methyl (2Z)-2-[5-hydroxy-4-(4-methoxyphenyl)-3-oxofuran-2-ylidene]-2-phenylacetate

Details

• Internal ID: c1cbfaff-5d90-428e-a838-6239af1faa5a
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: methyl (2Z)-2-[5-hydroxy-4-(4-methoxyphenyl)-3-oxofuran-2-ylidene]-2-phenylacetate
• SMILES (Canonical): COC1=CC=C(C=C1)C2=C(OC(=C(C3=CC=CC=C3)C(=O)OC)C2=O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=C(O/C(=C(/C3=CC=CC=C3)\C(=O)OC)/C2=O)O
• InChI: InChI=1S/C20H16O6/c1-24-14-10-8-13(9-11-14)15-17(21)18(26-20(15)23)16(19(22)25-2)12-6-4-3-5-7-12/h3-11,23H,1-2H3/b18-16-
• InChI Key: ILEPLOXZBYRKHN-VLGSPTGOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆O₆
• Molecular Weight: 352.30 g/mol
• Exact Mass: 352.09468823 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	+	0.7905	79.05%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8206	82.06%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.9225	92.25%
OATP1B3 inhibitior	+	0.8853	88.53%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7566	75.66%
P-glycoprotein inhibitior	+	0.8150	81.50%
P-glycoprotein substrate	-	0.9328	93.28%
CYP3A4 substrate	+	0.5135	51.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8715	87.15%
CYP3A4 inhibition	-	0.6012	60.12%
CYP2C9 inhibition	-	0.5745	57.45%
CYP2C19 inhibition	+	0.7052	70.52%
CYP2D6 inhibition	-	0.9139	91.39%
CYP1A2 inhibition	-	0.5377	53.77%
CYP2C8 inhibition	+	0.6474	64.74%
CYP inhibitory promiscuity	+	0.8200	82.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8682	86.82%
Carcinogenicity (trinary)	Danger	0.6638	66.38%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.5429	54.29%
Skin irritation	-	0.7778	77.78%
Skin corrosion	-	0.9678	96.78%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5152	51.52%
Micronuclear	+	0.7959	79.59%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8363	83.63%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.6527	65.27%
Acute Oral Toxicity (c)	III	0.5470	54.70%
Estrogen receptor binding	+	0.8416	84.16%
Androgen receptor binding	+	0.8750	87.50%
Thyroid receptor binding	+	0.5495	54.95%
Glucocorticoid receptor binding	+	0.7336	73.36%
Aromatase binding	+	0.5536	55.36%
PPAR gamma	+	0.6455	64.55%
Honey bee toxicity	-	0.9122	91.22%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9938	99.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.15%	90.17%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	98.08%	87.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.79%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	95.05%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.44%	99.23%
CHEMBL2581	P07339	Cathepsin D	92.02%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.95%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.35%	86.33%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	90.07%	89.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.35%	95.50%
CHEMBL2535	P11166	Glucose transporter	85.38%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.13%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	83.25%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.20%	85.14%
CHEMBL4208	P20618	Proteasome component C5	80.48%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3035264
• LOTUS: LTS0013004
• wikiData: Q105115151