Structure database (LMSD)

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LM IDLMST01160031
Common NameAcutifolactone
Systematic Name(22R,24S,25S)-5α-hydroxy-7α,8α;24α,25α-diepoxy-1,12,16-trioxowitha-2,17(20)-
dienolide
Synonyms-
Exact Mass
496.2097 (neutral)    Calculate m/z:
FormulaC28H32O8
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassWithanolides and derivatives [ST0116]
AbbrevST 28:9;O8
PubChem CID-
InChIKeyZHKCPWIMFGFTGL-ZRKMWVMKSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C28H32O8/c1-12(16-11-24(2)27(5,36-24)23(32)34-16)20-15(29)9-13-19-14(10-18(31)25(13,20)3)26(4)17(30)7-6-8-28(26,33)22-21(19)35-22/h6-7,13-14,16,19,21-22,33H,8-11H2,1-5H3/b20-12+/t13-,14-,16+,19-,21-,22-,24-,25+,26-,27+,28-/m0/s1
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SMILES
O=C1C=CC[C@]2(O)[C@H]3O[C@H]3[C@@]3([H])[C@]4([H])CC(=O)/C(=C(/C)\[C@]5([H])OC(=O)[C@@]6(C)O[C@@]6(C)C5)/[C@@]4(C)C(=O)C[C@]3([H])[C@]21C
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StatusActive
ReferencesCytotoxic Physalins from Aeroponically Grown Physalis acutifolia.
J Nat Prod, 2021
DOI: 10.1021/acs.jnatprod.0c00380
PMID: 33586438
Calculated physicochemical properties (?):
 Heavy Atoms36Rings7Aromatic Rings0Rotatable Bonds1
 van der Waals
Molecular Volume
460.92Topological Polar
Surface Area
124.87Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
8
 logP3.73Molar
Refractivity
126.47