LIPID MAPS

Structure Database (LMSD)

View 3D

Download as... MDLMOL SDF CSV TSV PNG

Common Name

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

Systematic Name

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

Synonyms

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

LM ID

LMFA07090150

Formula

C₃₃H₅₈O₄

Exact Mass

Calculate m/z

518.43351

Sum Composition

FAHFA 33:3;O

Abbrev Chains

FAHFA 15:0/18:3;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)

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

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

Admin

Created at

Updated at

14th Jun 2023