Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Daucanes (Carotanes) – Diesters
Biological sources: Ferula communis L. subsp. communis [1]
C25H38O5: 418.2719
Isolated as 5α(H)-dauc-8-en-2α,4β,6α-triol after conversion by treatment with LiAlH4 [1]
Mp (its triol): 170°C, large cubes [1]
[α] 25D −109° (c 0.88, CH2Cl2) [1]
IR (KBr) (its triol): 3570, 3300, 1670, 1470, 1015, 990, 980, 970 [1]
1 H NMR (250 MHz, CDCl3, TMS) (its triol): 0.94 (6H, d, J = 7.1, H-12, H-13), 1.02 (3H, s, H-14), 1.79 (3H, br s, H-15), 2.49 (1H, d, J = 10.5, H-5), 3.76 (1H, d, J = 7.7, H-2), 4.04 (1H, tt, J = 10.5; 10.5; 3.0; 3.0, H-6), 5.71 (1H, br d, J = 7.2, H-9) [1]
13 C NMR (62.89 MHz, acetone-d6, TMS) (its triol) [1]:
Table 1
C-1 |
47.09 s |
C-6 |
73.34 dc |
C-11 |
39.49 d |
2 |
69.19 dc |
7 |
37.65 tb |
12 |
17.79 qd |
3 |
31.82 tb |
8 |
137.18 s |
13 |
18.77 qd |
4 |
87.91 s |
9 |
127.08 d |
14 |
20.90 qd |
5 |
51.98 d |
10 |
44.78 ta |
15 |
28.63 q |
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
References
G. Appendino, S. Tagliapietra, L. Paglino, G.M. Nano, D. Monti, V. Picci, Phytochemistry 29(5), 1481 (1990)
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 2013 Springer Science+Business Media New York
About this entry
Cite this entry
(2013). 2α,6α-Diangeloyloxy-5α(H)-dauc-8-en-4β-ol (Jaeschkeanadiol bis-Angelate). In: Azimova, S.S., Saidkhodzhaev, A.I. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0539-9_964
Download citation
DOI: https://doi.org/10.1007/978-1-4614-0539-9_964
Publisher Name: Springer, New York, NY
Print ISBN: 978-1-4614-0538-2
Online ISBN: 978-1-4614-0539-9
eBook Packages: Chemistry and Materials ScienceReference Module Physical and Materials ScienceReference Module Chemistry, Materials and Physics