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Structure Database (LMSD)

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Common Name

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

Systematic Name

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

Synonyms

Mayolene-14
11-tetradecanoyl-11R-hydroxyoctadeca-9Z,12Z,15Z-trienoic acid

LM ID

LMFA07090149

Formula

C₃₂H₅₆O₄

Exact Mass

Calculate m/z

504.41786

Sum Composition

FAHFA 32:3;O

Abbrev Chains

FAHFA 14:0/18:3;O

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

COMCEKCDENOSMR-RHUSWNTQSA-N

InChi (Click to copy)

InChI=1S/C32H56O4/c1-3-5-7-9-10-11-12-13-17-21-25-29-32(35)36-30(26-22-18-8-6-4-2)27-23-19-15-14-16-20-24-28-31(33)34/h6,8,22-23,26-27,30H,3-5,7,9-21,24-25,28-29H2,1-2H3,(H,33,34)/b8-6-,26-22-,27-23-/t30-/m0/s1

SMILES (Click to copy)

C(CCCCCCC/C=C\[C@@H](OC(CCCCCCCCCCCCC)=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

DOI: 10.1073/pnas.102165699

Other Databases

PubChem CID

73242176

Calculated Physicochemical Properties

Heavy Atoms 36

Rings 0

Aromatic Rings 0

Rotatable Bonds 27

Van der Waals Molecular Volume 584.12

Topological Polar Surface Area 63.60

Hydrogen Bond Donors 1

Hydrogen Bond Acceptors 4

logP 10.17

Molar Refractivity 153.75

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Created at

Updated at

14th Jun 2023