Structure Database (LMSD)

O O O O O
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
Formula
C24H38O5
Exact Mass
Calculate m/z
406.271925
Status
Active
Show lipids differing only in stereochemistry/bond geometry

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
2nd Feb 2021