Structure Database (LMSD)

Systematic Name
3-O(β-D-glucopyranosyl)-3β,5β,14β,16β-tetrahydroxy-19-oxo-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130043
Formula
C30H42O12
Exact Mass
Calculate m/z
594.26763
Sum Composition
ST 24:5;O7;Hex
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

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)
LJMMDGJVOPWTGH-KYHHGZFYSA-N
InChi (Click to copy)
InChI=1S/C30H42O12/c1-27-7-5-17-18(30(27,39)11-19(33)22(27)15-2-3-21(34)40-13-15)6-9-29(38)10-16(4-8-28(17,29)14-32)41-26-25(37)24(36)23(35)20(12-31)42-26/h2-3,13-14,16-20,22-26,31,33,35-39H,4-12H2,1H3/t16-,17-,18+,19-,20+,22-,23+,24-,25+,26+,27+,28-,29-,30-/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](O)C[C@]4(O)[C@]3([H])CC[C@]2(O)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
14888414

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 6
Aromatic Rings 1
Rotatable Bonds 5
Van der Waals Molecular Volume 537.42
Topological Polar Surface Area 209.42
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 12
logP 3.09
Molar Refractivity 147.99

Admin

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