Structure Database (LMSD)

Common Name
2beta-hydroxymelianthusigenin
Systematic Name
(1β,3β,5β)-1,3,5-[(1R)-ethylidynetris(oxy)]-2,14β-dihydroxy-19β-acetoxy-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130051
Formula
C28H36O9
Exact Mass
Calculate m/z
516.235935
Sum Composition
ST 28:7;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)
CKMXQHHDSVXXST-XXESBLASSA-N
InChi (Click to copy)
InChI=1S/C28H36O9/c1-15(29)34-14-27-18-6-9-24(2)17(16-4-5-21(30)33-13-16)8-11-28(24,32)19(18)7-10-26(27)12-20-22(31)23(27)36-25(3,35-20)37-26/h4-5,13,17-20,22-23,31-32H,6-12,14H2,1-3H3/t17-,18+,19-,20-,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)CC[C@]56O)[C@@]14COC(=O)C)C[C@@H](O3)[C@H]2O

Other Databases

PubChem CID
171118862

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 8
Aromatic Rings 1
Rotatable Bonds 4
Van der Waals Molecular Volume 460.29
Topological Polar Surface Area 130.87
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 9
logP 5.52
Molar Refractivity 130.78

Admin

Created at
15th Jul 2020
Updated at
15th Jul 2020