Structure Database (LMSD)

O OH O O O O
Common Name
2-hydroxy-5-methoxy-3-(2R-acetoxy-pentadecyl)-1,4-benzoquinone
Systematic Name
2-hydroxy-5-methoxy-3-(2R-acetoxy-pentadecyl)-1,4-benzoquinone
Synonyms
LM ID
LMPK15050003
Formula
C24H38O6
Exact Mass
Calculate m/z
422.26684
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)
UXLMJHNFDRMGPW-LJQANCHMSA-N
InChi (Click to copy)
InChI=1S/C24H38O6/c1-4-5-6-7-8-9-10-11-12-13-14-15-19(30-18(2)25)16-20-23(27)21(26)17-22(29-3)24(20)28/h17,19,27H,4-16H2,1-3H3/t19-/m1/s1
SMILES (Click to copy)
C1(OC)C(=O)C(C[C@H](OC(C)=O)CCCCCCCCCCCCC)=C(O)C(=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
102163922

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 1
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 450.94
Topological Polar Surface Area 89.90
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 6
logP 5.79
Molar Refractivity 116.52

Admin

Created at
12th May 2020
Updated at
2nd Feb 2021