Cinobufagin

Details

• Internal ID: f26867c4-b5ab-4081-ae18-103efa242349
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
• IUPAC Name: [(1R,2S,4R,5R,6R,7R,10S,11S,14S,16R)-14-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C2(CCC3C(C24C1O4)CCC5C3(CCC(C5)O)C)C)C6=COC(=O)C=C6
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@@H]([C@]2(CC[C@H]3[C@H]([C@@]24[C@@H]1O4)CC[C@H]5[C@@]3(CC[C@@H](C5)O)C)C)C6=COC(=O)C=C6
• InChI: InChI=1S/C26H34O6/c1-14(27)31-22-21(15-4-7-20(29)30-13-15)25(3)11-9-18-19(26(25)23(22)32-26)6-5-16-12-17(28)8-10-24(16,18)2/h4,7,13,16-19,21-23,28H,5-6,8-12H2,1-3H3/t16-,17+,18+,19-,21+,22-,23-,24+,25-,26-/m1/s1
• InChI Key: SCULJPGYOQQXTK-OLRINKBESA-N
• Popularity: 306 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₆
• Molecular Weight: 442.50 g/mol
• Exact Mass: 442.23553880 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 3.30

Synonyms

• 470-37-1
• Cinobufagine
• Cino-bufagin
• UNII-T9PSN4R8IR
• T9PSN4R8IR
• CHEBI:80805
• NSC90325
• NSC-90325
• [(1R,2S,4R,5R,6R,7R,10S,11S,14S,16R)-14-hydroxy-7,11-dimethyl-6-(6-oxopyran-3-yl)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-5-yl] acetate
• NSC 90325
• MFCD00056825
• Cinobufagin (Cinobufagine)
• CINOBUFAGIN [WHO-DD]
• SCHEMBL642990
• CHEMBL250785
• DTXSID701026953
• AMY40639
• HY-N0421
• s3224
• AKOS040753754
• CCG-208337
• CS-3697
• AC-34292
• C3460
• C16931
• SR-05000002305
• Q-100496
• Q5121070
• SR-05000002305-2
• 14,15beta-Epoxy-3beta,16beta-dihydroxy-5beta,20(22)-bufadienolide 16-acetate
• 5.beta.-Bufa-20, 14,15.beta.-epoxy-3.beta.,16.beta.-dihydroxy-, 16-acetate
• Bufa-20, 16-(acetyloxy)-14,15-epoxy-3-hydroxy-, (3.beta.,5.beta.,15.beta.,16.beta.)-
• 36121-84-3
• BUFA-20,22-DIENOLIDE, 16-(ACETYLOXY)-14,15-EPOXY-3-HYDROXY-, (3- .BETA.,5-.BETA.,15-.BETA.,16-.BETA.)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.90%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.88%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.85%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.24%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.45%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.93%	93.04%
CHEMBL3922	P50579	Methionine aminopeptidase 2	88.41%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.49%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.05%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.43%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.39%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.23%	94.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.44%	90.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.97%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.73%	89.00%

Plants that contains it

• Aruncus dioicus
• Buxus sempervirens
• Dysoxylum lenticellatum
• Hesperocyparis macrocarpa
• Isocoma veneta
• Kochia trichophylla
• Leuzea carthamoides
• Petchia madagascariensis
• Piper kadsura
• Potentilla multifida
• Psephellus trinervius
• Saururus cernuus
• Seriphidium oranense
• Strychnos fendleri
• Vicia villosa
• Vitex megapotamica

Cross-Links

• PubChem: 11969542
• NPASS: NPC157380
• ChEMBL: CHEMBL250785
• LOTUS: LTS0191980
• wikiData: Q5121070