(1,3-Dihydroxy-9,10-dioxoanthracen-2-yl) acetate

Details

• Internal ID: 74db08a6-5b4d-4081-b90e-31ae6c44bacf
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: (1,3-dihydroxy-9,10-dioxoanthracen-2-yl) acetate
• SMILES (Canonical): CC(=O)OC1=C(C=C2C(=C1O)C(=O)C3=CC=CC=C3C2=O)O
• SMILES (Isomeric): CC(=O)OC1=C(C=C2C(=C1O)C(=O)C3=CC=CC=C3C2=O)O
• InChI: InChI=1S/C16H10O6/c1-7(17)22-16-11(18)6-10-12(15(16)21)14(20)9-5-3-2-4-8(9)13(10)19/h2-6,18,21H,1H3
• InChI Key: FSNVAVALTYJGOG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₀O₆
• Molecular Weight: 298.25 g/mol
• Exact Mass: 298.04773803 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 6
• 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	+	0.9606	96.06%
Caco-2	-	0.5817	58.17%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7439	74.39%
OATP2B1 inhibitior	-	0.7084	70.84%
OATP1B1 inhibitior	+	0.9004	90.04%
OATP1B3 inhibitior	+	0.8568	85.68%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8664	86.64%
P-glycoprotein inhibitior	-	0.7549	75.49%
P-glycoprotein substrate	-	0.9497	94.97%
CYP3A4 substrate	-	0.5363	53.63%
CYP2C9 substrate	-	0.5852	58.52%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	-	0.9090	90.90%
CYP2C9 inhibition	+	0.6612	66.12%
CYP2C19 inhibition	-	0.9143	91.43%
CYP2D6 inhibition	-	0.9147	91.47%
CYP1A2 inhibition	-	0.6663	66.63%
CYP2C8 inhibition	-	0.7877	78.77%
CYP inhibitory promiscuity	-	0.7694	76.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9075	90.75%
Carcinogenicity (trinary)	Non-required	0.6006	60.06%
Eye corrosion	-	0.9917	99.17%
Eye irritation	+	0.8397	83.97%
Skin irritation	+	0.5075	50.75%
Skin corrosion	-	0.8805	88.05%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7089	70.89%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8222	82.22%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5886	58.86%
Acute Oral Toxicity (c)	III	0.6211	62.11%
Estrogen receptor binding	+	0.7641	76.41%
Androgen receptor binding	+	0.6528	65.28%
Thyroid receptor binding	-	0.6283	62.83%
Glucocorticoid receptor binding	+	0.6995	69.95%
Aromatase binding	-	0.5492	54.92%
PPAR gamma	+	0.7505	75.05%
Honey bee toxicity	-	0.8207	82.07%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9899	98.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.90%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.82%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.94%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.49%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.08%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.42%	99.15%
CHEMBL2535	P11166	Glucose transporter	88.74%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.16%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.40%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.00%	82.69%
CHEMBL3401	O75469	Pregnane X receptor	84.17%	94.73%
CHEMBL2056	P21728	Dopamine D1 receptor	82.54%	91.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.26%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.12%	96.67%

Plants that contains it

• Galium verum

Cross-Links

• PubChem: 101681747
• LOTUS: LTS0256868
• wikiData: Q105000800