Structure Database (LMSD)

Systematic Name
3-O(4-O-β-D-glucopyranosyl-α-L-rhamnopyranosyl)-3β,14β,16β-trihydroxy-5β-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130045
Status
Active
Exact Mass
Calculate m/z
710.35136
Formula
C36H54O14
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

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

String Representations

InChiKey (Click to copy)
FXPMQKJFYKQLTI-VXWCEAJPSA-N
InChi (Click to copy)
InChI=1S/C36H54O14/c1-16-31(50-33-29(43)27(41)26(40)23(14-37)49-33)28(42)30(44)32(47-16)48-19-8-10-34(2)18(12-19)5-6-21-20(34)9-11-35(3)25(22(38)13-36(21,35)45)17-4-7-24(39)46-15-17/h4,7,15-16,18-23,25-33,37-38,40-45H,5-6,8-14H2,1-3H3/t16-,18+,19-,20-,21+,22-,23+,25-,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)[C@@H](O)C[C@]4(O)[C@]3([H])CC[C@]2([H])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

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Helleborus lividus (#171890)
Magnoliopsida (#3398)
Bufadienolide glycosides and bufadienolides from the whole plants of Helleborus lividus, and their cytotoxic activity.,
Phytochemistry, 2020
Pubmed ID: 32480062

Calculated Physicochemical Properties

Heavy Atoms 50
Rings 7
Aromatic Rings 1
Rotatable Bonds 6
Van der Waals Molecular Volume 649.08
Topological Polar Surface Area 233.11
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 14
logP 4.80
Molar Refractivity 179.41

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Created at
5th Jun 2020
Updated at
6th Jun 2020