4-Methoxy-5-[methoxy-(3-phenyloxiran-2-yl)methylidene]furan-2-one

Details

• Internal ID: f95022db-03da-46d5-b8a0-c01b5140897d
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 4-methoxy-5-[methoxy-(3-phenyloxiran-2-yl)methylidene]furan-2-one
• SMILES (Canonical): COC1=CC(=O)OC1=C(C2C(O2)C3=CC=CC=C3)OC
• SMILES (Isomeric): COC1=CC(=O)OC1=C(C2C(O2)C3=CC=CC=C3)OC
• InChI: InChI=1S/C15H14O5/c1-17-10-8-11(16)19-13(10)14(18-2)15-12(20-15)9-6-4-3-5-7-9/h3-8,12,15H,1-2H3
• InChI Key: RTNGMIUMJUOABT-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: 1.20
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• DTXSID00301781
• 40072-82-0
• NCI60_000993

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9866	98.66%
Caco-2	+	0.8289	82.89%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7625	76.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8977	89.77%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.4541	45.41%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.8765	87.65%
CYP3A4 substrate	-	0.5332	53.32%
CYP2C9 substrate	-	0.8182	81.82%
CYP2D6 substrate	-	0.8685	86.85%
CYP3A4 inhibition	-	0.6763	67.63%
CYP2C9 inhibition	-	0.8411	84.11%
CYP2C19 inhibition	+	0.7643	76.43%
CYP2D6 inhibition	-	0.8816	88.16%
CYP1A2 inhibition	+	0.5247	52.47%
CYP2C8 inhibition	+	0.5137	51.37%
CYP inhibitory promiscuity	+	0.8317	83.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8528	85.28%
Carcinogenicity (trinary)	Danger	0.5035	50.35%
Eye corrosion	-	0.9387	93.87%
Eye irritation	-	0.6178	61.78%
Skin irritation	-	0.7294	72.94%
Skin corrosion	-	0.9762	97.62%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6667	66.67%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5126	51.26%
skin sensitisation	-	0.7191	71.91%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.6833	68.33%
Acute Oral Toxicity (c)	III	0.4757	47.57%
Estrogen receptor binding	+	0.6646	66.46%
Androgen receptor binding	+	0.6032	60.32%
Thyroid receptor binding	-	0.5976	59.76%
Glucocorticoid receptor binding	-	0.6656	66.56%
Aromatase binding	-	0.6120	61.20%
PPAR gamma	-	0.6338	63.38%
Honey bee toxicity	-	0.9174	91.74%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9303	93.03%

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	98.10%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.97%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.32%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.84%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.80%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.68%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.92%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.26%	94.73%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.64%	87.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.62%	85.14%
CHEMBL5028	O14672	ADAM10	80.26%	97.50%

Plants that contains it

• Piper sanctum

Cross-Links

• PubChem: 286996
• LOTUS: LTS0233716
• wikiData: Q82046045