2-(4,8,10-Trihydroxy-6,11-dioxo-2,3-dihydronaphtho[2,3-g][1]benzofuran-3-yl)ethyl acetate

Details

• Internal ID: 7144d448-1de7-47d3-8159-3815019feac1
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 2-(4,8,10-trihydroxy-6,11-dioxo-2,3-dihydronaphtho[2,3-g][1]benzofuran-3-yl)ethyl acetate
• InChI: InChI=1S/C20H16O8/c1-8(21)27-3-2-9-7-28-20-15(9)14(24)6-12-17(20)19(26)16-11(18(12)25)4-10(22)5-13(16)23/h4-6,9,22-24H,2-3,7H2,1H3
• InChI Key: PVPQEVVQXWIDHI-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆O₈
• Molecular Weight: 384.30 g/mol
• Exact Mass: 384.08451746 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9212	92.12%
Caco-2	-	0.6830	68.30%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8212	82.12%
OATP2B1 inhibitior	-	0.7107	71.07%
OATP1B1 inhibitior	+	0.9085	90.85%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5537	55.37%
P-glycoprotein inhibitior	-	0.7014	70.14%
P-glycoprotein substrate	-	0.7054	70.54%
CYP3A4 substrate	+	0.5674	56.74%
CYP2C9 substrate	+	0.6198	61.98%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.6336	63.36%
CYP2C9 inhibition	+	0.6239	62.39%
CYP2C19 inhibition	+	0.6464	64.64%
CYP2D6 inhibition	-	0.8317	83.17%
CYP1A2 inhibition	+	0.5082	50.82%
CYP2C8 inhibition	-	0.5791	57.91%
CYP inhibitory promiscuity	+	0.6460	64.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5762	57.62%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.6180	61.80%
Skin irritation	-	0.8181	81.81%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	+	0.7838	78.38%
Human Ether-a-go-go-Related Gene inhibition	-	0.6884	68.84%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.6229	62.29%
skin sensitisation	-	0.8985	89.85%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6122	61.22%
Acute Oral Toxicity (c)	III	0.5314	53.14%
Estrogen receptor binding	+	0.8660	86.60%
Androgen receptor binding	+	0.8165	81.65%
Thyroid receptor binding	-	0.6257	62.57%
Glucocorticoid receptor binding	+	0.8124	81.24%
Aromatase binding	+	0.5436	54.36%
PPAR gamma	+	0.7690	76.90%
Honey bee toxicity	-	0.8403	84.03%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9828	98.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.04%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.16%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.53%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.71%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.95%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.95%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.53%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.08%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.85%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.35%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.12%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.03%	100.00%
CHEMBL4208	P20618	Proteasome component C5	83.71%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.53%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585003
• LOTUS: LTS0247531
• wikiData: Q77380517