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
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)
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

Other Databases

PubChem CID
162676538

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

Admin

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