1,8-Dihydroxy-3,7-dimethoxy-2-methyl-anthracene-9,10-dione

Details

• Internal ID: a669cbe0-7aa2-4cd0-a8a5-98f69c48ae57
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1,8-dihydroxy-3,7-dimethoxy-2-methylanthracene-9,10-dione
• InChI: InChI=1S/C17H14O6/c1-7-11(23-3)6-9-13(14(7)18)17(21)12-8(15(9)19)4-5-10(22-2)16(12)20/h4-6,18,20H,1-3H3
• InChI Key: LWWWNDVDXAKGAI-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: 3.00
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 1,8-dihydroxy-3,7-dimethoxy-2-methyl-anthracene-9,10-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	+	0.8452	84.52%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8104	81.04%
OATP2B1 inhibitior	-	0.7121	71.21%
OATP1B1 inhibitior	+	0.9208	92.08%
OATP1B3 inhibitior	+	0.7963	79.63%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7052	70.52%
P-glycoprotein inhibitior	-	0.7274	72.74%
P-glycoprotein substrate	-	0.8363	83.63%
CYP3A4 substrate	-	0.5104	51.04%
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	-	0.6250	62.50%
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	+	0.8000	80.00%
Skin irritation	-	0.6817	68.17%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7437	74.37%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6055	60.55%
skin sensitisation	-	0.9215	92.15%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6107	61.07%
Acute Oral Toxicity (c)	II	0.5649	56.49%
Estrogen receptor binding	+	0.8205	82.05%
Androgen receptor binding	+	0.5243	52.43%
Thyroid receptor binding	+	0.5736	57.36%
Glucocorticoid receptor binding	+	0.8494	84.94%
Aromatase binding	+	0.6455	64.55%
PPAR gamma	+	0.6384	63.84%
Honey bee toxicity	-	0.9386	93.86%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
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	96.11%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.24%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	90.99%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.72%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.12%	89.00%
CHEMBL2535	P11166	Glucose transporter	88.07%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.90%	96.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.69%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.24%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.81%	91.11%
CHEMBL4208	P20618	Proteasome component C5	84.14%	90.00%
CHEMBL1255126	O15151	Protein Mdm4	82.92%	90.20%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.41%	95.89%
CHEMBL3194	P02766	Transthyretin	81.91%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.02%	96.21%
CHEMBL2056	P21728	Dopamine D1 receptor	80.70%	91.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.32%	90.71%

Plants that contains it

• Morinda angustifolia

Cross-Links

• PubChem: 71594511
• LOTUS: LTS0235739
• wikiData: Q105158625