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53675

Sigma-Aldrich

α-Humulene

≥96.0% (GC)

Synonym(s):

alpha-Humulene, α-Caryophyllene, trans,trans,trans-2,6,6,9-Tetramethyl-1,4,8-cycloundecatriene

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About This Item

Empirical Formula (Hill Notation):
C15H24
CAS Number:
6753-98-6
Molecular Weight:
204.35
Beilstein/REAXYS Number:
3240075
EC Number:
229-816-7
MDL number:
MFCD00042689
UNSPSC Code:
12352100
PubChem Substance ID:
57651429
NACRES:
NA.22

assay

≥96.0% (GC)

refractive index

n20/D 1.503 (lit.)

bp

166-168 °C (lit.)

density

0.889 g/mL at 20 °C (lit.)

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 class of sesquiterpenes found in Cordia verbenacea essential oil.

Application

α-Humulene can be used in the formation of secondary organic aerosol by oxidation.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

194.0 °F - closed cup

flash_point_c

90 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ulrich Neuenschwander et al.
The Journal of organic chemistry, 77(6), 2865-2869 (2012-02-16)
Humulene is a sesquiterpene with an important biochemical lead structure, consisting of an 11-membered ring, containing three nonconjugated C═C double bonds, two of them being triply substituted and one being doubly substituted. As observed by many groups, one of the
Alexandre P Rogerio et al.
British journal of pharmacology, 158(4), 1074-1087 (2009-05-15)
alpha-Humulene and trans-caryophyllene are plant sesquiterpenes with pronounced anti-inflammatory properties. Here, we evaluated the effects of these compounds in an experimental model of airways allergic inflammation. Female BALB/c mice, sensitized to and challenged with ovalbumin received daily alpha-humulene or trans-caryophyllene
João Paulo B Sousa et al.
Journal of pharmaceutical and biomedical analysis, 54(4), 653-659 (2010-11-26)
Copaifera species (Leguminoseae) are popularly known as "copaiba" or "copaíva". The oleoresins obtained from the trunk of these species have been extensively used in folk medicine and are commercialized in Brazil as crude oil and in several pharmaceutical and cosmetic
Akinola O Ogunbinu et al.
Natural product communications, 4(3), 421-424 (2009-05-06)
The chemical composition of the essential oils from the leaves and stem bark of Eclipta prostrata (L.) L. and the aerial parts of Vernonia amygdalina Delile (Asteraceae) have been analyzed by capillary gas chromatography (GC) and gas chromatography/mass spectrometry (GC/MS).
M Beck et al.
Physical chemistry chemical physics : PCCP, 13(23), 10970-11001 (2011-04-05)
α-Humulene contains three double bonds (DB), and after ozonolysis of the first DB the first-generation products are still reactive towards O(3) and produce second- and third-generation products. The primary aim of this study consisted of identifying the products of the
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