1,2,5-Trihydroxy-3-methylanthracene-9,10-dione

Details

• Internal ID: bc80ccba-3a00-40e2-9401-43017b057a5a
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,2,5-trihydroxy-3-methylanthracene-9,10-dione
• InChI: InChI=1S/C15H10O5/c1-6-5-8-11(15(20)12(6)17)13(18)7-3-2-4-9(16)10(7)14(8)19/h2-5,16-17,20H,1H3
• InChI Key: JHSWEWTWDUFSIY-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): 94.80 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• 1,2,5-Trihydroxy-3-methylanthracene-9,10-dione
• DTXSID80488781

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9806	98.06%
Caco-2	-	0.5468	54.68%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8312	83.12%
OATP2B1 inhibitior	-	0.6892	68.92%
OATP1B1 inhibitior	+	0.9391	93.91%
OATP1B3 inhibitior	+	0.9654	96.54%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7807	78.07%
P-glycoprotein inhibitior	-	0.9402	94.02%
P-glycoprotein substrate	-	0.9394	93.94%
CYP3A4 substrate	-	0.5386	53.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	-	0.9114	91.14%
CYP2C9 inhibition	+	0.6307	63.07%
CYP2C19 inhibition	-	0.9144	91.44%
CYP2D6 inhibition	-	0.8781	87.81%
CYP1A2 inhibition	+	0.9087	90.87%
CYP2C8 inhibition	-	0.8643	86.43%
CYP inhibitory promiscuity	-	0.8441	84.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8575	85.75%
Carcinogenicity (trinary)	Warning	0.4989	49.89%
Eye corrosion	-	0.9887	98.87%
Eye irritation	+	0.8786	87.86%
Skin irritation	+	0.7028	70.28%
Skin corrosion	-	0.7698	76.98%
Ames mutagenesis	+	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8518	85.18%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6677	66.77%
skin sensitisation	-	0.6595	65.95%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5342	53.42%
Acute Oral Toxicity (c)	III	0.6158	61.58%
Estrogen receptor binding	+	0.7929	79.29%
Androgen receptor binding	+	0.5996	59.96%
Thyroid receptor binding	-	0.6170	61.70%
Glucocorticoid receptor binding	+	0.9077	90.77%
Aromatase binding	-	0.4941	49.41%
PPAR gamma	+	0.7576	75.76%
Honey bee toxicity	-	0.9686	96.86%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9868	98.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.33%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	98.14%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.05%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.87%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.53%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.51%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.13%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.96%	99.23%
CHEMBL2535	P11166	Glucose transporter	86.58%	98.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.54%	93.03%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.74%	93.65%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.71%	94.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.12%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.17%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.55%	90.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.21%	90.71%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.82%	96.38%

Plants that contains it

• Morinda citrifolia

Cross-Links

• PubChem: 12322346
• LOTUS: LTS0221695
• wikiData: Q82331660