7-methoxy-8-[(2S,3S)-3-propan-2-yloxiran-2-yl]chromen-2-one

Details

• Internal ID: 3229bd6c-7a31-44ef-abf3-a971544389b5
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-methoxy-8-[(2S,3S)-3-propan-2-yloxiran-2-yl]chromen-2-one
• SMILES (Canonical): CC(C)C1C(O1)C2=C(C=CC3=C2OC(=O)C=C3)OC
• SMILES (Isomeric): CC(C)[C@H]1[C@@H](O1)C2=C(C=CC3=C2OC(=O)C=C3)OC
• InChI: InChI=1S/C15H16O4/c1-8(2)13-15(19-13)12-10(17-3)6-4-9-5-7-11(16)18-14(9)12/h4-8,13,15H,1-3H3/t13-,15-/m0/s1
• InChI Key: GEMXZNKAAIEKGG-ZFWWWQNUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 48.10 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	+	0.8323	83.23%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7072	70.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9560	95.60%
OATP1B3 inhibitior	+	0.9736	97.36%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6098	60.98%
P-glycoprotein inhibitior	-	0.5339	53.39%
P-glycoprotein substrate	-	0.8357	83.57%
CYP3A4 substrate	-	0.5796	57.96%
CYP2C9 substrate	-	0.6628	66.28%
CYP2D6 substrate	-	0.8375	83.75%
CYP3A4 inhibition	-	0.6252	62.52%
CYP2C9 inhibition	-	0.5068	50.68%
CYP2C19 inhibition	+	0.6457	64.57%
CYP2D6 inhibition	-	0.8722	87.22%
CYP1A2 inhibition	+	0.6746	67.46%
CYP2C8 inhibition	-	0.8667	86.67%
CYP inhibitory promiscuity	+	0.6467	64.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.4699	46.99%
Eye corrosion	-	0.9777	97.77%
Eye irritation	-	0.7489	74.89%
Skin irritation	-	0.7867	78.67%
Skin corrosion	-	0.9809	98.09%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3959	39.59%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.9085	90.85%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.4830	48.30%
Acute Oral Toxicity (c)	III	0.4975	49.75%
Estrogen receptor binding	+	0.5730	57.30%
Androgen receptor binding	+	0.7095	70.95%
Thyroid receptor binding	-	0.5971	59.71%
Glucocorticoid receptor binding	-	0.4768	47.68%
Aromatase binding	+	0.7980	79.80%
PPAR gamma	+	0.5518	55.18%
Honey bee toxicity	-	0.8623	86.23%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9715	97.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.38%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.73%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.49%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.59%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.34%	94.45%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.22%	94.03%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.14%	89.62%
CHEMBL2535	P11166	Glucose transporter	83.13%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	81.45%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.80%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162820536
• LOTUS: LTS0118351
• wikiData: Q105007233