5-Hydroxy-6-methoxy-7-(3-methylbut-2-enoxy)chromen-2-one

Details

• Internal ID: d9e6567e-2687-4385-a525-063f821f0575
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 5-hydroxy-6-methoxy-7-(3-methylbut-2-enoxy)chromen-2-one
• InChI: InChI=1S/C15H16O5/c1-9(2)6-7-19-12-8-11-10(4-5-13(16)20-11)14(17)15(12)18-3/h4-6,8,17H,7H2,1-3H3
• InChI Key: GMMBRTQVBAGPHK-UHFFFAOYSA-N
• Popularity: 9 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: 3.00
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 5-hydroxy-6-methoxy-7-(3-methylbut-2-enoxy)chromen-2-one
• 5-Hydroxy-6-methoxy-7-(3-methyl-but-2-enyloxy)-1-benzopyran-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9853	98.53%
Caco-2	+	0.9193	91.93%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7423	74.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9016	90.16%
OATP1B3 inhibitior	+	0.8997	89.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.6501	65.01%
P-glycoprotein substrate	-	0.6709	67.09%
CYP3A4 substrate	-	0.5052	50.52%
CYP2C9 substrate	-	0.6607	66.07%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.8049	80.49%
CYP2C9 inhibition	+	0.5723	57.23%
CYP2C19 inhibition	+	0.8992	89.92%
CYP2D6 inhibition	-	0.6005	60.05%
CYP1A2 inhibition	+	0.8948	89.48%
CYP2C8 inhibition	-	0.5620	56.20%
CYP inhibitory promiscuity	+	0.7192	71.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7435	74.35%
Eye corrosion	-	0.9858	98.58%
Eye irritation	+	0.7680	76.80%
Skin irritation	-	0.7750	77.50%
Skin corrosion	-	0.9745	97.45%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5152	51.52%
Micronuclear	-	0.5126	51.26%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7890	78.90%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8543	85.43%
Acute Oral Toxicity (c)	III	0.6821	68.21%
Estrogen receptor binding	+	0.8950	89.50%
Androgen receptor binding	+	0.7348	73.48%
Thyroid receptor binding	-	0.5440	54.40%
Glucocorticoid receptor binding	+	0.7572	75.72%
Aromatase binding	+	0.8280	82.80%
PPAR gamma	+	0.7575	75.75%
Honey bee toxicity	-	0.9119	91.19%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9895	98.95%

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	99.45%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.08%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.31%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.42%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.61%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.94%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	89.60%	94.73%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	89.25%	94.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.78%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.59%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	87.47%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.02%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.25%	85.14%
CHEMBL2535	P11166	Glucose transporter	80.87%	98.75%

Plants that contains it

• Psiadia dentata

Cross-Links

• PubChem: 5482812
• NPASS: NPC222784
• LOTUS: LTS0181266
• wikiData: Q105012015