Coruscanone A

Details

• Internal ID: 68a189c3-d398-418d-8215-33892cb274fc
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: (2E)-2-[(E)-1-methoxy-3-phenylprop-2-enylidene]-4-methylcyclopent-4-ene-1,3-dione
• SMILES (Canonical): CC1=CC(=O)C(=C(C=CC2=CC=CC=C2)OC)C1=O
• SMILES (Isomeric): CC1=CC(=O)/C(=C(/C=C/C2=CC=CC=C2)\OC)/C1=O
• InChI: InChI=1S/C16H14O3/c1-11-10-13(17)15(16(11)18)14(19-2)9-8-12-6-4-3-5-7-12/h3-10H,1-2H3/b9-8+,15-14+
• InChI Key: QNDUJCPJQJQOAB-IDRAWEHWSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₃
• Molecular Weight: 254.28 g/mol
• Exact Mass: 254.094294304 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• CHEMBL216028
• (2E)-2-[(E)-1-methoxy-3-phenylprop-2-enylidene]-4-methylcyclopent-4-ene-1,3-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.9350	93.50%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8766	87.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9384	93.84%
OATP1B3 inhibitior	+	0.9784	97.84%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7553	75.53%
P-glycoprotein inhibitior	-	0.7323	73.23%
P-glycoprotein substrate	-	0.9390	93.90%
CYP3A4 substrate	-	0.5596	55.96%
CYP2C9 substrate	-	0.7816	78.16%
CYP2D6 substrate	-	0.8682	86.82%
CYP3A4 inhibition	-	0.8859	88.59%
CYP2C9 inhibition	-	0.8303	83.03%
CYP2C19 inhibition	-	0.5258	52.58%
CYP2D6 inhibition	-	0.9136	91.36%
CYP1A2 inhibition	+	0.6513	65.13%
CYP2C8 inhibition	-	0.6162	61.62%
CYP inhibitory promiscuity	+	0.6049	60.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7037	70.37%
Carcinogenicity (trinary)	Non-required	0.6316	63.16%
Eye corrosion	-	0.7933	79.33%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.5458	54.58%
Skin corrosion	-	0.9710	97.10%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3920	39.20%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5283	52.83%
skin sensitisation	+	0.5267	52.67%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.5233	52.33%
Acute Oral Toxicity (c)	III	0.5987	59.87%
Estrogen receptor binding	+	0.8777	87.77%
Androgen receptor binding	+	0.9237	92.37%
Thyroid receptor binding	-	0.6400	64.00%
Glucocorticoid receptor binding	-	0.7187	71.87%
Aromatase binding	+	0.7149	71.49%
PPAR gamma	-	0.7527	75.27%
Honey bee toxicity	-	0.8869	88.69%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9563	95.63%

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	97.44%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.46%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.51%	93.99%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.90%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.49%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.45%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	90.28%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	86.12%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.66%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.08%	85.14%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.05%	89.44%

Plants that contains it

• Piper coruscans

Cross-Links

• PubChem: 9983746
• LOTUS: LTS0054352
• wikiData: Q105224344