2-Acetyl-1,8-dihydroxy-6-methylanthracene-9,10-dione

Details

• Internal ID: 0f587ebf-4324-4ade-b8b3-f7a6910b55fc
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 2-acetyl-1,8-dihydroxy-6-methylanthracene-9,10-dione
• InChI: InChI=1S/C17H12O5/c1-7-5-11-13(12(19)6-7)17(22)14-10(15(11)20)4-3-9(8(2)18)16(14)21/h3-6,19,21H,1-2H3
• InChI Key: YGNQAMZXZREENF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂O₅
• Molecular Weight: 296.27 g/mol
• Exact Mass: 296.06847348 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.38
• 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	+	0.9917	99.17%
Caco-2	+	0.8254	82.54%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8854	88.54%
OATP2B1 inhibitior	-	0.7019	70.19%
OATP1B1 inhibitior	+	0.9300	93.00%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7947	79.47%
P-glycoprotein inhibitior	-	0.9147	91.47%
P-glycoprotein substrate	-	0.8935	89.35%
CYP3A4 substrate	-	0.5280	52.80%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8347	83.47%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	+	0.8117	81.17%
CYP2C19 inhibition	-	0.7074	70.74%
CYP2D6 inhibition	-	0.7449	74.49%
CYP1A2 inhibition	+	0.8936	89.36%
CYP2C8 inhibition	-	0.8161	81.61%
CYP inhibitory promiscuity	-	0.6733	67.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7909	79.09%
Carcinogenicity (trinary)	Non-required	0.5820	58.20%
Eye corrosion	-	0.9903	99.03%
Eye irritation	+	0.8118	81.18%
Skin irritation	+	0.5650	56.50%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8023	80.23%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.7430	74.30%
skin sensitisation	-	0.8295	82.95%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5547	55.47%
Acute Oral Toxicity (c)	III	0.6001	60.01%
Estrogen receptor binding	+	0.8078	80.78%
Androgen receptor binding	+	0.6450	64.50%
Thyroid receptor binding	-	0.7501	75.01%
Glucocorticoid receptor binding	+	0.7800	78.00%
Aromatase binding	-	0.5380	53.80%
PPAR gamma	+	0.6214	62.14%
Honey bee toxicity	-	0.9204	92.04%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9913	99.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.99%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.07%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.14%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.05%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.47%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.87%	99.23%
CHEMBL4208	P20618	Proteasome component C5	88.75%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	86.50%	94.73%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	84.98%	83.10%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.33%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.19%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.77%	94.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.12%	96.67%
CHEMBL2535	P11166	Glucose transporter	82.75%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.33%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.40%	93.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.31%	90.71%
CHEMBL2056	P21728	Dopamine D1 receptor	81.29%	91.00%

Plants that contains it

• Senna didymobotrya

Cross-Links

• PubChem: 15698943
• LOTUS: LTS0126349
• wikiData: Q105348174