Ouabanginone

Details

• Internal ID: 451440fe-5a7d-4990-adc9-9e798f0048ba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: 1-(furan-3-yl)-4-hydroxy-3b,6,6,10a,12a-pentamethyl-2,3a,4,5,5a,10b,11,12-octahydro-1H-indeno[6,7-g][2]benzoxepine-3,8-dione
• SMILES (Canonical): CC1(C2CC(C3(C(C2(C=CC(=O)O1)C)CCC4(C3C(=O)CC4C5=COC=C5)C)C)O)C
• SMILES (Isomeric): CC1(C2CC(C3(C(C2(C=CC(=O)O1)C)CCC4(C3C(=O)CC4C5=COC=C5)C)C)O)C
• InChI: InChI=1S/C26H34O5/c1-23(2)19-13-20(28)26(5)18(25(19,4)10-7-21(29)31-23)6-9-24(3)16(12-17(27)22(24)26)15-8-11-30-14-15/h7-8,10-11,14,16,18-20,22,28H,6,9,12-13H2,1-5H3
• InChI Key: IOUNSQHQRUORKP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₅
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.24062418 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.65
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• Ouabanginone
• 8-(furan-3-yl)-11-hydroxy-1,1,5a,7a,10b-pentamethyl-5a,5b,6,7,7a,8,9,10a,10b,11,12,12a-dodecahydro-1h-cyclopenta[5,6]naphtho[2,1-c]oxepine-3,10-dione
• DTXSID90909518

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	-	0.5537	55.37%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7916	79.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3446	34.46%
OATP1B3 inhibitior	+	0.8258	82.58%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9613	96.13%
P-glycoprotein inhibitior	-	0.4352	43.52%
P-glycoprotein substrate	-	0.6122	61.22%
CYP3A4 substrate	+	0.6968	69.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8742	87.42%
CYP3A4 inhibition	-	0.5079	50.79%
CYP2C9 inhibition	-	0.8469	84.69%
CYP2C19 inhibition	-	0.8320	83.20%
CYP2D6 inhibition	-	0.9434	94.34%
CYP1A2 inhibition	-	0.8547	85.47%
CYP2C8 inhibition	-	0.5643	56.43%
CYP inhibitory promiscuity	-	0.9273	92.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4798	47.98%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.9482	94.82%
Skin irritation	-	0.5551	55.51%
Skin corrosion	-	0.8917	89.17%
Ames mutagenesis	-	0.6764	67.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.8333	83.33%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5834	58.34%
skin sensitisation	-	0.8409	84.09%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6393	63.93%
Acute Oral Toxicity (c)	III	0.4338	43.38%
Estrogen receptor binding	+	0.8716	87.16%
Androgen receptor binding	+	0.6521	65.21%
Thyroid receptor binding	+	0.6610	66.10%
Glucocorticoid receptor binding	+	0.8579	85.79%
Aromatase binding	+	0.7637	76.37%
PPAR gamma	+	0.5923	59.23%
Honey bee toxicity	-	0.8516	85.16%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.95%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.34%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.15%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.83%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.36%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.92%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.75%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.99%	93.04%
CHEMBL3038469	P24941	CDK2/Cyclin A	85.72%	91.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.85%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	82.59%	91.49%

Plants that contains it

• Vepris oubanguensis

Cross-Links

• PubChem: 184483
• LOTUS: LTS0027621
• wikiData: Q82879138