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249084

Sigma-Aldrich

cis-11-Hexadecenal

95%

Synonym(s):

(Z)-11-HDAL

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About This Item

Linear Formula:
CH3(CH2)3CH=CH(CH2)9CHO
CAS Number:
53939-28-9
Molecular Weight:
238.41
Beilstein/REAXYS Number:
1867354
EC Number:
258-876-7
MDL number:
MFCD00010124
UNSPSC Code:
12352100
PubChem Substance ID:
24854976
NACRES:
NA.22

Quality Level

100

assay

95%

form

liquid

refractive index

n20/D 1.455 (lit.)

density

0.963 g/mL at 20 °C (lit.)

functional group

aldehyde

storage temp.

2-8°C

SMILES string

[H]C(=O)CCCCCCCCC\C=C/CCCC

InChI

1S/C16H30O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h5-6,16H,2-4,7-15H2,1H3/b6-5-

InChI key

AMTITFMUKRZZEE-WAYWQWQTSA-N

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General description

cis-11-Hexadecenal is the major pheromone component detected in the whole-animal male Helicoverpa zea antennal preparations.

Application

cis-11-Hexadecenal has been used in the preparation of fatty aldehyde semicarbazone derivatives during their analysis by liquid chromatography-electrospray ionization-tandem mass spectrometery.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Aquatic Acute 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

141.8 °F - closed cup

flash_point_c

61 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN8203
MKCM4552
MKCC7849
MKBT6900V
MKBP1790V

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Evgeny V Berdyshev et al.
Analytical biochemistry, 408(1), 12-18 (2010-09-02)
Sphingosine-1-phosphate (S1P) is a sphingolipid signaling molecule crucial for cell survival and proliferation. S1P-mediated signaling is largely controlled through its biosynthesis and degradation, and S1P lyase (S1PL) is the only known enzyme that irreversibly degrades sphingoid base-1-phosphates to phosphoethanolamine and
Andrew J Myrick et al.
Biosensors & bioelectronics, 31(1), 197-204 (2011-11-25)
A new method that can improve gas-chromatography-electroantennographic detection (GC-EAD) by orders of magnitude through a technique known as chopper stabilization combined with matched filtering in colored noise is presented. The EAD is a physiological recording from the antenna of an
Carmen Quero et al.
Journal of agricultural and food chemistry, 51(10), 2987-2991 (2003-05-02)
The sex pheromone of the oak processionary moth Thaumetopoea processionea has been characterized from female gland extracts as a mixture of (Z,Z)-11,13-hexadecadienyl acetate (1), (E,Z)-11,13-hexadecadienyl acetate (3) and (Z,Z)-11,13-hexadecadienol (2) in 88:7:5 ratio. The amount of the major compound 1
E E Blatter et al.
The Biochemical journal, 272(2), 351-358 (1990-12-01)
A major component of the sex pheromone from the tobacco budworm moth Heliothis virescens is a C16 straight-chain aldehyde with a single unsaturation at the eleventh position. The sex pheromones are inactivated when metabolized to their corresponding acids by insect
Ewald Grosse-Wilde et al.
The European journal of neuroscience, 25(8), 2364-2373 (2007-04-21)
Males of the moth species Heliothis virescens are able to detect the female-released pheromone with remarkable sensitivity and specificity, distinguishing between highly related pheromonal compounds. In the past, electrophysiological studies succeeded in assigning sensory hairs to identified compounds revealing three
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