LIPID MAPS

Structure Database (LMSD)

View 3D

Download as... MDLMOL SDF CSV TSV PNG

Common Name

FAHFA 14:0/11O(FA 18:3(9Z,12Z,15Z)[R])

Systematic Name

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

Synonyms

Mayolene-19
11-nonadecanoyl-11R-hydroxyoctadeca-9Z,12Z,15Z-trienoic acid

LM ID

LMFA07090152

Formula

C₃₇H₆₆O₄

Exact Mass

Calculate m/z

574.49611

Sum Composition

FAHFA 37:3;O

Abbrev Chains

FAHFA 19:0/18:3;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)

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

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

Admin

Created at

Updated at

14th Jun 2023