Structure Database (LMSD)

Common Name
5-methoxy-3-(2R-acetoxy-tridecyl)-1,4-benzoquinone
Systematic Name
5-methoxy-3-(2R-acetoxy-tridecyl)-1,4-benzoquinone
Synonyms
LM ID
LMPK15050005
Status
Active
Exact Mass
Calculate m/z
378.240625
Formula
C22H34O5
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

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

String Representations

InChiKey (Click to copy)
JIUGZSYPFREDLG-HXUWFJFHSA-N
InChi (Click to copy)
InChI=1S/C22H34O5/c1-4-5-6-7-8-9-10-11-12-13-20(27-17(2)23)15-18-14-19(24)16-21(26-3)22(18)25/h14,16,20H,4-13,15H2,1-3H3/t20-/m1/s1
SMILES (Click to copy)
C1(OC)C(=O)C(C[C@H](OC(C)=O)CCCCCCCCCCC)=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
46191017

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 1
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 407.55
Topological Polar Surface Area 69.67
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 5
logP 5.12
Molar Refractivity 105.72

Admin

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