8-Hydroxy-2,3,6-trimethoxy-1-methylanthracene-9,10-dione

Details

• Internal ID: 8648d567-c067-413e-b1fe-2c1e9d5569b2
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 8-hydroxy-2,3,6-trimethoxy-1-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=C2C(=CC(=C1OC)OC)C(=O)C3=C(C2=O)C(=CC(=C3)OC)O
• SMILES (Isomeric): CC1=C2C(=CC(=C1OC)OC)C(=O)C3=C(C2=O)C(=CC(=C3)OC)O
• InChI: InChI=1S/C18H16O6/c1-8-14-11(7-13(23-3)18(8)24-4)16(20)10-5-9(22-2)6-12(19)15(10)17(14)21/h5-7,19H,1-4H3
• InChI Key: FYRLRKMMPIWBFO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₆
• Molecular Weight: 328.30 g/mol
• Exact Mass: 328.09468823 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.8633	86.33%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8123	81.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9168	91.68%
OATP1B3 inhibitior	+	0.9073	90.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7667	76.67%
P-glycoprotein inhibitior	-	0.6496	64.96%
P-glycoprotein substrate	-	0.9485	94.85%
CYP3A4 substrate	+	0.5220	52.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7976	79.76%
CYP3A4 inhibition	-	0.7693	76.93%
CYP2C9 inhibition	-	0.9504	95.04%
CYP2C19 inhibition	-	0.9033	90.33%
CYP2D6 inhibition	-	0.8995	89.95%
CYP1A2 inhibition	+	0.9180	91.80%
CYP2C8 inhibition	+	0.4767	47.67%
CYP inhibitory promiscuity	-	0.7790	77.90%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8995	89.95%
Carcinogenicity (trinary)	Non-required	0.5370	53.70%
Eye corrosion	-	0.9825	98.25%
Eye irritation	+	0.8022	80.22%
Skin irritation	-	0.6825	68.25%
Skin corrosion	-	0.9777	97.77%
Ames mutagenesis	+	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7578	75.78%
Micronuclear	+	0.7259	72.59%
Hepatotoxicity	+	0.6180	61.80%
skin sensitisation	-	0.9226	92.26%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5111	51.11%
Acute Oral Toxicity (c)	II	0.6288	62.88%
Estrogen receptor binding	+	0.7857	78.57%
Androgen receptor binding	-	0.6662	66.62%
Thyroid receptor binding	+	0.6795	67.95%
Glucocorticoid receptor binding	+	0.7232	72.32%
Aromatase binding	+	0.6821	68.21%
PPAR gamma	+	0.5189	51.89%
Honey bee toxicity	-	0.9039	90.39%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9767	97.67%

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	96.57%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.32%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.85%	94.00%
CHEMBL4208	P20618	Proteasome component C5	91.81%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.44%	91.11%
CHEMBL2535	P11166	Glucose transporter	90.38%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.29%	99.23%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	89.24%	92.68%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.69%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.26%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.46%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.74%	96.21%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.15%	91.07%
CHEMBL2056	P21728	Dopamine D1 receptor	81.80%	91.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.96%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.62%	86.33%

Plants that contains it

• Gladiolus italicus

Cross-Links

• PubChem: 101449394
• LOTUS: LTS0188235
• wikiData: Q105004668