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经验公式(希尔记法):
C10H14O
化学文摘社编号:
分子量:
150.22
UNSPSC Code:
85151701
NACRES:
NA.22
PubChem Substance ID:
EC Number:
214-807-2
Beilstein/REAXYS Number:
1907623
MDL number:
Assay:
94%
Form:
liquid
InChI key
DCSCXTJOXBUFGB-JGVFFNPUSA-N
InChI
1S/C10H14O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-8H,5H2,1-3H3/t7-,8+/m0/s1
SMILES string
CC1=CC(=O)[C@H]2C[C@@H]1C2(C)C
assay
94%
form
liquid
optical activity
[α]25/D −130°, c = 10 in ethanol
refractive index
n20/D 1.496 (lit.)
bp
227-228 °C (lit.)
density
0.975 g/mL at 20 °C (lit.)
functional group
ketone
Quality Level
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General description
(1S)-(-)-马鞭草烯酮是Suregada zanzibariensis 叶子精油的主要成分之一。 它可以通过(-)-α-蒎烯的生物转化来制备。 (1S)-(-)-马鞭草烯酮对西方松甲虫(WPB)释放的聚集信息素具有对抗作用。
Application
(1S)-(−)-马鞭草烯酮可与(1R)-(+)-降蒎酮通过酸催化的电环反应,立体选择性地合成手性环型茚衍生物。它也可以作为原料用于制备具有强大抗缺血特性的含4-苯乙烯基骨架的马鞭草烯酮衍生物。
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
185.0 °F - closed cup
flash_point_c
85 °C - closed cup
ppe
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Constituents of the essential oil of Suregada zanzibariensis leaves are repellent to the mosquito, Anopheles gambiae ss.
Innocent E, et al.
Journal of Insect Science, 10(1), 57-57 (2010)
Chung Ju et al.
Bioorganic & medicinal chemistry letters, 23(19), 5421-5425 (2013-08-21)
A series of novel (1S)-(-)-verbenone derivatives was synthesized bearing a 4-styryl scaffold. The synthesized compounds were tested for their anti-oxidant, anti-excitotoxic, and anti-ischemic activities. These derivatives significantly reduced oxygen-glucose deprivation-induced neuronal injury and N-methyl-D-aspartic acid-evoked excitotoxicity in cortical neurons. Furthermore
Bioconversion of (+)-and (-)-alpha-pinene to (+)-and (-)-verbenone by plant cell cultures of Psychotria brachyceras and Rauvolfia sellowii.
Limberger RP, et al.
Electronic journal of Biotechnology, 10(4), 500-507 (2007)
Acetophenone as an anti-attractant for the western pine beetle, Dendroctonus brevicomis LeConte (Coleoptera: Scolytidae).
Journal of Chemical Ecology, 33(4), 817-817 (2007)
Synthesis of (1R)-(+)-nopinone-and (1S)-(-)-verbenone-derived chiral annulated indenes via electrocyclic reactions.
Liu C and Sowa JR.
Tetrahedron Letters, 37(40), 7241-7244 (1996)
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