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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:
Molecular Weight:
204.35
Beilstein:
3240075
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

194.0 °F - closed cup

Flash Point(C)

90 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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
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
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).
Shin-Pin Chen et al.
Chemical & pharmaceutical bulletin, 57(2), 162-166 (2009-02-03)
A novel skeletal norhumulene (1) and six xeniaphyllane-derived compounds, including norditerpenoids (2, 3) and diterpenoids (4-7), were isolated from the EtOAc extract of the Formosan soft coral Sinularia gibberosa. Their structures were elucidated by spectroscopic analysis. In vitro cytotoxic evaluation
Rosa Tundis et al.
Natural product research, 23(18), 1707-1718 (2009-11-19)
This study is aimed to evaluate the in vitro cytotoxicity of Senecio stabianus Lacaita (Asteraceae) against renal adenocarcinoma ACHN, hormone-dependent prostate carcinoma LNCaP, amelanotic melanoma C32 and human breast adenocarcinoma MCF-7 cell lines. The n-hexane extract showed an interesting activity

Protocols

-β-Farnesene; α-Huµlene; Germacrene D; (+)-Valencene; Bicyclogermacrene; (+)-δ-Cadinene

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