methyl (2E,5E)-2-methoxy-4-oxo-6-phenylhexa-2,5-dienoate

Details

• Internal ID: 02587bea-6054-48fa-b7a3-7a23c4308069
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: methyl (2E,5E)-2-methoxy-4-oxo-6-phenylhexa-2,5-dienoate
• SMILES (Canonical): COC(=CC(=O)C=CC1=CC=CC=C1)C(=O)OC
• SMILES (Isomeric): CO/C(=C/C(=O)/C=C/C1=CC=CC=C1)/C(=O)OC
• InChI: InChI=1S/C14H14O4/c1-17-13(14(16)18-2)10-12(15)9-8-11-6-4-3-5-7-11/h3-10H,1-2H3/b9-8+,13-10+
• InChI Key: ZTNWJRLQUZKEDS-PEGOPYGQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.08920892 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9824	98.24%
Caco-2	+	0.8722	87.22%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8470	84.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9343	93.43%
OATP1B3 inhibitior	+	0.9654	96.54%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6940	69.40%
P-glycoprotein inhibitior	-	0.7918	79.18%
P-glycoprotein substrate	-	0.9444	94.44%
CYP3A4 substrate	-	0.6198	61.98%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.8694	86.94%
CYP3A4 inhibition	-	0.8838	88.38%
CYP2C9 inhibition	-	0.8942	89.42%
CYP2C19 inhibition	-	0.8187	81.87%
CYP2D6 inhibition	-	0.9529	95.29%
CYP1A2 inhibition	-	0.6326	63.26%
CYP2C8 inhibition	+	0.5921	59.21%
CYP inhibitory promiscuity	-	0.6542	65.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5682	56.82%
Carcinogenicity (trinary)	Non-required	0.6989	69.89%
Eye corrosion	-	0.7901	79.01%
Eye irritation	+	0.7334	73.34%
Skin irritation	-	0.7219	72.19%
Skin corrosion	-	0.9939	99.39%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7504	75.04%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5579	55.79%
skin sensitisation	+	0.7260	72.60%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.5595	55.95%
Acute Oral Toxicity (c)	IV	0.5405	54.05%
Estrogen receptor binding	+	0.7516	75.16%
Androgen receptor binding	+	0.6171	61.71%
Thyroid receptor binding	-	0.7265	72.65%
Glucocorticoid receptor binding	-	0.8206	82.06%
Aromatase binding	-	0.4829	48.29%
PPAR gamma	-	0.8373	83.73%
Honey bee toxicity	-	0.8999	89.99%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9515	95.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.38%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.37%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.81%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.70%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.16%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	86.03%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	82.69%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.93%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.46%	95.50%

Plants that contains it

• Miliusa balansae

Cross-Links

• PubChem: 101219426
• LOTUS: LTS0145735
• wikiData: Q105383051