Structure Database (LMSD)

Systematic Name
3α,16β-dihydroxy-bufa-14,20,22-trienolide
Synonyms
LM ID
LMST01130076
Formula
C24H32O4
Exact Mass
Calculate m/z
384.23006
Sum Composition
ST 24:5;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)
FAFGVVFWBPTHIW-FTGLOKJISA-N
InChi (Click to copy)
InChI=1S/C24H32O4/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/h3,6,12-13,15-18,20,22,25-26H,4-5,7-11H2,1-2H3/t15-,16-,17-,18+,20+,22+,23+,24+/m1/s1
SMILES (Click to copy)
C1C[C@@H](O)C[C@@]2([H])CC[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
171118646

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 5
Aromatic Rings 1
Rotatable Bonds 1
Van der Waals Molecular Volume 375.66
Topological Polar Surface Area 70.67
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 5.49
Molar Refractivity 107.95

Admin

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