1,3,6-Trihydroxy-7-methoxy-2-methylanthracene-9,10-dione

Details

• Internal ID: f2912f76-8d7b-46d6-8871-fb93caa025fe
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,3,6-trihydroxy-7-methoxy-2-methylanthracene-9,10-dione
• InChI: InChI=1S/C16H12O6/c1-6-10(17)4-9-13(14(6)19)16(21)8-5-12(22-2)11(18)3-7(8)15(9)20/h3-5,17-19H,1-2H3
• InChI Key: DLVVMUVQNGZWEA-UHFFFAOYSA-N
• Popularity: 0 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: 2.70
• 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	+	0.9719	97.19%
Caco-2	+	0.8309	83.09%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6989	69.89%
OATP2B1 inhibitior	-	0.7050	70.50%
OATP1B1 inhibitior	+	0.9069	90.69%
OATP1B3 inhibitior	+	0.9036	90.36%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8048	80.48%
P-glycoprotein inhibitior	-	0.8909	89.09%
P-glycoprotein substrate	-	0.9388	93.88%
CYP3A4 substrate	-	0.5159	51.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7976	79.76%
CYP3A4 inhibition	-	0.6524	65.24%
CYP2C9 inhibition	+	0.5754	57.54%
CYP2C19 inhibition	-	0.6607	66.07%
CYP2D6 inhibition	-	0.6948	69.48%
CYP1A2 inhibition	+	0.8581	85.81%
CYP2C8 inhibition	-	0.7590	75.90%
CYP inhibitory promiscuity	-	0.5358	53.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9075	90.75%
Carcinogenicity (trinary)	Non-required	0.6173	61.73%
Eye corrosion	-	0.9813	98.13%
Eye irritation	+	0.8692	86.92%
Skin irritation	-	0.5739	57.39%
Skin corrosion	-	0.8895	88.95%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6313	63.13%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5180	51.80%
skin sensitisation	-	0.8550	85.50%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.5928	59.28%
Acute Oral Toxicity (c)	III	0.5551	55.51%
Estrogen receptor binding	+	0.8255	82.55%
Androgen receptor binding	-	0.5322	53.22%
Thyroid receptor binding	-	0.5688	56.88%
Glucocorticoid receptor binding	+	0.8486	84.86%
Aromatase binding	+	0.5749	57.49%
PPAR gamma	+	0.6211	62.11%
Honey bee toxicity	-	0.9117	91.17%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9701	97.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.24%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.04%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.73%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.79%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.12%	89.00%
CHEMBL2535	P11166	Glucose transporter	86.96%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.59%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	84.57%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.16%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.13%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.70%	86.33%
CHEMBL3194	P02766	Transthyretin	82.70%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.41%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.25%	96.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.94%	93.03%

Plants that contains it

• Galium sinaicum

Cross-Links

• PubChem: 10732948
• LOTUS: LTS0100578
• wikiData: Q104984750