Structure Database (LMSD)

O O O O OH HO O HO HO HO OH H O H H OH
Common Name
Scillaren A
Systematic Name
3-O-(4-O-β-D-glucopyranosyl-α-L-rhamnopyranosyl)-3β,14β-dihydroxybufa-4,20,22-trienolide
Synonyms
  • Glucoproscillaridin A
  • Scillarenin 3-O-glucosylrhamnoside
  • Transvaalin
LM ID
LMST01130005
Formula
C36H52O13
Exact Mass
Calculate m/z
692.340795
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Bufanolides and derivatives [ST0113]

String Representations

InChiKey (Click to copy)
NXJOCELNFPGKIV-ARHXXGKOSA-N
InChi (Click to copy)
InChI=1S/C36H52O13/c1-17-31(49-33-29(42)27(40)26(39)24(15-37)48-33)28(41)30(43)32(46-17)47-20-8-11-34(2)19(14-20)5-6-23-22(34)9-12-35(3)21(10-13-36(23,35)44)18-4-7-25(38)45-16-18/h4,7,14,16-17,20-24,26-33,37,39-44H,5-6,8-13,15H2,1-3H3/t17-,20-,21+,22-,23+,24+,26+,27-,28-,29+,30+,31-,32-,33-,34-,35+,36-/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)CC[C@]4(O)[C@]3([H])CCC2=C[C@@H](O[C@H]2[C@H](O)[C@H](O)[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)[C@H](C)O2)C1

References

Other Databases

KEGG ID
C08879
CHEBI ID
27831
PubChem CID
52931495

Calculated Physicochemical Properties

Heavy Atoms 49
Rings 7
Aromatic Rings 1
Rotatable Bonds 6
Van der Waals Molecular Volume 637.65
Topological Polar Surface Area 212.88
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 13
logP 5.46
Molar Refractivity 177.49

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Created at
-
Updated at
3rd Sep 2021