Structure Database (LMSD)

Common Name
Isoheptadecanoic acid
Systematic Name
15-methyl-hexadecanoic acid
Synonyms
  • 15-methyl palmitic acid
  • Isomargaric acid
  • Subtiloheptadecanoic acid
  • Methylpalmitic acid
LM ID
LMFA01020012
Formula
C17H34O2
Exact Mass
Calculate m/z
270.25588
Sum Composition
FA 17:0
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Branched fatty acids [FA0102]

Biological Context

15-methyl Palmitic acid is a methylated fatty acid that has been found in bacteria, bovine milk fat, one-humped camel (C. dromedarius) meat and fat, and in rabbit perirenal lipids.1,2,3,4 It is also found in human breast milk and levels are decreased in mature breast milk compared to colostrum.5 [Matreya, LLC. Catalog No. 1606]

This information has been provided by Cayman Chemical

References

1. López-Bote, C., Rey, A., Isabel, B., et al. Dietary fat reduces odd‐numbered and branched‐chain fatty acids in depot lipids of rabbits. J. Sci. Food Agric. 73(4), 517-524 (1999).
2. Nickels, J.D., Chatterjee, S., Mostofian, B., et al. Bacillus subtilis lipid extract, a branched-chain fatty acid model membrane. J. Phys. Chem. Lett. 8(17), 4214-4217 (2017).
3. Henke, A., Westreicher-Kristen, E., Molkentin, J., et al. Effect of dietary quebracho tannin extract on milk fatty acid composition in cows. J. Dairy Sci. 100(8), 6229-6238 (2017).
4. Rawdah, T.N., El-Faer, M.Z., and Koreish, S.A. Fatty acid composition of the meat and fat of the one-humped camel Camelus dromedarius. Meat Sci. 37(1), 149-155 (1994).
5. Jie, L., Qui, C., Sun, J., et al. The impact of lactation and gestational age on the composition of branched-chain fatty acids in human breast milk. Food Funct. 9(3), 1747-1754 (2018).

String Representations

InChiKey (Click to copy)
IIUXHTGBZYEGHI-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C17H34O2/c1-16(2)14-12-10-8-6-4-3-5-7-9-11-13-15-17(18)19/h16H,3-15H2,1-2H3,(H,18,19)
SMILES (Click to copy)
C(CCCCC(C)C)CCCCCCCCC(=O)O

Other Databases

HMDB ID
HMDB0061709
CHEBI ID
70850
LIPIDBANK ID
DFA0237
PubChem CID
164860
PlantFA ID
10205
SwissLipids ID
SLM:000000048
Cayman ID
24814

Calculated Physicochemical Properties

Heavy Atoms 19
Rings 0
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 317.60
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 5.80
Molar Refractivity 82.49

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Updated at
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