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

Details

• Internal ID: 173695c8-7e82-486e-8e86-c035c84d9292
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: 10-(2-hydroxypropan-2-yl)-11-methoxy-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)OC)C(C)(C)O
• SMILES (Isomeric): CC1=C2C=C(C(C3C2=C(C=C1)C(=O)O3)OC)C(C)(C)O
• InChI: InChI=1S/C16H18O4/c1-8-5-6-9-12-10(8)7-11(16(2,3)18)13(19-4)14(12)20-15(9)17/h5-7,13-14,18H,1-4H3
• InChI Key: CWEHXEUCFALXIA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₄
• Molecular Weight: 274.31 g/mol
• Exact Mass: 274.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.6909	69.09%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7180	71.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8714	87.14%
OATP1B3 inhibitior	+	0.9131	91.31%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6076	60.76%
P-glycoprotein inhibitior	-	0.7934	79.34%
P-glycoprotein substrate	-	0.7973	79.73%
CYP3A4 substrate	+	0.5726	57.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8693	86.93%
CYP3A4 inhibition	+	0.5171	51.71%
CYP2C9 inhibition	-	0.6977	69.77%
CYP2C19 inhibition	+	0.7054	70.54%
CYP2D6 inhibition	-	0.8252	82.52%
CYP1A2 inhibition	-	0.5200	52.00%
CYP2C8 inhibition	-	0.7398	73.98%
CYP inhibitory promiscuity	+	0.7679	76.79%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Danger	0.5263	52.63%
Eye corrosion	-	0.9827	98.27%
Eye irritation	+	0.6419	64.19%
Skin irritation	-	0.7534	75.34%
Skin corrosion	-	0.9723	97.23%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6302	63.02%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	-	0.7025	70.25%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6336	63.36%
Acute Oral Toxicity (c)	III	0.4674	46.74%
Estrogen receptor binding	+	0.6799	67.99%
Androgen receptor binding	+	0.6603	66.03%
Thyroid receptor binding	+	0.6454	64.54%
Glucocorticoid receptor binding	+	0.6464	64.64%
Aromatase binding	-	0.5774	57.74%
PPAR gamma	+	0.5279	52.79%
Honey bee toxicity	-	0.8915	89.15%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9817	98.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.18%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.36%	91.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	91.10%	90.93%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.74%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	89.45%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.09%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	87.25%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.48%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.01%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.41%	97.25%

Plants that contains it

• Emmotum nitens

Cross-Links

• PubChem: 162883336
• LOTUS: LTS0116357
• wikiData: Q103818107