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Basic Information
CAS No.: 52775-76-5
Name: methylenomycin A
Molecular Structure:
Molecular Structure of 52775-76-5 (methylenomycin A)
Formula: C9H10 O4
Molecular Weight: 182.176
Synonyms: 6-Oxabicyclo[3.1.0]hexane-2-carboxylicacid, 1,5-dimethyl-3-methylene-4-oxo-, [1S-(1a,2a,5a)]-; Methylenomycin A
Density: 1.35g/cm3
Melting Point: 115° (dec); mp of the (±)-form: 88.5-89°
Boiling Point: 341.2°Cat760mmHg
Flash Point: 141.2°C
Safety: Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes.
PSA: 66.90000
LogP: 0.37370
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Chemistry

IUPAC Name: 1,5-Dimethyl-3-methylidene-4-oxo-6-oxabicyclo[3.1.0]hexane-2-carboxylic acid
Synonyms of Methylenomycin A (CAS NO.52775-76-5): 6-Oxabicyclo(3.1.0)hexane-2-carboxylic acid, 1,5-dimethyl-3-methylene-4-oxo-, (1S-(1-alpha,2-alpha,5-alpha))-
CAS NO: 52775-76-5
Molecular Formula: C9H10O4
Molecular Weight : 182.173300 g/mol
Molecular Structure:
H bond acceptors: 4
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 55.9 Å2
Index of Refraction: 1.546
Molar Refractivity: 42.66 cm3
Molar Volume: 134.7 cm3
Surface Tension: 48.2 dyne/cm
Density: 1.35 g/cm3
Flash Point: 141.2 °C
Enthalpy of Vaporization: 64.27 kJ/mol
Boiling Point: 341.2 °C at 760 mmHg
Vapour Pressure: 1.49E-05 mmHg at 25°C

Uses

 Methylenomycin A (CAS NO.52775-76-5) is effective against both Gram-negative and Gram-positive bacteria.

Production

 Methylenomycin A (CAS NO.52775-76-5) is a cyclopentanoid antibiotic produced by Streptomyces coelicolor A3(2).Methylenomycins are naturally produced in two variants: A and B.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 75mg/kg (75mg/kg)   Journal of Antibiotics. Vol. 27, Pg. 400, 1974.
mouse LD50 intravenous 156mg/kg (156mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 6, Pg. 45, 1981.
mouse LD50 oral 1500mg/kg (1500mg/kg)   "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 2, Pg. 1267, 1978.

Safety Profile

Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. When Methylenomycin A (CAS NO.52775-76-5) is heated to decomposition, it emits acrid smoke and irritating fumes.