ethyl (2R)-7,8,9-trihydroxy-3,5-dioxo-1,2-dihydrocyclopenta[c]isochromene-2-carboxylate

Details

• Internal ID: 4b8821e0-e1e4-44c1-a356-6f4290eec03f
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: ethyl (2R)-7,8,9-trihydroxy-3,5-dioxo-1,2-dihydrocyclopenta[c]isochromene-2-carboxylate
• InChI: InChI=1S/C15H12O8/c1-2-22-14(20)7-3-5-9-6(4-8(16)11(18)12(9)19)15(21)23-13(5)10(7)17/h4,7,16,18-19H,2-3H2,1H3/t7-/m1/s1
• InChI Key: HJXJFWMRDBPCQA-SSDOTTSWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₈
• Molecular Weight: 320.25 g/mol
• Exact Mass: 320.05321734 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.83
• H-Bond Acceptor: 8
• 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	+	0.6289	62.89%
Caco-2	-	0.7839	78.39%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7325	73.25%
OATP2B1 inhibitior	-	0.7048	70.48%
OATP1B1 inhibitior	+	0.8893	88.93%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8619	86.19%
P-glycoprotein inhibitior	-	0.9184	91.84%
P-glycoprotein substrate	-	0.8062	80.62%
CYP3A4 substrate	+	0.5926	59.26%
CYP2C9 substrate	+	0.8262	82.62%
CYP2D6 substrate	-	0.8623	86.23%
CYP3A4 inhibition	-	0.8222	82.22%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	+	0.5690	56.90%
CYP2C8 inhibition	+	0.4511	45.11%
CYP inhibitory promiscuity	-	0.5693	56.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6986	69.86%
Eye corrosion	-	0.9914	99.14%
Eye irritation	+	0.5456	54.56%
Skin irritation	-	0.7825	78.25%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7538	75.38%
Micronuclear	+	0.5733	57.33%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8736	87.36%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9293	92.93%
Acute Oral Toxicity (c)	III	0.6206	62.06%
Estrogen receptor binding	+	0.7209	72.09%
Androgen receptor binding	+	0.7737	77.37%
Thyroid receptor binding	-	0.6970	69.70%
Glucocorticoid receptor binding	+	0.7848	78.48%
Aromatase binding	-	0.6442	64.42%
PPAR gamma	+	0.5706	57.06%
Honey bee toxicity	-	0.8648	86.48%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5050	50.50%
Fish aquatic toxicity	+	0.9846	98.46%

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	99.19%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.48%	94.00%
CHEMBL2581	P07339	Cathepsin D	93.04%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.74%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.23%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.56%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.39%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.38%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.20%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.36%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.23%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.94%	92.62%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.93%	93.65%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.93%	90.71%

Plants that contains it

• Acer oblongum
• Phyllanthus niruri

Cross-Links

• PubChem: 162887636
• LOTUS: LTS0244867
• wikiData: Q105029504