Structure Database (LMSD)

Systematic Name
3S-hydroxy-4R-methyl-2S-(n-eicos-11'-yn-19'-enyl)butanolide
Synonyms
LM ID
LMPK03000096
Formula
C25H42O3
Exact Mass
Calculate m/z
390.313395
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Annonaceae acetogenins [PK03]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Porcelia (#306974)
Magnoliopsida (#3398)
Antitrypanosomal Activity of Acetogenins Isolated from the Seeds of Porcelia macrocarpa Is Associated with Alterations in Both Plasma Membrane Electric Potential and Mitochondrial Membrane Potential.,
J Nat Prod, 2019
Pubmed ID: 31046273

String Representations

InChiKey (Click to copy)
JFAPEZBOYBDCPU-SGNDLWITSA-N
InChi (Click to copy)
InChI=1S/C25H42O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23-24(26)22(2)28-25(23)27/h3,22-24,26H,1,4-9,12-21H2,2H3/t22-,23+,24+/m1/s1
SMILES (Click to copy)
C(CCCCCCCCCC#CCCCCCCC=C)[C@H]1[C@@H](O)[C@@H](C)OC1=O

Other Databases

PubChem CID
6712596

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 1
Aromatic Rings
Rotatable Bonds 16
Van der Waals Molecular Volume 444.51
Topological Polar Surface Area 48.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 6.91
Molar Refractivity 117.92

Admin

Created at
2nd Nov 2021
Updated at
17th Nov 2022