Methyl α-D-mannopyranoside - ≥99% , CAS No.617-04-9

CAS: 617-04-9 Cat. No.: M111852 Molecular Weight: 194.18 Beilstein Registry Number: 81566 EC Number: 210-502-3

GRADE & PURITY ≥99%

Synonyms

KBio2_007076 | a-Methyl D-mannoside | alpha-Methyl-D-mannoside | Methyl alpha-D-mannoside | O1-Methyl-Mannose | 2jdy | M0368 | NSC 1225 | NSC 224429 | SR-01000643077-1 | Methyl-alpha-D-mannoside | alpha-D-Methyl mannoside | 1-O-Methyl-alpha-D-mannopyranos

Storage

Room temperature

Shipped In

Normal

Overview

Methyl α-D-mannopyranoside is a competitor inhibitor of the binding of mannose by Escherichia coli.
Methyl α-D-mannopyranoside has been used to synthesize a series of tri- and tetrahydroxylated seven-membered iminosugars in a study that worked towards a stable noeuromycin analog with a D-manno configuration. It has also been used in a study to investigate the primary mannose binding site of pradimicin A.

Methyl α-D-mannopyranoside could target macrophages in anti-tuberculosis inhalation therapy.

Specifications

Synonyms

KBio2_007076 | a-Methyl D-mannoside | alpha-Methyl-D-mannoside | Methyl alpha-D-mannoside | O1-Methyl-Mannose | 2jdy | M0368 | NSC 1225 | NSC 224429 | SR-01000643077-1 | Methyl-alpha-D-mannoside | alpha-D-Methyl mannoside | 1-O-Methyl-alpha-D-mannopyranos

Specifications & Purity

≥99%

Storage

Room temperature

Shipped In

Normal

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 488187278
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187278
• Canonical Smiles: COC1C(C(C(C(O1)CO)O)O)O
• IUPAC Name: (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol
• InChIKey: HOVAGTYPODGVJG-VEIUFWFVSA-N
• INCHI: 1S/C7H14O6/c1-12-7-6(11)5(10)4(9)3(2-8)13-7/h3-11H,2H2,1H3/t3-,4-,5+,6+,7+/m1/s1
• Isomeric SMILES: CO[C@@H]1[C@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• WGK Germany: 3
• Molecular Weight: 194.18
• Beilstein: 81566
• Reaxy-Rn: 1681114
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1681114&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Glycosyl compounds
          • Level6 O-glycosyl compounds

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Glycosyl compounds
• Direct Parent: O-glycosyl compounds
• Alternative Parents: Oxanes Monosaccharides Secondary alcohols Polyols Oxacyclic compounds Acetals Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: O-glycosyl compound - Oxane - Monosaccharide - Secondary alcohol - Oxacycle - Organoheterocyclic compound - Polyol - Acetal - Hydrocarbon derivative - Primary alcohol - Alcohol - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
• External Descriptors: alpha-D-mannoside - methyl mannoside

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

Associated Targets(Human)

CLEC4M Tbio C-type lectin domain family 4 member M (115 Activities)

Discover Target: CLEC4M

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

Associated Targets(non-human)

fimH Adhesin protein fimH (338 Activities)

Discover Target: fimH

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

Pseudomonas aeruginosa (123386 Activities)

Explore this target

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

Concanavalin-A (12 Activities)

Explore this target

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

LE1 Lectin (5 Activities)

Discover Target: LE1

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

lecA PA-I galactophilic lectin (65 Activities)

Discover Target: lecA

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

lecB Fucose-binding lectin PA-IIL (188 Activities)

Discover Target: lecB

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: It is easily soluble in methanol, water. Insoluble in ether
• Specific Rotation[α]: 79.5 ° (C=4, H2O)
• Melt Point(°C): 186-194°C
• Molecular Weight: 194.180 g/mol
• XLogP3: -2.200
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 194.079 Da
• Monoisotopic Mass: 194.079 Da
• Topological Polar Surface Area: 99.400 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 163.000
• 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