Valencene is a sesquiterpene that is an aroma component of citrus fruit and citrus-derived odorants. It is obtained inexpensively from Valencia oranges.[1] Valencene is biosynthesized from farnesyl pyrophosphate (FPP) by the CVS enzyme.
Quick Facts Names, Identifiers ...
Valencene
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Names |
IUPAC name
4α,5α-Eremophila-1(10),11-diene |
Systematic IUPAC name
(3R,4aS,5R)-4a,5-Dimethyl-3-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,7-octahydronaphthalene |
Identifiers |
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ChEBI |
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ChemSpider |
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ECHA InfoCard |
100.022.770 |
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UNII |
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InChI=1S/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h7,12-13H,1,5-6,8-10H2,2-4H3/t12-,13-,15+/m1/s1 Y Key: QEBNYNLSCGVZOH-NFAWXSAZSA-N Y InChI=1/C15H24/c1-11(2)13-8-9-14-7-5-6-12(3)15(14,4)10-13/h7,12-13H,1,5-6,8-10H2,2-4H3/t12-,13-,15+/m1/s1 Key: QEBNYNLSCGVZOH-NFAWXSAZBT
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C\12=C\CC[C@H]([C@@]/1(C[C@H](\C(=C)C)CC2)C)C
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Properties |
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C15H24 |
Molar mass |
204.357 g·mol−1 |
Appearance |
colorless oil |
Boiling point |
123 °C (253 °F; 396 K) at 11 mmHg |
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organic solvents |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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It is used as a precursor to nootkatone, the main contributor to the aroma and flavor of grapefruit.[2][3]