Structure Database (LMSD)

Common Name
9Z-Hexadecen-1-ol
Systematic Name
9Z-Hexadecen-1-ol
Synonyms
LM ID
LMFA05000204
Formula
C16H32O
Exact Mass
Calculate m/z
240.245316
Sum Composition
FOH 16:1
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
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View NP-MRD ID(NMR) spectrum

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty alcohols [FA05]

Biological Context

(Z)-9-Hexadecenol is an unsaturated long chain fatty alcohol that has been found in pheromone gland extracts from H. assulta and has diverse biological activities.1,2,3 It is virucidal against herpes simplex virus 2 (HSV-2) when used at a concentration of 10 mM.2 (Z)-9-Hexadecenol is active against the bacterium S. mutans (MIC = 1.56 μg/ml).3 It decreases flight, upwind, close, landing, and copulatory behavior induced by an H. assulta pheromone blend in male H. assulta moths in a wind tunnel assay.1

This information has been provided by Cayman Chemical

References

1. Xu, M., Guo, H., Hou, C., et al. Olfactory perception and behavioral effects of sex pheromone gland components in Helicoverpa armigera and Helicoverpa assulta. Sci. Rep. 6, 22998 (2016).
2. Hilmarsson, H., Kristmundsdóttir, T., and Thormar, H. Virucidal activities of medium- and long-chain fatty alcohols, fatty acids and monoglycerides against herpes simplex virus types 1 and 2: Comparison at different pH levels. APMIS 113(1), 58-65 (2005).
3. Hattori, M., Miyachi, K., Hada, S., et al. Effects of long-chain fatty acids and fatty alcohols on the growth of Streptococcus mutans. Chem. Pharm. Bull. (Tokyo) 35(8), 3507-3510 (1987).

Reactions

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Reactions graph legend

References

Comments
Pherobase

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Bombus lapidarius (#30192)
Insecta (#50557)
Species and sex-specific compounds from the heads of male bumblebees (Bombus spp.).,
Nature, 1969
Pubmed ID: 5765060

String Representations

InChiKey (Click to copy)
LBIYNOAMNIKVKF-FPLPWBNLSA-N
InChi (Click to copy)
InChI=1S/C16H32O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h7-8,17H,2-6,9-16H2,1H3/b8-7-
SMILES (Click to copy)
OCCCCCCCC/C=C\CCCCCC

Other Databases

CHEBI ID
75623
PubChem CID
5367661
Cayman ID
30462

Calculated Physicochemical Properties

Heavy Atoms 17
Rings 0
Aromatic Rings 0
Rotatable Bonds 13
Van der Waals Molecular Volume 291.51
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 5.52
Molar Refractivity 77.79

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Created at
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Updated at
11th Dec 2024