Title: Monorden
CAS Registry Number: 12772-57-5
CAS Name: 8-Chloro-1a,14,15,15a-tetrahydro-9,11-dihydroxy-14-methyl-6
H-oxireno[
e][2]benzoxacyclotetradecin-6,12(7
H)-dione
Synonyms: 5-chloro-6-(7,8-epoxy-10-hydroxy-2-oxo-3,5-undecadienyl)-b-resorcylic acid m-lactone; radicicol
Molecular Formula: C18H17ClO6
Molecular Weight: 364.78
Percent Composition: C 59.27%, H 4.70%, Cl 9.72%, O 26.32%
Literature References: Antibiotic substance from
Monosporium bonorden: Delmotte, Delmotte-Plaquée,
Nature 171, 344 (1953). Identity with radicicol: Mirrington
et al., Tetrahedron Lett. 1964, 365. Structure: McCapra, Scott,
ibid. 1964, 869; Mirrington
et al., Aust. J. Chem. 19, 1265 (1966). Isoln:
NL 6506173 (1965 to Sandoz).
Properties: Crystals from chloroform, alcohol or benzene, mp 193.5°. [a]D20 +203° (chloroform). uv max (ethanol): 264, 272 nm (e 13200, 13100).
Melting point: mp 193.5°
Optical Rotation: [a]D20 +203° (chloroform)
Absorption maximum: uv max (ethanol): 264, 272 nm (e 13200, 13100)
Derivative Type: Diacetate
Molecular Formula: C22H21ClO8
Molecular Weight: 448.85
Percent Composition: C 58.87%, H 4.72%, Cl 7.90%, O 28.52%
Properties: Crystals, mp 189°. uv max: 275 nm (e 13000).
Melting point: mp 189°
Absorption maximum: uv max: 275 nm (e 13000)