Structure Database (LMSD)
Common Name
Withanolide
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[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadec-4-en-3-one
Synonyms
LM ID
LMST01160018
Formula
Exact Mass
Calculate m/z
470.26684
Sum Composition
Status
Active
3D model of Withanolide
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Main
Classification
Category
Main Class
Sub Class
String Representations
InChiKey (Click to copy)
SASUFNRGCZMRFD-LYOLWDNZSA-N
InChi (Click to copy)
InChI=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
SMILES (Click to copy)
O1[C@]2([H])C[C@@]3([H])[C@]4([H])CC[C@]([H])([C@](C)([C@@]5([H])CC(C)=C(C)C(=O)O5)O)[C@@]4(C)CC[C@]3([H])[C@]3(C(C=C[C@@H](C132)O)=O)C
References
Calculated Physicochemical Properties
Heavy Atoms
34
Rings
6
Aromatic Rings
0
Rotatable Bonds
2
Van der Waals Molecular Volume
460.98
Topological Polar Surface Area
98.43
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
6
logP
4.93
Molar Refractivity
127.07
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Created at
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Updated at
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