7-Hydroxyjanthinone

Details

• Internal ID: aff40559-36ae-4933-878f-245ffe93984e
• Taxonomy: Organoheterocyclic compounds > Benzoxepines
• IUPAC Name: 1,9-dihydroxy-10-methoxy-3-methylbenzo[c][1]benzoxepine-6,11-dione
• InChI: InChI=1S/C16H12O6/c1-7-5-10(18)13-11(6-7)22-16(20)8-3-4-9(17)15(21-2)12(8)14(13)19/h3-6,17-18H,1-2H3
• InChI Key: VNVIIHHARDJLGT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.06338810 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 1,9-dihydroxy-10-methoxy-3-methylbenzo(c)(1)benzoxepine-6,11-dione
• 1,9-dihydroxy-10-methoxy-3-methylbenzo[c][1]benzoxepine-6,11-dione
• RefChem:106228
• CHEBI:219019

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9498	94.98%
Caco-2	+	0.6430	64.30%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6715	67.15%
OATP2B1 inhibitior	-	0.6995	69.95%
OATP1B1 inhibitior	+	0.9471	94.71%
OATP1B3 inhibitior	+	0.8259	82.59%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7394	73.94%
P-glycoprotein inhibitior	-	0.6585	65.85%
P-glycoprotein substrate	-	0.9014	90.14%
CYP3A4 substrate	+	0.5138	51.38%
CYP2C9 substrate	-	0.5374	53.74%
CYP2D6 substrate	-	0.8728	87.28%
CYP3A4 inhibition	-	0.8709	87.09%
CYP2C9 inhibition	-	0.8198	81.98%
CYP2C19 inhibition	-	0.8658	86.58%
CYP2D6 inhibition	-	0.8922	89.22%
CYP1A2 inhibition	-	0.6552	65.52%
CYP2C8 inhibition	-	0.6476	64.76%
CYP inhibitory promiscuity	-	0.7981	79.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.6044	60.44%
Eye corrosion	-	0.9796	97.96%
Eye irritation	+	0.8811	88.11%
Skin irritation	-	0.6938	69.38%
Skin corrosion	-	0.9541	95.41%
Ames mutagenesis	+	0.6436	64.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6559	65.59%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.9209	92.09%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7561	75.61%
Acute Oral Toxicity (c)	II	0.6704	67.04%
Estrogen receptor binding	+	0.8677	86.77%
Androgen receptor binding	+	0.8017	80.17%
Thyroid receptor binding	-	0.5230	52.30%
Glucocorticoid receptor binding	+	0.8354	83.54%
Aromatase binding	+	0.7925	79.25%
PPAR gamma	+	0.7972	79.72%
Honey bee toxicity	-	0.9080	90.80%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9743	97.43%

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	98.91%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.60%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.17%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.50%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	92.01%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.26%	99.15%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.50%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	89.14%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.33%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.14%	98.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.47%	80.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.00%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.35%	94.45%
CHEMBL2535	P11166	Glucose transporter	84.34%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.38%	93.99%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587486
• LOTUS: LTS0141835
• wikiData: Q77567273