7-[6-(furan-3-yl)-3-methylidene-2-oxooxan-4-yl]-3a,7-dimethyl-4,5,6,7a-tetrahydro-3H-2-benzofuran-1-one

Details

• Internal ID: 8c80b5cd-8a4c-4c64-b5ea-42ed6c16aa11
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: 7-[6-(furan-3-yl)-3-methylidene-2-oxooxan-4-yl]-3a,7-dimethyl-4,5,6,7a-tetrahydro-3H-2-benzofuran-1-one
• SMILES (Canonical): CC12CCCC(C1C(=O)OC2)(C)C3CC(OC(=O)C3=C)C4=COC=C4
• SMILES (Isomeric): CC12CCCC(C1C(=O)OC2)(C)C3CC(OC(=O)C3=C)C4=COC=C4
• InChI: InChI=1S/C20H24O5/c1-12-14(9-15(25-17(12)21)13-5-8-23-10-13)20(3)7-4-6-19(2)11-24-18(22)16(19)20/h5,8,10,14-16H,1,4,6-7,9,11H2,2-3H3
• InChI Key: KCDPIHZIQNHNGU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 65.70 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.81
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.6539	65.39%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8270	82.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.6948	69.48%
OATP1B3 inhibitior	+	0.8346	83.46%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6467	64.67%
P-glycoprotein inhibitior	-	0.5323	53.23%
P-glycoprotein substrate	-	0.7377	73.77%
CYP3A4 substrate	+	0.6329	63.29%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8633	86.33%
CYP3A4 inhibition	+	0.6692	66.92%
CYP2C9 inhibition	-	0.8580	85.80%
CYP2C19 inhibition	-	0.8402	84.02%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.6111	61.11%
CYP2C8 inhibition	-	0.6008	60.08%
CYP inhibitory promiscuity	-	0.7837	78.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5834	58.34%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9573	95.73%
Skin irritation	-	0.6208	62.08%
Skin corrosion	-	0.9017	90.17%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8744	87.44%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8388	83.88%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5105	51.05%
Acute Oral Toxicity (c)	I	0.3217	32.17%
Estrogen receptor binding	+	0.8739	87.39%
Androgen receptor binding	+	0.6471	64.71%
Thyroid receptor binding	+	0.5204	52.04%
Glucocorticoid receptor binding	+	0.7307	73.07%
Aromatase binding	+	0.7085	70.85%
PPAR gamma	+	0.5862	58.62%
Honey bee toxicity	-	0.7986	79.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.85%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.76%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.34%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.73%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.31%	95.56%
CHEMBL2039	P27338	Monoamine oxidase B	89.57%	92.51%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.98%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	86.17%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.15%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.22%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.68%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.50%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.21%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	80.44%	91.49%

Plants that contains it

• Clutia abyssinica

Cross-Links

• PubChem: 14757829
• LOTUS: LTS0174931
• wikiData: Q105138682