Structure Database (LMSD)

Common Name
9Z-Octadecen-1-ol
Systematic Name
9Z-Octadecen-1-ol
Synonyms
LM ID
LMFA05000213
Formula
C18H36O
Exact Mass
Calculate m/z
268.276616
Sum Composition
FOH 18:1
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
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Classification

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

Biological Context

Oleyl alcohol is a monounsaturated fatty alcohol produced by the reduction of oleic acid .1 Topical application of an oleyl alcohol (5% w/w), propylene glycol, and Carbopol® 940 gel containing the non-steroidal anti-inflammatory drug (NSAID) piroxicam enhances piroxicam absorption into isolated rat abdominal skin compared to a control gel not containing oleyl alcohol.2 Oleyl alcohol also increases naloxone penetration into isolated postmortem human skin when applied at a 10% concentration.3

This information has been provided by Cayman Chemical

References

1. Aungst, B.J., Rogers, N.J., and Shefter, E. Enhancement of naloxone penetration through human skin in vitro using fatty acids, fatty alcohols, surfactants, sulfoxides and amides. Int. J. Pharm. 33(1-3), 225-234 (1986).
2. Santoyo, S., Arellano, A., Ygartua, P., et al. Penetration enhancer effects on the in vitro percutaneous absorption of piroxicam through rat skin. Int. J. Pharm. 117(2), 219-224 (1995).
3. Klonowski, R.S., Findley, T.W., Josefson, C.M., et al. Oleyl alcohol from animal fats by catalytic reduction. J. Am. Oil Chem. Soc. 47, 326-328 (1970).

Reactions

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Reactions graph legend

References

Comments
Pherobase

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Anthophila (#3042114)
Insecta (#50557)
Organic extractives from Mentha spp. honey and the bee-stomach: methyl syringate, vomifoliol, terpenediol I, hotrienol and other compounds.,
Molecules, 2010
Pubmed ID: 20428087

String Representations

InChiKey (Click to copy)
ALSTYHKOOCGGFT-KTKRTIGZSA-N
InChi (Click to copy)
InChI=1S/C18H36O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h9-10,19H,2-8,11-18H2,1H3/b10-9-
SMILES (Click to copy)
OCCCCCCCC/C=C\CCCCCCCC

Other Databases

HMDB ID
HMDB0029632
CHEBI ID
73504
PubChem CID
5284499
SwissLipids ID
SLM:000000584
Cayman ID
30385

Calculated Physicochemical Properties

Heavy Atoms 19
Rings 0
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 326.11
Topological Polar Surface Area 20.23
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 1
logP 6.30
Molar Refractivity 87.03

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Created at
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Updated at
13th Jan 2025