Raunescine
Title: Raunescine
CAS Registry Number: 117-73-7
CAS Name: (3b,16b,17a,18b,20a)-17-Hydroxy-18-[(3,4,5-trimethoxybenzoyl)oxy]-yohimban-16-carboxylic acid methyl ester
Additional Names: 3,4,5-trimethoxybenzoyl methyl raunescate
Molecular Formula: C31H36N2O8
Molecular Weight: 564.63
Percent Composition: C 65.94%, H 6.43%, N 4.96%, O 22.67%
Literature References: Isoln from Rauwolfia canescens L., R. tetraphylla and other Rauwolfia spp, Apocynaceae. Isoln and structure: Hosansky, Smith, J. Am. Pharm. Assoc. Sci. Ed. 44, 639 (1955); Huebner, Schlittler, J. Am. Chem. Soc. 79, 250 (1957); van Tamelen, Taylor, ibid. 79, 5256 (1957). Extraction: GB 833149 (1960 to Ciba).
 
Derivative Type: Monohydrate
CAS Registry Number: 6105-85-7
Properties: Hexagonal prisms from 90% methanol, mp 160-170°. [a]D25 -74° (chloroform). uv max (U.S.P. alc): 218, 271 nm (log e 4.77, 4.26).
Melting point: mp 160-170°
Optical Rotation: [a]D25 -74° (chloroform)
Absorption maximum: uv max (U.S.P. alc): 218, 271 nm (log e 4.77, 4.26)
 
Derivative Type: Nitrate
CAS Registry Number: 6159-98-4
Molecular Formula: C31H36N2O8.HNO3
Molecular Weight: 627.64
Percent Composition: C 59.32%, H 5.94%, N 6.69%, O 28.04%
Properties: mp 223-225°; (mp 208-210°). [a]D25 -80° (5N acetic acid).
Melting point: mp 223-225°; mp 208-210°
Optical Rotation: [a]D25 -80° (5N acetic acid)
 
Derivative Type: Monoacetate monohydrate
CAS Registry Number: 6105-86-8
Molecular Formula: C33H38N2O9.H2O
Molecular Weight: 624.68
Percent Composition: C 63.45%, H 6.45%, N 4.48%, O 25.61%
Properties: mp 159-162°. [a]D25 -157° (chloroform).
Melting point: mp 159-162°
Optical Rotation: [a]D25 -157° (chloroform)
 
 
Status: This monograph has been retired and is no longer subject to revision or update.

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