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

Details

• Internal ID: 0b755211-11d3-46a5-94a0-a061582c1bc6
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: (2R)-7,8,9-trihydroxy-3,5-dioxo-1,2-dihydrocyclopenta[c]isochromene-2-carboxylic acid
• SMILES (Canonical): C1C(C(=O)C2=C1C3=C(C(=C(C=C3C(=O)O2)O)O)O)C(=O)O
• SMILES (Isomeric): C1[C@H](C(=O)C2=C1C3=C(C(=C(C=C3C(=O)O2)O)O)O)C(=O)O
• InChI: InChI=1S/C13H8O8/c14-6-2-4-7(10(17)9(6)16)3-1-5(12(18)19)8(15)11(3)21-13(4)20/h2,5,14,16-17H,1H2,(H,18,19)/t5-/m1/s1
• InChI Key: APOYITXPNFORST-RXMQYKEDSA-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: 0.70
• Atomic LogP (AlogP): 0.35
• 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	+	0.6051	60.51%
Caco-2	-	0.9014	90.14%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5378	53.78%
OATP2B1 inhibitior	-	0.6918	69.18%
OATP1B1 inhibitior	+	0.9196	91.96%
OATP1B3 inhibitior	+	0.9599	95.99%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9131	91.31%
P-glycoprotein inhibitior	-	0.9765	97.65%
P-glycoprotein substrate	-	0.8834	88.34%
CYP3A4 substrate	-	0.5296	52.96%
CYP2C9 substrate	+	0.6460	64.60%
CYP2D6 substrate	-	0.8558	85.58%
CYP3A4 inhibition	-	0.7983	79.83%
CYP2C9 inhibition	-	0.7443	74.43%
CYP2C19 inhibition	-	0.7980	79.80%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.5084	50.84%
CYP2C8 inhibition	-	0.6671	66.71%
CYP inhibitory promiscuity	-	0.9290	92.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6512	65.12%
Eye corrosion	-	0.9924	99.24%
Eye irritation	+	0.8803	88.03%
Skin irritation	-	0.5286	52.86%
Skin corrosion	-	0.9350	93.50%
Ames mutagenesis	-	0.6434	64.34%
Human Ether-a-go-go-Related Gene inhibition	-	0.8556	85.56%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8102	81.02%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9346	93.46%
Acute Oral Toxicity (c)	II	0.3806	38.06%
Estrogen receptor binding	-	0.6089	60.89%
Androgen receptor binding	+	0.7177	71.77%
Thyroid receptor binding	-	0.7508	75.08%
Glucocorticoid receptor binding	+	0.6054	60.54%
Aromatase binding	-	0.8313	83.13%
PPAR gamma	+	0.6058	60.58%
Honey bee toxicity	-	0.9060	90.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9615	96.15%

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	99.68%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.26%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.85%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.72%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.61%	91.49%
CHEMBL2581	P07339	Cathepsin D	86.37%	98.95%
CHEMBL217	P14416	Dopamine D2 receptor	84.96%	95.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.37%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.78%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.92%	95.89%
CHEMBL3194	P02766	Transthyretin	81.12%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.83%	99.15%

Plants that contains it

• Phyllanthus niruri

Cross-Links

• PubChem: 163020001
• LOTUS: LTS0253855
• wikiData: Q104916459