5,6,7-Trimethoxy-8-(3-methyl-2-oxobutyl)chromen-2-one

Details

• Internal ID: 1b989f30-f428-4f27-b832-d58eb2fe6736
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 5,6,7-trimethoxy-8-(3-methyl-2-oxobutyl)chromen-2-one
• SMILES (Canonical): CC(C)C(=O)CC1=C(C(=C(C2=C1OC(=O)C=C2)OC)OC)OC
• SMILES (Isomeric): CC(C)C(=O)CC1=C(C(=C(C2=C1OC(=O)C=C2)OC)OC)OC
• InChI: InChI=1S/C17H20O6/c1-9(2)12(18)8-11-14-10(6-7-13(19)23-14)15(20-3)17(22-5)16(11)21-4/h6-7,9H,8H2,1-5H3
• InChI Key: VFRMKFSKSJLZPT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.30 g/mol
• Exact Mass: 320.12598835 g/mol
• Topological Polar Surface Area (TPSA): 71.10 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9766	97.66%
Caco-2	+	0.7055	70.55%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6307	63.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9003	90.03%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4637	46.37%
P-glycoprotein inhibitior	-	0.6348	63.48%
P-glycoprotein substrate	-	0.8752	87.52%
CYP3A4 substrate	-	0.5782	57.82%
CYP2C9 substrate	-	0.7724	77.24%
CYP2D6 substrate	-	0.8179	81.79%
CYP3A4 inhibition	-	0.9056	90.56%
CYP2C9 inhibition	-	0.7556	75.56%
CYP2C19 inhibition	-	0.6824	68.24%
CYP2D6 inhibition	-	0.9016	90.16%
CYP1A2 inhibition	+	0.7446	74.46%
CYP2C8 inhibition	-	0.8649	86.49%
CYP inhibitory promiscuity	-	0.6777	67.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6762	67.62%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.4903	49.03%
Skin irritation	-	0.8524	85.24%
Skin corrosion	-	0.9727	97.27%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4652	46.52%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8947	89.47%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8637	86.37%
Acute Oral Toxicity (c)	III	0.6482	64.82%
Estrogen receptor binding	+	0.6722	67.22%
Androgen receptor binding	+	0.6152	61.52%
Thyroid receptor binding	-	0.6356	63.56%
Glucocorticoid receptor binding	+	0.7242	72.42%
Aromatase binding	-	0.5151	51.51%
PPAR gamma	+	0.5503	55.03%
Honey bee toxicity	-	0.9396	93.96%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6734	67.34%
Fish aquatic toxicity	+	0.9705	97.05%

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	97.40%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.05%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.91%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.99%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.72%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.92%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.78%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.41%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.76%	96.09%
CHEMBL2535	P11166	Glucose transporter	82.41%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.96%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.16%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.94%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	80.21%	94.73%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 15609899
• LOTUS: LTS0064702
• wikiData: Q105285534