1,3,4,5-Tetrahydroxy-7-methoxy-2-methylanthracene-9,10-dione

Details

• Internal ID: df480bc7-6135-4f7c-9612-8716f31e72f9
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,3,4,5-tetrahydroxy-7-methoxy-2-methylanthracene-9,10-dione
• InChI: InChI=1S/C16H12O7/c1-5-12(18)10-11(16(22)13(5)19)15(21)9-7(14(10)20)3-6(23-2)4-8(9)17/h3-4,17-19,22H,1-2H3
• InChI Key: GKPXVARAVCGVCC-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₇
• Molecular Weight: 316.26 g/mol
• Exact Mass: 316.05830272 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 1.60
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9509	95.09%
Caco-2	+	0.5988	59.88%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6790	67.90%
OATP2B1 inhibitior	-	0.6991	69.91%
OATP1B1 inhibitior	+	0.8788	87.88%
OATP1B3 inhibitior	+	0.9487	94.87%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7488	74.88%
P-glycoprotein inhibitior	-	0.8932	89.32%
P-glycoprotein substrate	-	0.9582	95.82%
CYP3A4 substrate	-	0.5324	53.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8089	80.89%
CYP3A4 inhibition	-	0.7022	70.22%
CYP2C9 inhibition	-	0.7641	76.41%
CYP2C19 inhibition	-	0.8779	87.79%
CYP2D6 inhibition	-	0.8169	81.69%
CYP1A2 inhibition	+	0.8569	85.69%
CYP2C8 inhibition	-	0.8051	80.51%
CYP inhibitory promiscuity	-	0.7158	71.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9075	90.75%
Carcinogenicity (trinary)	Non-required	0.5768	57.68%
Eye corrosion	-	0.9846	98.46%
Eye irritation	+	0.8464	84.64%
Skin irritation	-	0.5882	58.82%
Skin corrosion	-	0.8530	85.30%
Ames mutagenesis	+	0.7936	79.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6436	64.36%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.6055	60.55%
skin sensitisation	-	0.8225	82.25%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5183	51.83%
Acute Oral Toxicity (c)	III	0.5883	58.83%
Estrogen receptor binding	+	0.7547	75.47%
Androgen receptor binding	+	0.5532	55.32%
Thyroid receptor binding	-	0.6005	60.05%
Glucocorticoid receptor binding	+	0.8565	85.65%
Aromatase binding	+	0.5858	58.58%
PPAR gamma	+	0.7084	70.84%
Honey bee toxicity	-	0.9229	92.29%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9747	97.47%

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	96.10%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.00%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.54%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.71%	98.95%
CHEMBL4208	P20618	Proteasome component C5	92.24%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.25%	94.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	89.92%	92.68%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.20%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.69%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.07%	91.49%
CHEMBL2056	P21728	Dopamine D1 receptor	81.82%	91.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.76%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.92%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.73%	97.36%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	80.58%	91.79%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.24%	96.21%

Plants that contains it

• Ventilago denticulata

Cross-Links

• PubChem: 71440549
• LOTUS: LTS0114088
• wikiData: Q105010190