7-[(2E,5E)-3,7-dimethylocta-2,5,7-trienoxy]-8-methoxychromen-2-one

Details

• Internal ID: b905fb77-06f6-42d0-92f2-86880b1e7afd
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-[(2E,5E)-3,7-dimethylocta-2,5,7-trienoxy]-8-methoxychromen-2-one
• InChI: InChI=1S/C20H22O4/c1-14(2)6-5-7-15(3)12-13-23-17-10-8-16-9-11-18(21)24-19(16)20(17)22-4/h5-6,8-12H,1,7,13H2,2-4H3/b6-5+,15-12+
• InChI Key: XTIGDZABYWOAHX-VBDSQWIBSA-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: 5.30
• Atomic LogP (AlogP): 4.65
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9845	98.45%
Caco-2	+	0.8426	84.26%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6213	62.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9141	91.41%
OATP1B3 inhibitior	+	0.9281	92.81%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7819	78.19%
P-glycoprotein inhibitior	+	0.7481	74.81%
P-glycoprotein substrate	-	0.7839	78.39%
CYP3A4 substrate	+	0.5060	50.60%
CYP2C9 substrate	-	0.6435	64.35%
CYP2D6 substrate	-	0.8086	80.86%
CYP3A4 inhibition	+	0.6773	67.73%
CYP2C9 inhibition	-	0.6521	65.21%
CYP2C19 inhibition	+	0.8506	85.06%
CYP2D6 inhibition	-	0.8595	85.95%
CYP1A2 inhibition	+	0.8861	88.61%
CYP2C8 inhibition	+	0.5167	51.67%
CYP inhibitory promiscuity	+	0.7954	79.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7154	71.54%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.7434	74.34%
Skin irritation	-	0.7863	78.63%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9183	91.83%
Micronuclear	-	0.5941	59.41%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	-	0.7513	75.13%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.5596	55.96%
Acute Oral Toxicity (c)	III	0.5133	51.33%
Estrogen receptor binding	+	0.7936	79.36%
Androgen receptor binding	+	0.7382	73.82%
Thyroid receptor binding	+	0.6479	64.79%
Glucocorticoid receptor binding	+	0.7943	79.43%
Aromatase binding	+	0.5203	52.03%
PPAR gamma	+	0.5576	55.76%
Honey bee toxicity	-	0.8748	87.48%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.98%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	90.58%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.59%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.27%	96.95%
CHEMBL1937	Q92769	Histone deacetylase 2	88.19%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.39%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.85%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.52%	86.33%
CHEMBL2535	P11166	Glucose transporter	81.89%	98.75%
CHEMBL4208	P20618	Proteasome component C5	81.22%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.88%	96.00%

Plants that contains it

• Zanthoxylum schinifolium

Cross-Links

• PubChem: 102011348
• LOTUS: LTS0274502
• wikiData: Q105341580