Furan-3-yl-[2-hydroxy-4-methyl-2-(2-methylprop-1-enyl)cyclopentyl]methanone

Details

• Internal ID: a3d3d913-7075-46d2-865f-7fe3d8145e4a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aryl ketones > Aryl alkyl ketones
• IUPAC Name: furan-3-yl-[2-hydroxy-4-methyl-2-(2-methylprop-1-enyl)cyclopentyl]methanone
• SMILES (Canonical): CC1CC(C(C1)(C=C(C)C)O)C(=O)C2=COC=C2
• SMILES (Isomeric): CC1CC(C(C1)(C=C(C)C)O)C(=O)C2=COC=C2
• InChI: InChI=1S/C15H20O3/c1-10(2)7-15(17)8-11(3)6-13(15)14(16)12-4-5-18-9-12/h4-5,7,9,11,13,17H,6,8H2,1-3H3
• InChI Key: DIKCWVMLDIFAOQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	+	0.9294	92.94%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7089	70.89%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.8963	89.63%
OATP1B3 inhibitior	+	0.9597	95.97%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7719	77.19%
P-glycoprotein inhibitior	-	0.9489	94.89%
P-glycoprotein substrate	-	0.7083	70.83%
CYP3A4 substrate	+	0.5658	56.58%
CYP2C9 substrate	-	0.5959	59.59%
CYP2D6 substrate	-	0.8204	82.04%
CYP3A4 inhibition	-	0.7615	76.15%
CYP2C9 inhibition	-	0.6870	68.70%
CYP2C19 inhibition	-	0.5853	58.53%
CYP2D6 inhibition	-	0.9433	94.33%
CYP1A2 inhibition	-	0.7167	71.67%
CYP2C8 inhibition	-	0.7993	79.93%
CYP inhibitory promiscuity	-	0.6833	68.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.4200	42.00%
Eye corrosion	-	0.9696	96.96%
Eye irritation	-	0.8402	84.02%
Skin irritation	-	0.5872	58.72%
Skin corrosion	-	0.9033	90.33%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4095	40.95%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6074	60.74%
skin sensitisation	+	0.4916	49.16%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6407	64.07%
Acute Oral Toxicity (c)	III	0.5381	53.81%
Estrogen receptor binding	-	0.6270	62.70%
Androgen receptor binding	-	0.5607	56.07%
Thyroid receptor binding	-	0.5287	52.87%
Glucocorticoid receptor binding	-	0.7883	78.83%
Aromatase binding	-	0.6956	69.56%
PPAR gamma	+	0.6266	62.66%
Honey bee toxicity	-	0.8678	86.78%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9426	94.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.15%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.82%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.87%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.50%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.16%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	86.84%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.79%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	84.63%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.72%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.40%	95.56%
CHEMBL4208	P20618	Proteasome component C5	80.49%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.34%	97.25%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.01%	94.80%

Plants that contains it

• Eumorphia prostrata

Cross-Links

• PubChem: 13969231
• LOTUS: LTS0190838
• wikiData: Q104981421