3-ethenyl-9-methyl-3-(4-methylpent-3-enyl)-2H-furo[3,2-c]chromen-4-one

Details

• Internal ID: 07e6aa64-2289-4090-b33d-bcab2c319476
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: 3-ethenyl-9-methyl-3-(4-methylpent-3-enyl)-2H-furo[3,2-c]chromen-4-one
• SMILES (Canonical): CC1=C2C(=CC=C1)OC(=O)C3=C2OCC3(CCC=C(C)C)C=C
• SMILES (Isomeric): CC1=C2C(=CC=C1)OC(=O)C3=C2OCC3(CCC=C(C)C)C=C
• InChI: InChI=1S/C20H22O3/c1-5-20(11-7-8-13(2)3)12-22-18-16-14(4)9-6-10-15(16)23-19(21)17(18)20/h5-6,8-10H,1,7,11-12H2,2-4H3
• InChI Key: KFWZUVYVQFPPSR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₃
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.15689456 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.66
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.6903	69.03%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8110	81.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9026	90.26%
OATP1B3 inhibitior	+	0.9145	91.45%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7740	77.40%
P-glycoprotein inhibitior	-	0.5518	55.18%
P-glycoprotein substrate	-	0.6922	69.22%
CYP3A4 substrate	+	0.5695	56.95%
CYP2C9 substrate	-	0.6273	62.73%
CYP2D6 substrate	-	0.8322	83.22%
CYP3A4 inhibition	-	0.5510	55.10%
CYP2C9 inhibition	+	0.6815	68.15%
CYP2C19 inhibition	+	0.7996	79.96%
CYP2D6 inhibition	-	0.6067	60.67%
CYP1A2 inhibition	+	0.8267	82.67%
CYP2C8 inhibition	-	0.7905	79.05%
CYP inhibitory promiscuity	+	0.7289	72.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6296	62.96%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.6779	67.79%
Skin irritation	-	0.7422	74.22%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6657	66.57%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6803	68.03%
skin sensitisation	-	0.6307	63.07%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5420	54.20%
Acute Oral Toxicity (c)	III	0.5453	54.53%
Estrogen receptor binding	+	0.7938	79.38%
Androgen receptor binding	+	0.5705	57.05%
Thyroid receptor binding	-	0.5084	50.84%
Glucocorticoid receptor binding	+	0.7529	75.29%
Aromatase binding	+	0.5911	59.11%
PPAR gamma	+	0.8068	80.68%
Honey bee toxicity	-	0.8453	84.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.84%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.40%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.78%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	94.23%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.53%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.71%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.75%	93.65%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.54%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.13%	99.23%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	82.11%	96.39%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.17%	96.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.46%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.28%	100.00%

Plants that contains it

• Mutisia orbignyana

Cross-Links

• PubChem: 14310726
• LOTUS: LTS0117230
• wikiData: Q105140596