6,7,8-trihydroxy-1,3-dioxo-5H-cyclopenta[c]isochromene-5-carboxylic acid

Details

• Internal ID: 2f9e7d60-aa34-4e0e-8516-435e0839ae17
• Taxonomy: Organoheterocyclic compounds > Azaphilones
• IUPAC Name: 6,7,8-trihydroxy-1,3-dioxo-5H-cyclopenta[c]isochromene-5-carboxylic acid
• InChI: InChI=1S/C13H8O8/c14-4-2-6(16)11-7(4)3-1-5(15)9(17)10(18)8(3)12(21-11)13(19)20/h1,12,15,17-18H,2H2,(H,19,20)
• InChI Key: OOMCXGFRBYKGAQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₈O₈
• Molecular Weight: 292.20 g/mol
• Exact Mass: 292.02191721 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.21
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9316	93.16%
Caco-2	-	0.8943	89.43%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5996	59.96%
OATP2B1 inhibitior	-	0.7083	70.83%
OATP1B1 inhibitior	+	0.8903	89.03%
OATP1B3 inhibitior	+	0.9726	97.26%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9488	94.88%
P-glycoprotein inhibitior	-	0.9774	97.74%
P-glycoprotein substrate	-	0.9422	94.22%
CYP3A4 substrate	-	0.5482	54.82%
CYP2C9 substrate	-	0.5824	58.24%
CYP2D6 substrate	-	0.8477	84.77%
CYP3A4 inhibition	-	0.6820	68.20%
CYP2C9 inhibition	+	0.5928	59.28%
CYP2C19 inhibition	-	0.5841	58.41%
CYP2D6 inhibition	-	0.8680	86.80%
CYP1A2 inhibition	-	0.7041	70.41%
CYP2C8 inhibition	-	0.8301	83.01%
CYP inhibitory promiscuity	-	0.6592	65.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5298	52.98%
Eye corrosion	-	0.9826	98.26%
Eye irritation	+	0.9610	96.10%
Skin irritation	-	0.5290	52.90%
Skin corrosion	-	0.9235	92.35%
Ames mutagenesis	-	0.5818	58.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.8977	89.77%
Micronuclear	+	0.8459	84.59%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.5995	59.95%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8885	88.85%
Acute Oral Toxicity (c)	IV	0.3527	35.27%
Estrogen receptor binding	-	0.5385	53.85%
Androgen receptor binding	+	0.6774	67.74%
Thyroid receptor binding	-	0.7259	72.59%
Glucocorticoid receptor binding	-	0.4941	49.41%
Aromatase binding	-	0.9075	90.75%
PPAR gamma	+	0.5410	54.10%
Honey bee toxicity	-	0.9094	90.94%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9574	95.74%

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	98.62%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.53%	96.38%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.77%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.62%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.01%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.27%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.51%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.72%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.54%	90.71%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.08%	93.04%
CHEMBL2581	P07339	Cathepsin D	80.82%	98.95%

Plants that contains it

• Melaleuca leucadendra

Cross-Links

• PubChem: 162994600
• LOTUS: LTS0128910
• wikiData: Q105195470