Preferred name
BUFOGENIN
Synonyms
Recibufogenin ()
Resibufogenin ()
Bufogenin, Recibufogenin ()
NSC-90783 ()
Bufogenina ()
Bufogenine ()
P&D ID
PD072706
CAS
465-39-4
Tags
available
drug
Drug Status
approved
investigational
Max Phase
2.0
Structure
SMILES
C[C@]12CC[C@H](O)C[C@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](c3ccc(=O)oc3)C[C@H]3O[C@@]312
InChI
InChI=1S/C24H32O4/c1-22-9-7-16(25)11-15(22)4-5-18-17(22)8-10-23(2)19(12-20-24(18,23)28-20)14-3-6-21(26)27-13-14/h3,6,13,15-20,25H,4-5,7-12H2,1-2H3/t15-,16+,17+,18-,19-,20-,22+,23-,24-/m1/s1
InChIkey
ATLJNLYIJOCWJE-CWMZOUAVSA-N
MOL
BUFOGENIN
RDKit 2D
28 33 0 0 0 0 0 0 0 0999 V2000
0.0580 -4.6881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.4846 -4.2246 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.1727 -5.6918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.2874 -6.6955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.7140 -6.2320 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.8287 -7.2357 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4.0259 -4.7648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.9111 -3.7611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.2230 -2.2939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.1083 -1.2902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.6817 -1.7537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.3698 -3.2209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.0567 -3.6844 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.1715 -2.6807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.8596 -1.2135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.3268 -1.5254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.7413 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-4.2413 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-4.9913 1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-6.4913 1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-7.2413 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-8.7413 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-6.4913 -1.2990 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-4.9913 -1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.8596 1.2135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.4330 0.7500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.8660 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.4330 -0.7500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2 1 1 1
2 3 1 0
3 4 1 0
4 5 1 0
5 6 1 1
5 7 1 0
8 7 1 6
8 9 1 0
9 10 1 0
11 10 1 6
11 12 1 0
12 13 1 1
13 14 1 0
14 15 1 0
15 16 1 1
15 17 1 0
17 18 1 1
18 19 1 0
19 20 2 0
20 21 1 0
21 22 2 0
21 23 1 0
23 24 1 0
17 25 1 0
26 25 1 1
26 27 1 0
28 27 1 1
8 2 1 0
28 11 1 0
12 2 1 0
28 15 1 0
24 18 2 0
28 26 1 0
M END
> <ID>
PD072706
> <Name>
BUFOGENIN
0
0
3
2013
C23 steroids from the venom of Bufo bufo gargarizans.
Tian HY, Luo SL et al. J. Nat. Prod.
2007
Microbial transformation of three bufadienolides by Nocardia sp. and some insight for the cytotoxic structure-activity relationship (SAR).
Zhang J, Sun Y et al. Bioorg. Med. Chem. Lett.
2004
Inhibitory effects of bufadienolides on interleukin-6 in MH-60 cells.
Enomoto A, Rho MC et al. J. Nat. Prod.
9
Cayman Chemical Bioactives
ChEMBL Drugs
Drug Repurposing Hub
DrugCentral
DrugCentral Approved Drugs
MedChem Express Bioactive Compound Library
ReFrame library
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
6
Cayman Chemical Bioactives
MedChem Express Bioactive Compound Library
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
25
ChEMBL CHEMBL250172
PubChem 6917974
ZINC ZINC000004212221
ACToR 465-39-4
ChEBI 31319
ChemicalBook CB6254472
ChemSpider 5293192
COCONUT CNP0227663.1
CompTox DTXSID0046808
DrugCentral 3523
eMolecules 29780514
FDA SRS 3K654P2M4J
GSRS dab189e7-6bb7-4...
LipidMaps LMST01130031
Nikkaji J2.050H
NMRShiftDB 70016026
PDB 6JI
PubChem DOTF 12013885
PubChem TPS 16676903
Reactome 5293192
SureChEMBL SCHEMBL309405
(calculated by RDKit )
Molecular Weight
384.23
Hydrogen Bond Acceptors
4
Hydrogen Bond Donors
1
Rotatable Bonds
1
Ring Count
6
Aromatic Ring Count
1
cLogP
4.26
TPSA
62.97
Fraction CSP3
0.79
Chiral centers
9.0
Largest ring
6.0
QED
0.74
0
No structural alerts detected
(extracted from source data)
MOA
Na/K-ATPase inhibitor
Target
Akt,Apoptosis related,Bcl-2,Caspase,CDK,GSK-3,Mixed Lineage Kinase,PI3K,RIP kinase,ROS,Wnt/beta-catenin
