5-Methoxy-8,8-dimethyl-6-(3-methylbut-2-enyl)pyrano[2,3-f]chromen-2-one

Details

• Internal ID: d6f33865-e420-49c8-b789-1400ca75f3b4
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: 5-methoxy-8,8-dimethyl-6-(3-methylbut-2-enyl)pyrano[2,3-f]chromen-2-one
• InChI: InChI=1S/C20H22O4/c1-12(2)6-7-14-17(22-5)13-8-9-16(21)23-18(13)15-10-11-20(3,4)24-19(14)15/h6,8-11H,7H2,1-5H3
• InChI Key: BGMHGXHNFSVGAN-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.15180918 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.49
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	+	0.8307	83.07%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6616	66.16%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8346	83.46%
OATP1B3 inhibitior	+	0.8568	85.68%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8080	80.80%
P-glycoprotein inhibitior	+	0.6167	61.67%
P-glycoprotein substrate	-	0.6489	64.89%
CYP3A4 substrate	+	0.5641	56.41%
CYP2C9 substrate	-	0.6435	64.35%
CYP2D6 substrate	-	0.8086	80.86%
CYP3A4 inhibition	-	0.6006	60.06%
CYP2C9 inhibition	-	0.5596	55.96%
CYP2C19 inhibition	+	0.8242	82.42%
CYP2D6 inhibition	-	0.8301	83.01%
CYP1A2 inhibition	+	0.6867	68.67%
CYP2C8 inhibition	-	0.6275	62.75%
CYP inhibitory promiscuity	+	0.8122	81.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5562	55.62%
Eye corrosion	-	0.9864	98.64%
Eye irritation	+	0.6133	61.33%
Skin irritation	-	0.7506	75.06%
Skin corrosion	-	0.9670	96.70%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8258	82.58%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7327	73.27%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6516	65.16%
Acute Oral Toxicity (c)	III	0.7198	71.98%
Estrogen receptor binding	+	0.8909	89.09%
Androgen receptor binding	+	0.6603	66.03%
Thyroid receptor binding	+	0.5808	58.08%
Glucocorticoid receptor binding	+	0.8653	86.53%
Aromatase binding	+	0.8071	80.71%
PPAR gamma	+	0.8425	84.25%
Honey bee toxicity	-	0.7366	73.66%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	99.09%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.59%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.66%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.26%	85.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.03%	97.28%
CHEMBL3401	O75469	Pregnane X receptor	86.60%	94.73%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.67%	85.30%
CHEMBL221	P23219	Cyclooxygenase-1	84.53%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.74%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.05%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.98%	89.00%
CHEMBL2535	P11166	Glucose transporter	82.87%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.77%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.43%	96.09%
CHEMBL1871	P10275	Androgen Receptor	80.74%	96.43%
CHEMBL1937	Q92769	Histone deacetylase 2	80.32%	94.75%

Plants that contains it

• Zanthoxylum avicennae

Cross-Links

• PubChem: 13965872
• LOTUS: LTS0211479
• wikiData: Q104935616