1,4,8-Trihydroxy-6-methoxy-2-methy lanthraquinone

Details

• Internal ID: 3fe9ea33-f6dc-4ec9-a8cd-75a8d3fd15bb
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1,4,8-trihydroxy-6-methoxy-2-methylanthracene-9,10-dione
• InChI: InChI=1S/C16H12O6/c1-6-3-9(17)12-13(14(6)19)16(21)11-8(15(12)20)4-7(22-2)5-10(11)18/h3-5,17-19H,1-2H3
• InChI Key: PNVMUNDAILVUIN-UHFFFAOYSA-N
• Popularity: 3 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): 104.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.6639	66.39%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8853	88.53%
OATP2B1 inhibitior	-	0.7026	70.26%
OATP1B1 inhibitior	+	0.9299	92.99%
OATP1B3 inhibitior	+	0.9603	96.03%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6863	68.63%
P-glycoprotein inhibitior	-	0.8502	85.02%
P-glycoprotein substrate	-	0.9647	96.47%
CYP3A4 substrate	-	0.5357	53.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7976	79.76%
CYP3A4 inhibition	-	0.8400	84.00%
CYP2C9 inhibition	+	0.5439	54.39%
CYP2C19 inhibition	-	0.6249	62.49%
CYP2D6 inhibition	-	0.7517	75.17%
CYP1A2 inhibition	+	0.9340	93.40%
CYP2C8 inhibition	-	0.7774	77.74%
CYP inhibitory promiscuity	-	0.5909	59.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7829	78.29%
Carcinogenicity (trinary)	Non-required	0.5706	57.06%
Eye corrosion	-	0.9859	98.59%
Eye irritation	+	0.8794	87.94%
Skin irritation	-	0.6149	61.49%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	+	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6968	69.68%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6180	61.80%
skin sensitisation	-	0.9491	94.91%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5949	59.49%
Acute Oral Toxicity (c)	II	0.6613	66.13%
Estrogen receptor binding	+	0.7384	73.84%
Androgen receptor binding	+	0.6632	66.32%
Thyroid receptor binding	-	0.6009	60.09%
Glucocorticoid receptor binding	+	0.8907	89.07%
Aromatase binding	+	0.6991	69.91%
PPAR gamma	+	0.7593	75.93%
Honey bee toxicity	-	0.9238	92.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9835	98.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.69%	99.15%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.25%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.54%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.64%	98.95%
CHEMBL4208	P20618	Proteasome component C5	90.97%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.44%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.43%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.70%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.67%	89.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	84.72%	92.68%
CHEMBL3401	O75469	Pregnane X receptor	84.30%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.75%	96.21%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.03%	91.07%
CHEMBL2056	P21728	Dopamine D1 receptor	82.43%	91.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.63%	86.33%

Plants that contains it

• Senna occidentalis

Cross-Links

• PubChem: 13997239
• LOTUS: LTS0151292
• wikiData: Q105212224