Structure Database (LMSD)

Common Name
10Z-heptadecenoic acid
Systematic Name
10Z-heptadecenoic acid
Synonyms
  • C17:1n-7
LM ID
LMFA01030283
Formula
C17H32O2
Exact Mass
Calculate m/z
268.24023
Sum Composition
FA 17:1
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-Heptadecenoic acid is a C17:1 monounsaturated fatty acid that is a minor constituent of ruminant fats.1 It has been examined for potential antitumor activity and was reported to inhibit HL-60 cell proliferation with an IC50 value of 302 µM and to prevent LPS-induced tumor necrosis factor production from mouse macrophages.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. Alves, S.P., Marcelino, C., Portugal, P.V., et al. Short communication: The nature of heptadecenoic acid in ruminant fats. J. Dairy Sci. 89(1), 170-173 (2006).

Reactions

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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Lipidomics reveals a remarkable diversity of lipids in human plasma,
J Lipid Res, 2010
Pubmed ID: 20671299

String Representations

InChiKey (Click to copy)
GDTXICBNEOEPAZ-FPLPWBNLSA-N
InChi (Click to copy)
InChI=1S/C17H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19/h7-8H,2-6,9-16H2,1H3,(H,18,19)/b8-7-
SMILES (Click to copy)
C(CCCCCCCC/C=C\CCCCCC)(=O)O

Other Databases

LIPIDAT ID
7543
HMDB ID
HMDB0060038
CHEBI ID
75094
PubChem CID
5312435
PlantFA ID
10062
Cayman ID
19748

Calculated Physicochemical Properties

Heavy Atoms 19
Rings 0
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 314.96
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 5.72
Molar Refractivity 82.47

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Created at
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Updated at
25th Apr 2022