Structure Database (LMSD)

Common Name
14-deoxy-15beta,16beta-epoxymelianthugenin
Systematic Name
(1β,3β,5β)-1,3,5-[(1R)-ethylidynetris(oxy)]-14β-15β,16β-epoxy-19-oxo-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130048
Formula
C26H30O7
Exact Mass
Calculate m/z
454.199155
Sum Composition
ST 26:8;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)
AHZCCMUDKCWVKQ-TWAHEIIZSA-N
InChi (Click to copy)
InChI=1S/C26H30O7/c1-23-7-6-16-15(20(23)22-21(30-22)19(23)13-3-4-18(28)29-11-13)5-8-25-10-14-9-17(26(16,25)12-27)32-24(2,31-14)33-25/h3-4,11-12,14-17,19-22H,5-10H2,1-2H3/t14-,15+,16-,17+,19-,20-,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]7O[C@H]7[C@]56[H])[C@@]14C=O)C[C@@H](O3)C2

Other Databases

PubChem CID
162647436

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 9
Aromatic Rings 1
Rotatable Bonds 2
Van der Waals Molecular Volume 395.75
Topological Polar Surface Area 93.71
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 7
logP 5.77
Molar Refractivity 116.30

Admin

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