Title: Sarverogenin
CAS Registry Number: 22146-03-8
CAS Name: (3b,5b,7b,11a)-7,8-Epoxy-3,11,14-trihydroxy-12-oxo-card-20(22)-enolide
Molecular Formula: C23H30O7
Molecular Weight: 418.48
Percent Composition: C 66.01%, H 7.23%, O 26.76%
Literature References: The aglycone of sarveroside isolated from seeds of Strophanthus spp, Apocynaceae: von Euw et al., Festschrift Prof. Paul Casparis (Zürich, 1949) p 178; Buzas et al., Helv. Chim. Acta 33, 465 (1950); Rothrock et al., J. Am. Chem. Soc. 72, 3827 (1950); von Euw, Reichstein, Helv. Chim. Acta 33, 1006 (1950); Taylor, J. Chem. Soc. 1952, 4832. Structural studies: Taylor, Chem. Ind. (London) 1953, 62; Schindler, Helv. Chim. Acta 39, 375 (1956); Taylor, J. Chem. Soc. C 1966, 790. Revised structure: Fuhrer et al., Helv. Chim. Acta 52, 616 (1969).
Properties: Crystallizes in various forms with different mps, but [according to Taylor, J. Chem. Soc. 1952, 4832] on recrystn from methanol all of these forms yield the one melting at 232-234°. [a]D15 +44.5 ± 2° (c = 1.1683 in methanol); [a]D23 +49.5° (methanol). uv max: 218, 277.5 nm (log e 4.2, 1.83). Sol in water, methanol, chloroform.
Melting point: melting at 232-234°
Optical Rotation: [a]D15 +44.5 ± 2° (c = 1.1683 in methanol); [a]D23 +49.5° (methanol)
Absorption maximum: uv max: 218, 277.5 nm (log e 4.2, 1.83)
Derivative Type: Diacetate
Properties: Crystals, mp 254-256° (corr). [a]D22 +24.2° (chloroform).
Melting point: mp 254-256° (corr)
Optical Rotation: [a]D22 +24.2° (chloroform)
Derivative Type: Dibenzoate
Properties: Cryst powder from methanol, mp 189° (Taylor, loc. cit.); mp 187-191° (micro-block, Rothrock et al., loc. cit.); [a]D23 +30.7 ± 1° (c = 1.301 in acetone). Sol in acetone; slightly sol in methanol.
Melting point: mp 189° (Taylor, loc. cit.); mp 187-191° (micro-block, Rothrock et al., loc. cit.)
Optical Rotation: [a]D23 +30.7 ± 1° (c = 1.301 in acetone)
Status: This monograph has been retired and is no longer subject to revision or update. |