Structure Database (LMSD)

Common Name
2beta-acetoxy-3-O-acetylhellebrigenin
Systematic Name
2β,3β-diacetoxy-14β-hydroxy-19-oxo-5β-bufa-20,22-dienolide
Synonyms
LM ID
LMST01130046
Status
Active
Exact Mass
Calculate m/z
516.235935
Formula
Abbrev


Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

String Representations

InChiKey (Click to copy)
XPBNKMICKOYQJO-GYLVSBEASA-N
InChi (Click to copy)
InChI=1S/C28H36O9/c1-16(30)36-22-12-26(15-29)20-6-9-25(3)19(18-4-5-24(32)35-14-18)8-11-28(25,34)21(20)7-10-27(26,33)13-23(22)37-17(2)31/h4-5,14-15,19-23,33-34H,6-13H2,1-3H3/t19-,20+,21-,22+,23-,25-,26+,27+,28+/m1/s1
SMILES (Click to copy)
C1[C@@]2(C=O)[C@](O)(CC[C@]3([H])[C@]2([H])CC[C@]2(C)[C@@]([H])(C4C=CC(=O)OC=4)CC[C@]32O)C[C@@H](OC(C)=O)[C@H]1OC(C)=O

References

Reference
ytotoxic Bufadienolides from the Leaves of Melianthus major
J. Nat. Prod. 2020
DOI: 10.1021/acs.jnatprod.0c00060
PMID: 32663024

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

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 5
Aromatic Rings 1
Rotatable Bonds 6
Van der Waals Molecular Volume 483.53
Topological Polar Surface Area 140.34
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 9
logP 4.69
Molar Refractivity 131.40

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