Structure Database (LMSD)

Common Name
Isononadecanoic acid
Systematic Name
17-methyl-octadecanoic acid
Synonyms
LM ID
LMFA01020096
Formula
C19H38O2
Exact Mass
Calculate m/z
298.287181
Sum Composition
FA 19:0
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

17-methyl Stearic acid is a methyl branched-chain fatty acid that has been found in murine meibomian glands, C. cornucopioides mushrooms, and Phyllobacterium species.1,2,3 It has also been found in the aerial parts of C. ladanifer and its concentration exhibits seasonal variation.4

This information has been provided by Cayman Chemical

References

1. Guerreiro, O., Alves, S.P., Duarte, M.F., et al. Cistus ladanifer L. shrub is rich in saturated and branched chain fatty acids and their concentration increases in the Mediterranean dry season. Lipids 50(5), 493-501 (2015).
2. Jiao, Y.S., Yan, H., Ji, Z.J., et al. Phyllobacterium sophorae sp. nov., a symbiotic bacterium isolated from root nodules of Sophora flavescens. Int. J. Syst. Evol. Microbiol. 65(Pt 2), 399-406 (2015).
3. Harvey, D.J., and Tiffany, J.M. Identification of meibomian gland lipids by gas chromatography-mass spectrometry: Application to the meibomian lipids of the mouse. J. Chromatogr. 301(1), 173-187 (1984).
4. Yilmaz, N., Türkekul, I., Bulut, S., et al. Fatty acid composition in ten mushroom species collected from middle Black Sea Region of Turkey. Asian J. Chem. 25(3), 1216-1220 (2006).

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Callyspongia fallax (#469326)
Demospongiae (#6042)
New methoxylated fatty acids from the Caribbean sponge Callyspongia fallax.,
J Nat Prod, 2001
Pubmed ID: 11374956
Mus musculus (#10090)
Mammalia (#40674)
Identification of meibomian gland lipids by gas chromatography-mass spectrometry: application to the meibomian lipids of the mouse.,
J Chromatogr, 1984
Pubmed ID: 6501487
Cistus ladanifer (#335173)
Magnoliopsida (#3398)
Cistus ladanifer L. Shrub is Rich in Saturated and Branched Chain Fatty Acids and their Concentration Increases in the Mediterranean Dry Season.,
Lipids, 2015
Pubmed ID: 25716335

String Representations

InChiKey (Click to copy)
YETXGSGCWODRAA-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C19H38O2/c1-18(2)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-19(20)21/h18H,3-17H2,1-2H3,(H,20,21)
SMILES (Click to copy)
C(CCCCCCC(C)C)CCCCCCCCC(=O)O

Other Databases

HMDB ID
HMDB0037397
CHEBI ID
133136
LIPIDBANK ID
DFA7064
PubChem CID
3083779
PlantFA ID
10207
Cayman ID
26766

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 0
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 352.20
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 6.58
Molar Refractivity 91.73

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Created at
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Updated at
6th Jun 2025