Structure database (LMSD)

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LM IDLMST01160018
Common NameWithanolide
Systematic Name(1S,2R,6S,9R,11S,12S,15S,16S)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-3,6-dihydro-
2H-pyran-2-yl]-1-hydroxyethyl]-6-hydroxy-2,16-dimethyl-8-
oxapentacyclo[9.7.0.0ω{2,7}.0ω{7,9}.0ω{12,16}]octadec-4-en-3-one
Synonyms-
Exact Mass
470.2668 (neutral)    Calculate m/z:
FormulaC28H38O6
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassWithanolides and derivatives [ST0116]
PubChem Compound ID (CID)53477765
KEGG IDC08842
HMDB IDHMDB03218
InChIKeySASUFNRGCZMRFD-LYOLWDNZSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C28H38O6/c1-14-12-22(33-24(31)15(14)2)27(5,32)19-7-6-17-16-13-23-28(34-
23)21(30)9-8-20(29)26(28,4)18(16)10-11-25(17,19)3/h8-9,16-19,21-23,30,32H,6-7,10
-13H2,1-5H3/t16-,17-,18-,19-,21-,22+,23+,25-,26-,27+,28?/m0/s1
SMILESC[C@@](O)([C@H]1CC[C@H]2[C@@H]3C[C@H]4OC54[C@@H](O)C=CC(=O)[C@]5(C)[C@H]3CC[C@@]
21C)[C@H]1CC(C)=C(C)C(=O)O1
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms34Rings6Aromatic Rings0Rotatable Bonds2
 van der Waals
Molecular Volume
460.98Topological Polar
Surface Area
98.43Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
6
 logP4.93Molar
Refractivity
127.07    
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