7-(3-methylbut-2-enoxy)-8-[(2S,3S)-3-prop-1-en-2-yloxiran-2-yl]chromen-2-one

Details

• Internal ID: bfb35854-4394-4855-878a-f7fdd823c7c9
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-(3-methylbut-2-enoxy)-8-[(2S,3S)-3-prop-1-en-2-yloxiran-2-yl]chromen-2-one
• InChI: InChI=1S/C19H20O4/c1-11(2)9-10-21-14-7-5-13-6-8-15(20)22-18(13)16(14)19-17(23-19)12(3)4/h5-9,17,19H,3,10H2,1-2,4H3/t17-,19-/m0/s1
• InChI Key: JPRAVYZSPBYWTM-HKUYNNGSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.13615911 g/mol
• Topological Polar Surface Area (TPSA): 48.10 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.15
• H-Bond Acceptor: 4
• 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	+	0.9926	99.26%
Caco-2	+	0.8366	83.66%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7716	77.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9380	93.80%
OATP1B3 inhibitior	+	0.8739	87.39%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9003	90.03%
P-glycoprotein inhibitior	+	0.7578	75.78%
P-glycoprotein substrate	-	0.7979	79.79%
CYP3A4 substrate	-	0.5084	50.84%
CYP2C9 substrate	-	0.6755	67.55%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	-	0.5808	58.08%
CYP2C9 inhibition	+	0.5895	58.95%
CYP2C19 inhibition	+	0.8604	86.04%
CYP2D6 inhibition	-	0.8381	83.81%
CYP1A2 inhibition	+	0.7412	74.12%
CYP2C8 inhibition	-	0.6230	62.30%
CYP inhibitory promiscuity	+	0.8849	88.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.7183	71.83%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.8081	80.81%
Skin irritation	-	0.7620	76.20%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7542	75.42%
Micronuclear	-	0.5426	54.26%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.6808	68.08%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5240	52.40%
Acute Oral Toxicity (c)	III	0.6450	64.50%
Estrogen receptor binding	+	0.6631	66.31%
Androgen receptor binding	+	0.7966	79.66%
Thyroid receptor binding	+	0.7055	70.55%
Glucocorticoid receptor binding	+	0.6094	60.94%
Aromatase binding	+	0.6692	66.92%
PPAR gamma	+	0.6117	61.17%
Honey bee toxicity	-	0.8718	87.18%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
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
CHEMBL3401	O75469	Pregnane X receptor	94.47%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	93.59%	91.49%
CHEMBL2581	P07339	Cathepsin D	90.39%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.65%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.58%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.52%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.14%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.54%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.21%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.90%	99.23%

Plants that contains it

• Galipea trifoliata

Cross-Links

• PubChem: 163007517
• LOTUS: LTS0150632
• wikiData: Q105133094