4-Methoxy-6-[3-(4-methoxyphenyl)oxiran-2-yl]pyran-2-one

Details

• Internal ID: 902a774f-59b4-4b7f-b6fd-b53d1597ce3a
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: 4-methoxy-6-[3-(4-methoxyphenyl)oxiran-2-yl]pyran-2-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2C(O2)C3=CC(=CC(=O)O3)OC
• SMILES (Isomeric): COC1=CC=C(C=C1)C2C(O2)C3=CC(=CC(=O)O3)OC
• InChI: InChI=1S/C15H14O5/c1-17-10-5-3-9(4-6-10)14-15(20-14)12-7-11(18-2)8-13(16)19-12/h3-8,14-15H,1-2H3
• InChI Key: TZFFHRMBFYPIBW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 57.30 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9621	96.21%
Caco-2	+	0.8292	82.92%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8097	80.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8942	89.42%
OATP1B3 inhibitior	+	0.9289	92.89%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.5861	58.61%
P-glycoprotein inhibitior	-	0.4462	44.62%
P-glycoprotein substrate	-	0.9611	96.11%
CYP3A4 substrate	-	0.5380	53.80%
CYP2C9 substrate	-	0.8026	80.26%
CYP2D6 substrate	-	0.8636	86.36%
CYP3A4 inhibition	+	0.5654	56.54%
CYP2C9 inhibition	-	0.8288	82.88%
CYP2C19 inhibition	+	0.7249	72.49%
CYP2D6 inhibition	-	0.8816	88.16%
CYP1A2 inhibition	-	0.6806	68.06%
CYP2C8 inhibition	-	0.8502	85.02%
CYP inhibitory promiscuity	+	0.7289	72.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4248	42.48%
Eye corrosion	-	0.9638	96.38%
Eye irritation	-	0.7262	72.62%
Skin irritation	-	0.6942	69.42%
Skin corrosion	-	0.9773	97.73%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4862	48.62%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5827	58.27%
skin sensitisation	-	0.8965	89.65%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.6041	60.41%
Acute Oral Toxicity (c)	III	0.5744	57.44%
Estrogen receptor binding	+	0.8324	83.24%
Androgen receptor binding	+	0.8109	81.09%
Thyroid receptor binding	-	0.5972	59.72%
Glucocorticoid receptor binding	-	0.4718	47.18%
Aromatase binding	+	0.6855	68.55%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9144	91.44%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9072	90.72%

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	97.28%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.44%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.45%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	89.82%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.90%	86.33%
CHEMBL4208	P20618	Proteasome component C5	87.48%	90.00%
CHEMBL2581	P07339	Cathepsin D	87.09%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.70%	97.09%
CHEMBL1907	P15144	Aminopeptidase N	82.77%	93.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.34%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.27%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.04%	85.14%

Plants that contains it

• Piper methysticum

Cross-Links

• PubChem: 9900190
• LOTUS: LTS0122601
• wikiData: Q105268105