1,3,5-Trihydroxy-2-(Methoxymethyl)Anthracene-9,10-Dione

Details

• Internal ID: 86ce5ec4-95f5-4183-8c79-5d937f44435b
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,3,5-trihydroxy-2-(methoxymethyl)anthracene-9,10-dione
• InChI: InChI=1S/C16H12O6/c1-22-6-9-11(18)5-8-13(16(9)21)14(19)7-3-2-4-10(17)12(7)15(8)20/h2-5,17-18,21H,6H2,1H3
• InChI Key: QPAINZVYGPYFIU-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.06338810 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 1,3,5-trihydroxy-2-(methoxymethyl)anthracene-9,10-dione
• CHEMBL452675
• SCHEMBL16226964
• DTXSID40659531

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9834	98.34%
Caco-2	-	0.7483	74.83%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8168	81.68%
OATP2B1 inhibitior	-	0.7006	70.06%
OATP1B1 inhibitior	+	0.8560	85.60%
OATP1B3 inhibitior	+	0.9164	91.64%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8600	86.00%
P-glycoprotein inhibitior	-	0.8670	86.70%
P-glycoprotein substrate	-	0.8607	86.07%
CYP3A4 substrate	+	0.5331	53.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8076	80.76%
CYP3A4 inhibition	-	0.8390	83.90%
CYP2C9 inhibition	-	0.5234	52.34%
CYP2C19 inhibition	-	0.5503	55.03%
CYP2D6 inhibition	-	0.8339	83.39%
CYP1A2 inhibition	+	0.8379	83.79%
CYP2C8 inhibition	+	0.4845	48.45%
CYP inhibitory promiscuity	-	0.6900	69.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8575	85.75%
Carcinogenicity (trinary)	Non-required	0.6648	66.48%
Eye corrosion	-	0.9859	98.59%
Eye irritation	+	0.9063	90.63%
Skin irritation	-	0.7726	77.26%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	+	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7576	75.76%
Micronuclear	+	0.5759	57.59%
Hepatotoxicity	+	0.5031	50.31%
skin sensitisation	-	0.8617	86.17%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5714	57.14%
Acute Oral Toxicity (c)	III	0.6536	65.36%
Estrogen receptor binding	+	0.8641	86.41%
Androgen receptor binding	-	0.5099	50.99%
Thyroid receptor binding	-	0.6060	60.60%
Glucocorticoid receptor binding	+	0.9070	90.70%
Aromatase binding	+	0.6442	64.42%
PPAR gamma	+	0.8737	87.37%
Honey bee toxicity	-	0.9212	92.12%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9803	98.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.96%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	98.00%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.48%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.20%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	90.41%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.91%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.39%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.40%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.78%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.68%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.99%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	83.96%	95.93%
CHEMBL2535	P11166	Glucose transporter	83.88%	98.75%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.69%	96.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.19%	99.17%
CHEMBL301	P24941	Cyclin-dependent kinase 2	80.57%	91.23%

Plants that contains it

• Damnacanthus indicus

Cross-Links

• PubChem: 44575883
• LOTUS: LTS0200466
• wikiData: Q82576249