Structure Database (LMSD)

O O OH O
Common Name
FAHFA 18:0/11O(FA 18:3(9Z,12Z,15Z)[R])
Systematic Name
11R-octadecanoyloxyoctadeca-9Z,12Z,15Z-trienoic acid
Synonyms
  • Mayolene-18
LM ID
LMFA07090147
Formula
C36H64O4
Exact Mass
Calculate m/z
560.48046
Sum Composition
FAHFA 36:3;O
Abbrev Chains
FAHFA 18:0/18:3;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty esters [FA07]
Fatty acid estolides [FA0709]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]

String Representations

InChiKey (Click to copy)
RFJCITQJURPJMT-INOIBKDBSA-N
InChi (Click to copy)
InChI=1S/C36H64O4/c1-3-5-7-9-10-11-12-13-14-15-16-17-21-25-29-33-36(39)40-34(30-26-22-8-6-4-2)31-27-23-19-18-20-24-28-32-35(37)38/h6,8,26-27,30-31,34H,3-5,7,9-25,28-29,32-33H2,1-2H3,(H,37,38)/b8-6-,30-26-,31-27-/t34-/m0/s1
SMILES (Click to copy)
C(CCCCCCC/C=C\[C@@H](OC(CCCCCCCCCCCCCCCCC)=O)/C=C\C/C=C\CC)(=O)O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pieris rapae (#64459)
Insecta (#50557)
Mayolenes: labile defensive lipids from the glandular hairs of a caterpillar (Pieris rapae).,
Proc Natl Acad Sci U S A, 2002
Pubmed ID: 11997469

Other Databases

CHEBI ID
165679
PubChem CID
52922006

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 0
Aromatic Rings 0
Rotatable Bonds 31
Van der Waals Molecular Volume 653.32
Topological Polar Surface Area 63.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 11.73
Molar Refractivity 172.22

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Created at
-
Updated at
14th Jun 2023