2,8-Dihydroxy-1,3,5-trimethoxy-6-methylanthracene-9,10-dione

Details

• Internal ID: 135a19ea-7f9b-4767-9965-343002bcf4cf
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 2,8-dihydroxy-1,3,5-trimethoxy-6-methylanthracene-9,10-dione
• InChI: InChI=1S/C18H16O7/c1-7-5-9(19)12-13(17(7)24-3)14(20)8-6-10(23-2)15(21)18(25-4)11(8)16(12)22/h5-6,19,21H,1-4H3
• InChI Key: XTWFLSBRYHUYMO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.08960285 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

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	+	0.6177	61.77%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8104	81.04%
OATP2B1 inhibitior	-	0.7154	71.54%
OATP1B1 inhibitior	+	0.9332	93.32%
OATP1B3 inhibitior	+	0.7963	79.63%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6816	68.16%
P-glycoprotein inhibitior	-	0.7468	74.68%
P-glycoprotein substrate	-	0.8984	89.84%
CYP3A4 substrate	+	0.5111	51.11%
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	-	0.6611	66.11%
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	+	0.8553	85.53%
Skin irritation	-	0.6817	68.17%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7623	76.23%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.9215	92.15%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6252	62.52%
Acute Oral Toxicity (c)	II	0.5649	56.49%
Estrogen receptor binding	+	0.8338	83.38%
Androgen receptor binding	-	0.6551	65.51%
Thyroid receptor binding	+	0.5179	51.79%
Glucocorticoid receptor binding	+	0.6742	67.42%
Aromatase binding	+	0.6125	61.25%
PPAR gamma	+	0.5990	59.90%
Honey bee toxicity	-	0.8802	88.02%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
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	95.15%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.98%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.91%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.52%	94.00%
CHEMBL2581	P07339	Cathepsin D	90.38%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	88.90%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.71%	89.00%
CHEMBL4208	P20618	Proteasome component C5	87.43%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.23%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.18%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	86.65%	94.75%
CHEMBL2535	P11166	Glucose transporter	82.77%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	81.73%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.34%	96.21%
CHEMBL2056	P21728	Dopamine D1 receptor	80.72%	91.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.61%	93.40%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.03%	96.00%

Plants that contains it

• Chamaecrista greggii

Cross-Links

• PubChem: 101676228
• LOTUS: LTS0156712
• wikiData: Q105341976