Structure Database (LMSD)

Common Name
2-hydroxy-5-methoxy-3-(2R-acetoxy-tridecyl)-1,4-benzoquinone
Systematic Name
2-hydroxy-5-methoxy-3-(2R-acetoxy-tridecyl)-1,4-benzoquinone
Synonyms
LM ID
LMPK15050002
Formula
C22H34O6
Exact Mass
Calculate m/z
394.23554
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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

String Representations

InChiKey (Click to copy)
ZYWAVLTZNSYXDF-QGZVFWFLSA-N
InChi (Click to copy)
InChI=1S/C22H34O6/c1-4-5-6-7-8-9-10-11-12-13-17(28-16(2)23)14-18-21(25)19(24)15-20(27-3)22(18)26/h15,17,25H,4-14H2,1-3H3/t17-/m1/s1
SMILES (Click to copy)
C1(OC)C(=O)C(C[C@H](OC(C)=O)CCCCCCCCCCC)=C(O)C(=O)C=1

Other Databases

PubChem CID
102163920

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 1
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 416.34
Topological Polar Surface Area 89.90
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 6
logP 5.01
Molar Refractivity 107.29

Admin

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