(4,5,7-Trihydroxy-2-methyl-9,10-dioxoanthracen-1-yl) benzoate

Details

• Internal ID: 73dc07ed-f693-4b3c-967d-93b91cf347d6
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: (4,5,7-trihydroxy-2-methyl-9,10-dioxoanthracen-1-yl) benzoate
• SMILES (Canonical): CC1=CC(=C2C(=C1OC(=O)C3=CC=CC=C3)C(=O)C4=C(C2=O)C(=CC(=C4)O)O)O
• SMILES (Isomeric): CC1=CC(=C2C(=C1OC(=O)C3=CC=CC=C3)C(=O)C4=C(C2=O)C(=CC(=C4)O)O)O
• InChI: InChI=1S/C22H14O7/c1-10-7-14(24)17-18(21(10)29-22(28)11-5-3-2-4-6-11)19(26)13-8-12(23)9-15(25)16(13)20(17)27/h2-9,23-25H,1H3
• InChI Key: PRIRJQXOMUVDQT-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₄O₇
• Molecular Weight: 390.30 g/mol
• Exact Mass: 390.07395278 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9749	97.49%
Caco-2	-	0.5411	54.11%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8226	82.26%
OATP2B1 inhibitior	-	0.5716	57.16%
OATP1B1 inhibitior	+	0.9352	93.52%
OATP1B3 inhibitior	+	0.8895	88.95%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6258	62.58%
P-glycoprotein inhibitior	-	0.6594	65.94%
P-glycoprotein substrate	-	0.9345	93.45%
CYP3A4 substrate	+	0.5211	52.11%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8667	86.67%
CYP3A4 inhibition	-	0.8690	86.90%
CYP2C9 inhibition	+	0.7086	70.86%
CYP2C19 inhibition	-	0.8722	87.22%
CYP2D6 inhibition	-	0.9042	90.42%
CYP1A2 inhibition	-	0.5969	59.69%
CYP2C8 inhibition	+	0.7213	72.13%
CYP inhibitory promiscuity	-	0.7312	73.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8623	86.23%
Carcinogenicity (trinary)	Non-required	0.6238	62.38%
Eye corrosion	-	0.9936	99.36%
Eye irritation	+	0.7274	72.74%
Skin irritation	-	0.5253	52.53%
Skin corrosion	-	0.8976	89.76%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5548	55.48%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8965	89.65%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6481	64.81%
Acute Oral Toxicity (c)	II	0.4525	45.25%
Estrogen receptor binding	+	0.8574	85.74%
Androgen receptor binding	+	0.7450	74.50%
Thyroid receptor binding	-	0.7091	70.91%
Glucocorticoid receptor binding	+	0.7414	74.14%
Aromatase binding	-	0.5939	59.39%
PPAR gamma	+	0.6008	60.08%
Honey bee toxicity	-	0.8916	89.16%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9929	99.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.67%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.82%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.70%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.71%	86.33%
CHEMBL4208	P20618	Proteasome component C5	92.88%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	92.03%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.65%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.19%	91.11%
CHEMBL2535	P11166	Glucose transporter	88.36%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.84%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	85.41%	94.73%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	84.64%	92.67%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	84.51%	83.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.16%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.98%	95.50%

Plants that contains it

• Didymocarpus albicalyx

Cross-Links

• PubChem: 10572456
• LOTUS: LTS0099285
• wikiData: Q105213728