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

Details

• Internal ID: e95010a7-2dda-40a9-9e37-c59c4bc27515
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 5,6-dimethoxy-8-(3-methyl-2-oxobutyl)chromen-2-one
• SMILES (Canonical): CC(C)C(=O)CC1=CC(=C(C2=C1OC(=O)C=C2)OC)OC
• SMILES (Isomeric): CC(C)C(=O)CC1=CC(=C(C2=C1OC(=O)C=C2)OC)OC
• InChI: InChI=1S/C16H18O5/c1-9(2)12(17)7-10-8-13(19-3)16(20-4)11-5-6-14(18)21-15(10)11/h5-6,8-9H,7H2,1-4H3
• InChI Key: HMZJJKMPHITCIE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.31 g/mol
• Exact Mass: 290.11542367 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9801	98.01%
Caco-2	+	0.7664	76.64%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6361	63.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9293	92.93%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5880	58.80%
P-glycoprotein inhibitior	-	0.6361	63.61%
P-glycoprotein substrate	-	0.8310	83.10%
CYP3A4 substrate	-	0.5707	57.07%
CYP2C9 substrate	-	0.7724	77.24%
CYP2D6 substrate	-	0.8179	81.79%
CYP3A4 inhibition	-	0.9160	91.60%
CYP2C9 inhibition	-	0.8502	85.02%
CYP2C19 inhibition	-	0.7681	76.81%
CYP2D6 inhibition	-	0.8725	87.25%
CYP1A2 inhibition	+	0.7731	77.31%
CYP2C8 inhibition	-	0.7520	75.20%
CYP inhibitory promiscuity	-	0.6783	67.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6765	67.65%
Eye corrosion	-	0.9753	97.53%
Eye irritation	+	0.5956	59.56%
Skin irritation	-	0.8530	85.30%
Skin corrosion	-	0.9754	97.54%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6894	68.94%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.9010	90.10%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8772	87.72%
Acute Oral Toxicity (c)	III	0.6483	64.83%
Estrogen receptor binding	+	0.7074	70.74%
Androgen receptor binding	+	0.6600	66.00%
Thyroid receptor binding	-	0.6771	67.71%
Glucocorticoid receptor binding	+	0.6954	69.54%
Aromatase binding	+	0.6088	60.88%
PPAR gamma	+	0.5647	56.47%
Honey bee toxicity	-	0.9104	91.04%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6283	62.83%
Fish aquatic toxicity	+	0.9691	96.91%

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	97.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.22%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.45%	94.45%
CHEMBL2535	P11166	Glucose transporter	89.68%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.18%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.13%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.61%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.51%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.34%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.23%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.87%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.84%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.53%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.49%	90.71%

Plants that contains it

• Aquilaria sinensis

Cross-Links

• PubChem: 5316869
• NPASS: NPC139102