Structure Database (LMSD)

Systematic Name
3-O-(β-D-glucopyranosyl)-3β,14β-dihydroxy-16β-acetoxy-19-oxo-5α-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130037
Formula
C32H44O12
Exact Mass
Calculate m/z
620.28328
Sum Composition
ST 26:6;O7;Hex
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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

String Representations

InChiKey (Click to copy)
LWFHMONKRXBYQM-BKPWQFKPSA-N
InChi (Click to copy)
InChI=1S/C32H44O12/c1-16(35)42-22-12-32(40)21-5-4-18-11-19(43-29-28(39)27(38)26(37)23(13-33)44-29)7-10-31(18,15-34)20(21)8-9-30(32,2)25(22)17-3-6-24(36)41-14-17/h3,6,14-15,18-23,25-29,33,37-40H,4-5,7-13H2,1-2H3/t18-,19-,20-,21+,22-,23+,25-,26+,27-,28+,29+,30+,31+,32-/m0/s1
SMILES (Click to copy)
C1[C@]2(C=O)[C@@]3([H])CC[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)[C@@H](OC(=O)C)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](CO)O2)C1

Other Databases

PubChem CID
171118548

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 6
Aromatic Rings 1
Rotatable Bonds 7
Van der Waals Molecular Volume 569.38
Topological Polar Surface Area 195.26
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 12
logP 4.26
Molar Refractivity 155.57

Admin

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