Structure Database (LMSD)

Common Name
Bufohydrolide A
Systematic Name
3β,5β,19-trihydroxy-bufa-14,20,22-trienolide
Synonyms
LM ID
LMST01130010
Formula
C24H32O5
Exact Mass
Calculate m/z
400.224975
Sum Composition
ST 24:5;O5
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
Duttaphrynus melanostictus (#30335)
Amphibia (#8292)
Two new 19-hydroxy bufadienolides with cytotoxic activity from the skins of Bufo melanosticus.,
Nat Prod Res, 2020
Pubmed ID: 32202160

String Representations

InChiKey (Click to copy)
TYWDBJAVSCRBQI-FTXNGJEASA-N
InChi (Click to copy)
InChI=1S/C24H32O5/c1-22-9-8-20-17(7-11-24(28)12-16(26)6-10-23(20,24)14-25)19(22)4-3-18(22)15-2-5-21(27)29-13-15/h2,4-5,13,16-18,20,25-26,28H,3,6-12,14H2,1H3/t16-,17-,18+,20-,22+,23-,24-/m0/s1
SMILES (Click to copy)
C1[C@]2(CO)[C@@]3([H])CC[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)CC=C4[C@]3([H])CC[C@]2(O)C[C@@H](O)C1

Other Databases

PubChem CID
171119421

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 5
Aromatic Rings 1
Rotatable Bonds 2
Van der Waals Molecular Volume 384.45
Topological Polar Surface Area 90.90
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 4.89
Molar Refractivity 109.92

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Created at
12th May 2020
Updated at
13th May 2020