7-(4-Hydroxy-3-methylbut-2-enoxy)-6-methoxychromen-2-one

Details

• Internal ID: c2d2dde1-298d-4a38-beca-d4527677f482
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-(4-hydroxy-3-methylbut-2-enoxy)-6-methoxychromen-2-one
• SMILES (Canonical): CC(=CCOC1=C(C=C2C=CC(=O)OC2=C1)OC)CO
• SMILES (Isomeric): CC(=CCOC1=C(C=C2C=CC(=O)OC2=C1)OC)CO
• InChI: InChI=1S/C15H16O5/c1-10(9-16)5-6-19-14-8-12-11(7-13(14)18-2)3-4-15(17)20-12/h3-5,7-8,16H,6,9H2,1-2H3
• InChI Key: XHBFZZFIFOBODD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.12
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9504	95.04%
Caco-2	+	0.8571	85.71%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6704	67.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9169	91.69%
OATP1B3 inhibitior	+	0.9633	96.33%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6767	67.67%
P-glycoprotein inhibitior	-	0.7863	78.63%
P-glycoprotein substrate	-	0.7156	71.56%
CYP3A4 substrate	-	0.5341	53.41%
CYP2C9 substrate	-	0.6755	67.55%
CYP2D6 substrate	-	0.8357	83.57%
CYP3A4 inhibition	-	0.6484	64.84%
CYP2C9 inhibition	-	0.7128	71.28%
CYP2C19 inhibition	+	0.6976	69.76%
CYP2D6 inhibition	-	0.7615	76.15%
CYP1A2 inhibition	+	0.5863	58.63%
CYP2C8 inhibition	-	0.6168	61.68%
CYP inhibitory promiscuity	+	0.6926	69.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7149	71.49%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.5798	57.98%
Skin irritation	-	0.7740	77.40%
Skin corrosion	-	0.9633	96.33%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6472	64.72%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8128	81.28%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6430	64.30%
Acute Oral Toxicity (c)	III	0.4640	46.40%
Estrogen receptor binding	+	0.8439	84.39%
Androgen receptor binding	+	0.5997	59.97%
Thyroid receptor binding	-	0.6457	64.57%
Glucocorticoid receptor binding	+	0.8219	82.19%
Aromatase binding	+	0.8836	88.36%
PPAR gamma	+	0.7292	72.92%
Honey bee toxicity	-	0.9309	93.09%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9927	99.27%

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	93.47%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.02%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.69%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.43%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.76%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.78%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.53%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.48%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.93%	89.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.23%	90.24%
CHEMBL4208	P20618	Proteasome component C5	82.15%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.13%	96.09%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	81.80%	92.38%
CHEMBL2535	P11166	Glucose transporter	81.72%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.13%	96.95%

Plants that contains it

• Pterocaulon polystachyum

Cross-Links

• PubChem: 73177491
• LOTUS: LTS0056610
• wikiData: Q105327969