7-[(E)-3-methyl-4-[(2R)-4-methyl-5-oxo-2H-furan-2-yl]but-2-enoxy]chromen-2-one

Details

• Internal ID: 2e822151-adb5-4e99-9b3e-506587010262
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-[(E)-3-methyl-4-[(2R)-4-methyl-5-oxo-2H-furan-2-yl]but-2-enoxy]chromen-2-one
• SMILES (Canonical): CC1=CC(OC1=O)CC(=CCOC2=CC3=C(C=C2)C=CC(=O)O3)C
• SMILES (Isomeric): CC1=C[C@H](OC1=O)C/C(=C/COC2=CC3=C(C=C2)C=CC(=O)O3)/C
• InChI: InChI=1S/C19H18O5/c1-12(9-16-10-13(2)19(21)23-16)7-8-22-15-5-3-14-4-6-18(20)24-17(14)11-15/h3-7,10-11,16H,8-9H2,1-2H3/b12-7+/t16-/m1/s1
• InChI Key: CFNMUZCFSDMZPQ-NYUWMOHMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₅
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.11542367 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.38
• 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	+	0.9932	99.32%
Caco-2	+	0.7748	77.48%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7896	78.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8102	81.02%
OATP1B3 inhibitior	+	0.8811	88.11%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7757	77.57%
P-glycoprotein inhibitior	+	0.7590	75.90%
P-glycoprotein substrate	-	0.7736	77.36%
CYP3A4 substrate	+	0.5703	57.03%
CYP2C9 substrate	-	0.6141	61.41%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	+	0.7620	76.20%
CYP2C9 inhibition	+	0.5279	52.79%
CYP2C19 inhibition	+	0.6547	65.47%
CYP2D6 inhibition	-	0.7961	79.61%
CYP1A2 inhibition	+	0.7277	72.77%
CYP2C8 inhibition	+	0.4595	45.95%
CYP inhibitory promiscuity	+	0.8216	82.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5525	55.25%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9315	93.15%
Skin irritation	-	0.7464	74.64%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8729	87.29%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5147	51.47%
skin sensitisation	-	0.7272	72.72%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6944	69.44%
Acute Oral Toxicity (c)	III	0.4806	48.06%
Estrogen receptor binding	+	0.7275	72.75%
Androgen receptor binding	+	0.7569	75.69%
Thyroid receptor binding	-	0.6669	66.69%
Glucocorticoid receptor binding	+	0.7460	74.60%
Aromatase binding	+	0.6454	64.54%
PPAR gamma	+	0.6204	62.04%
Honey bee toxicity	-	0.8536	85.36%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	99.11%	92.51%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.90%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.86%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	94.62%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.40%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.54%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.95%	99.17%
CHEMBL4208	P20618	Proteasome component C5	88.81%	90.00%
CHEMBL2581	P07339	Cathepsin D	87.96%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.83%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.72%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.45%	89.00%

Plants that contains it

• Clausena anisum-olens
• Clausena excavata
• Krubera peregrina

Cross-Links

• PubChem: 36688672
• LOTUS: LTS0003107
• wikiData: Q104956815