Eucapsitrione

Details

• Internal ID: c56a92d3-026e-4ab0-8c50-b400d865b02c
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: 2,8,19-trihydroxypentacyclo[11.8.0.03,11.04,9.015,20]henicosa-1(13),2,4(9),5,7,11,15(20),16,18-nonaene-10,14,21-trione
• SMILES (Canonical): C1=CC2=C(C(=C1)O)C(=O)C3=CC4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5O
• SMILES (Isomeric): C1=CC2=C(C(=C1)O)C(=O)C3=CC4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5O
• InChI: InChI=1S/C21H10O6/c22-12-5-1-3-8-14-10(19(25)15(8)12)7-11-17(20(14)26)21(27)16-9(18(11)24)4-2-6-13(16)23/h1-7,22-23,26H
• InChI Key: SQYXINNIHPQYPE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₀O₆
• Molecular Weight: 358.30 g/mol
• Exact Mass: 358.04773803 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• trihydroxy[?]trione
• CHEMBL1215999
• DTXSID701334405
• 1,5,7-Trihydroxy-6H-indeno[1,2-b]anthracene-6,11,13-trione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	-	0.6387	63.87%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7581	75.81%
OATP2B1 inhibitior	-	0.6783	67.83%
OATP1B1 inhibitior	+	0.9433	94.33%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7557	75.57%
P-glycoprotein inhibitior	-	0.9394	93.94%
P-glycoprotein substrate	-	0.8936	89.36%
CYP3A4 substrate	-	0.5713	57.13%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.8195	81.95%
CYP3A4 inhibition	-	0.7287	72.87%
CYP2C9 inhibition	-	0.5263	52.63%
CYP2C19 inhibition	-	0.7749	77.49%
CYP2D6 inhibition	-	0.8404	84.04%
CYP1A2 inhibition	+	0.8455	84.55%
CYP2C8 inhibition	-	0.8413	84.13%
CYP inhibitory promiscuity	-	0.7728	77.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8011	80.11%
Carcinogenicity (trinary)	Warning	0.5178	51.78%
Eye corrosion	-	0.9878	98.78%
Eye irritation	+	0.9526	95.26%
Skin irritation	+	0.6751	67.51%
Skin corrosion	-	0.9859	98.59%
Ames mutagenesis	+	0.6409	64.09%
Human Ether-a-go-go-Related Gene inhibition	-	0.8562	85.62%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8385	83.85%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7476	74.76%
Acute Oral Toxicity (c)	III	0.6757	67.57%
Estrogen receptor binding	+	0.7516	75.16%
Androgen receptor binding	-	0.6772	67.72%
Thyroid receptor binding	-	0.7192	71.92%
Glucocorticoid receptor binding	+	0.7124	71.24%
Aromatase binding	-	0.6489	64.89%
PPAR gamma	+	0.7986	79.86%
Honey bee toxicity	-	0.9050	90.50%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9741	97.41%

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	98.19%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.24%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.08%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.59%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.23%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.91%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	87.38%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.52%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.95%	86.33%
CHEMBL2535	P11166	Glucose transporter	83.64%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	82.40%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.11%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46919489
• LOTUS: LTS0034271
• wikiData: Q77509530