19-Oxobufalin

Details

• Internal ID: 52d1c921-39da-4c69-a85b-e9107383939d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Bufanolides and derivatives
• IUPAC Name: (3S,5R,8R,9S,10R,13R,14S,17R)-3,14-dihydroxy-13-methyl-17-(6-oxopyran-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-10-carbaldehyde
• SMILES (Canonical): CC12CCC3C(C1(CCC2C4=COC(=O)C=C4)O)CCC5C3(CCC(C5)O)C=O
• SMILES (Isomeric): C[C@]12CC[C@H]3[C@H]([C@]1(CC[C@@H]2C4=COC(=O)C=C4)O)CC[C@H]5[C@@]3(CC[C@@H](C5)O)C=O
• InChI: InChI=1S/C24H32O5/c1-22-9-7-19-20(4-3-16-12-17(26)6-10-23(16,19)14-25)24(22,28)11-8-18(22)15-2-5-21(27)29-13-15/h2,5,13-14,16-20,26,28H,3-4,6-12H2,1H3/t16-,17+,18-,19+,20-,22-,23-,24+/m1/s1
• InChI Key: STSJQAAJJHGCMJ-KLAFWMLLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₅
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.22497412 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL465906
• SCHEMBL21578231

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9813	98.13%
Caco-2	-	0.7187	71.87%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8499	84.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8234	82.34%
OATP1B3 inhibitior	+	0.9050	90.50%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8108	81.08%
BSEP inhibitior	+	0.8173	81.73%
P-glycoprotein inhibitior	-	0.7609	76.09%
P-glycoprotein substrate	-	0.7839	78.39%
CYP3A4 substrate	+	0.6938	69.38%
CYP2C9 substrate	-	0.7961	79.61%
CYP2D6 substrate	-	0.8309	83.09%
CYP3A4 inhibition	-	0.7045	70.45%
CYP2C9 inhibition	-	0.9377	93.77%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9580	95.80%
CYP1A2 inhibition	-	0.7570	75.70%
CYP2C8 inhibition	+	0.5289	52.89%
CYP inhibitory promiscuity	-	0.9698	96.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5268	52.68%
Eye corrosion	-	0.9947	99.47%
Eye irritation	-	0.9755	97.55%
Skin irritation	-	0.5470	54.70%
Skin corrosion	-	0.8967	89.67%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3934	39.34%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5364	53.64%
skin sensitisation	-	0.9251	92.51%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.6451	64.51%
Acute Oral Toxicity (c)	III	0.4467	44.67%
Estrogen receptor binding	+	0.9525	95.25%
Androgen receptor binding	+	0.7901	79.01%
Thyroid receptor binding	+	0.5422	54.22%
Glucocorticoid receptor binding	+	0.8170	81.70%
Aromatase binding	+	0.7297	72.97%
PPAR gamma	+	0.6338	63.38%
Honey bee toxicity	-	0.8284	82.84%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9893	98.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.44%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.33%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.99%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.90%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.71%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.72%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.97%	95.89%
CHEMBL4208	P20618	Proteasome component C5	86.40%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.74%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.00%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.92%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.66%	99.23%

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: 10883889
• NPASS: NPC73050
• LOTUS: LTS0170711
• wikiData: Q105260599