Structure Database (LMSD)

Systematic Name
3-hydroxy-4R-methyl-2-(n-eicos-11'-yn-19'-enyl)but-2-enolide
Synonyms
LM ID
LMPK03000095
Formula
C25H40O3
Exact Mass
Calculate m/z
388.297745
Status
Active
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)
TUMIGHLOHBQEQM-JOCHJYFZSA-N
InChi (Click to copy)
InChI=1S/C25H40O3/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/h3,22,26H,1,4-9,12-21H2,2H3/t22-/m1/s1
SMILES (Click to copy)
C(CCCCCCCCCC#CCCCCCCC=C)C1=C(O)[C@@H](C)OC1=O

Other Databases

PubChem CID
155562603

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 1
Aromatic Rings
Rotatable Bonds 16
Van der Waals Molecular Volume 441.87
Topological Polar Surface Area 48.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 7.46
Molar Refractivity 117.57

Admin

Created at
2nd Nov 2021
Updated at
2nd Nov 2021