Structure Database (LMSD)

Common Name
2beta-acetoxy-14-deoxy-15beta,16beta-epoxymelianthugenin
Systematic Name
(1β,3β,5β)-1,3,5-[(1R)-ethylidynetris(oxy)]-2β-acetoxy-14β-15β,16β-epoxy-19-oxo-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130049
Formula
C28H32O9
Exact Mass
Calculate m/z
512.204635
Sum Composition
ST 28:9;O9
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)
ZRMHKSASQFGDNA-OBCWXTKZSA-N
InChi (Click to copy)
InChI=1S/C28H32O9/c1-13(30)33-21-17-10-27-9-6-15-16(28(27,12-29)24(21)36-26(3,35-17)37-27)7-8-25(2)19(22-23(34-22)20(15)25)14-4-5-18(31)32-11-14/h4-5,11-12,15-17,19-24H,6-10H2,1-3H3/t15-,16+,17-,19+,20+,21-,22-,23+,24-,25-,26-,27+,28+/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@@]14C=O)C[C@@H](O3)[C@H]2OC(C)=O

Other Databases

PubChem CID
162660158

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 9
Aromatic Rings 1
Rotatable Bonds 4
Van der Waals Molecular Volume 445.29
Topological Polar Surface Area 120.01
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 9
logP 5.60
Molar Refractivity 127.75

Admin

Created at
15th Jul 2020
Updated at
2nd Jul 2024