2,4,7,9-Tetrahydroxybenzo[j]fluoranthene-3,8-dione

Details

• Internal ID: 183de9a8-8adf-409b-8702-c49452af626c
• Taxonomy: Benzenoids > Naphthalenes > Naphthols and derivatives
• IUPAC Name: 7,10,15,18-tetrahydroxypentacyclo[10.7.1.02,11.03,8.016,20]icosa-1,3(8),4,6,10,12(20),13,15,18-nonaene-9,17-dione
• InChI: InChI=1S/C20H10O6/c21-10-3-1-2-7-13-9-6-12(23)18(24)17-11(22)5-4-8(14(9)17)16(13)20(26)19(25)15(7)10/h1-6,21-23,26H
• InChI Key: GDBPSUDGMSOCJK-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₀O₆
• Molecular Weight: 346.30 g/mol
• Exact Mass: 346.04773803 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9885	98.85%
Caco-2	-	0.8316	83.16%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7864	78.64%
OATP2B1 inhibitior	-	0.6596	65.96%
OATP1B1 inhibitior	+	0.8834	88.34%
OATP1B3 inhibitior	+	0.8925	89.25%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7111	71.11%
P-glycoprotein inhibitior	-	0.9441	94.41%
P-glycoprotein substrate	-	0.8804	88.04%
CYP3A4 substrate	+	0.5348	53.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8412	84.12%
CYP3A4 inhibition	-	0.8345	83.45%
CYP2C9 inhibition	+	0.9115	91.15%
CYP2C19 inhibition	-	0.5582	55.82%
CYP2D6 inhibition	-	0.7785	77.85%
CYP1A2 inhibition	+	0.8946	89.46%
CYP2C8 inhibition	-	0.6348	63.48%
CYP inhibitory promiscuity	+	0.7530	75.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8875	88.75%
Carcinogenicity (trinary)	Non-required	0.4345	43.45%
Eye corrosion	-	0.9907	99.07%
Eye irritation	+	0.9570	95.70%
Skin irritation	+	0.8141	81.41%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	+	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8440	84.40%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.5943	59.43%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6273	62.73%
Acute Oral Toxicity (c)	III	0.3517	35.17%
Estrogen receptor binding	+	0.6827	68.27%
Androgen receptor binding	+	0.5814	58.14%
Thyroid receptor binding	-	0.6243	62.43%
Glucocorticoid receptor binding	+	0.7599	75.99%
Aromatase binding	-	0.6658	66.58%
PPAR gamma	+	0.7857	78.57%
Honey bee toxicity	-	0.8890	88.90%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9852	98.52%

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	99.00%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.87%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.75%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	95.41%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.04%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.61%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	89.23%	94.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.44%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.46%	99.23%
CHEMBL2535	P11166	Glucose transporter	84.98%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.13%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.59%	93.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.00%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	80.90%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 136217262
• LOTUS: LTS0235208
• wikiData: Q105006634