1-Hydroxy-3-methoxy-2-methylanthracene-9,10-dione

Details

• Internal ID: 9657af8e-31ad-46a1-baa2-88b3d87b2990
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1-hydroxy-3-methoxy-2-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=C(C=C2C(=C1O)C(=O)C3=CC=CC=C3C2=O)OC
• SMILES (Isomeric): CC1=C(C=C2C(=C1O)C(=O)C3=CC=CC=C3C2=O)OC
• InChI: InChI=1S/C16H12O4/c1-8-12(20-2)7-11-13(14(8)17)16(19)10-6-4-3-5-9(10)15(11)18/h3-7,17H,1-2H3
• InChI Key: ZWSWHELBROHJAN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₄
• Molecular Weight: 268.26 g/mol
• Exact Mass: 268.07355886 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.8247	82.47%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8538	85.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9154	91.54%
OATP1B3 inhibitior	+	0.9805	98.05%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6140	61.40%
P-glycoprotein inhibitior	-	0.7242	72.42%
P-glycoprotein substrate	-	0.9220	92.20%
CYP3A4 substrate	-	0.5261	52.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7976	79.76%
CYP3A4 inhibition	-	0.7839	78.39%
CYP2C9 inhibition	-	0.7287	72.87%
CYP2C19 inhibition	-	0.7525	75.25%
CYP2D6 inhibition	-	0.8490	84.90%
CYP1A2 inhibition	+	0.9504	95.04%
CYP2C8 inhibition	-	0.7092	70.92%
CYP inhibitory promiscuity	-	0.6782	67.82%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7929	79.29%
Carcinogenicity (trinary)	Non-required	0.5626	56.26%
Eye corrosion	-	0.9837	98.37%
Eye irritation	+	0.9199	91.99%
Skin irritation	-	0.6144	61.44%
Skin corrosion	-	0.9770	97.70%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7499	74.99%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.9513	95.13%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6579	65.79%
Acute Oral Toxicity (c)	II	0.7324	73.24%
Estrogen receptor binding	+	0.8283	82.83%
Androgen receptor binding	+	0.6501	65.01%
Thyroid receptor binding	+	0.5666	56.66%
Glucocorticoid receptor binding	+	0.8859	88.59%
Aromatase binding	+	0.7420	74.20%
PPAR gamma	+	0.7354	73.54%
Honey bee toxicity	-	0.8942	89.42%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9825	98.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.68%	95.56%
CHEMBL2581	P07339	Cathepsin D	97.60%	98.95%
CHEMBL2535	P11166	Glucose transporter	93.80%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.85%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.80%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.72%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.83%	94.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.82%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.71%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.51%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	83.08%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.68%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.34%	99.15%
CHEMBL1255126	O15151	Protein Mdm4	80.92%	90.20%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.04%	93.03%

Plants that contains it

• Galium rubioides
• Plocama pendula
• Rubia wallichiana

Cross-Links

• PubChem: 10611938
• LOTUS: LTS0201663
• wikiData: Q105385198