Emeguisin A

Details

• Internal ID: 4a20f199-0408-4ef2-a51b-1822179e89d9
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 1,7-bis[(E)-but-2-en-2-yl]-2-chloro-3,9-dihydroxy-4,10-dimethylbenzo[b][1,4]benzodioxepin-6-one
• SMILES (Canonical): CC=C(C)C1=CC(=C(C2=C1C(=O)OC3=C(O2)C(=C(C(=C3C)O)Cl)C(=CC)C)C)O
• SMILES (Isomeric): C/C=C(\C)/C1=CC(=C(C2=C1C(=O)OC3=C(O2)C(=C(C(=C3C)O)Cl)/C(=C/C)/C)C)O
• InChI: InChI=1S/C23H23ClO5/c1-7-10(3)14-9-15(25)12(5)20-17(14)23(27)29-21-13(6)19(26)18(24)16(11(4)8-2)22(21)28-20/h7-9,25-26H,1-6H3/b10-7+,11-8+
• InChI Key: NNSBJESOIUHEGF-AMMQDNIMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₃ClO₅
• Molecular Weight: 414.90 g/mol
• Exact Mass: 414.1234015 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 6.54
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 117032-54-9
• CHEMBL4846212

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.7666	76.66%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	0.7182	71.82%
OATP1B1 inhibitior	-	0.3582	35.82%
OATP1B3 inhibitior	-	0.2187	21.87%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8518	85.18%
P-glycoprotein inhibitior	-	0.5402	54.02%
P-glycoprotein substrate	-	0.9018	90.18%
CYP3A4 substrate	+	0.5593	55.93%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8138	81.38%
CYP2C9 inhibition	+	0.5432	54.32%
CYP2C19 inhibition	+	0.5880	58.80%
CYP2D6 inhibition	-	0.8076	80.76%
CYP1A2 inhibition	-	0.6918	69.18%
CYP2C8 inhibition	+	0.6603	66.03%
CYP inhibitory promiscuity	+	0.6428	64.28%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8457	84.57%
Carcinogenicity (trinary)	Danger	0.6875	68.75%
Eye corrosion	-	0.9883	98.83%
Eye irritation	+	0.7167	71.67%
Skin irritation	-	0.6038	60.38%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5065	50.65%
Micronuclear	+	0.7348	73.48%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7049	70.49%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4600	46.00%
Acute Oral Toxicity (c)	II	0.3314	33.14%
Estrogen receptor binding	+	0.8843	88.43%
Androgen receptor binding	+	0.5817	58.17%
Thyroid receptor binding	+	0.7658	76.58%
Glucocorticoid receptor binding	+	0.6528	65.28%
Aromatase binding	+	0.5676	56.76%
PPAR gamma	+	0.8153	81.53%
Honey bee toxicity	-	0.8702	87.02%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.87%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	97.96%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.16%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.42%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	91.22%	91.49%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.82%	89.34%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.49%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.49%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.79%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.52%	89.00%
CHEMBL5905	Q04828	Aldo-keto reductase family 1 member C1	83.94%	91.79%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.56%	97.21%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.94%	93.03%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.78%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14164492
• LOTUS: LTS0095026
• wikiData: Q105182288