4-Cyclopentene-1,3-dione, 4,5-dimethoxy-2-[(2E)-1-oxo-3-phenyl-2-propen-1-yl]-

Details

• Internal ID: 34ee2f7a-60b9-438a-8cf3-774a33b3389f
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: 4,5-dimethoxy-2-[(E)-3-phenylprop-2-enoyl]cyclopent-4-ene-1,3-dione
• SMILES (Canonical): COC1=C(C(=O)C(C1=O)C(=O)C=CC2=CC=CC=C2)OC
• SMILES (Isomeric): COC1=C(C(=O)C(C1=O)C(=O)/C=C/C2=CC=CC=C2)OC
• InChI: InChI=1S/C16H14O5/c1-20-15-13(18)12(14(19)16(15)21-2)11(17)9-8-10-6-4-3-5-7-10/h3-9,12H,1-2H3/b9-8+
• InChI Key: FKHHPTUDGBEHEL-CMDGGOBGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.08412354 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• SCHEMBL6864868
• DTXSID901336388
• HY-N3379
• AKOS040760522
• CS-0024051
• 4-Cyclopentene-1,3-dione, 4,5-dimethoxy-2-[(2E)-1-oxo-3-phenyl-2-propen-1-yl]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.8538	85.38%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8395	83.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9458	94.58%
OATP1B3 inhibitior	+	0.9775	97.75%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5122	51.22%
P-glycoprotein inhibitior	-	0.4776	47.76%
P-glycoprotein substrate	-	0.9679	96.79%
CYP3A4 substrate	-	0.6054	60.54%
CYP2C9 substrate	-	0.6083	60.83%
CYP2D6 substrate	-	0.8373	83.73%
CYP3A4 inhibition	-	0.8340	83.40%
CYP2C9 inhibition	-	0.9194	91.94%
CYP2C19 inhibition	-	0.5702	57.02%
CYP2D6 inhibition	-	0.9088	90.88%
CYP1A2 inhibition	+	0.6220	62.20%
CYP2C8 inhibition	-	0.7602	76.02%
CYP inhibitory promiscuity	-	0.5344	53.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7645	76.45%
Carcinogenicity (trinary)	Non-required	0.6038	60.38%
Eye corrosion	-	0.8183	81.83%
Eye irritation	-	0.6090	60.90%
Skin irritation	-	0.6326	63.26%
Skin corrosion	-	0.9752	97.52%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4366	43.66%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5357	53.57%
skin sensitisation	-	0.5842	58.42%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.4719	47.19%
Acute Oral Toxicity (c)	III	0.4805	48.05%
Estrogen receptor binding	+	0.7165	71.65%
Androgen receptor binding	+	0.7176	71.76%
Thyroid receptor binding	-	0.5869	58.69%
Glucocorticoid receptor binding	-	0.8551	85.51%
Aromatase binding	-	0.6298	62.98%
PPAR gamma	-	0.7771	77.71%
Honey bee toxicity	-	0.9421	94.21%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9477	94.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.77%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.20%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.50%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.93%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.64%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.08%	96.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.81%	94.08%
CHEMBL221	P23219	Cyclooxygenase-1	84.80%	90.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.93%	93.99%

Plants that contains it

• Lindera erythrocarpa

Cross-Links

• PubChem: 12311266
• LOTUS: LTS0255441
• wikiData: Q103796597