Structure database (LMSD)

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LM IDLMST01160016
Common NameTaccalonolide A
Systematic Name(2R,3R,5S)-2-(1-hydroxy-1-methyl-ethyl)-5-[(3R,5R,9R,10R,13S,14S,17S)-3-
hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-
cyclopenta[a]phenanthren-17-yl]tetrahydropyran-3-ol
SynonymsAC1L9BGV; CHEMBL1821838; C08635
Exact Mass
702.2888 (neutral)    Calculate m/z:
FormulaC36H46O14
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassWithanolides and derivatives [ST0116]
PubChem Compound ID (CID)10233780
KEGG IDC08635
InChIKeyPTTJLTMUKRRHAT-BZOJPZSWSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=1S/C36H46O14/c1-12-10-19-35(8,36(9,44)32(43)50-19)24-21(12)34(7)22(28(24)4
5-13(2)37)20-23(29(46-14(3)38)31(34)48-16(5)40)33(6)17(25(41)26(20)42)11-18-27(4
9-18)30(33)47-15(4)39/h10,12,17-18,20-24,26-31,42,44H,11H2,1-9H3/t12-,17?,18+,20
+,21?,22?,23?,24+,26-,27+,28-,29+,30+,31+,33+,34-,35+,36-/m1/s1
SMILESC[C@@H]1C=C2OC(=O)[C@@](C)(O)[C@]2(C)[C@H]2C1[C@]1(C)C([C@H]3C([C@H](OC(C)=O)[C@
@H]1OC(C)=O)[C@]1(C)C(C[C@@H]4O[C@@H]4[C@@H]1OC(C)=O)C(=O)[C@@H]3O)[C@H]2OC(C)=O
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms50Rings7Aromatic Rings0Rotatable Bonds8
 van der Waals
Molecular Volume
649.42Topological Polar
Surface Area
203.63Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
14
 logP3.70Molar
Refractivity
169.83    
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