Janthinone

Details

• Internal ID: e31736c9-b07d-4ec8-896a-d3cab9a1f147
• Taxonomy: Organoheterocyclic compounds > Benzoxepines
• IUPAC Name: 1-hydroxy-10-methoxy-3-methylbenzo[c][1]benzoxepine-6,11-dione
• InChI: InChI=1S/C16H12O5/c1-8-6-10(17)14-12(7-8)21-16(19)9-4-3-5-11(20-2)13(9)15(14)18/h3-7,17H,1-2H3
• InChI Key: ZCPWKZUDPGMFMG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₅
• Molecular Weight: 284.26 g/mol
• Exact Mass: 284.06847348 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 1-hydroxy-10-methoxy-3-methylbenzo[c][1]benzoxepine-6,11-dione
• 1-hydroxy-10-methoxy-3-methylbenzo(c)(1)benzoxepine-6,11-dione
• RefChem:150340
• CHEBI:208003

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9810	98.10%
Caco-2	+	0.8309	83.09%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6170	61.70%
OATP2B1 inhibitior	-	0.7238	72.38%
OATP1B1 inhibitior	+	0.9364	93.64%
OATP1B3 inhibitior	+	0.9132	91.32%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6929	69.29%
P-glycoprotein inhibitior	-	0.5590	55.90%
P-glycoprotein substrate	-	0.8233	82.33%
CYP3A4 substrate	+	0.5903	59.03%
CYP2C9 substrate	-	0.5374	53.74%
CYP2D6 substrate	-	0.8728	87.28%
CYP3A4 inhibition	-	0.7530	75.30%
CYP2C9 inhibition	-	0.8754	87.54%
CYP2C19 inhibition	-	0.9310	93.10%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.5890	58.90%
CYP2C8 inhibition	-	0.5669	56.69%
CYP inhibitory promiscuity	-	0.8735	87.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8467	84.67%
Carcinogenicity (trinary)	Non-required	0.5451	54.51%
Eye corrosion	-	0.9576	95.76%
Eye irritation	+	0.8036	80.36%
Skin irritation	-	0.7367	73.67%
Skin corrosion	-	0.9794	97.94%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5458	54.58%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.9521	95.21%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6966	69.66%
Acute Oral Toxicity (c)	II	0.6784	67.84%
Estrogen receptor binding	+	0.8150	81.50%
Androgen receptor binding	+	0.8238	82.38%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8207	82.07%
Aromatase binding	+	0.8316	83.16%
PPAR gamma	+	0.7915	79.15%
Honey bee toxicity	-	0.9025	90.25%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9528	95.28%

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	97.84%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.64%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.75%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.81%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.13%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.06%	86.33%
CHEMBL2535	P11166	Glucose transporter	92.97%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.57%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.09%	93.99%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	88.97%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	88.92%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.26%	85.14%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	83.32%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.07%	99.15%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.28%	94.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11231432
• LOTUS: LTS0093668
• wikiData: Q77516966