Structure Database (LMSD)

Common Name
Bufogarlide A
Systematic Name
16β-hydroxy-3-oxo-bufa-1,4,14,20,22-pentaenolide
Synonyms
LM ID
LMST01130073
Formula
C24H26O4
Exact Mass
Calculate m/z
378.18311
Sum Composition
ST 24:8;O4
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
Bufo gargarizans (#30331)
Amphibia (#8292)
Bufogarlides A-C, three new bufadienolides with Δ14,15 double bond from the skins of Bufo bufo gargarizans.,
Nat Prod Res, 2022
Pubmed ID: 36165716

String Representations

InChiKey (Click to copy)
DIPHQDQGJLUJKA-DGUSCJRRSA-N
InChi (Click to copy)
InChI=1S/C24H26O4/c1-23-9-7-16(25)11-15(23)4-5-17-18(23)8-10-24(2)19(17)12-20(26)22(24)14-3-6-21(27)28-13-14/h3,6-7,9,11-13,17-18,20,22,26H,4-5,8,10H2,1-2H3/t17-,18+,20+,22+,23+,24+/m1/s1
SMILES (Click to copy)
C1=CC(=O)C=C2CC[C@]3([H])[C@]([H])(CC[C@]4(C)[C@@H](C5C=CC(=O)OC=5)[C@@H](O)C=C43)[C@@]12C

Other Databases

PubChem CID
171119418

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 5
Aromatic Rings 1
Rotatable Bonds 1
Van der Waals Molecular Volume 367.74
Topological Polar Surface Area 67.51
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 5.11
Molar Refractivity 106.32

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Created at
3rd Oct 2022
Updated at
3rd Oct 2022