Structure database (LMSD)

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LM IDLMPK15050002
Common Name2-hydroxy-5-methoxy-3-(2R-acetoxy-tridecyl)-1,4-benzoquinone
Systematic Name2-hydroxy-5-methoxy-3-(2R-acetoxy-tridecyl)-1,4-benzoquinone
Synonyms-
Exact Mass
394.2355 (neutral)    Calculate m/z:
FormulaC22H34O6
CategoryPolyketides [PK]
Main ClassPhenolic lipids [PK15]
Sub ClassAlkyl hydroquinones and derivatives [PK1505]
PubChem CID102163920
InChIKeyZYWAVLTZNSYXDF-QGZVFWFLSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
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
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SMILES
C1(OC)C(=O)C(C[C@H](OC(C)=O)CCCCCCCCCCC)=C(O)C(=O)C=1
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StatusActive
ReferencesCytotoxic Alkyl Benzoquinones and Alkyl Phenols From Ardisia Virens
Phytochemistry 2009
DOI: 10.1016/j.phytochem.2009.09.006
PMID: 19833361
Calculated physicochemical properties (?):
 Heavy Atoms28Rings1Aromatic Rings0Rotatable Bonds15
 van der Waals
Molecular Volume
416.34Topological Polar
Surface Area
89.90Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
6
 logP5.01Molar
Refractivity
107.29