Structure Database (LMSD)

Common Name
Mayolene-14
Systematic Name
11R-(tetradecanoyloxy)octadeca-9Z,12Z,15Z-trienoic acid
Synonyms
  • 11-tetradecanoyl-11R-hydroxyoctadeca-9Z,12Z,15Z-trienoic acid
LM ID
LMFA07090149
Status
Active
Exact Mass
Calculate m/z
504.41786
Formula
C32H56O4
Abbrev
FAHFA 32:4;O
Abbrev Chains
FAHFA 14:0/11-O-18:3
Show lipids differing only in stereochemistry/bond geometry
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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)
COMCEKCDENOSMR-RHUSWNTQSA-N
InChi (Click to copy)
InChI=1S/C32H56O4/c1-3-5-7-9-10-11-12-13-17-21-25-29-32(35)36-30(26-22-18-8-6-4-2)27-23-19-15-14-16-20-24-28-31(33)34/h6,8,22-23,26-27,30H,3-5,7,9-21,24-25,28-29H2,1-2H3,(H,33,34)/b8-6-,26-22-,27-23-/t30-/m0/s1
SMILES (Click to copy)
C(CCCCCCC/C=C\[C@@H](OC(CCCCCCCCCCCCC)=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

PubChem CID
73242176

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 0
Aromatic Rings 0
Rotatable Bonds 27
Van der Waals Molecular Volume 584.12
Topological Polar Surface Area 63.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 10.17
Molar Refractivity 153.75

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Created at
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Updated at
8th Aug 2020