N
• IUPAC Name: (2R,3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol
• InChIKey: MSWZFWKMSRAUBD-QZABAPFNSA-N
• 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
• Isomere SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)N)O)O)O
• PubChem CID: 441477

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Klasse Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Ebene5 Monosaccharides
          • Ebene6 Hexoses

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Klasse: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Monosaccharides
• Direct Parent: Hexoses
• Alternative Parents: Aminosaccharides Oxanes Secondary alcohols Hemiacetals 1,2-aminoalcohols Polyols Oxacyclic compounds Primary alcohols Organopnictogen compounds Monoalkylamines Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Hexose monosaccharide - Amino saccharide - Oxane - 1,2-aminoalcohol - Hemiacetal - Secondary alcohol - Polyol - Organoheterocyclic compound - Oxacycle - Primary amine - Primary alcohol - Organopnictogen compound - Organonitrogen compound - Primary aliphatic amine - Organic nitrogen compound - Alcohol - Amine - Hydrocarbon derivative - Aliphatic heteromonocyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.
• External Descriptors: 2-amino-2-deoxy-D-glucopyranose

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Zugehörige Ziele (menschlich)

VDR Tclin Vitamin D receptor (26531 Activities)

Discover Target: VDR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)

Discover Target: THRB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

APP Tclin Amyloid-beta A4 protein (8510 Activities)

Discover Target: APP

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NR1H4 Tclin Bile acid receptor FXR (6228 Activities)

Discover Target: NR1H4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SH-SY5Y (11521 Activities)

Explore this target

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Zugehörige Ziele (nicht menschlich)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Molekulargewicht: 179.170 g/mol
• XLogP3: -2.800
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 179.079 Da
• Monoisotopic Mass: 179.079 Da
• Topological Polar Surface Area: 116.000 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 155.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referenzen

1. Yanxia Wang, Yiting Fan, Minghao Zhang, Wen Zhou, Zhihua Chai, Hao Wang, Chunfeng Sun, Fan Huang.  (2020)  Glycopolypeptide Nanocarriers Based on Dynamic Covalent Bonds for Glucose Dual-Responsiveness and Self-Regulated Release of Insulin in Diabetic Rats.  BIOMACROMOLECULES,      [PMID:32129603] [10.1021/acs.biomac.0c00067]

2. Sa Luo, Zhen Qin, Qiming Chen, Liqiang Fan, Lihua Jiang, Liming Zhao.  (2020)  High level production of a Bacillus amlyoliquefaciens chitosanase in Pichia pastoris suitable for chitooligosaccharides preparation.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:32027900] [10.1016/j.ijbiomac.2020.02.001]

3. Xinglong Yang, Qin Wei, Huawu Shao, Xingyu Jiang.  (2019)  Multivalent Aminosaccharide-Based Gold Nanoparticles as Narrow-Spectrum Antibiotics in Vivo.  ACS Applied Materials & Interfaces,      [PMID:30714714] [10.1021/acsami.8b19658]

4. Nanqi Cheng, Na Gao, Pin Wang, Yujun Ma, Pengfei Li, Xiaolu Wu, Jiaying Sun, Yulan Dai, Jinhua Zhao.  (2025)  Structure identification and biological activity of a novel sulfated glycosaminoglycan-like polysaccharide from Sepia recurvirostra ink.  CARBOHYDRATE POLYMERS,      [PMID:40158962] [10.1016/j.carbpol.2025.123415]