6-hydroxy-1,8-dimethoxy-3a-methyl-3H-cyclopenta[c]isochromene-2,5-dione

Details

• Internal ID: 474f4186-3ab5-466b-b7ae-d2c3545b60bf
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: 6-hydroxy-1,8-dimethoxy-3a-methyl-3H-cyclopenta[c]isochromene-2,5-dione
• InChI: InChI=1S/C15H14O6/c1-15-6-10(17)13(20-3)12(15)8-4-7(19-2)5-9(16)11(8)14(18)21-15/h4-5,16H,6H2,1-3H3
• InChI Key: SALYYFULIMFUTP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.07903816 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	+	0.6873	68.73%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6750	67.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8896	88.96%
OATP1B3 inhibitior	+	0.9280	92.80%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7731	77.31%
P-glycoprotein inhibitior	-	0.9295	92.95%
P-glycoprotein substrate	-	0.8879	88.79%
CYP3A4 substrate	+	0.5660	56.60%
CYP2C9 substrate	+	0.7896	78.96%
CYP2D6 substrate	-	0.8548	85.48%
CYP3A4 inhibition	-	0.6481	64.81%
CYP2C9 inhibition	-	0.7569	75.69%
CYP2C19 inhibition	-	0.6992	69.92%
CYP2D6 inhibition	-	0.9107	91.07%
CYP1A2 inhibition	-	0.5814	58.14%
CYP2C8 inhibition	-	0.6341	63.41%
CYP inhibitory promiscuity	-	0.6954	69.54%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4339	43.39%
Eye corrosion	-	0.9890	98.90%
Eye irritation	+	0.6780	67.80%
Skin irritation	-	0.6797	67.97%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7388	73.88%
Micronuclear	+	0.6159	61.59%
Hepatotoxicity	-	0.5205	52.05%
skin sensitisation	-	0.7642	76.42%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.8974	89.74%
Acute Oral Toxicity (c)	I	0.3468	34.68%
Estrogen receptor binding	+	0.7327	73.27%
Androgen receptor binding	+	0.6391	63.91%
Thyroid receptor binding	-	0.5562	55.62%
Glucocorticoid receptor binding	-	0.4670	46.70%
Aromatase binding	+	0.5221	52.21%
PPAR gamma	+	0.6600	66.00%
Honey bee toxicity	-	0.8847	88.47%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9724	97.24%

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	99.16%	91.11%
CHEMBL4208	P20618	Proteasome component C5	95.64%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.41%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.23%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.15%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.59%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.15%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.51%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.15%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.70%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.66%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.36%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.18%	96.21%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.52%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.11%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.19%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162814754
• LOTUS: LTS0107878
• wikiData: Q104197112