Structure database (LMSD)

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LM IDLMST01160030
Common NameZenkersterone
Systematic Name(24R,25R)-6-oxo-2β,3β,14α 20R-tetrahydroxy-witha-7-enolide
Synonyms2β,3β,14α 20R-tetrahydroxy-26(22)-olid-5β-ergost-7-en-6-one
Exact Mass
506.2880 (neutral)    Calculate m/z:
FormulaC28H42O8
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassWithanolides and derivatives [ST0116]
AbbrevST 28:4;O8
PubChem CID-
InChIKeyJEUYSWHJFSYMNR-ALAREOLYSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C28H42O8/c1-14-10-22(36-23(32)15(14)2)26(5,33)20-7-9-27(34)17-11-21(31)28(35)13-19(30)18(29)12-25(28,4)16(17)6-8-24(20,27)3/h11,14-16,18-20,22,29-30,33-35H,6-10,12-13H2,1-5H3/t14-,15-,16+,18+,19-,20+,22-,24-,25-,26-,27-,28-/m1/s1
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SMILES
C12=CC(=O)[C@]3(O)C[C@@H](O)[C@@H](O)C[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)(O)[C@]3([H])OC(=O)[C@H](C)[C@H](C)C3)CC[C@@]21O
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StatusActive
ReferencesThe chemistry of the West and Central African Penianthus zenkeri Diels (Menispermaceae)
Phytochem Letts 2020
10.1016/j.phytol.2020.04.017
Calculated physicochemical properties (?):
 Heavy Atoms36Rings5Aromatic Rings0Rotatable Bonds2
 van der Waals
Molecular Volume
493.56Topological Polar
Surface Area
146.59Hydrogen
Bond Donors
5Hydrogen
Bond Acceptors
8
 logP3.36Molar
Refractivity
132.42