Structure Database (LMSD)

O O O O N H O O OH
Common Name
Epolactaene
Systematic Name
3-(2-methoxy-10-(methoxycarbonyl)-8-methyldodeca-2Z,6E,8E,10E-tetraenoyl)-3(R),4(R)-epoxy-5-hydroxy-5-methylpyrrolidin-2-one
Synonyms
LM ID
LMFA01150072
Formula
C21H27NO7
Exact Mass
Calculate m/z
405.178754
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Heterocyclic fatty acids [FA0115]

String Representations

InChiKey (Click to copy)
CPEDKPCCJNVROC-UFRPGBNKSA-N
InChi (Click to copy)
InChI=1S/C21H27NO7/c1-6-14(17(24)28-5)12-13(2)10-8-7-9-11-15(27-4)16(23)21-18(29-21)20(3,26)22-19(21)25/h6,8,10-12,18,26H,7,9H2,1-5H3,(H,22,25)/b10-8+,13-12+,14-6+,15-11-/t18-,20?,21-/m0/s1
SMILES (Click to copy)
N1C(=O)[C@]2(O[C@H]2C1(C)O)C(/C(/OC)=C/CC/C=C/C(/C)=C/C(/C(OC)=O)=C\C)=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Penicillium sp. (#5081)
Eurotiomycetes (#147545)
A novel lipid compound, epolactaene, induces apoptosis: its action is modulated by its side chain structure.,
Biochim Biophys Acta, 2002
Pubmed ID: 11960746

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 2
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 401.19
Topological Polar Surface Area 114.46
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 8
logP 2.32
Molar Refractivity 105.91

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Created at
23rd Oct 2019
Updated at
23rd Oct 2019