Natural Compounds

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

10α-Cinnamoyloxy-4α(H)-dauc-8-en-5β-ol (10α-Cinnamoyloxy-carotol)

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_883

CAS Registry Number: 99305-44-9 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Sesquiterpene Esters – The Bicyclic Sesquiterpene Esters – Daucanes (Carotanes) – Monoesters

Biological sources: Blainvillea acmella L. [1]

C24H32O3: 368.2351

Mp: colorless oil [1]

[α]D −77° (c 0.07, CHCl3) [1]

IR (CCl4): 3610, 1710, 1640 [1]

MS: 368.235 [M]+ (3), 220 [M − cinnamic acid]+ (8), 202 [220 − H2O]+ (7), 187 [202 − Me]+ (5), 148 (100) [1]

1H NMR (400 MHz, CDCl3, TMS): 1.05 (3H, s, H-14), 1.06 (3H, d, J = 7, H-12), 1.68 (4H, m, H-3), 1.70 (3H, br s, H-15), 1.85 (1H, dqq, J = 7; 7; 7, H-11), 2.05 (1H, m, H-4), 2.05 (2H, m, H-6), 2.25 (1H, m, H-7b), 2.40 (1H, m, H-7a), 5.21 (1H, d, J = 7, H-10), 5.46 (1H, br d, J = 7; 1, H-9); OCinn: 6.43 (1H, d, J = 16, H-8′), 7.40 (3H, m, H-3′, H-4′, H-5′), 7.53 (2H, m, H-2′, H-6′), 7.67 (1H, d, J = 16, H-7′) [1]

References

  1. 1.
    P. Singh, A.K. Sharma, K.C. Joshi, J. Jakupovic, F. Bohlmann, Phytochemistry 24(9), 2023 (1985)CrossRefGoogle Scholar

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