1-Hydroxy-2-(hydroxymethyl)-5,6-dimethoxyanthracene-9,10-dione

Details

• Internal ID: 4d8d8437-fc81-4345-82b6-a0acb9b770b3
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1-hydroxy-2-(hydroxymethyl)-5,6-dimethoxyanthracene-9,10-dione
• InChI: InChI=1S/C17H14O6/c1-22-11-6-5-10-13(17(11)23-2)16(21)9-4-3-8(7-18)14(19)12(9)15(10)20/h3-6,18-19H,7H2,1-2H3
• InChI Key: WKNWVJKZDOIMMV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₆
• Molecular Weight: 314.29 g/mol
• Exact Mass: 314.07903816 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 6
• 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	+	0.9685	96.85%
Caco-2	+	0.7245	72.45%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6324	63.24%
OATP2B1 inhibitior	-	0.5768	57.68%
OATP1B1 inhibitior	+	0.9112	91.12%
OATP1B3 inhibitior	+	0.8881	88.81%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6569	65.69%
P-glycoprotein inhibitior	-	0.7902	79.02%
P-glycoprotein substrate	-	0.8580	85.80%
CYP3A4 substrate	+	0.5210	52.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7944	79.44%
CYP3A4 inhibition	-	0.7509	75.09%
CYP2C9 inhibition	-	0.5433	54.33%
CYP2C19 inhibition	-	0.6618	66.18%
CYP2D6 inhibition	-	0.8773	87.73%
CYP1A2 inhibition	+	0.8032	80.32%
CYP2C8 inhibition	-	0.6211	62.11%
CYP inhibitory promiscuity	-	0.6104	61.04%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8975	89.75%
Carcinogenicity (trinary)	Non-required	0.7312	73.12%
Eye corrosion	-	0.9860	98.60%
Eye irritation	+	0.7446	74.46%
Skin irritation	-	0.7630	76.30%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7108	71.08%
Micronuclear	+	0.5859	58.59%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8105	81.05%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5718	57.18%
Acute Oral Toxicity (c)	III	0.6558	65.58%
Estrogen receptor binding	+	0.9093	90.93%
Androgen receptor binding	+	0.6026	60.26%
Thyroid receptor binding	-	0.5299	52.99%
Glucocorticoid receptor binding	+	0.9006	90.06%
Aromatase binding	+	0.8152	81.52%
PPAR gamma	+	0.7907	79.07%
Honey bee toxicity	-	0.9151	91.51%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6749	67.49%
Fish aquatic toxicity	+	0.9394	93.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.42%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.79%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.68%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.09%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	91.56%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.58%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.36%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.02%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.68%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.78%	86.33%
CHEMBL2535	P11166	Glucose transporter	82.31%	98.75%
CHEMBL4208	P20618	Proteasome component C5	82.12%	90.00%

Plants that contains it

• Cinchona calisaya

Cross-Links

• PubChem: 86109341
• LOTUS: LTS0020184
• wikiData: Q105307510