Structure database (LMSD)

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LM IDLMST01160014
Common NamePhysalolactone C
Systematic Name17S,20S,22R-6α-chloro-4β,5β,17β,20α-tetrahydroxy-1-oxo-ergosta-2,14,24-
trienolide
Synonyms-
Exact Mass
520.2228 (neutral)    Calculate m/z:
FormulaC28H37O7Cl
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassWithanolides and derivatives [ST0116]
PubChem CID179695
InChIKeyBSLUVQZIEQFEOT-DWHGKTCXSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C28H37ClO7/c1-14-12-22(36-23(32)15(14)2)26(5,33)27(34)11-9-17-16-13-19(29)28(35)21(31)7-6-20(30)25(28,4)18(16)8-10-24(17,27)3/h6-7,9,16,18-19,21-22,31,33-35H,8,10-13H2,1-5H3/t16-,18-,19-,21-,22+,24-,25-,26-,27-,28-/m0/s1
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SMILES
C12=CC[C@@](O)([C@](O)(C)[C@]3([H])OC(=O)C(C)=C(C)C3)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C[C@@H]([C@]2(O)[C@@H](O)C=CC([C@]12C)=O)Cl
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StatusActive
ReferencesPhysalolactone C, a New Withanolide from Physalis peruviana
J. Nat. Prod 1984
DOI: 10.1021/np50034a013
Calculated physicochemical properties (?):
 Heavy Atoms36Rings5Aromatic Rings0Rotatable Bonds2
 van der Waals
Molecular Volume
494.70Topological Polar
Surface Area
126.36Hydrogen
Bond Donors
4Hydrogen
Bond Acceptors
7
 logP4.45Molar
Refractivity
136.01