4,5-Dimethoxy-2-(4-phenylbut-3-en-2-ylidene)cyclopent-4-ene-1,3-dione

Details

• Internal ID: a250eb88-d314-460f-98a4-7cdecbe9e42f
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: 4,5-dimethoxy-2-(4-phenylbut-3-en-2-ylidene)cyclopent-4-ene-1,3-dione
• InChI: InChI=1S/C17H16O4/c1-11(9-10-12-7-5-4-6-8-12)13-14(18)16(20-2)17(21-3)15(13)19/h4-10H,1-3H3
• InChI Key: LBYITJAXQWRQCM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₄
• Molecular Weight: 284.31 g/mol
• Exact Mass: 284.10485899 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 2.67
• 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	+	0.9926	99.26%
Caco-2	+	0.8921	89.21%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8123	81.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9431	94.31%
OATP1B3 inhibitior	+	0.9675	96.75%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6349	63.49%
P-glycoprotein inhibitior	-	0.4576	45.76%
P-glycoprotein substrate	-	0.9585	95.85%
CYP3A4 substrate	-	0.6560	65.60%
CYP2C9 substrate	-	0.5898	58.98%
CYP2D6 substrate	-	0.8463	84.63%
CYP3A4 inhibition	-	0.7726	77.26%
CYP2C9 inhibition	-	0.9172	91.72%
CYP2C19 inhibition	-	0.6022	60.22%
CYP2D6 inhibition	-	0.9119	91.19%
CYP1A2 inhibition	-	0.5423	54.23%
CYP2C8 inhibition	-	0.8176	81.76%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7824	78.24%
Carcinogenicity (trinary)	Non-required	0.5980	59.80%
Eye corrosion	-	0.9160	91.60%
Eye irritation	-	0.5580	55.80%
Skin irritation	-	0.7330	73.30%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4566	45.66%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.6508	65.08%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.5718	57.18%
Acute Oral Toxicity (c)	III	0.4240	42.40%
Estrogen receptor binding	+	0.7629	76.29%
Androgen receptor binding	+	0.7070	70.70%
Thyroid receptor binding	+	0.5657	56.57%
Glucocorticoid receptor binding	-	0.8298	82.98%
Aromatase binding	+	0.5189	51.89%
PPAR gamma	-	0.6210	62.10%
Honey bee toxicity	-	0.9052	90.52%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9562	95.62%

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	96.81%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.88%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.08%	93.99%
CHEMBL2581	P07339	Cathepsin D	92.72%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.62%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.31%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	87.57%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.40%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	83.13%	94.73%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.86%	94.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.58%	99.23%

Plants that contains it

• Lindera erythrocarpa

Cross-Links

• PubChem: 162898680
• LOTUS: LTS0056842
• wikiData: Q105149697