1,7-Dihydroxy-6,8-dimethoxy-2-methylanthraquinone

Details

• Internal ID: fc80b3dc-5186-49f6-9fda-09f7c107dbb7
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 2,8-dihydroxy-1,3-dimethoxy-7-methylanthracene-9,10-dione
• InChI: InChI=1S/C17H14O6/c1-7-4-5-8-11(13(7)18)16(21)12-9(14(8)19)6-10(22-2)15(20)17(12)23-3/h4-6,18,20H,1-3H3
• InChI Key: UKUQUIGVHDWZRU-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.07903816 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 1,7-dihydroxy-6,8-dimethoxy-2-methylanthraquinone
• 2,8-dihydroxy-1,3-dimethoxy-7-methyl-anthraquinone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	+	0.7531	75.31%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8104	81.04%
OATP2B1 inhibitior	-	0.7118	71.18%
OATP1B1 inhibitior	+	0.9291	92.91%
OATP1B3 inhibitior	+	0.7963	79.63%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6353	63.53%
P-glycoprotein inhibitior	-	0.7108	71.08%
P-glycoprotein substrate	-	0.8388	83.88%
CYP3A4 substrate	+	0.5227	52.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7976	79.76%
CYP3A4 inhibition	-	0.8430	84.30%
CYP2C9 inhibition	-	0.8526	85.26%
CYP2C19 inhibition	-	0.8521	85.21%
CYP2D6 inhibition	-	0.8259	82.59%
CYP1A2 inhibition	+	0.8940	89.40%
CYP2C8 inhibition	-	0.5625	56.25%
CYP inhibitory promiscuity	-	0.7081	70.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8895	88.95%
Carcinogenicity (trinary)	Non-required	0.5451	54.51%
Eye corrosion	-	0.9852	98.52%
Eye irritation	+	0.8593	85.93%
Skin irritation	-	0.6817	68.17%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7397	73.97%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.9215	92.15%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6582	65.82%
Acute Oral Toxicity (c)	II	0.5649	56.49%
Estrogen receptor binding	+	0.8200	82.00%
Androgen receptor binding	-	0.4823	48.23%
Thyroid receptor binding	+	0.5210	52.10%
Glucocorticoid receptor binding	+	0.8121	81.21%
Aromatase binding	+	0.5911	59.11%
PPAR gamma	+	0.6241	62.41%
Honey bee toxicity	-	0.9337	93.37%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9782	97.82%

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	95.49%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.16%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.70%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.19%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.40%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	90.23%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.34%	94.00%
CHEMBL2535	P11166	Glucose transporter	87.80%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.57%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.82%	96.67%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.93%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	82.92%	94.73%
CHEMBL2056	P21728	Dopamine D1 receptor	82.69%	91.00%
CHEMBL4208	P20618	Proteasome component C5	82.51%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.03%	96.21%

Plants that contains it

• Galium spurium

Cross-Links

• PubChem: 25202491
• LOTUS: LTS0233774
• wikiData: Q105274917