4-[3-(Hydroxymethyl)-7-methyl-6-oxoocta-2,7-dienoxy]-5-methylchromen-2-one

Details

• Internal ID: fb38f11b-c379-4adb-9672-c1c145158f45
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 4-[3-(hydroxymethyl)-7-methyl-6-oxoocta-2,7-dienoxy]-5-methylchromen-2-one
• InChI: InChI=1S/C20H22O5/c1-13(2)16(22)8-7-15(12-21)9-10-24-18-11-19(23)25-17-6-4-5-14(3)20(17)18/h4-6,9,11,21H,1,7-8,10,12H2,2-3H3
• InChI Key: CFZQQIFAPMIZJD-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.14672380 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9498	94.98%
Caco-2	-	0.7169	71.69%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8189	81.89%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.9023	90.23%
OATP1B3 inhibitior	+	0.9107	91.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7402	74.02%
P-glycoprotein inhibitior	-	0.7046	70.46%
P-glycoprotein substrate	-	0.7114	71.14%
CYP3A4 substrate	+	0.5728	57.28%
CYP2C9 substrate	-	0.7840	78.40%
CYP2D6 substrate	-	0.8507	85.07%
CYP3A4 inhibition	+	0.6655	66.55%
CYP2C9 inhibition	-	0.7372	73.72%
CYP2C19 inhibition	+	0.6425	64.25%
CYP2D6 inhibition	-	0.8101	81.01%
CYP1A2 inhibition	+	0.6807	68.07%
CYP2C8 inhibition	+	0.5880	58.80%
CYP inhibitory promiscuity	-	0.6462	64.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7570	75.70%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8512	85.12%
Skin irritation	-	0.7889	78.89%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8533	85.33%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6899	68.99%
skin sensitisation	-	0.8260	82.60%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6416	64.16%
Acute Oral Toxicity (c)	III	0.5063	50.63%
Estrogen receptor binding	+	0.8813	88.13%
Androgen receptor binding	+	0.6492	64.92%
Thyroid receptor binding	-	0.5806	58.06%
Glucocorticoid receptor binding	+	0.8660	86.60%
Aromatase binding	+	0.7678	76.78%
PPAR gamma	+	0.6040	60.40%
Honey bee toxicity	-	0.8794	87.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9949	99.49%

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	98.71%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.16%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.34%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.33%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.31%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.49%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.19%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.72%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.01%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.44%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.87%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.17%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.34%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.31%	97.21%
CHEMBL2535	P11166	Glucose transporter	80.29%	98.75%

Plants that contains it

• Mutisia orbignyana

Cross-Links

• PubChem: 163092635
• LOTUS: LTS0243623
• wikiData: Q104957317