3,5,9-Trihydroxy-7,8-dihydrocyclopenta[g]chromene-2,6-dione

Details

• Internal ID: 24a4a3c1-840d-46f5-b9fd-1b4654685207
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 3,5,9-trihydroxy-7,8-dihydrocyclopenta[g]chromene-2,6-dione
• InChI: InChI=1S/C12H8O6/c13-6-2-1-4-8(6)9(15)5-3-7(14)12(17)18-11(5)10(4)16/h3,14-16H,1-2H2
• InChI Key: IKXFGEKULKZDCJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₈O₆
• Molecular Weight: 248.19 g/mol
• Exact Mass: 248.03208797 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8231	82.31%
Caco-2	-	0.8039	80.39%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8089	80.89%
OATP2B1 inhibitior	-	0.7006	70.06%
OATP1B1 inhibitior	+	0.9150	91.50%
OATP1B3 inhibitior	+	0.9279	92.79%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	-	0.9345	93.45%
P-glycoprotein inhibitior	-	0.9530	95.30%
P-glycoprotein substrate	-	0.9213	92.13%
CYP3A4 substrate	-	0.5726	57.26%
CYP2C9 substrate	+	0.6775	67.75%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.9549	95.49%
CYP2C9 inhibition	+	0.7202	72.02%
CYP2C19 inhibition	-	0.5469	54.69%
CYP2D6 inhibition	-	0.9247	92.47%
CYP1A2 inhibition	+	0.6462	64.62%
CYP2C8 inhibition	-	0.8022	80.22%
CYP inhibitory promiscuity	-	0.9561	95.61%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5727	57.27%
Eye corrosion	-	0.9895	98.95%
Eye irritation	+	0.9348	93.48%
Skin irritation	-	0.6091	60.91%
Skin corrosion	-	0.9251	92.51%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7577	75.77%
Micronuclear	+	0.5959	59.59%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	-	0.8233	82.33%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7445	74.45%
Acute Oral Toxicity (c)	I	0.5719	57.19%
Estrogen receptor binding	-	0.4837	48.37%
Androgen receptor binding	+	0.5676	56.76%
Thyroid receptor binding	-	0.8525	85.25%
Glucocorticoid receptor binding	+	0.8163	81.63%
Aromatase binding	-	0.6952	69.52%
PPAR gamma	+	0.7430	74.30%
Honey bee toxicity	-	0.8987	89.87%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8841	88.41%

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	99.69%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.75%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.29%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.16%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	90.05%	91.49%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	89.97%	98.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.02%	94.00%
CHEMBL2581	P07339	Cathepsin D	85.98%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.49%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.41%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.45%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.87%	90.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.71%	93.40%

Plants that contains it

• Rubus corchorifolius

Cross-Links

• PubChem: 162896852
• LOTUS: LTS0133510
• wikiData: Q105114990