Products for Research Use Only

Hygromycin B

CAT: 0013-GTR19162632-02Size: 200 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19162632-02Size:200 mg
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Description
Hygromycin B, a selective antibiotic that is effective on most bacteria, fungi and higher eukaryotes, inhibits protein synthesis by interfering with translocation and causing mistranslation at the 70S ribosome. (In Vitro) :Hygromycin B, an aminocyclitol antibiotic that strongly inhibits both 70S and 80S ribosomes, is synthesized by Streptomyces hygroscopicus. Hygromycin B at 0.38 mM concentration completely halts yeast cell growth in rich media, presumably by preventing protein synthesis by cytoplasmic ribosomes. Polypeptide synthesis in cell-free extracts from rabbit reticulocytes, wheat germ and yeast is strongly blocked by low concentrations ofhygromycin B. The antibiotic inhibits peptide chain elongation by yeast polysomes by preventing elongation factor EF-2-dependent translocation. The inhibition of translocation by hygromycin B might result from the stabilization of peptidyl-tRNA bound to the ribosomal acceptor site. (In Vivo) :Hygromycin B inhibits protein synthesis by blocking ribosomal translocation without causing significant misreading in vivo. Constitutive expression of the bacterial hygR gene in transgenic mice in vivo confers resistance to hygromycin B.
CAS Number
31282-04-9
Product Name Alternative
Antihelmycin | Hydromycin B | Hygromix 2.4
Purity
>98% (HPLC)
Solubility
Water: 100 mg/mL (189.56 mM)
Smiles
CN[C@H]1C[C@H] ([C@@H] ([C@H] ([C@@H]1O) O[C@@H]2O[C@@H] ([C@@H] ([C@@H]3OC4 (O[C@H]23) O[C@@H] ([C@@H] ([C@@H] ([C@H]4O) O) O) [C@H] (CO) N) O) CO) O) N
Molecular Formula
C20H37N3O13
Molecular Weight
527.52
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
(3R,3a'S,4S,4'S,5R,6R,6'R,7'S,7a'S) -4'- (((1R,2S,3R,5S,6R) -3-amino-2,6-dihydroxy-5- (methylamino) cyclohexyl) oxy) -6- ((S) -1-amino-2-hydroxyethyl) -6'- (hydroxymethyl) octahydro-4'H-spiro[pyran-2,2'-[1,3]dioxolo[4,5-c]pyran]-3,4,5,7'-tetraol

Chemical Information

Hygromycin B

Amorphous solid or tan powder. (NTP, 1992)

CAS Number31282-04-9
PubChem CID56928061
IUPAC Name(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'-[(1S)-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
Molecular FormulaC20H37N3O13
Molecular Weight527.5
XLogP-6.6
Topological Polar Surface Area272
Hydrogen Bond Donor Count11
Hydrogen Bond Acceptor Count16
Rotatable Bond Count6
Heavy Atom Count36
Formal Charge0
Complexity756
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)OC4(O3)[C@@H]([C@H]([C@H]([C@H](O4)[C@H](CO)N)O)O)O)O)N
InChI
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
InChIKey
GRRNUXAQVGOGFE-HUCHGKBZSA-N
Chemical Structure
2D Structure
2D structure of Hygromycin B
CAS: 31282-04-9
CID: 56928061
Formula: C20H37N3O13
MW: 527.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight527.5
XLogP3-6.6
Hydrogen Bond Donor Count11
Hydrogen Bond Acceptor Count16
Rotatable Bond Count6
Exact Mass527.23263824
Monoisotopic Mass527.23263824
Topological Polar Surface Area272 Ų
Heavy Atom Count36
Formal Charge0
Complexity756
Isotope Atom Count0
Defined Atom Stereocenter Count15
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes