Structure Database (LMSD)

Common Name
Mayolene-19
Systematic Name
11R-(nonadecanoyloxy)octadeca-9Z,12Z,15Z-trienoic acid
Synonyms
  • 11-nonadecanoyl-11R-hydroxyoctadeca-9Z,12Z,15Z-trienoic acid
LM ID
LMFA07090152
Status
Active
Exact Mass
Calculate m/z
574.49611
Formula
C37H66O4
Abbrev
FAHFA 37:4;O
Abbrev Chains
FAHFA 19:0/11-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)
ZBRFIBBSTKLUNQ-XGYXFQHVSA-N
InChi (Click to copy)
InChI=1S/C37H66O4/c1-3-5-7-9-10-11-12-13-14-15-16-17-18-22-26-30-34-37(40)41-35(31-27-23-8-6-4-2)32-28-24-20-19-21-25-29-33-36(38)39/h6,8,27-28,31-32,35H,3-5,7,9-26,29-30,33-34H2,1-2H3,(H,38,39)/b8-6-,31-27-,32-28-/t35-/m0/s1
SMILES (Click to copy)
C(CCCCCCC/C=C\[C@@H](OC(CCCCCCCCCCCCCCCCCC)=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
73242179

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 0
Aromatic Rings 0
Rotatable Bonds 32
Van der Waals Molecular Volume 670.62
Topological Polar Surface Area 63.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 12.12
Molar Refractivity 176.84

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Created at
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Updated at
8th Aug 2020