Structure Database (LMSD)

Common Name
Mayolene-15
Systematic Name
11R-(pentadecanoyloxy)octadeca-9Z,12Z,15Z-trienoic acid
Synonyms
  • 11-pentadecanoyl-11R-hydroxyoctadeca-9Z,12Z,15Z-trienoic acid
LM ID
LMFA07090150
Status
Active
Exact Mass
Calculate m/z
518.43351
Formula
C33H58O4
Abbrev
FAHFA 33:4;O
Abbrev Chains
FAHFA 15:0/11-O-18:3
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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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)
AVJLDWLHRWRNFN-RLAZVZSHSA-N
InChi (Click to copy)
InChI=1S/C33H58O4/c1-3-5-7-9-10-11-12-13-14-18-22-26-30-33(36)37-31(27-23-19-8-6-4-2)28-24-20-16-15-17-21-25-29-32(34)35/h6,8,23-24,27-28,31H,3-5,7,9-22,25-26,29-30H2,1-2H3,(H,34,35)/b8-6-,27-23-,28-24-/t31-/m0/s1
SMILES (Click to copy)
C(CCCCCCC/C=C\[C@@H](OC(CCCCCCCCCCCCCC)=O)/C=C\C/C=C\CC)(=O)O

References

Reference
Mayolenes: labile defensive lipids from the glandular hairs of a caterpillar (Pieris rapae)
Proc Natl Acad Sci U S A. 2002
DOI: 10.1073/pnas.102165699
PMID: 11997469

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
73242177

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 0
Aromatic Rings 0
Rotatable Bonds 28
Van der Waals Molecular Volume 601.42
Topological Polar Surface Area 63.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 10.56
Molar Refractivity 158.37

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Created at
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Updated at
8th Aug 2020