5,6-Dimethoxy-8-(3-methylbut-2-enyl)chromen-2-one

Details

• Internal ID: 1b02c368-0386-4d39-b9b3-d38478bf92fe
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 5,6-dimethoxy-8-(3-methylbut-2-enyl)chromen-2-one
• InChI: InChI=1S/C16H18O4/c1-10(2)5-6-11-9-13(18-3)16(19-4)12-7-8-14(17)20-15(11)12/h5,7-9H,6H2,1-4H3
• InChI Key: NQGWPEFNJMMQRW-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₄
• Molecular Weight: 274.31 g/mol
• Exact Mass: 274.12050905 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 4
• 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	+	0.9922	99.22%
Caco-2	+	0.9208	92.08%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6111	61.11%
OATP2B1 inhibitior	-	0.8646	86.46%
OATP1B1 inhibitior	+	0.9332	93.32%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5268	52.68%
P-glycoprotein inhibitior	-	0.6296	62.96%
P-glycoprotein substrate	-	0.8097	80.97%
CYP3A4 substrate	-	0.5500	55.00%
CYP2C9 substrate	-	0.6607	66.07%
CYP2D6 substrate	-	0.8073	80.73%
CYP3A4 inhibition	-	0.7502	75.02%
CYP2C9 inhibition	-	0.6885	68.85%
CYP2C19 inhibition	+	0.9038	90.38%
CYP2D6 inhibition	-	0.7130	71.30%
CYP1A2 inhibition	+	0.8774	87.74%
CYP2C8 inhibition	-	0.6591	65.91%
CYP inhibitory promiscuity	+	0.8867	88.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6321	63.21%
Eye corrosion	-	0.9792	97.92%
Eye irritation	+	0.7110	71.10%
Skin irritation	-	0.7694	76.94%
Skin corrosion	-	0.9788	97.88%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8042	80.42%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8113	81.13%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8341	83.41%
Acute Oral Toxicity (c)	III	0.6449	64.49%
Estrogen receptor binding	+	0.7762	77.62%
Androgen receptor binding	+	0.6724	67.24%
Thyroid receptor binding	-	0.5674	56.74%
Glucocorticoid receptor binding	+	0.7552	75.52%
Aromatase binding	+	0.8357	83.57%
PPAR gamma	+	0.7237	72.37%
Honey bee toxicity	-	0.8507	85.07%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9938	99.38%

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	98.73%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.51%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.46%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.41%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.64%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.32%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.05%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.90%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.76%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.65%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.99%	92.62%
CHEMBL2535	P11166	Glucose transporter	84.46%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.15%	89.62%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.89%	94.03%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.58%	97.28%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.13%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	81.06%	83.82%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 163064789
• LOTUS: LTS0215590
• wikiData: Q105284464