11-Hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-2-oxatricyclo[6.3.1.04,12]dodeca-4(12),5,7,9-tetraen-3-one

Details

• Internal ID: e5b2c982-17f7-4b5d-bf82-c1d830b8faaf
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: 11-hydroxy-10-(2-hydroxypropan-2-yl)-7-methyl-2-oxatricyclo[6.3.1.04,12]dodeca-4(12),5,7,9-tetraen-3-one
• SMILES (Canonical): CC1=C2C=C(C(C3C2=C(C=C1)C(=O)O3)O)C(C)(C)O
• SMILES (Isomeric): CC1=C2C=C(C(C3C2=C(C=C1)C(=O)O3)O)C(C)(C)O
• InChI: InChI=1S/C15H16O4/c1-7-4-5-8-11-9(7)6-10(15(2,3)18)12(16)13(11)19-14(8)17/h4-6,12-13,16,18H,1-3H3
• InChI Key: SAJPPVRHJPYZRD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.5120	51.20%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6663	66.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8826	88.26%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6899	68.99%
P-glycoprotein inhibitior	-	0.8814	88.14%
P-glycoprotein substrate	-	0.8159	81.59%
CYP3A4 substrate	+	0.5105	51.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.8182	81.82%
CYP2C9 inhibition	+	0.5381	53.81%
CYP2C19 inhibition	-	0.5375	53.75%
CYP2D6 inhibition	-	0.8446	84.46%
CYP1A2 inhibition	+	0.6286	62.86%
CYP2C8 inhibition	-	0.8466	84.66%
CYP inhibitory promiscuity	+	0.8332	83.32%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4633	46.33%
Eye corrosion	-	0.9867	98.67%
Eye irritation	+	0.6715	67.15%
Skin irritation	-	0.6277	62.77%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7606	76.06%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.6137	61.37%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7403	74.03%
Acute Oral Toxicity (c)	III	0.5126	51.26%
Estrogen receptor binding	+	0.6669	66.69%
Androgen receptor binding	+	0.5832	58.32%
Thyroid receptor binding	+	0.6035	60.35%
Glucocorticoid receptor binding	+	0.7723	77.23%
Aromatase binding	-	0.5806	58.06%
PPAR gamma	+	0.5889	58.89%
Honey bee toxicity	-	0.9485	94.85%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9867	98.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.52%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.20%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	91.93%	90.93%
CHEMBL3401	O75469	Pregnane X receptor	90.28%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.83%	93.65%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.94%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.04%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.38%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.23%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.71%	89.00%

Plants that contains it

• Emmotum nitens

Cross-Links

• PubChem: 163073159
• LOTUS: LTS0056693
• wikiData: Q104197109