Structure Database (LMSD)

Common Name
2beta-Acetoxy-14-deoxy-15beta,16beta-epoxymelianthusigenin
Systematic Name
(1β,3β,5β)-1,3,5-[(1R)-ethylidynetris(oxy)]-2β,19β-diacetoxy-14β-15β,16β-epoxy-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130050
Formula
C30H36O10
Exact Mass
Calculate m/z
556.23085
Sum Composition
ST 30:9;O10
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
Melianthus major (#85230)
Magnoliopsida (#3398)
Cytotoxic Bufadienolides from the Leaves of Melianthus major.,
J Nat Prod, 2020
Pubmed ID: 32663024

String Representations

InChiKey (Click to copy)
YRHPOBVQQYJNGV-KXPMWHLHSA-N
InChi (Click to copy)
InChI=1S/C30H36O10/c1-14(31)35-13-30-18-8-9-27(3)21(16-5-6-20(33)34-12-16)24-25(37-24)22(27)17(18)7-10-29(30)11-19-23(36-15(2)32)26(30)39-28(4,38-19)40-29/h5-6,12,17-19,21-26H,7-11,13H2,1-4H3/t17-,18+,19-,21+,22+,23-,24-,25+,26-,27-,28-,29+,30+/m1/s1
SMILES (Click to copy)
[C@H]12O[C@]3(C)O[C@@]4(CC[C@]5([H])[C@]([H])(CC[C@]6(C)[C@@]([H])(C7C=CC(=O)OC=7)[C@H]7O[C@H]7[C@]56[H])[C@@]14COC(=O)C)C[C@@H](O3)[C@H]2OC(C)=O

Other Databases

PubChem CID
171118861

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 9
Aromatic Rings 1
Rotatable Bonds 6
Van der Waals Molecular Volume 488.68
Topological Polar Surface Area 129.24
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 10
logP 6.25
Molar Refractivity 138.81

Admin

Created at
15th Jul 2020
Updated at
20th Oct 2021