5-[[(2R)-3,3-dimethyloxiran-2-yl]methoxy]-7,8-dimethoxychromen-2-one

Details

• Internal ID: 7f082381-476c-4be2-80e0-5b289db0bc9d
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 5-[[(2R)-3,3-dimethyloxiran-2-yl]methoxy]-7,8-dimethoxychromen-2-one
• InChI: InChI=1S/C16H18O6/c1-16(2)12(22-16)8-20-10-7-11(18-3)15(19-4)14-9(10)5-6-13(17)21-14/h5-7,12H,8H2,1-4H3/t12-/m1/s1
• InChI Key: NWSUOOVGFMDIRC-GFCCVEGCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₆
• Molecular Weight: 306.31 g/mol
• Exact Mass: 306.11033829 g/mol
• Topological Polar Surface Area (TPSA): 66.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 6
• 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	+	0.9733	97.33%
Caco-2	+	0.7903	79.03%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6755	67.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9090	90.90%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7421	74.21%
P-glycoprotein inhibitior	-	0.6104	61.04%
P-glycoprotein substrate	-	0.6410	64.10%
CYP3A4 substrate	+	0.5430	54.30%
CYP2C9 substrate	-	0.6882	68.82%
CYP2D6 substrate	-	0.8382	83.82%
CYP3A4 inhibition	-	0.7279	72.79%
CYP2C9 inhibition	-	0.8043	80.43%
CYP2C19 inhibition	+	0.5165	51.65%
CYP2D6 inhibition	-	0.8359	83.59%
CYP1A2 inhibition	+	0.5241	52.41%
CYP2C8 inhibition	+	0.6195	61.95%
CYP inhibitory promiscuity	-	0.6627	66.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6083	60.83%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.7278	72.78%
Skin irritation	-	0.8077	80.77%
Skin corrosion	-	0.9651	96.51%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3850	38.50%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7246	72.46%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8072	80.72%
Acute Oral Toxicity (c)	III	0.6222	62.22%
Estrogen receptor binding	+	0.9261	92.61%
Androgen receptor binding	+	0.7879	78.79%
Thyroid receptor binding	+	0.6963	69.63%
Glucocorticoid receptor binding	+	0.8466	84.66%
Aromatase binding	+	0.7823	78.23%
PPAR gamma	+	0.7826	78.26%
Honey bee toxicity	-	0.8403	84.03%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9416	94.16%

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	97.58%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.77%	83.82%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.57%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.99%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.79%	95.56%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	89.25%	94.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.60%	89.00%
CHEMBL1871	P10275	Androgen Receptor	88.44%	96.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.18%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.94%	86.33%
CHEMBL2535	P11166	Glucose transporter	85.08%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.86%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.67%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.70%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.09%	96.95%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	80.67%	92.38%

Plants that contains it

• Artemisia laciniata

Cross-Links

• PubChem: 162944191
• LOTUS: LTS0002075
• wikiData: Q105186791