(6R)-1,6,7,12-tetrahydroxy-3-methyl-5,6-dihydrobenzo[a]anthracene-8,11-dione

Details

• Internal ID: b005e6ec-0eb6-4571-906d-f83534c16b58
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: (6R)-1,6,7,12-tetrahydroxy-3-methyl-5,6-dihydrobenzo[a]anthracene-8,11-dione
• InChI: InChI=1S/C19H14O6/c1-7-4-8-6-12(23)16-17(13(8)11(22)5-7)19(25)15-10(21)3-2-9(20)14(15)18(16)24/h2-5,12,22-25H,6H2,1H3/t12-/m1/s1
• InChI Key: ZWUBOJJEZZUNOB-GFCCVEGCSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₄O₆
• Molecular Weight: 338.30 g/mol
• Exact Mass: 338.07903816 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• CHEBI:70059
• CHEMBL1668765
• SCHEMBL15144870
• DTXSID001336400
• Q15426239

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9829	98.29%
Caco-2	-	0.5429	54.29%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7129	71.29%
OATP2B1 inhibitior	-	0.5633	56.33%
OATP1B1 inhibitior	+	0.9228	92.28%
OATP1B3 inhibitior	+	0.9724	97.24%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9588	95.88%
BSEP inhibitior	-	0.5935	59.35%
P-glycoprotein inhibitior	-	0.8972	89.72%
P-glycoprotein substrate	-	0.8886	88.86%
CYP3A4 substrate	+	0.5310	53.10%
CYP2C9 substrate	-	0.8048	80.48%
CYP2D6 substrate	-	0.8441	84.41%
CYP3A4 inhibition	+	0.7815	78.15%
CYP2C9 inhibition	+	0.6958	69.58%
CYP2C19 inhibition	-	0.5896	58.96%
CYP2D6 inhibition	-	0.6726	67.26%
CYP1A2 inhibition	+	0.7805	78.05%
CYP2C8 inhibition	-	0.8967	89.67%
CYP inhibitory promiscuity	-	0.5482	54.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8611	86.11%
Carcinogenicity (trinary)	Non-required	0.5313	53.13%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.7678	76.78%
Skin irritation	-	0.5648	56.48%
Skin corrosion	-	0.8714	87.14%
Ames mutagenesis	+	0.5635	56.35%
Human Ether-a-go-go-Related Gene inhibition	-	0.5958	59.58%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5374	53.74%
skin sensitisation	-	0.7050	70.50%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8033	80.33%
Acute Oral Toxicity (c)	III	0.5155	51.55%
Estrogen receptor binding	+	0.6236	62.36%
Androgen receptor binding	+	0.6235	62.35%
Thyroid receptor binding	-	0.7646	76.46%
Glucocorticoid receptor binding	+	0.6991	69.91%
Aromatase binding	-	0.7173	71.73%
PPAR gamma	+	0.7013	70.13%
Honey bee toxicity	-	0.9278	92.78%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9714	97.14%

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	97.50%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.36%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.06%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.71%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.43%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.16%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.76%	93.03%
CHEMBL217	P14416	Dopamine D2 receptor	84.21%	95.62%
CHEMBL4208	P20618	Proteasome component C5	83.08%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.80%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.66%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.18%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.51%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 51354812
• LOTUS: LTS0257828
• wikiData: Q15426239