(1R,11R)-11-prop-1-en-2-yl-2-oxatricyclo[6.3.1.04,12]dodeca-4,6,8(12)-triene-3,9-dione

Details

• Internal ID: 9db0cbc2-90b4-4665-80f9-9c7ff2a0a158
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: (1R,11R)-11-prop-1-en-2-yl-2-oxatricyclo[6.3.1.04,12]dodeca-4,6,8(12)-triene-3,9-dione
• SMILES (Canonical): CC(=C)C1CC(=O)C2=C3C1OC(=O)C3=CC=C2
• SMILES (Isomeric): CC(=C)[C@H]1CC(=O)C2=C3[C@@H]1OC(=O)C3=CC=C2
• InChI: InChI=1S/C14H12O3/c1-7(2)10-6-11(15)8-4-3-5-9-12(8)13(10)17-14(9)16/h3-5,10,13H,1,6H2,2H3/t10-,13-/m1/s1
• InChI Key: SKINJSOWAIHVEO-ZWNOBZJWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₃
• Molecular Weight: 228.24 g/mol
• Exact Mass: 228.078644241 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5213	52.13%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6573	65.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9252	92.52%
OATP1B3 inhibitior	+	0.9572	95.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8341	83.41%
P-glycoprotein inhibitior	-	0.9166	91.66%
P-glycoprotein substrate	-	0.7751	77.51%
CYP3A4 substrate	-	0.5924	59.24%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	-	0.8721	87.21%
CYP3A4 inhibition	-	0.7874	78.74%
CYP2C9 inhibition	+	0.5826	58.26%
CYP2C19 inhibition	+	0.7525	75.25%
CYP2D6 inhibition	-	0.8611	86.11%
CYP1A2 inhibition	+	0.7773	77.73%
CYP2C8 inhibition	-	0.9209	92.09%
CYP inhibitory promiscuity	+	0.6185	61.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5205	52.05%
Eye corrosion	-	0.9294	92.94%
Eye irritation	-	0.4850	48.50%
Skin irritation	-	0.6269	62.69%
Skin corrosion	-	0.9214	92.14%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6895	68.95%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.6764	67.64%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6557	65.57%
Acute Oral Toxicity (c)	III	0.6074	60.74%
Estrogen receptor binding	-	0.7236	72.36%
Androgen receptor binding	-	0.5393	53.93%
Thyroid receptor binding	-	0.7440	74.40%
Glucocorticoid receptor binding	-	0.8569	85.69%
Aromatase binding	-	0.7790	77.90%
PPAR gamma	-	0.7292	72.92%
Honey bee toxicity	-	0.8662	86.62%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9930	99.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.03%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.96%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.40%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.87%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.68%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.62%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.83%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.36%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.45%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.28%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.62%	100.00%

Plants that contains it

• Ligularia fischeri

Cross-Links

• PubChem: 163042839
• LOTUS: LTS0024647
• wikiData: Q105254851