Structure database (LMSD)

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LM IDLMST05050001
Common NamePtilosaponoside A
Systematic Name3β-sulfoxy-4-β-(3'-sulfo-β-D-glucopyranosyloxy)-5α-pregn-20-en-19-ol
Synonyms5α-pregn-20-en-3β,4β,19-triol 3-sulfate,4-(3'-sulfo-β-D-glucopyranoside)
Exact Mass
656.2173 (neutral)    Calculate m/z:
FormulaC27H44O14S2
CategorySterol Lipids [ST]
Main ClassSteroid conjugates [ST05]
Sub ClassOther Steroid conjugates [ST0505]
PubChem CID52931551
InChIKeyWUJFWRYOPRJJBL-FHSMWCEHSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C27H44O14S2/c1-3-14-4-6-16-15-5-7-18-23(39-25-22(31)24(41-43(35,36)37)21(30)20(12-28)38-25)19(40-42(32,33)34)9-11-27(18,13-29)17(15)8-10-26(14,16)2/h3,14-25,28-31H,1,4-13H2,2H3,(H,32,33,34)(H,35,36,37)/t14-,15-,16-,17-,18-,19-,20?,21+,22?,23+,24?,25-,26+,27-/m0/s1
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SMILES
C1[C@]2(CO)[C@@]3([H])CC[C@]4(C)[C@@]([H])(C=C)CC[C@@]4([H])[C@]3([H])CC[C@@]2([H])[C@@H](O[C@H]2C(O)C(OS(O)(=O)=O)[C@H](O)C(CO)O2)[C@@H](OS(O)(=O)=O)C1
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StatusActive
ReferencesMarine natural products
John W. Blunt, Brent R. Copp, Murray H. G. Munro,
Peter T. Northcote and Michele R. Prinsep
Nat. Prod. Rep., 2011, 28, 196-268
Calculated physicochemical properties (?):
 Heavy Atoms43Rings5Aromatic Rings0Rotatable Bonds9
 van der Waals
Molecular Volume
571.30Topological Polar
Surface Area
228.65Hydrogen
Bond Donors
6Hydrogen
Bond Acceptors
14
 logP5.69Molar
Refractivity
152.06