5,6-Dihydroxy-2-methyl-1,4,7-trimethoxyanthracene-9,10-dione

Details

• Internal ID: 7ceaab66-0404-4544-83f9-e86586bb17f5
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,2-dihydroxy-3,5,8-trimethoxy-6-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=CC(=C2C(=C1OC)C(=O)C3=CC(=C(C(=C3C2=O)O)O)OC)OC
• SMILES (Isomeric): CC1=CC(=C2C(=C1OC)C(=O)C3=CC(=C(C(=C3C2=O)O)O)OC)OC
• InChI: InChI=1S/C18H16O7/c1-7-5-9(23-2)12-13(18(7)25-4)14(19)8-6-10(24-3)15(20)17(22)11(8)16(12)21/h5-6,20,22H,1-4H3
• InChI Key: PVDMRMANAYDXFP-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	+	0.9762	97.62%
Caco-2	+	0.7434	74.34%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7939	79.39%
OATP2B1 inhibitior	-	0.7140	71.40%
OATP1B1 inhibitior	+	0.9270	92.70%
OATP1B3 inhibitior	+	0.8473	84.73%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6562	65.62%
P-glycoprotein inhibitior	-	0.6809	68.09%
P-glycoprotein substrate	-	0.8826	88.26%
CYP3A4 substrate	+	0.5085	50.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8089	80.89%
CYP3A4 inhibition	-	0.8573	85.73%
CYP2C9 inhibition	-	0.9342	93.42%
CYP2C19 inhibition	-	0.9320	93.20%
CYP2D6 inhibition	-	0.8891	88.91%
CYP1A2 inhibition	+	0.8856	88.56%
CYP2C8 inhibition	-	0.6448	64.48%
CYP inhibitory promiscuity	-	0.8347	83.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8895	88.95%
Carcinogenicity (trinary)	Non-required	0.5159	51.59%
Eye corrosion	-	0.9865	98.65%
Eye irritation	+	0.7683	76.83%
Skin irritation	-	0.6825	68.25%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7444	74.44%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5195	51.95%
skin sensitisation	-	0.8982	89.82%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6144	61.44%
Acute Oral Toxicity (c)	II	0.4758	47.58%
Estrogen receptor binding	+	0.8490	84.90%
Androgen receptor binding	-	0.6331	63.31%
Thyroid receptor binding	+	0.5265	52.65%
Glucocorticoid receptor binding	+	0.7686	76.86%
Aromatase binding	+	0.7199	71.99%
PPAR gamma	+	0.5794	57.94%
Honey bee toxicity	-	0.8908	89.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9816	98.16%

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	94.97%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.41%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.37%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.00%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.26%	89.00%
CHEMBL2535	P11166	Glucose transporter	88.79%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.71%	86.33%
CHEMBL4208	P20618	Proteasome component C5	87.99%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.26%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.13%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.35%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.93%	96.21%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.21%	92.68%
CHEMBL3401	O75469	Pregnane X receptor	80.74%	94.73%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.00%	90.24%

Plants that contains it

• Chamaecrista greggii

Cross-Links

• PubChem: 15118831
• LOTUS: LTS0047912
• wikiData: Q105215410