4-Acetylchrysophanol

Details

• Internal ID: ddc505a9-5327-4578-ac47-4e7a4e0b2853
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1-acetyl-4,5-dihydroxy-2-methylanthracene-9,10-dione
• InChI: InChI=1S/C17H12O5/c1-7-6-11(20)14-15(12(7)8(2)18)16(21)9-4-3-5-10(19)13(9)17(14)22/h3-6,19-20H,1-2H3
• InChI Key: UORBEWUEAVQISH-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

• SCHEMBL16432934

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.7464	74.64%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8854	88.54%
OATP2B1 inhibitior	-	0.7070	70.70%
OATP1B1 inhibitior	+	0.9516	95.16%
OATP1B3 inhibitior	+	0.9276	92.76%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7604	76.04%
P-glycoprotein inhibitior	-	0.8864	88.64%
P-glycoprotein substrate	-	0.8644	86.44%
CYP3A4 substrate	-	0.5287	52.87%
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	-	0.7674	76.74%
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	+	0.8179	81.79%
Skin irritation	+	0.5650	56.50%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	+	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7435	74.35%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.8625	86.25%
skin sensitisation	-	0.8295	82.95%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6925	69.25%
Acute Oral Toxicity (c)	III	0.6001	60.01%
Estrogen receptor binding	+	0.8516	85.16%
Androgen receptor binding	+	0.5202	52.02%
Thyroid receptor binding	-	0.7086	70.86%
Glucocorticoid receptor binding	+	0.8897	88.97%
Aromatase binding	-	0.5371	53.71%
PPAR gamma	+	0.5617	56.17%
Honey bee toxicity	-	0.9574	95.74%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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
CHEMBL2581	P07339	Cathepsin D	98.18%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.43%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	94.34%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.18%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	92.97%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.43%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.98%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.72%	99.15%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.47%	97.21%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.45%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.07%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.23%	96.95%
CHEMBL2535	P11166	Glucose transporter	85.47%	98.75%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.90%	96.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23655166
• LOTUS: LTS0032304
• wikiData: Q104198515