1-Hydroxy-3,8-dimethyl-5-oxatricyclo[10.1.1.02,6]tetradeca-2,7,11-trien-4-one

Details

• Internal ID: c0ce35c5-469b-4864-b347-af80916a9472
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 1-hydroxy-3,8-dimethyl-5-oxatricyclo[10.1.1.02,6]tetradeca-2,7,11-trien-4-one
• SMILES (Canonical): CC1=CC2C(=C(C(=O)O2)C)C3(CC(=CCC1)C3)O
• SMILES (Isomeric): CC1=CC2C(=C(C(=O)O2)C)C3(CC(=CCC1)C3)O
• InChI: InChI=1S/C15H18O3/c1-9-4-3-5-11-7-15(17,8-11)13-10(2)14(16)18-12(13)6-9/h5-6,12,17H,3-4,7-8H2,1-2H3
• InChI Key: PEHRLDLQSHWEFO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.8941	89.41%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6260	62.60%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9479	94.79%
OATP1B3 inhibitior	+	0.9703	97.03%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.5772	57.72%
P-glycoprotein inhibitior	-	0.8983	89.83%
P-glycoprotein substrate	-	0.8836	88.36%
CYP3A4 substrate	+	0.5562	55.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	-	0.7557	75.57%
CYP2C9 inhibition	-	0.8889	88.89%
CYP2C19 inhibition	-	0.8143	81.43%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	+	0.6562	65.62%
CYP2C8 inhibition	-	0.8785	87.85%
CYP inhibitory promiscuity	-	0.9443	94.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4235	42.35%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.6826	68.26%
Skin irritation	+	0.6227	62.27%
Skin corrosion	-	0.8815	88.15%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7919	79.19%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7343	73.43%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7353	73.53%
Acute Oral Toxicity (c)	III	0.4387	43.87%
Estrogen receptor binding	-	0.6996	69.96%
Androgen receptor binding	-	0.6065	60.65%
Thyroid receptor binding	-	0.7168	71.68%
Glucocorticoid receptor binding	-	0.5081	50.81%
Aromatase binding	-	0.7539	75.39%
PPAR gamma	+	0.6656	66.56%
Honey bee toxicity	-	0.9111	91.11%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9564	95.64%

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	94.04%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.11%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.92%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	90.82%	89.63%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.89%	99.23%
CHEMBL4208	P20618	Proteasome component C5	83.22%	90.00%
CHEMBL2581	P07339	Cathepsin D	82.63%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.20%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.94%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.41%	97.09%

Plants that contains it

• Pegolettia senegalensis

Cross-Links

• PubChem: 162937451
• LOTUS: LTS0138434
• wikiData: Q105207119