Structure Database (LMSD)

Common Name
Melianthugenin
Systematic Name
(1β,3β,5β)-1,3,5-[(1R)-ethylidynetris(oxy)]-14β-hydroxy-19oxo-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130053
Formula
C26H32O7
Exact Mass
Calculate m/z
456.214805
Sum Composition
ST 26:7;O7
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)
QMZMTFLDQTWANC-PYFUVDDASA-N
InChi (Click to copy)
InChI=1S/C26H32O7/c1-22-8-5-18-19(26(22,29)10-7-17(22)15-3-4-21(28)30-13-15)6-9-24-12-16-11-20(25(18,24)14-27)32-23(2,31-16)33-24/h3-4,13-14,16-20,29H,5-12H2,1-2H3/t16-,17+,18-,19+,20+,22+,23+,24-,25-,26-/m0/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)CC[C@]56O)[C@@]14C=O)C[C@@H](O3)C2

Other Databases

PubChem CID
101717792

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 8
Aromatic Rings 1
Rotatable Bonds 2
Van der Waals Molecular Volume 408.11
Topological Polar Surface Area 101.41
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 7
logP 5.61
Molar Refractivity 117.82

Admin

Created at
16th Jul 2020
Updated at
16th Jul 2020