Structure database (LMSD)

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LM IDLMST05050002
Common NamePtilosaponoside B
Systematic Name4-β-(3'-sulfo-β-D-glucopyranosyloxy)-5α-pregn-20-en-3β,19-diol
Synonyms5α-pregn-20-en-3β,4β,19-triol 4-(3'-sulfo-β-D-glucopyranoside)
Exact Mass
576.2604 (neutral)    Calculate m/z:
FormulaC27H44O11S
CategorySterol Lipids [ST]
Main ClassSteroid conjugates [ST05]
Sub ClassOther Steroid conjugates [ST0505]
PubChem CID52931552
InChIKeyKTFHNNJQQWKFQS-FHSMWCEHSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C27H44O11S/c1-3-14-4-6-16-15-5-7-18-23(19(30)9-11-27(18,13-29)17(15)8-10-26(14,16)2)37-25-22(32)24(38-39(33,34)35)21(31)20(12-28)36-25/h3,14-25,28-32H,1,4-13H2,2H3,(H,33,34,35)/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](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 Atoms39Rings5Aromatic Rings0Rotatable Bonds7
 van der Waals
Molecular Volume
526.42Topological Polar
Surface Area
185.28Hydrogen
Bond Donors
6Hydrogen
Bond Acceptors
11
 logP4.61Molar
Refractivity
141.74