1,3,5-Trihydroxy-2,8-dimethoxy-6-methylanthracene-9,10-dione

Details

• Internal ID: a1e344c4-ef01-46cd-b055-5ace488a1818
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,3,5-trihydroxy-2,8-dimethoxy-6-methylanthracene-9,10-dione
• InChI: InChI=1S/C17H14O7/c1-6-4-9(23-2)11-12(13(6)19)14(20)7-5-8(18)17(24-3)16(22)10(7)15(11)21/h4-5,18-19,22H,1-3H3
• InChI Key: CZKMHEMSSNBQJN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₇
• Molecular Weight: 330.29 g/mol
• Exact Mass: 330.07395278 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9718	97.18%
Caco-2	+	0.6818	68.18%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6719	67.19%
OATP2B1 inhibitior	-	0.7068	70.68%
OATP1B1 inhibitior	+	0.9093	90.93%
OATP1B3 inhibitior	-	0.2689	26.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7185	71.85%
P-glycoprotein inhibitior	-	0.8250	82.50%
P-glycoprotein substrate	-	0.9352	93.52%
CYP3A4 substrate	-	0.5084	50.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7976	79.76%
CYP3A4 inhibition	-	0.6795	67.95%
CYP2C9 inhibition	-	0.7684	76.84%
CYP2C19 inhibition	-	0.8384	83.84%
CYP2D6 inhibition	-	0.7723	77.23%
CYP1A2 inhibition	+	0.8418	84.18%
CYP2C8 inhibition	-	0.6682	66.82%
CYP inhibitory promiscuity	-	0.5987	59.87%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9175	91.75%
Carcinogenicity (trinary)	Non-required	0.6112	61.12%
Eye corrosion	-	0.9851	98.51%
Eye irritation	+	0.8304	83.04%
Skin irritation	-	0.6794	67.94%
Skin corrosion	-	0.9306	93.06%
Ames mutagenesis	+	0.7056	70.56%
Human Ether-a-go-go-Related Gene inhibition	-	0.7366	73.66%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.5570	55.70%
skin sensitisation	-	0.8872	88.72%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4909	49.09%
Acute Oral Toxicity (c)	III	0.5212	52.12%
Estrogen receptor binding	+	0.8690	86.90%
Androgen receptor binding	-	0.5785	57.85%
Thyroid receptor binding	-	0.5100	51.00%
Glucocorticoid receptor binding	+	0.7805	78.05%
Aromatase binding	+	0.5991	59.91%
PPAR gamma	+	0.6760	67.60%
Honey bee toxicity	-	0.9203	92.03%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9721	97.21%

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	95.98%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.52%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.48%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.32%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.44%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.37%	99.15%
CHEMBL2535	P11166	Glucose transporter	87.99%	98.75%
CHEMBL4208	P20618	Proteasome component C5	87.73%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.36%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.99%	96.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.59%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.71%	99.23%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.68%	82.38%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	80.33%	95.70%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.23%	93.03%
CHEMBL2056	P21728	Dopamine D1 receptor	80.02%	91.00%

Plants that contains it

• Chamaecrista greggii

Cross-Links

• PubChem: 15118830
• LOTUS: LTS0109076
• wikiData: Q104972856