Structure Database (LMSD)

Common Name
Margaric acid
Systematic Name
heptadecanoic acid
Synonyms
  • Heptadecylic acid
  • C17:0
  • Daturic acid
  • Daturinic acid
  • Margarinic acid
LM ID
LMFA01010017
Formula
C17H34O2
Exact Mass
Calculate m/z
270.25588
Sum Composition
FA 17:0
Status
Curated
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Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Straight chain fatty acids [FA0101]

Biological Context

Heptadecanoic acid is an odd-chain saturated fatty acid that contains seventeen carbons and has been found in milk fat.1 Heptadecanoic acid has been used as an internal standard for the quantification of fatty acids in human plasma by LC- and GC-MS and as a biomarker for dairy fat intake.1,2

This information has been provided by Cayman Chemical

References

1. Jenkins, B., West, J.A., and Koulman, A. A review of odd-chain fatty acid metabolism and the role of pentadecanoic acid (c15:0) and heptadecanoic acid (c17:0) in health and disease. Molecules 20(2), 2425-2444 (2015).
2. Yakoob, M.Y., Shi, P., Hu, F.B., et al. Circulating biomarkers of dairy fat and risk of incident stroke in U.S. men and women in 2 large prospective cohorts. Am. J. Clin. Nutr. 100(6), 1437-1447 (2014).

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)
KEMQGTRYUADPNZ-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C17H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19/h2-16H2,1H3,(H,18,19)
SMILES (Click to copy)
C(CCCCCCC)CCCCCCCCC(=O)O

Other Databases

Wikipedia
Margaric_acid
HMDB ID
HMDB0002259
CHEBI ID
32365
LIPIDBANK ID
DFA0017
PubChem CID
10465
PlantFA ID
10060
SwissLipids ID
SLM:000001095
Cayman ID
19722
PDB ID
X90

Calculated Physicochemical Properties

Heavy Atoms 19
Rings 0
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 317.60
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 5.94
Molar Refractivity 82.56

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Created at
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Updated at
25th Apr 2022