Structure Database (LMSD)

Common Name
Acutifolactone
Systematic Name
(22R,24S,25S)-5α-hydroxy-7α,8α;24α,25α-diepoxy-1,12,16-trioxowitha-2,17(20)-dienolide
Synonyms
LM ID
LMST01160031
Status
Active
Exact Mass
Calculate m/z
496.20972
Formula
Abbrev


Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

String Representations

InChiKey (Click to copy)
ZHKCPWIMFGFTGL-ZRKMWVMKSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
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

References

Reference
Cytotoxic Physalins from Aeroponically Grown Physalis acutifolia.
J Nat Prod, 2021
DOI: 10.1021/acs.jnatprod.0c00380
PMID: 33586438

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Physalis acutifolia (#304134)
Magnoliopsida (#3398)
Cytotoxic Physalins from Aeroponically Grown Physalis acutifolia.,
J Nat Prod, 2021
Pubmed ID: 33586438

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 7
Aromatic Rings 0
Rotatable Bonds 1
Van der Waals Molecular Volume 460.92
Topological Polar Surface Area 124.87
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 8
logP 3.73
Molar Refractivity 126.47

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Created at
17th Feb 2021
Updated at
17th Feb 2021