11-(3-Methylbut-2-enyl)-2,9-dioxatricyclo[6.3.1.04,12]dodeca-1(11),4(12),5,7-tetraen-10-one

Details

• Internal ID: bd4057f3-d891-407f-9945-6e28e7088e25
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 11-(3-methylbut-2-enyl)-2,9-dioxatricyclo[6.3.1.04,12]dodeca-1(11),4(12),5,7-tetraen-10-one
• SMILES (Canonical): CC(=CCC1=C2C3=C(CO2)C=CC=C3OC1=O)C
• SMILES (Isomeric): CC(=CCC1=C2C3=C(CO2)C=CC=C3OC1=O)C
• InChI: InChI=1S/C15H14O3/c1-9(2)6-7-11-14-13-10(8-17-14)4-3-5-12(13)18-15(11)16/h3-6H,7-8H2,1-2H3
• InChI Key: VWHLJQSPJMDCDE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.094294304 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 3
• 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	+	1.0000	100.00%
Caco-2	+	0.8632	86.32%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8478	84.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9190	91.90%
OATP1B3 inhibitior	+	0.9626	96.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.6551	65.51%
P-glycoprotein substrate	-	0.7973	79.73%
CYP3A4 substrate	-	0.5334	53.34%
CYP2C9 substrate	-	0.6330	63.30%
CYP2D6 substrate	-	0.8227	82.27%
CYP3A4 inhibition	+	0.5555	55.55%
CYP2C9 inhibition	+	0.7883	78.83%
CYP2C19 inhibition	+	0.9180	91.80%
CYP2D6 inhibition	-	0.5930	59.30%
CYP1A2 inhibition	+	0.8957	89.57%
CYP2C8 inhibition	-	0.9544	95.44%
CYP inhibitory promiscuity	+	0.9144	91.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6894	68.94%
Eye corrosion	-	0.9816	98.16%
Eye irritation	+	0.8719	87.19%
Skin irritation	-	0.7170	71.70%
Skin corrosion	-	0.9493	94.93%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6175	61.75%
Micronuclear	-	0.5526	55.26%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.5329	53.29%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6556	65.56%
Acute Oral Toxicity (c)	III	0.5325	53.25%
Estrogen receptor binding	+	0.7875	78.75%
Androgen receptor binding	+	0.6960	69.60%
Thyroid receptor binding	-	0.6253	62.53%
Glucocorticoid receptor binding	+	0.7814	78.14%
Aromatase binding	+	0.5650	56.50%
PPAR gamma	+	0.7946	79.46%
Honey bee toxicity	-	0.8679	86.79%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
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
CHEMBL3401	O75469	Pregnane X receptor	96.43%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.13%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.93%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.14%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.15%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.77%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.47%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.20%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.55%	91.49%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.54%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.09%	99.23%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.36%	96.39%

Plants that contains it

• Bothriocline longipes

Cross-Links

• PubChem: 86155826
• LOTUS: LTS0037016
• wikiData: Q105298091