4-Methoxy-2-[(2E)-1-methoxy-3-phenyl-2-propen-1-ylidene]-4-cyclopentene-1,3-dione; Lucidone, methyl-

Details

• Internal ID: da6f50a6-fad3-48c7-8050-3feecf5588a1
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: 4-methoxy-2-(1-methoxy-3-phenylprop-2-enylidene)cyclopent-4-ene-1,3-dione
• SMILES (Canonical): COC1=CC(=O)C(=C(C=CC2=CC=CC=C2)OC)C1=O
• SMILES (Isomeric): COC1=CC(=O)C(=C(C=CC2=CC=CC=C2)OC)C1=O
• InChI: InChI=1S/C16H14O4/c1-19-13(9-8-11-6-4-3-5-7-11)15-12(17)10-14(20-2)16(15)18/h3-10H,1-2H3
• InChI Key: FITVJPYUOAZKPN-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.28 g/mol
• Exact Mass: 270.08920892 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• UAA95654
• 4-Methoxy-2-((E)-1-methoxy-3-phenylallylidene)cyclopent-4-ene-1,3-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.9518	95.18%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8354	83.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9521	95.21%
OATP1B3 inhibitior	+	0.9757	97.57%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4576	45.76%
P-glycoprotein inhibitior	-	0.5408	54.08%
P-glycoprotein substrate	-	0.9106	91.06%
CYP3A4 substrate	-	0.5987	59.87%
CYP2C9 substrate	+	0.6043	60.43%
CYP2D6 substrate	-	0.8511	85.11%
CYP3A4 inhibition	-	0.8473	84.73%
CYP2C9 inhibition	-	0.8483	84.83%
CYP2C19 inhibition	+	0.5137	51.37%
CYP2D6 inhibition	-	0.8939	89.39%
CYP1A2 inhibition	+	0.5965	59.65%
CYP2C8 inhibition	+	0.4668	46.68%
CYP inhibitory promiscuity	+	0.5388	53.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7724	77.24%
Carcinogenicity (trinary)	Non-required	0.6256	62.56%
Eye corrosion	-	0.8767	87.67%
Eye irritation	+	0.6272	62.72%
Skin irritation	-	0.6504	65.04%
Skin corrosion	-	0.9777	97.77%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4416	44.16%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.5625	56.25%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.5165	51.65%
Acute Oral Toxicity (c)	III	0.4769	47.69%
Estrogen receptor binding	+	0.8437	84.37%
Androgen receptor binding	+	0.9149	91.49%
Thyroid receptor binding	-	0.5930	59.30%
Glucocorticoid receptor binding	-	0.7973	79.73%
Aromatase binding	+	0.5805	58.05%
PPAR gamma	-	0.6189	61.89%
Honey bee toxicity	-	0.9105	91.05%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9537	95.37%

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	96.82%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.15%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.69%	93.99%
CHEMBL2581	P07339	Cathepsin D	95.14%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.13%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.23%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.91%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	81.29%	90.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.40%	94.08%

Plants that contains it

• Lindera erythrocarpa

Cross-Links

• PubChem: 73035504
• LOTUS: LTS0183175
• wikiData: Q104400233