[4-Methoxy-3-(3-methylbut-2-enyl)-2-oxochromen-5-yl]methyl acetate

Details

• Internal ID: 8276ebf7-356c-482a-bdb8-93e5c78f2018
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: [4-methoxy-3-(3-methylbut-2-enyl)-2-oxochromen-5-yl]methyl acetate
• SMILES (Canonical): CC(=CCC1=C(C2=C(C=CC=C2OC1=O)COC(=O)C)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C2=C(C=CC=C2OC1=O)COC(=O)C)OC)C
• InChI: InChI=1S/C18H20O5/c1-11(2)8-9-14-17(21-4)16-13(10-22-12(3)19)6-5-7-15(16)23-18(14)20/h5-8H,9-10H2,1-4H3
• InChI Key: BUGSGHXLEHTUMA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₅
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.13107373 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.37
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.8507	85.07%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7524	75.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8802	88.02%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7948	79.48%
P-glycoprotein inhibitior	+	0.6735	67.35%
P-glycoprotein substrate	-	0.8336	83.36%
CYP3A4 substrate	+	0.5397	53.97%
CYP2C9 substrate	-	0.6133	61.33%
CYP2D6 substrate	-	0.8522	85.22%
CYP3A4 inhibition	-	0.7270	72.70%
CYP2C9 inhibition	+	0.7797	77.97%
CYP2C19 inhibition	+	0.9066	90.66%
CYP2D6 inhibition	-	0.7826	78.26%
CYP1A2 inhibition	+	0.9513	95.13%
CYP2C8 inhibition	-	0.7044	70.44%
CYP inhibitory promiscuity	+	0.8484	84.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.7247	72.47%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.7128	71.28%
Skin irritation	-	0.8199	81.99%
Skin corrosion	-	0.9721	97.21%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4394	43.94%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7597	75.97%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.5655	56.55%
Acute Oral Toxicity (c)	III	0.7210	72.10%
Estrogen receptor binding	+	0.8078	80.78%
Androgen receptor binding	+	0.6657	66.57%
Thyroid receptor binding	-	0.5862	58.62%
Glucocorticoid receptor binding	+	0.8856	88.56%
Aromatase binding	+	0.6058	60.58%
PPAR gamma	+	0.8405	84.05%
Honey bee toxicity	-	0.8259	82.59%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9964	99.64%

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	98.12%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.75%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	94.55%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.50%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.21%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.98%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.61%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.82%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.63%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.97%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.55%	96.00%
CHEMBL2535	P11166	Glucose transporter	83.57%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.54%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	81.82%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.95%	92.62%

Plants that contains it

• Bothriocline longipes

Cross-Links

• PubChem: 162859709
• LOTUS: LTS0240331
• wikiData: Q104946087