1,5-Dihydroxy-3,4-dimethoxy-2-methylanthraquinone

Details

• Internal ID: 32efa876-f32c-422b-90ad-55a4dcebda7e
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1,5-dihydroxy-3,4-dimethoxy-2-methylanthracene-9,10-dione
• InChI: InChI=1S/C17H14O6/c1-7-13(19)11-12(17(23-3)16(7)22-2)15(21)10-8(14(11)20)5-4-6-9(10)18/h4-6,18-19H,1-3H3
• InChI Key: WDACTVCJHNVGNV-UHFFFAOYSA-N
• Popularity: 2 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: 3.60
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	+	0.6894	68.94%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8104	81.04%
OATP2B1 inhibitior	-	0.7180	71.80%
OATP1B1 inhibitior	+	0.9059	90.59%
OATP1B3 inhibitior	+	0.7963	79.63%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7967	79.67%
P-glycoprotein inhibitior	-	0.7540	75.40%
P-glycoprotein substrate	-	0.8988	89.88%
CYP3A4 substrate	+	0.5201	52.01%
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	-	0.7756	77.56%
CYP inhibitory promiscuity	-	0.7081	70.81%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8895	88.95%
Carcinogenicity (trinary)	Non-required	0.5451	54.51%
Eye corrosion	-	0.9852	98.52%
Eye irritation	+	0.8986	89.86%
Skin irritation	-	0.6817	68.17%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	+	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8288	82.88%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.9215	92.15%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5980	59.80%
Acute Oral Toxicity (c)	II	0.5649	56.49%
Estrogen receptor binding	+	0.7618	76.18%
Androgen receptor binding	-	0.6215	62.15%
Thyroid receptor binding	-	0.4887	48.87%
Glucocorticoid receptor binding	+	0.8364	83.64%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6768	67.68%
Honey bee toxicity	-	0.9388	93.88%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
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
CHEMBL2581	P07339	Cathepsin D	97.66%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.71%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.02%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.34%	99.15%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.32%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	91.99%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.68%	94.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	88.42%	90.24%
CHEMBL2535	P11166	Glucose transporter	87.85%	98.75%
CHEMBL1937	Q92769	Histone deacetylase 2	85.14%	94.75%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.07%	96.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.53%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.33%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.08%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	81.75%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.32%	96.00%
CHEMBL2056	P21728	Dopamine D1 receptor	80.73%	91.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 129882362
• LOTUS: LTS0086528
• wikiData: Q77311068