Title: Nimbin
CAS Registry Number: 5945-86-8
CAS Name: (4a,5a,6a,7a,15b,17a)-6-(Acetyloxy)-7,15:21,23-diepoxy-4,8-dimethyl-1-oxo-18,24-dinor-11,12-secochola-2,13,20,22-tetraene-4,11-dicarboxylic acid dimethyl ester
Additional Names: 5-(acetyloxy)-2-(3-furanyl)-3,3a,4a,5,5a,6,9,9a,10,10a-decahydro-6-(methoxycarbonyl)-1,6,9a,10a-tetramethyl-9-oxo-2H-cyclopenta[b]naphtho[2,3-d]furan-10-acetic acid
Molecular Formula: C30H36O9
Molecular Weight: 540.60
Percent Composition: C 66.65%, H 6.71%, O 26.64%
Literature References: Bitter principle from various parts of the neem tree, Azadirachta indica A. Juss. (Melia azadirachta L.), Meliaceae: Siddiqui, Curr. Sci. 11, 278 (1942). Structure: C. R. Narayanan et al., Chem. Ind. (London) 1964, 322; C. R. Narayanan, R. V. Pachapurkar, Tetrahedron Lett. 1965, 4333. Stereochemistry: eidem, J. Org. Chem. 31, 2691 (1966); Harris et al., Tetrahedron 24, 1517 (1968). Crystal structure of dihydronimbin: C. R. Narayanan et al., Acta Crystallogr. B36, 486 (1980).
Properties: Crystals from methanol, mp 205°. [a]D24 +170° (abs ethanol). uv max (95% ethanol): 210, 330 nm (e 32700; 66). Practically insol in water. Sol in ether, abs alcohol.
Melting point: mp 205°
Optical Rotation: [a]D24 +170° (abs ethanol)
Absorption maximum: uv max (95% ethanol): 210, 330 nm (e 32700; 66)
Derivative Type: Dihydronimbin
Molecular Formula: C30H38O9
Molecular Weight: 542.62
Percent Composition: C 66.40%, H 7.06%, O 26.54%
Properties: Crystals from methanol, mp 215-216°. [a]D +167.5° (chloroform). uv max (95% ethanol): 210, 298 nm (e 16200; 29).
Melting point: mp 215-216°
Optical Rotation: [a]D +167.5° (chloroform)
Absorption maximum: uv max (95% ethanol): 210, 298 nm (e 16200; 29)
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