Natural Compounds

2013 Edition
| Editors: Shakhnoza S. Azimova, Ashraf I. Saidkhodzhaev

3α-[(Z)-3-Methylthioacryloyloxy]-7αH-eremophila-9(10),11(12)-dien-8-one (Neo-S-Petasin)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_1062

CAS Registry Number: 87984-58-5 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Eremophilanes – Eremophilanes – Monoesters

Biological sources: Petasites fragrans (Vill.) C. Presl [1]; P. japonicus [2]; P. hybridus (L.) [3, 4, 5]

C19H26O3S: 334.1603

Mp: 83–84°C [1]

[α]D −105° (c 0.94, CHCl3) [1]

[α]D20 −6.47° (c 0.35, CHCl3) [2]

UV (EtOH): 253 (ε 13200), 290 (ε 13200) [1]

IR (nujol): 1690, 1660, 1640, 1620, 1560, 900 [1]

CD (MeOH, c 4.0 × 10−5): [θ]327 0, [θ]316 +334 (positive max.), [θ]216 0, [θ]226 −15100 (negative max.) [1]

MS: 334 [M]+, 319, 216, 201, 148 (100), 105, 101 [1]

CI-HR-MS: 335.1672 [M + 1]+ (C19H27O3S requires 335.1681) [2]

CI-MS: 335 [M + 1]+, 277, 245, 231, 217 (bease), 201, 175, 161, 148, 133 [2]

GC/EI-MS: 428.9 (1), 355.1 (1), 334.2 [M]+(6), 302.3 (2), 281.1 (4), 266.9 (2), 253.0 (2), 216.1 (75), 201.1 (30), 173.3 (14), 161.1 (100), 147.0 (15), 133.1 (17), 101.0(29),...

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© Springer Science+Business Media New York 2013