1-Hydroxy-2-(hydroxymethyl)-3-methoxyanthracene-9,10-dione

Details

• Internal ID: 69cf816b-5a8e-432b-9748-c83a77d9df14
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1-hydroxy-2-(hydroxymethyl)-3-methoxyanthracene-9,10-dione
• InChI: InChI=1S/C16H12O5/c1-21-12-6-10-13(16(20)11(12)7-17)15(19)9-5-3-2-4-8(9)14(10)18/h2-6,17,20H,7H2,1H3
• InChI Key: TYKBLFIFAWWLCZ-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₅
• Molecular Weight: 284.26 g/mol
• Exact Mass: 284.06847348 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.67
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 1-HYDROXY-2-(HYDROXYMETHYL)-3-METHOXYANTHRACENE-9,10-DIONE
• CTK0E2421
• SCHEMBL16225608
• DTXSID80435432

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9774	97.74%
Caco-2	+	0.6236	62.36%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7714	77.14%
OATP2B1 inhibitior	-	0.7163	71.63%
OATP1B1 inhibitior	+	0.8200	82.00%
OATP1B3 inhibitior	+	0.9189	91.89%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6880	68.80%
P-glycoprotein inhibitior	-	0.8420	84.20%
P-glycoprotein substrate	-	0.8078	80.78%
CYP3A4 substrate	-	0.5159	51.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7944	79.44%
CYP3A4 inhibition	-	0.8015	80.15%
CYP2C9 inhibition	-	0.6027	60.27%
CYP2C19 inhibition	-	0.6108	61.08%
CYP2D6 inhibition	-	0.9215	92.15%
CYP1A2 inhibition	+	0.7939	79.39%
CYP2C8 inhibition	-	0.6903	69.03%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8553	85.53%
Carcinogenicity (trinary)	Non-required	0.7057	70.57%
Eye corrosion	-	0.9888	98.88%
Eye irritation	+	0.8382	83.82%
Skin irritation	-	0.7537	75.37%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	+	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7874	78.74%
Micronuclear	+	0.5559	55.59%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8336	83.36%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6362	63.62%
Acute Oral Toxicity (c)	III	0.6664	66.64%
Estrogen receptor binding	+	0.8789	87.89%
Androgen receptor binding	+	0.5625	56.25%
Thyroid receptor binding	-	0.5751	57.51%
Glucocorticoid receptor binding	+	0.8825	88.25%
Aromatase binding	+	0.7487	74.87%
PPAR gamma	+	0.8505	85.05%
Honey bee toxicity	-	0.8772	87.72%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.9497	94.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.68%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.88%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.00%	95.56%
CHEMBL2535	P11166	Glucose transporter	91.43%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.42%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.63%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.59%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.48%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	86.02%	90.20%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.55%	96.67%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.92%	82.69%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.50%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.48%	94.00%
CHEMBL4208	P20618	Proteasome component C5	81.34%	90.00%

Plants that contains it

• Chamaecyparis formosensis
• Morinda citrifolia
• Prismatomeris fragrans
• Rubia wallichiana

Cross-Links

• PubChem: 10085264
• LOTUS: LTS0049762
• wikiData: Q82250363