1,6-Dihydroxy-3-methoxyanthracene-9,10-dione

Details

• Internal ID: c6573b9e-0de0-4788-af4d-de1e9b1a00ca
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,6-dihydroxy-3-methoxyanthracene-9,10-dione
• InChI: InChI=1S/C15H10O5/c1-20-8-5-11-13(12(17)6-8)15(19)9-3-2-7(16)4-10(9)14(11)18/h2-6,16-17H,1H3
• InChI Key: OISYIJRGMYJBRH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₅
• Molecular Weight: 270.24 g/mol
• Exact Mass: 270.05282342 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.7108	71.08%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8820	88.20%
OATP2B1 inhibitior	-	0.7119	71.19%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9807	98.07%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7946	79.46%
P-glycoprotein inhibitior	-	0.8341	83.41%
P-glycoprotein substrate	-	0.9359	93.59%
CYP3A4 substrate	-	0.5391	53.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7800	78.00%
CYP3A4 inhibition	-	0.8339	83.39%
CYP2C9 inhibition	+	0.6918	69.18%
CYP2C19 inhibition	-	0.5638	56.38%
CYP2D6 inhibition	-	0.7590	75.90%
CYP1A2 inhibition	+	0.9598	95.98%
CYP2C8 inhibition	-	0.8189	81.89%
CYP inhibitory promiscuity	-	0.6718	67.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7529	75.29%
Carcinogenicity (trinary)	Non-required	0.4935	49.35%
Eye corrosion	-	0.9829	98.29%
Eye irritation	+	0.9492	94.92%
Skin irritation	-	0.5422	54.22%
Skin corrosion	-	0.9610	96.10%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7919	79.19%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.6176	61.76%
skin sensitisation	-	0.9631	96.31%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.6431	64.31%
Acute Oral Toxicity (c)	II	0.6596	65.96%
Estrogen receptor binding	+	0.8500	85.00%
Androgen receptor binding	+	0.8170	81.70%
Thyroid receptor binding	+	0.5267	52.67%
Glucocorticoid receptor binding	+	0.8817	88.17%
Aromatase binding	+	0.6152	61.52%
PPAR gamma	+	0.6899	68.99%
Honey bee toxicity	-	0.9001	90.01%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9629	96.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.37%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.89%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.25%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.64%	95.56%
CHEMBL4208	P20618	Proteasome component C5	92.80%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.56%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	91.42%	91.49%
CHEMBL2535	P11166	Glucose transporter	87.13%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.43%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.98%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.48%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.67%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.20%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	80.89%	93.31%
CHEMBL242	Q92731	Estrogen receptor beta	80.68%	98.35%

Plants that contains it

• Berchemia floribunda

Cross-Links

• PubChem: 163049183
• LOTUS: LTS0159134
• wikiData: Q105192739