Structure Database (LMSD)

Systematic Name
3β,5β,10β,14β-tetrahydroxy-19-norbufa-20,22-dienolide
Synonyms
LM ID
LMST01130067
Formula
C23H32O6
Exact Mass
Calculate m/z
404.21989
Sum Composition
ST 23:4;O6
Status
Curated
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
Bufo gargarizans (#30331)
Amphibia (#8292)
Bufadienolide glycosides and bufadienolides from the whole plants of Helleborus lividus, and their cytotoxic activity.,
Phytochemistry, 2020
Pubmed ID: 32480062

String Representations

InChiKey (Click to copy)
YXIGJQVDQNPITF-DTDQOJBWSA-N
InChi (Click to copy)
InChI=1S/C23H32O6/c1-20-8-5-18-17(6-9-21(26)12-15(24)4-10-23(18,21)28)22(20,27)11-7-16(20)14-2-3-19(25)29-13-14/h2-3,13,15-18,24,26-28H,4-12H2,1H3/t15-,16+,17+,18-,20+,21-,22-,23-/m0/s1
SMILES (Click to copy)
C1[C@]2(O)[C@@]3([H])CC[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)CC[C@]4(O)[C@]3([H])CC[C@]2(O)C[C@@H](O)C1

Other Databases

PubChem CID
164613318

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 5
Aromatic Rings 1
Rotatable Bonds 1
Van der Waals Molecular Volume 378.58
Topological Polar Surface Area 111.13
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 4.13
Molar Refractivity 107.37

Admin

Created at
26th Apr 2021
Updated at
27th Apr 2021