5-Methoxy-6,7-bis(3-methylbut-2-enoxy)chromen-2-one

Details

• Internal ID: 0063843b-2a00-467b-b031-b67a004cc204
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 5-methoxy-6,7-bis(3-methylbut-2-enoxy)chromen-2-one
• SMILES (Canonical): CC(=CCOC1=C(C(=C2C=CC(=O)OC2=C1)OC)OCC=C(C)C)C
• SMILES (Isomeric): CC(=CCOC1=C(C(=C2C=CC(=O)OC2=C1)OC)OCC=C(C)C)C
• InChI: InChI=1S/C20H24O5/c1-13(2)8-10-23-17-12-16-15(6-7-18(21)25-16)19(22-5)20(17)24-11-9-14(3)4/h6-9,12H,10-11H2,1-5H3
• InChI Key: JSVJAXZWBXFRRQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.49
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	+	0.9337	93.37%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6863	68.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9441	94.41%
OATP1B3 inhibitior	+	0.9617	96.17%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8980	89.80%
P-glycoprotein inhibitior	+	0.7434	74.34%
P-glycoprotein substrate	-	0.6933	69.33%
CYP3A4 substrate	-	0.5150	51.50%
CYP2C9 substrate	-	0.7071	70.71%
CYP2D6 substrate	-	0.8388	83.88%
CYP3A4 inhibition	-	0.7839	78.39%
CYP2C9 inhibition	+	0.5372	53.72%
CYP2C19 inhibition	+	0.9354	93.54%
CYP2D6 inhibition	-	0.6914	69.14%
CYP1A2 inhibition	+	0.9269	92.69%
CYP2C8 inhibition	-	0.6696	66.96%
CYP inhibitory promiscuity	+	0.8624	86.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7018	70.18%
Eye corrosion	-	0.9794	97.94%
Eye irritation	-	0.5761	57.61%
Skin irritation	-	0.8119	81.19%
Skin corrosion	-	0.9741	97.41%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7947	79.47%
Micronuclear	-	0.5326	53.26%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7237	72.37%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7987	79.87%
Acute Oral Toxicity (c)	III	0.7015	70.15%
Estrogen receptor binding	+	0.8558	85.58%
Androgen receptor binding	+	0.7288	72.88%
Thyroid receptor binding	+	0.5745	57.45%
Glucocorticoid receptor binding	+	0.7510	75.10%
Aromatase binding	+	0.6146	61.46%
PPAR gamma	+	0.7999	79.99%
Honey bee toxicity	-	0.8825	88.25%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9910	99.10%

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	98.59%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.79%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.90%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.03%	99.17%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	90.66%	94.03%
CHEMBL2581	P07339	Cathepsin D	89.61%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.26%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.28%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.27%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.70%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.62%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.82%	85.14%
CHEMBL2535	P11166	Glucose transporter	82.58%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.88%	89.62%

Plants that contains it

• Drummondita hassellii

Cross-Links

• PubChem: 85651607
• LOTUS: LTS0260539
• wikiData: Q105134591