Structure database (LMSD)

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LM IDLMPK03000013
Common NameUvaricin
Systematic Name-
Synonyms-
Exact Mass
648.4965 (neutral)    Calculate m/z:
FormulaC39H68O7
CategoryPolyketides [PK]
Main ClassAnnonaceae acetogenins [PK03]
Sub Class-
PubChem CID-
InChIKeyJQOYPOSGHDJFLI-NRKBUBGYSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C39H68O7/c1-4-5-6-7-8-15-18-21-24-35(44-31(3)40)36-27-28-38(46-36)37-26-25-34(45-37)33(41)23-20-17-14-12-10-9-11-13-16-19-22-32-29-30(2)43-39(32)42/h29-30,33-38,41H,4-28H2,1-3H3/t30-,33?,34?,35?,36?,37?,38?/m0/s1
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SMILES
C1C(C2OC(C(O)CCCCCCCCCCCCC3C(=O)O[C@@H](C)C=3)CC2)OC(C(OC(C)=O)CCCCCCCCCC)C1
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StatusActive
ReferencesUvaricin, a New Antitumor Agent from Uvaria accuminata (Annonaceae)
J Org Chem. 1982
DOI: 10.1021/jo00137a024

Desacetyluvaricin from Uvaria accuminata, Configuration of Uvaricin at C-36
J. Nat. Prod 1985
DOI: 10.1021/np50040a023
PMID: 3840199
Calculated physicochemical properties (?):
 Heavy Atoms46Rings3Aromatic Rings0Rotatable Bonds27
 van der Waals
Molecular Volume
699.79Topological Polar
Surface Area
97.50Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
7
 logP11.46Molar
Refractivity
187.20