Natural Compounds

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

3β-Acetoxy-7αH-eremophila-9(10),11(13)-dien-12-oic Acid

Reference work entry
DOI: https://doi.org/10.1007/978-1-4614-0539-9_989

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

Biological sources: Haeckeria pholidota (F. Muell.) J. H. Willis, H. punctulata (F. Muell.) J. H. Willis [1]

C17H24O4: 292.1675

C18H26O4: 306.1831 (methyl ester: 3β-Acetoxy-7αH-eremophila-9(10),11(13)-dien-12-oic acid methyl ester)

Mp: isolated as its methyl ester [1]

[α]D24 +19° (c 0.45, CHCl3) [1]

IR (CCl4) (methyl ester): 1740, 1725, 1250 [1]

MS (methyl ester): 306.183 [M]+ (1) (calc. for C18H26O4: 306.183), 275 (14), 264 (46), 246 (100), 231 (76), 214 (44), 199 (62), 187 (60), 171 (58), 119 (74), 95 (76), 93 (82), 91 (61) [1]

HPLC (methyl ester): MeOH – H2O (4:1), Rt 11.4, 12.2 min [1]

1H NMR (400 MHz, CDCl3, TMS) (methyl ester): 0.90 (3H, d, J = 7, H-15), 0.94 (1H, t, J = ∼12; ∼12, H-6b), 1.14 (3H, s, H-14), 1.56 (1H, dddd, J = 3, H-2b), 1.90 (1H, br d, J = ∼12, H-6a), 1.90 (1H, m, H-8b), 1.93...

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References

  1. 1.
    C. Zdero, F. Bohlmann, A. Anderberg, R.M. King, Phytochemistry 30(8), 2643 (1991)CrossRefGoogle Scholar

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