Structure Database (LMSD)

Common Name
5-methoxy-3-(2R-acetoxy-pentadecyl)-1,4-benzoquinone
Systematic Name
5-methoxy-3-(2R-acetoxy-pentadecyl)-1,4-benzoquinone
Synonyms
LM ID
LMPK15050004
Status
Active
Exact Mass
Calculate m/z
406.271925
Formula
C24H38O5
Show lipids differing only in stereochemistry/bond geometry
Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Phenolic lipids [PK15]
Alkyl hydroquinones and derivatives [PK1505]

String Representations

InChiKey (Click to copy)
CVZNKLNAHBTINT-JOCHJYFZSA-N
InChi (Click to copy)
InChI=1S/C24H38O5/c1-4-5-6-7-8-9-10-11-12-13-14-15-22(29-19(2)25)17-20-16-21(26)18-23(28-3)24(20)27/h16,18,22H,4-15,17H2,1-3H3/t22-/m1/s1
SMILES (Click to copy)
C1(OC)C(=O)C(C[C@H](OC(C)=O)CCCCCCCCCCCCC)=CC(=O)C=1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ardisia virens (#1073920)
Magnoliopsida (#3398)
Cytotoxic alkyl benzoquinones and alkyl phenols from Ardisia virens.,
Phytochemistry, 2009
Pubmed ID: 19833361

Other Databases

PubChem CID
46190943

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 1
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 442.15
Topological Polar Surface Area 69.67
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 5
logP 5.90
Molar Refractivity 114.95

Admin

Created at
12th May 2020
Updated at
12th May 2020