Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Daucanes (Carotanes) – Triesters
Biological sources: Daucus carota L. ssp. carota [1]
C31H40O7: 524.2774
Mp: amorphous yellowish powder [1]
IR (KBr): 3500, 2980, 2960, 1730, 1260, 1164, 1032, 770 [1]
CI-MS: 507 [M + H – H2O]+, 377 [M – cinnamate]+ [1]
HR-CI-MS: 507.2769 [M + H – H2O]+ (calc. for C31H39O6, 507.2747) [1]
1 H NMR (500 MHz, CDCl3): 0.88 (3H, H-13), 0.89 (3H, H-12), 1.28 (3H, H-14), 1.80 (1H, H-11), 1.84 (3H, H-15), 1.85 (1H, H-3β), 1.93 (3H, s, OAc), 2.09 (1H, H-3α), 2.21 (1H, H-7α), 2.58 (1H, H-5α), 2.67 (1H, H-7β), 5.06 (1H, H-2β), 5.21 (1H, H-6β), 5.29 (1H, H-9), 5.61 (1H, H-10α); OAng: 1.89 (3H, H-5′), 2.02 (3H, H-4′), 6.18 (1H, H-3′), OCinn: 7.45 7.60 [1]
13 C NMR (125 MHz, CDCl3) [1]:
Table 1
C-1 |
51.0 |
C-10 |
75.3 |
C-2′ |
127.4 |
2 |
79.5 |
11 |
36.9 |
3′ |
140.1 |
3 |
39.3 |
12 |
17.4 |
4′ |
20.4 |
4 |
85.5 |
13 |
18.1 |
5′ |
15.9 |
5 |
54.5 |
14 |
15.3 |
OCinn: C=O |
166.2 |
6 |
68.8 |
15 |
26.0 |
1″ |
134.2 |
7 |
41.1... |
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A.A. Ahmed, M.M. Bishr, M.A. El-Shanawany, E.Z. Attia, S.A. Ross, P.W. Pare, Phytochemistry 66(14), 1680 (2005)
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(2013). 2α-Acetoxy-6α-angeloyloxy-10β-cinnamoyloxy-5α(H)-dauc-8-en-4β-ol. In: Azimova, S.S., Saidkhodzhaev, A.I. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0539-9_973
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DOI: https://doi.org/10.1007/978-1-4614-0539-9_973
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