1,2-Dihydroxy-3-methoxy-4-methylanthracene-9,10-dione

Details

• Internal ID: 601eaac8-fc1d-4086-97fb-a13a53d00b42
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,2-dihydroxy-3-methoxy-4-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=C2C(=C(C(=C1OC)O)O)C(=O)C3=CC=CC=C3C2=O
• SMILES (Isomeric): CC1=C2C(=C(C(=C1OC)O)O)C(=O)C3=CC=CC=C3C2=O
• InChI: InChI=1S/C16H12O5/c1-7-10-11(14(19)15(20)16(7)21-2)13(18)9-6-4-3-5-8(9)12(10)17/h3-6,19-20H,1-2H3
• InChI Key: GLXSJZXLVBMOIO-UHFFFAOYSA-N
• Popularity: 0 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: 3.00
• Atomic LogP (AlogP): 2.19
• 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	+	0.9769	97.69%
Caco-2	+	0.5250	52.50%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8131	81.31%
OATP2B1 inhibitior	-	0.7207	72.07%
OATP1B1 inhibitior	+	0.8977	89.77%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7579	75.79%
P-glycoprotein inhibitior	-	0.7866	78.66%
P-glycoprotein substrate	-	0.9652	96.52%
CYP3A4 substrate	-	0.5311	53.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8089	80.89%
CYP3A4 inhibition	-	0.8451	84.51%
CYP2C9 inhibition	-	0.7479	74.79%
CYP2C19 inhibition	-	0.8286	82.86%
CYP2D6 inhibition	-	0.8401	84.01%
CYP1A2 inhibition	+	0.9133	91.33%
CYP2C8 inhibition	-	0.8370	83.70%
CYP inhibitory promiscuity	-	0.7982	79.82%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8795	87.95%
Carcinogenicity (trinary)	Non-required	0.4974	49.74%
Eye corrosion	-	0.9830	98.30%
Eye irritation	+	0.8718	87.18%
Skin irritation	-	0.5737	57.37%
Skin corrosion	-	0.9076	90.76%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7665	76.65%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8700	87.00%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6078	60.78%
Acute Oral Toxicity (c)	III	0.4553	45.53%
Estrogen receptor binding	+	0.7004	70.04%
Androgen receptor binding	-	0.6388	63.88%
Thyroid receptor binding	-	0.5767	57.67%
Glucocorticoid receptor binding	+	0.8338	83.38%
Aromatase binding	+	0.6381	63.81%
PPAR gamma	+	0.5690	56.90%
Honey bee toxicity	-	0.9203	92.03%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
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	97.10%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.53%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.51%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	89.68%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.86%	99.23%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	87.49%	96.67%
CHEMBL2535	P11166	Glucose transporter	85.60%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.32%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.68%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.06%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.93%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	81.75%	94.73%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.56%	82.69%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.01%	96.00%

Plants that contains it

• Ophiorrhiza pumila
• Rubia wallichiana

Cross-Links

• PubChem: 163192670
• LOTUS: LTS0266530
• wikiData: Q105011419