Methyl 3-(3a,6,6,9a-tetramethyl-5-oxo-1,2,4,5a,7,8,9,9b-octahydrobenzo[e][1]benzofuran-2-yl)-4-oxobut-2-enoate

Details

• Internal ID: ff654d98-d394-49d8-a776-2e872a239dcc
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: methyl 3-(3a,6,6,9a-tetramethyl-5-oxo-1,2,4,5a,7,8,9,9b-octahydrobenzo[e][1]benzofuran-2-yl)-4-oxobut-2-enoate
• SMILES (Canonical): CC1(CCCC2(C1C(=O)CC3(C2CC(O3)C(=CC(=O)OC)C=O)C)C)C
• SMILES (Isomeric): CC1(CCCC2(C1C(=O)CC3(C2CC(O3)C(=CC(=O)OC)C=O)C)C)C
• InChI: InChI=1S/C21H30O5/c1-19(2)7-6-8-20(3)16-10-15(13(12-22)9-17(24)25-5)26-21(16,4)11-14(23)18(19)20/h9,12,15-16,18H,6-8,10-11H2,1-5H3
• InChI Key: YQXPIEBOLNGSLQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₅
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.20932405 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.6234	62.34%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7275	72.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8118	81.18%
OATP1B3 inhibitior	+	0.9295	92.95%
MATE1 inhibitior	+	0.5200	52.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8925	89.25%
P-glycoprotein inhibitior	+	0.6932	69.32%
P-glycoprotein substrate	-	0.7646	76.46%
CYP3A4 substrate	+	0.6649	66.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8996	89.96%
CYP3A4 inhibition	-	0.7351	73.51%
CYP2C9 inhibition	-	0.7620	76.20%
CYP2C19 inhibition	-	0.7370	73.70%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.7578	75.78%
CYP2C8 inhibition	-	0.5841	58.41%
CYP inhibitory promiscuity	-	0.8618	86.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5950	59.50%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.9014	90.14%
Skin irritation	-	0.6466	64.66%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8207	82.07%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7489	74.89%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6273	62.73%
Acute Oral Toxicity (c)	III	0.4964	49.64%
Estrogen receptor binding	+	0.8214	82.14%
Androgen receptor binding	+	0.6345	63.45%
Thyroid receptor binding	+	0.5954	59.54%
Glucocorticoid receptor binding	+	0.8069	80.69%
Aromatase binding	+	0.5977	59.77%
PPAR gamma	+	0.6038	60.38%
Honey bee toxicity	-	0.7338	73.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9911	99.11%

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	98.14%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.66%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.67%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.16%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	89.38%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.99%	91.07%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.15%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.84%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.74%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.06%	86.33%
CHEMBL5028	O14672	ADAM10	82.94%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.90%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.77%	97.09%

Plants that contains it

• Acritopappus confertus

Cross-Links

• PubChem: 162973226
• LOTUS: LTS0005172
• wikiData: Q105352634