LIPID MAPS

Structure Database (LMSD)

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Common Name

FAHFA 17:0/11O(FA 18:3(9Z,12Z,15Z)[R])

Systematic Name

11R-(heptadecanoyloxy)octadeca-9Z,12Z,15Z-trienoic acid

Synonyms

Mayolene-17
11-heptadecanoyl-11R-hydroxyoctadeca-9Z,12Z,15Z-trienoic acid

LM ID

LMFA07090151

Formula

C₃₅H₆₂O₄

Exact Mass

Calculate m/z

546.46481

Sum Composition

FAHFA 35:3;O

Abbrev Chains

FAHFA 17:0/18:3;O

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Classification

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

DOI: 10.1073/pnas.102165699

String Representations

InChiKey (Click to copy)

WDLVKNXUHCBUJP-YRFDIYPKSA-N

InChi (Click to copy)

InChI=1S/C35H62O4/c1-3-5-7-9-10-11-12-13-14-15-16-20-24-28-32-35(38)39-33(29-25-21-8-6-4-2)30-26-22-18-17-19-23-27-31-34(36)37/h6,8,25-26,29-30,33H,3-5,7,9-24,27-28,31-32H2,1-2H3,(H,36,37)/b8-6-,29-25-,30-26-/t33-/m0/s1

SMILES (Click to copy)

C(CCCCCCC/C=C\[C@@H](OC(CCCCCCCCCCCCCCCC)=O)/C=C\C/C=C\CC)(=O)O

Other Databases

PubChem CID

73242178

Calculated Physicochemical Properties

Heavy Atoms 39

Rings 0

Aromatic Rings 0

Rotatable Bonds 30

Van der Waals Molecular Volume 636.02

Topological Polar Surface Area 63.60

Hydrogen Bond Donors 1

Hydrogen Bond Acceptors 4

logP 11.34

Molar Refractivity 167.60

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Created at

Updated at

14th Jun 2023