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α-Humulene

analytical standard

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Synonym(s):
α-Caryophyllene, trans,trans,trans-2,6,6,9-Tetramethyl-1,4,8-cycloundecatriene
Empirical Formula (Hill Notation):
C15H24
CAS Number:
6753-98-6
Molecular Weight:
204.35
Beilstein:
3240075
EC Number:
229-816-7
MDL number:
MFCD00042689
PubChem Substance ID:
329749741
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥95.0% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.503 (lit.)

bp

166-168 °C (lit.)

density

0.889 g/mL at 20 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

storage temp.

2-8°C

SMILES string

C\C1=C/CC(C)(C)\C=C\C\C(C)=C\CC1

InChI

1S/C15H24/c1-13-7-5-8-14(2)10-12-15(3,4)11-6-9-13/h6-7,10-11H,5,8-9,12H2,1-4H3/b11-6+,13-7+,14-10+

InChI key

FAMPSKZZVDUYOS-HRGUGZIWSA-N

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General description

α-Humulene is a cyclic sesquiterpene, a main active constituent isolated from plant Cordia verbenacea (Boraginaceae).

Application

α-Humulene has been used as a reference standard for the determination of isomers of α-humulene in copaiba oleoresin species by high performance liquid chromatography method using the Box-Behnken design.
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Development of a high performance liquid chromatography method for quantification of isomers β-caryophyllene and α-humulene in copaiba oleoresin using the Box-Behnken design.
de Almeida Borges VR, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 940(14), 35-41 (2013)
Where is the Oxygen? Structural Analysis of ?-Humulene Oxidation Products by the Crystalline Sponge Method.
Zigon N, et al.
Angewandte Chemie (International Edition in English), 54(31), 9033-9037 (2015)
Qiu-Yue Qi et al.
Organic letters, 16(19), 5092-5095 (2014-09-13)
Two new heterodimeric sesquiterpenes, sterhirsutins A (1) and B (2), and two new sesquiterpenes, hirsutic acids D-E (3 and 4), were identified from the culture of Stereum hirsutum. The absolute configurations in 1 and 2 were confirmed by single-crystal X-ray
Juliana Siqueira Chaves et al.
Planta medica, 74(14), 1678-1683 (2008-10-28)
A quantitative study was undertaken to assess the plasma and tissue levels, tissue distribution and skin (ear) absorption of the sesquiterpene alpha-humulene, the main active constituent isolated from the plant Cordia verbenacea (Boraginaceae ), after oral, intravenous and topical administration

Protocols

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