1,7-Dihydroxy-2-methylanthracene-9,10-dione

Details

• Internal ID: 43fa1729-37a2-43ab-9586-1eb8700c38f1
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,7-dihydroxy-2-methylanthracene-9,10-dione
• SMILES (Canonical): CC1=C(C2=C(C=C1)C(=O)C3=C(C2=O)C=C(C=C3)O)O
• SMILES (Isomeric): CC1=C(C2=C(C=C1)C(=O)C3=C(C2=O)C=C(C=C3)O)O
• InChI: InChI=1S/C15H10O4/c1-7-2-4-10-12(13(7)17)15(19)11-6-8(16)3-5-9(11)14(10)18/h2-6,16-17H,1H3
• InChI Key: UWMHCNAQHOJVCD-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₄
• Molecular Weight: 254.24 g/mol
• Exact Mass: 254.05790880 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.5469	54.69%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8888	88.88%
OATP2B1 inhibitior	-	0.7067	70.67%
OATP1B1 inhibitior	+	0.8801	88.01%
OATP1B3 inhibitior	+	0.9566	95.66%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8183	81.83%
P-glycoprotein inhibitior	-	0.9389	93.89%
P-glycoprotein substrate	-	0.8812	88.12%
CYP3A4 substrate	-	0.5625	56.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.8779	87.79%
CYP2C9 inhibition	+	0.8910	89.10%
CYP2C19 inhibition	-	0.6679	66.79%
CYP2D6 inhibition	-	0.7957	79.57%
CYP1A2 inhibition	+	0.8972	89.72%
CYP2C8 inhibition	-	0.8539	85.39%
CYP inhibitory promiscuity	-	0.6924	69.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7809	78.09%
Carcinogenicity (trinary)	Non-required	0.5302	53.02%
Eye corrosion	-	0.9914	99.14%
Eye irritation	+	0.9449	94.49%
Skin irritation	+	0.7186	71.86%
Skin corrosion	-	0.9139	91.39%
Ames mutagenesis	+	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8639	86.39%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	-	0.8330	83.30%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.4658	46.58%
Acute Oral Toxicity (c)	III	0.4880	48.80%
Estrogen receptor binding	+	0.8985	89.85%
Androgen receptor binding	+	0.8770	87.70%
Thyroid receptor binding	-	0.6099	60.99%
Glucocorticoid receptor binding	+	0.9277	92.77%
Aromatase binding	+	0.5902	59.02%
PPAR gamma	+	0.6899	68.99%
Honey bee toxicity	-	0.9433	94.33%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9889	98.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.53%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.48%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.47%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.11%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	89.43%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.42%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	87.61%	91.49%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.12%	90.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.33%	99.15%
CHEMBL5145	P15056	Serine/threonine-protein kinase B-raf	82.34%	97.90%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	81.24%	83.14%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.71%	96.67%
CHEMBL4208	P20618	Proteasome component C5	80.53%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53323676
• LOTUS: LTS0185789
• wikiData: Q105280449