Structure Database (LMSD)

Systematic Name
3-O(α-L-rhamnopyranosyl)-3β,5β,14β,16β-tetrahydroxy-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130041
Formula
C30H44O10
Exact Mass
Calculate m/z
564.29345
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)
BSJVOJKKTVFVTQ-ANRKZFRFSA-N
InChi (Click to copy)
InChI=1S/C30H44O10/c1-15-23(33)24(34)25(35)26(39-15)40-17-6-9-27(2)18-7-10-28(3)22(16-4-5-21(32)38-14-16)20(31)13-30(28,37)19(18)8-11-29(27,36)12-17/h4-5,14-15,17-20,22-26,31,33-37H,6-13H2,1-3H3/t15-,17-,18-,19+,20-,22-,23-,24+,25+,26-,27+,28+,29-,30-/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(O)C[C@@H](O[C@H]2[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O2)C1

Other Databases

PubChem CID
171119028

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 6
Aromatic Rings 1
Rotatable Bonds 3
Van der Waals Molecular Volume 522.48
Topological Polar Surface Area 172.12
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 10
logP 4.66
Molar Refractivity 145.70

Admin

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