7-[(E)-3-methyl-4-[(2R)-4-methylidene-5-oxooxolan-2-yl]but-2-enoxy]chromen-2-one

Details

• Internal ID: 1cf67092-5089-46af-bf82-46e71d6b1d85
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-[(E)-3-methyl-4-[(2R)-4-methylidene-5-oxooxolan-2-yl]but-2-enoxy]chromen-2-one
• 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/h3-7,11,16H,2,8-10H2,1H3/b12-7+/t16-/m1/s1
• InChI Key: DSQRNJDVDUJXJO-NYUWMOHMSA-N
• Popularity: 3 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: 3.90
• 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	+	0.9931	99.31%
Caco-2	+	0.6481	64.81%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7487	74.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8305	83.05%
OATP1B3 inhibitior	+	0.9010	90.10%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5819	58.19%
P-glycoprotein inhibitior	+	0.6455	64.55%
P-glycoprotein substrate	-	0.7727	77.27%
CYP3A4 substrate	+	0.5622	56.22%
CYP2C9 substrate	-	0.6506	65.06%
CYP2D6 substrate	-	0.8223	82.23%
CYP3A4 inhibition	+	0.7754	77.54%
CYP2C9 inhibition	+	0.5388	53.88%
CYP2C19 inhibition	+	0.7218	72.18%
CYP2D6 inhibition	-	0.8343	83.43%
CYP1A2 inhibition	+	0.7476	74.76%
CYP2C8 inhibition	+	0.4610	46.10%
CYP inhibitory promiscuity	+	0.7936	79.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5306	53.06%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.9222	92.22%
Skin irritation	-	0.7108	71.08%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8244	82.44%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5449	54.49%
skin sensitisation	-	0.6828	68.28%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5803	58.03%
Acute Oral Toxicity (c)	III	0.5218	52.18%
Estrogen receptor binding	+	0.7405	74.05%
Androgen receptor binding	+	0.7742	77.42%
Thyroid receptor binding	-	0.5989	59.89%
Glucocorticoid receptor binding	+	0.8436	84.36%
Aromatase binding	+	0.7802	78.02%
PPAR gamma	+	0.6638	66.38%
Honey bee toxicity	-	0.8571	85.71%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	99.28%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.92%	91.11%
CHEMBL2039	P27338	Monoamine oxidase B	95.95%	92.51%
CHEMBL2581	P07339	Cathepsin D	95.08%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.00%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.96%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.75%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.55%	99.17%
CHEMBL4208	P20618	Proteasome component C5	91.14%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.22%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.67%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.15%	99.23%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.87%	97.53%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.01%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.01%	95.89%

Plants that contains it

• Clausena excavata

Cross-Links

• PubChem: 163188833
• LOTUS: LTS0092337
• wikiData: Q104987966