(5Z)-4-methoxy-5-[(E)-1-methoxy-3-phenylprop-2-enylidene]furan-2-one

Details

• Internal ID: ee62ebaa-8ebe-4658-ba05-24e754af56c7
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: (5Z)-4-methoxy-5-[(E)-1-methoxy-3-phenylprop-2-enylidene]furan-2-one
• SMILES (Canonical): COC1=CC(=O)OC1=C(C=CC2=CC=CC=C2)OC
• SMILES (Isomeric): COC\1=CC(=O)O/C1=C(/C=C/C2=CC=CC=C2)\OC
• InChI: InChI=1S/C15H14O4/c1-17-12(9-8-11-6-4-3-5-7-11)15-13(18-2)10-14(16)19-15/h3-10H,1-2H3/b9-8+,15-12-
• InChI Key: KCEXIHRAFXNPSN-YHAURASGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 4
• 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	+	0.9869	98.69%
Caco-2	+	0.9228	92.28%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7148	71.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9151	91.51%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6162	61.62%
P-glycoprotein inhibitior	-	0.6310	63.10%
P-glycoprotein substrate	-	0.9115	91.15%
CYP3A4 substrate	-	0.5762	57.62%
CYP2C9 substrate	-	0.6211	62.11%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.8364	83.64%
CYP2C9 inhibition	-	0.9684	96.84%
CYP2C19 inhibition	+	0.7251	72.51%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	+	0.7353	73.53%
CYP2C8 inhibition	+	0.5185	51.85%
CYP inhibitory promiscuity	+	0.7975	79.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.4327	43.27%
Eye corrosion	-	0.8011	80.11%
Eye irritation	+	0.8317	83.17%
Skin irritation	-	0.7202	72.02%
Skin corrosion	-	0.9871	98.71%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7529	75.29%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.5559	55.59%
skin sensitisation	-	0.7316	73.16%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.5747	57.47%
Acute Oral Toxicity (c)	IV	0.3892	38.92%
Estrogen receptor binding	+	0.8813	88.13%
Androgen receptor binding	+	0.7538	75.38%
Thyroid receptor binding	-	0.5148	51.48%
Glucocorticoid receptor binding	-	0.6297	62.97%
Aromatase binding	+	0.7252	72.52%
PPAR gamma	-	0.5767	57.67%
Honey bee toxicity	-	0.9156	91.56%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9252	92.52%

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	97.95%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.31%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.55%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.19%	96.00%
CHEMBL2581	P07339	Cathepsin D	90.85%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.01%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.31%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.85%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.86%	99.17%
CHEMBL2535	P11166	Glucose transporter	81.61%	98.75%

Plants that contains it

• Piper sanctum

Cross-Links

• PubChem: 73946051
• LOTUS: LTS0107754
• wikiData: Q105138690