Hygromycin B - ≥90%(HPLC), 50 mg/mL in H2O , CAS No.31282-04-9

CAS: 31282-04-9 Cat. No.: H274246 Formula: C₂₀H₃₇N₃O₁₃ Molecular Weight: 527.52 EC Number: 250-545-5

GRADE & PURITY ≥90%(HPLC), 50 mg/mL in H2O

Synonyms

SMP1_000163 | BCBcMAP01_000235 | O-6-Amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1-2-3)-O-beta-D-talopyranosyl(1-5)-2-deoxy-N3-methyl-D-streptamine | Hygromycin B, from Streptomyces hygroscopicus | GS-5543 | (2S,3R,3A'S,4S,4'S,5R,6R,6'R,7'S,7a'

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

An aminoglycoside antibiotic that inhibits protein synthesis in bacteria, fungi and higher eucaryotic cells Purity (by HPLC): 80% Recommended working concentration 100 µg/ml. Inhibits chain elongation. Widely used as a selection agent for procaryotic and eucaryotic cells carrying the hygromycin resistance gene

Specifications

Synonyms

SMP1_000163 | BCBcMAP01_000235 | O-6-Amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1-2-3)-O-beta-D-talopyranosyl(1-5)-2-deoxy-N3-methyl-D-streptamine | Hygromycin B, from Streptomyces hygroscopicus | GS-5543 | (2S,3R,3A'S,4S,4'S,5R,6R,6'R,7'S,7a'

Specifications & Purity

≥90%(HPLC), 50 mg/mL in H2O

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥90%(HPLC)

Names and Identifiers

• Pubchem Sid: 508814613
• Canonical Smiles: CNC1CC(C(C(C1O)OC2C3C(C(C(O2)CO)O)OC4(O3)C(C(C(C(O4)C(CO)N)O)O)O)O)N
• IUPAC Name: (2S,3'R,3aS,4S,4'S,5'R,6R,6'R,7S,7aS)-4-[(1R,2S,3R,5S,6R)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy-6'-[(1R)-1-amino-2-hydroxyethyl]-6-(hydroxymethyl)spiro[4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-3',4',5',7-tetrol
• InChIKey: GRRNUXAQVGOGFE-XKIAHZFYSA-N
• INCHI: 1S/C20H37N3O13/c1-23-7-2-5(21)9(26)15(10(7)27)33-19-17-16(11(28)8(4-25)32-19)35-20(36-17)18(31)13(30)12(29)14(34-20)6(22)3-24/h5-19,23-31H,2-4,21-22H2,1H3/t5-,6-,7+,8-,9+,10-,11+,12-,13+,14-,15-,16+,17+,18-,19+,20+/m1/s1
• Isomeric SMILES: CN[C@H]1C[C@H]([C@@H]([C@H]([C@@H]1O)O[C@H]2[C@@H]3[C@H]([C@H]([C@H](O2)CO)O)O[C@]4(O3)[C@@H]([C@H]([C@H]([C@H](O4)[C@@H](CO)N)O)O)O)O)N
• UN Number: 3462
• Packing Group: I
• Molecular Weight: 527.52
• Reaxy-Rn: 1335986
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1335986&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Aminosaccharides
          • Level6 Aminoglycosides
            • Level7 Aminocyclitol glycosides
              • Level8 2-deoxystreptamine aminoglycosides

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Aminosaccharides - Aminoglycosides - Aminocyclitol glycosides
• Direct Parent: 2-deoxystreptamine aminoglycosides
• Alternative Parents: O-glycosyl compounds Disaccharides Dioxolopyrans Aminocyclitols and derivatives Ortho esters Cyclohexylamines Cyclohexanols Carboxylic acid orthoesters Oxanes 1,3-dioxolanes 1,2-aminoalcohols Polyols Oxacyclic compounds Dialkylamines Acetals Primary alcohols Organopnictogen compounds Monoalkylamines Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: 2-deoxystreptamine aminoglycoside - O-glycosyl compound - Glycosyl compound - Disaccharide - Dioxolopyran - Aminocyclitol or derivatives - Ortho ester - Cyclohexylamine - Cyclohexanol - Carboxylic acid orthoester - Oxane - Cyclitol or derivatives - Cyclic alcohol - Meta-dioxolane - Secondary alcohol - Orthocarboxylic acid derivative - 1,2-aminoalcohol - Oxacycle - Organoheterocyclic compound - Secondary amine - Polyol - Secondary aliphatic amine - Acetal - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Primary alcohol - Organonitrogen compound - Primary aliphatic amine - Amine - Alcohol - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 2-deoxystreptamine aminoglycosides. These are aminoglycosides containing the 2-deoxystreptamine (1,3-diaminocyclohexane-4,5,6-triol) core.
• External Descriptors: Not available

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(non-human)

Saccharomyces cerevisiae (19171 Activities)

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

Ustilago maydis (75 Activities)

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

Mechanisms of Action

Chemical and Physical Properties

• Specific Rotation[α]: 20° (C=1,H2O)
• Melt Point(°C): 160-180°C
• Molecular Weight: 527.500 g/mol
• XLogP3: -6.600
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 6
• Exact Mass: 527.233 Da
• Monoisotopic Mass: 527.233 Da
• Topological Polar Surface Area: 272.000 Ų
• Heavy Atom Count: 36
• Formal Charge: 0
• Complexity: 756.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 16
• 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