Structure Database (LMSD)

Common Name
10Z-nonadecenoic acid
Systematic Name
10Z-nonadecenoic acid
Synonyms
  • C19:1n-9
LM ID
LMFA01030362
Formula
C19H36O2
Exact Mass
Calculate m/z
296.271531
Sum Composition
FA 19:1
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 Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]

Biological Context

cis-10-Nonadecenoic acid is a C19:1 monounsaturated fatty acid. It has been examined for potential antitumor activity and was reported to inhibit HL-60 cell proliferation with an IC50 value of 295 µM and to prevent LPS-induced tumor necrosis factor production from mouse macrophages.1 Furthermore, long-chain fatty acids, such as cis-10-nonadecenoic acid, have been shown to inhibit p53 activity.2

This information has been provided by Cayman Chemical

References

1. Fukuzawa, M., Yamaguchi, R., Hide, I., et al. Possible involvement of long chain fatty acids in the spores of Ganoderma lucidum (Reishi Houshi) to its anti-tumor activity. Biol. Pharm. Bull. 31(10), 1933-1937 (2008).
2. Iijima, H., Kasai, N., Chiku, H., et al. The inhibitory action of long-chain fatty acids on the DNA binding activity of p53. Lipids 41(6), 521-527 (2006).

Reactions

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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
The human serum metabolome.,
PLoS One, 2011
Pubmed ID: 21359215
Ganoderma lucidum (#5315)
Agaricomycetes (#155619)
Possible involvement of long chain fatty acids in the spores of Ganoderma lucidum (Reishi Houshi) to its anti-tumor activity.,
Biol Pharm Bull, 2008
Pubmed ID: 18827358

String Representations

InChiKey (Click to copy)
BBOWBNGUEWHNQZ-KTKRTIGZSA-N
InChi (Click to copy)
InChI=1S/C19H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21/h9-10H,2-8,11-18H2,1H3,(H,20,21)/b10-9-
SMILES (Click to copy)
C(CCCCCCCC/C=C\CCCCCCCC)(=O)O

Other Databases

LIPIDAT ID
7573
HMDB ID
HMDB0013622
CHEBI ID
83051
PubChem CID
5312513
Cayman ID
19749

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 0
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 349.56
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 6.50
Molar Refractivity 91.70

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Created at
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Updated at
24th Feb 2025
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