4,4,7a,11b-tetramethyl-2,4a,5,6,10,10a,11,11a-octahydro-1H-naphtho[1,2-f][2]benzofuran-3,8-dione

Details

• Internal ID: 9e394e62-c106-47fa-9327-ab03e207b430
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: 4,4,7a,11b-tetramethyl-2,4a,5,6,10,10a,11,11a-octahydro-1H-naphtho[1,2-f][2]benzofuran-3,8-dione
• SMILES (Canonical): CC1(C2CCC3=CC4(C(CC3C2(CCC1=O)C)COC4=O)C)C
• SMILES (Isomeric): CC1(C2CCC3=CC4(C(CC3C2(CCC1=O)C)COC4=O)C)C
• InChI: InChI=1S/C20H28O3/c1-18(2)15-6-5-12-10-20(4)13(11-23-17(20)22)9-14(12)19(15,3)8-7-16(18)21/h10,13-15H,5-9,11H2,1-4H3
• InChI Key: SAWFXJMPLDQMND-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.92
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.7706	77.06%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8463	84.63%
OATP2B1 inhibitior	-	0.8653	86.53%
OATP1B1 inhibitior	+	0.9114	91.14%
OATP1B3 inhibitior	+	0.9732	97.32%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.7000	70.00%
BSEP inhibitior	-	0.5251	52.51%
P-glycoprotein inhibitior	-	0.4382	43.82%
P-glycoprotein substrate	-	0.7714	77.14%
CYP3A4 substrate	+	0.6080	60.80%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8513	85.13%
CYP3A4 inhibition	-	0.8019	80.19%
CYP2C9 inhibition	-	0.8490	84.90%
CYP2C19 inhibition	-	0.7359	73.59%
CYP2D6 inhibition	-	0.9271	92.71%
CYP1A2 inhibition	-	0.7365	73.65%
CYP2C8 inhibition	-	0.7563	75.63%
CYP inhibitory promiscuity	-	0.8253	82.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5261	52.61%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8530	85.30%
Skin irritation	-	0.5615	56.15%
Skin corrosion	-	0.9241	92.41%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6861	68.61%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	-	0.6878	68.78%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5958	59.58%
Acute Oral Toxicity (c)	III	0.7572	75.72%
Estrogen receptor binding	+	0.8020	80.20%
Androgen receptor binding	+	0.6372	63.72%
Thyroid receptor binding	+	0.7206	72.06%
Glucocorticoid receptor binding	+	0.8544	85.44%
Aromatase binding	+	0.6857	68.57%
PPAR gamma	+	0.5927	59.27%
Honey bee toxicity	-	0.7642	76.42%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9965	99.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.35%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.17%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.89%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.80%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.31%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.03%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.09%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.74%	99.23%

Plants that contains it

• Euphorbia plumerioides

Cross-Links

• PubChem: 14635542
• LOTUS: LTS0135179
• wikiData: Q105249174