Hygromycin B

Names

[ Name ]:
Hygromycin B

[Synonym ]:
Destomycin A
O-6-Amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1->2- 3)-O-α-D-talopyranosyl-(1->5)-2-deoxy-N3-
EINECS 250-545-5
D-Streptamine, O-6-amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1-2-3)-O-β-D-talopyranosyl-(1-5)-2-deoxy-N3-methyl-
(3'R,3aS,4S,4'R,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)octahydro-4H-spiro[1,3-dioxolo[4,5-c]pyran-2,2'-pyran]-3',4',5',7-tetrol (non-preferred name)
HYGROGOLD(TM)
hygrovetine
Hygromix
Hygromix-8
antihelmycin
hygromix2.4
Hygrovetin
MFCD00036846
Hygromix 2.4
Hygrovectine
Hyaromycin B
Hygromycin B
(3'R,3aS,4S,4'R,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)octahydro-4H-spiro[1,3-dioxolo[4,5-c]pyran-2,2'-pyran]-3',4',5',7-tetrol
D-Streptamine, O-6-amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene(1-2-3)-O-β-D-talopyranosyl-(1->)-2-deoxy-N3-methyl-
D-Streptamine, O-6-amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1-2-3)-O-β-D-talopyranosyl-(1-5)-2-deoxy-N-(sup 3)-methyl-
hydromycinb

Biological Activity

[Description]:

Hygromycin B is an aminoglycoside antibiotic active against prokaryotic and eukaryotic cells.

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Bacterial

Signaling Pathways >> Anti-infection >> Fungal

Research Areas >> Infection

[Target]

Target：Antibacterial; Antifungal[1]

[In Vitro]

Hygromycin B, an aminocyclitol antibiotic that strongly inhibits both 70S and 80S ribosomes, is synthesized by Streptomyces hygroscopicus[1]. 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[2].

[In Vivo]

Hygromycin B inhibits protein synthesis by blocking ribosomal translocation without causing significant misreading in vivo[3]. Constitutive expression of the bacterial hygR gene in transgenic mice in vivo confers resistance to hygromycin B[4].

[Animal admin]

Hygromycin B is dissolved in sterile water. The mice C57BL/6J-TgN(pPWL512hyg)1Ems carrying hygR are treated with a single dose of hygromycin B i.p. at doses that starts at 2.7 mg/kg and increases by 50% for each consecutive dose. Control wild-type C57BL/6J mice are treated with the same volume of sterile saline. Total volume injected is 0.5 mL. The health status and body weights of animals are monitored daily for 10 consecutive days[4].

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
897.6±65.0 °C at 760 mmHg

[ Melting Point ]:
160-180ºC

[ Molecular Formula ]:
C₂₀H₃₇N₃O₁₃

[ Molecular Weight ]:
527.520

[ Flash Point ]:
496.7±34.3 °C

[ Exact Mass ]:
527.232666

[ PSA ]:
272.06000

[ LogP ]:
0.64

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.672

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: WK2130000

CHEMICAL NAME :: D-Streptamine, O-6-amino-6-deoxy-L-glycero-D-galacto-heptopyranosyli dene-(1-2-3)-O-beta-D- talopyranosyl-(1-5)-2-deoxy-N-(sup 3)-methyl-

CAS REGISTRY NUMBER :: 31282-04-9

LAST UPDATED :: 199712

DATA ITEMS CITED :: 11

MOLECULAR FORMULA :: C20-H37-N3-O13

MOLECULAR WEIGHT :: 527.60

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LC50 - Lethal concentration, 50 percent kill

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2220 ug/m3/4H

TOXIC EFFECTS :: Sense Organs and Special Senses (Olfaction) - effect, not otherwise specified Sense Organs and Special Senses (Eye) - conjunctive irritation Behavioral - aggression

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 63 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 46000 units/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 6 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Nutritional and Gross Metabolic - weight loss or decreased weight gain

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 6 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 13 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 378 mg/kg/17W-I

TOXIC EFFECTS :: Blood - changes in spleen

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Microorganism - not otherwise specified

DOSE/DURATION :: 3 gm/L

REFERENCE :: ANTBAL Antibiotiki. (Moscow, USSR) V.1-29, 1956-84. For publisher information, see AMBIEH. Volume(issue)/page/year: 25,822,1980 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-RUSSIA:STEL 0.001 mg/m3;Skin JAN 1993 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M2770 No. of Facilities: 71 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 357 (estimated)

Safety Information

[ Symbol ]:

GHS05, GHS06, GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301 + H311-H318-H330-H334

[ Precautionary Statements ]:
P260-P280-P284-P301 + P310-P305 + P351 + P338-P310

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
T+:Verytoxic;

[ Risk Phrases ]:
R26/27/28;R41;R42/43

[ Safety Phrases ]:
S22-S26-S28-S36/37/39-S45

[ RIDADR ]:
UN 3462

[ WGK Germany ]:
3

[ RTECS ]:
WK2130000

[ Packaging Group ]:
I

[ Hazard Class ]:
6.1

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