Structure Database (LMSD)

Common Name
16beta-hydroxy-melianthugenin
Systematic Name
(1β,3β,5β)-1,3,5-[(1R)-ethylidynetris(oxy)]-14β,16β-dihydroxy-19oxo-bufa-20,22-dienolide
Synonyms
  • 16beta-hydroxybersaldegenin 1,3,5-orthoacetate
LM ID
LMST01130054
Formula
C26H32O8
Exact Mass
Calculate m/z
472.20972
Sum Composition
ST 26:7;O8
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)
BAHOJFZMHXQESK-JOBIDQOPSA-N
InChi (Click to copy)
InChI=1S/C26H32O8/c1-22-7-5-16-17(26(22,30)11-18(28)21(22)14-3-4-20(29)31-12-14)6-8-24-10-15-9-19(25(16,24)13-27)33-23(2,32-15)34-24/h3-4,12-13,15-19,21,28,30H,5-11H2,1-2H3/t15-,16-,17+,18-,19+,21-,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)[C@@H](O)C[C@]56O)[C@@]14C=O)C[C@@H](O3)C2

Other Databases

PubChem CID
162655155

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 8
Aromatic Rings 1
Rotatable Bonds 2
Van der Waals Molecular Volume 416.90
Topological Polar Surface Area 121.64
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 8
logP 4.87
Molar Refractivity 119.73

Admin

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