6-Hydroxy-8-methoxy-3-methyl-2,3-dihydrocyclopenta[c]isochromene-1,5-dione

Details

• Internal ID: ecc2ba71-dfd0-4e09-ba7e-5a269a729148
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 6-hydroxy-8-methoxy-3-methyl-2,3-dihydrocyclopenta[c]isochromene-1,5-dione
• InChI: InChI=1S/C14H12O5/c1-6-3-9(15)11-8-4-7(18-2)5-10(16)12(8)14(17)19-13(6)11/h4-6,16H,3H2,1-2H3
• InChI Key: IYWWFDJDRYTAHC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₅
• Molecular Weight: 260.24 g/mol
• Exact Mass: 260.06847348 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9771	97.71%
Caco-2	+	0.7072	70.72%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6673	66.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9120	91.20%
OATP1B3 inhibitior	+	0.9621	96.21%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7944	79.44%
P-glycoprotein inhibitior	-	0.8134	81.34%
P-glycoprotein substrate	-	0.7760	77.60%
CYP3A4 substrate	+	0.5244	52.44%
CYP2C9 substrate	+	0.8742	87.42%
CYP2D6 substrate	-	0.8471	84.71%
CYP3A4 inhibition	-	0.8337	83.37%
CYP2C9 inhibition	-	0.5500	55.00%
CYP2C19 inhibition	-	0.7827	78.27%
CYP2D6 inhibition	-	0.7941	79.41%
CYP1A2 inhibition	+	0.7889	78.89%
CYP2C8 inhibition	-	0.7259	72.59%
CYP inhibitory promiscuity	-	0.8577	85.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6116	61.16%
Eye corrosion	-	0.9778	97.78%
Eye irritation	-	0.6152	61.52%
Skin irritation	-	0.8062	80.62%
Skin corrosion	-	0.9733	97.33%
Ames mutagenesis	+	0.5263	52.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.8244	82.44%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5251	52.51%
skin sensitisation	-	0.9149	91.49%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7559	75.59%
Acute Oral Toxicity (c)	II	0.4052	40.52%
Estrogen receptor binding	+	0.6593	65.93%
Androgen receptor binding	+	0.7183	71.83%
Thyroid receptor binding	-	0.5727	57.27%
Glucocorticoid receptor binding	+	0.5408	54.08%
Aromatase binding	-	0.5149	51.49%
PPAR gamma	+	0.8195	81.95%
Honey bee toxicity	-	0.8327	83.27%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9300	93.00%

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	99.10%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.29%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.49%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	91.80%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.56%	94.00%
CHEMBL2581	P07339	Cathepsin D	89.61%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.35%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.11%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.45%	89.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	87.42%	92.68%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.37%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.24%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.66%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.63%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.77%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.45%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.43%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14824657
• LOTUS: LTS0161370
• wikiData: Q105123024