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(+)-Valencene

(Synonyms: 巴伦西亚橘烯,NSC 148969) 目录号 : GC40264

A sesquiterpene

(+)-Valencene Chemical Structure

Cas No.:4630-07-3

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产品描述

(+)-Valencene is a sesquiterpene that has been found in C. sativa and is an aromatic component of orange essence oil.[1],[2] (+)-Valencene (50 µM) induces heme oxgenase-1 (HO-1) expression in macrophages and inhibits the expression of inducible nitric oxide synthase (iNOS), the production of nitric oxide (NO), and the release of high-mobility group box-1 (HMGB1) in RAW 264.7 cells stimulated with LPS.[3] It also increases the survival rate in a mouse model of sepsis induced by cecal ligation and puncture. (+)-Valencene has been used in the synthesis of nootkatone.[4]

Referece:
[1]. Naz, S., Hanif, M.A., Bhatti, H.N., et al. Impact of supercritical fluid extraction and traditional distillation on the isolation of aromatic compounds from Cannabis indica and Cannabis sativa. J. Essent. Oil Bearing Plants 20(1), 175-184 (2017).
[2]. Högnadóttir , A., and Rouseff, R.L. Identification of aroma active compounds in orange essence oil using gas chromatography-olfactometry and gas chromatography-mass spectrometry. J. Chromatogr. A. 998(1-2), 201-211 (2003).
[3]. Tsoyi, K., Jang, H.J., Lee, Y.S., et al. (+)-Nootkatone and (+)-valencene from rhizomes of Cyperus rotundus increase survival rates in septic mice due to heme oxygenase-1 induction. J. Ethnopharmacol. 137(3), 1311-1317 (2011).
[4]. Kolwek, J., Behrens, C., Linke, D., et al. Cell-free one-pot conversion of (+)-valencene to (+)-nootkatone by a unique dye-decolorizing peroxidase combined with a laccase from Funalia trogii. J. Ind. Microbiol. Biotechnol. 45(2), 89-101 (2018).

Chemical Properties

Cas No. 4630-07-3 SDF
别名 巴伦西亚橘烯,NSC 148969
化学名 (1R,7R,8aS)-1,2,3,5,6,7,8,8a-octahydro-1,8a-dimethyl-7-(1-methylethenyl)-naphthalene
Canonical SMILES CC([C@@H]1CCC2=CCC[C@@H](C)[C@]2(C)C1)=C
分子式 C15H24 分子量 204.4
溶解度 DMSO : 50 mg/mL (244.68 mM; Need ultrasonic) 储存条件 Store at 4°C
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1 mg 5 mg 10 mg
1 mM 4.8924 mL 24.4618 mL 48.9237 mL
5 mM 0.9785 mL 4.8924 mL 9.7847 mL
10 mM 0.4892 mL 2.4462 mL 4.8924 mL
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