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

Details

• Internal ID: 60e27625-2d15-4863-97ec-0f40b289e357
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 6-hydroxy-5-methoxy-7-(3-methylbut-2-enoxy)chromen-2-one
• SMILES (Canonical): CC(=CCOC1=C(C(=C2C=CC(=O)OC2=C1)OC)O)C
• SMILES (Isomeric): CC(=CCOC1=C(C(=C2C=CC(=O)OC2=C1)OC)O)C
• InChI: InChI=1S/C15H16O5/c1-9(2)6-7-19-12-8-11-10(4-5-13(16)20-11)15(18-3)14(12)17/h4-6,8,17H,7H2,1-3H3
• InChI Key: ATIITRNRFHDSPJ-UHFFFAOYSA-N
• Popularity: 1 reference 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9699	96.99%
Caco-2	+	0.9045	90.45%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7417	74.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9105	91.05%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5480	54.80%
P-glycoprotein inhibitior	-	0.6385	63.85%
P-glycoprotein substrate	-	0.6920	69.20%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6607	66.07%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	+	0.6962	69.62%
CYP2C19 inhibition	+	0.8994	89.94%
CYP2D6 inhibition	-	0.5099	50.99%
CYP1A2 inhibition	+	0.9107	91.07%
CYP2C8 inhibition	-	0.6158	61.58%
CYP inhibitory promiscuity	+	0.7737	77.37%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7405	74.05%
Eye corrosion	-	0.9872	98.72%
Eye irritation	+	0.6579	65.79%
Skin irritation	-	0.7701	77.01%
Skin corrosion	-	0.9703	97.03%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4536	45.36%
Micronuclear	-	0.5326	53.26%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8244	82.44%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8919	89.19%
Acute Oral Toxicity (c)	III	0.5873	58.73%
Estrogen receptor binding	+	0.7829	78.29%
Androgen receptor binding	+	0.7204	72.04%
Thyroid receptor binding	-	0.6248	62.48%
Glucocorticoid receptor binding	-	0.4689	46.89%
Aromatase binding	+	0.7748	77.48%
PPAR gamma	+	0.7361	73.61%
Honey bee toxicity	-	0.8788	87.88%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9901	99.01%

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	99.46%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.83%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.23%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.72%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.01%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.00%	99.17%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	90.96%	94.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.94%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.98%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.47%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.58%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.07%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	80.98%	91.49%
CHEMBL2535	P11166	Glucose transporter	80.97%	98.75%

Plants that contains it

• Drummondita hassellii

Cross-Links

• PubChem: 163036975
• LOTUS: LTS0014285
• wikiData: Q104918438