3-hydroxy-2-oxo-2H-chromene-4,6-dicarboxylic acid

Details

• Internal ID: 5a72e407-fb7d-46c1-859e-7389065d73df
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 3-hydroxy-2-oxochromene-4,6-dicarboxylic acid
• SMILES (Canonical): C1=CC2=C(C=C1C(=O)O)C(=C(C(=O)O2)O)C(=O)O
• SMILES (Isomeric): C1=CC2=C(C=C1C(=O)O)C(=C(C(=O)O2)O)C(=O)O
• InChI: InChI=1S/C11H6O7/c12-8-7(10(15)16)5-3-4(9(13)14)1-2-6(5)18-11(8)17/h1-3,12H,(H,13,14)(H,15,16)
• InChI Key: JWBZNSYPSLWKPA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₆O₇
• Molecular Weight: 250.16 g/mol
• Exact Mass: 250.01135253 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8218	82.18%
Caco-2	-	0.6837	68.37%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5415	54.15%
OATP2B1 inhibitior	-	0.6854	68.54%
OATP1B1 inhibitior	+	0.9011	90.11%
OATP1B3 inhibitior	-	0.2650	26.50%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9239	92.39%
P-glycoprotein inhibitior	-	0.9643	96.43%
P-glycoprotein substrate	-	0.9350	93.50%
CYP3A4 substrate	-	0.6589	65.89%
CYP2C9 substrate	+	0.6262	62.62%
CYP2D6 substrate	-	0.9034	90.34%
CYP3A4 inhibition	-	0.8161	81.61%
CYP2C9 inhibition	-	0.5347	53.47%
CYP2C19 inhibition	-	0.9006	90.06%
CYP2D6 inhibition	-	0.9604	96.04%
CYP1A2 inhibition	-	0.7571	75.71%
CYP2C8 inhibition	-	0.6215	62.15%
CYP inhibitory promiscuity	-	0.8409	84.09%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7231	72.31%
Eye corrosion	-	0.9902	99.02%
Eye irritation	+	0.9520	95.20%
Skin irritation	+	0.6014	60.14%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.9292	92.92%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.6909	69.09%
skin sensitisation	-	0.7974	79.74%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7692	76.92%
Acute Oral Toxicity (c)	II	0.5076	50.76%
Estrogen receptor binding	-	0.7460	74.60%
Androgen receptor binding	+	0.6955	69.55%
Thyroid receptor binding	-	0.7252	72.52%
Glucocorticoid receptor binding	+	0.5694	56.94%
Aromatase binding	-	0.6994	69.94%
PPAR gamma	+	0.7236	72.36%
Honey bee toxicity	-	0.9643	96.43%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9439	94.39%

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	96.56%	91.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	94.93%	87.67%
CHEMBL3194	P02766	Transthyretin	93.65%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.91%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.89%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.15%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	88.51%	91.49%
CHEMBL1811	P34995	Prostanoid EP1 receptor	88.47%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.38%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.36%	81.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.57%	89.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.33%	94.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.43%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.34%	90.71%
CHEMBL2581	P07339	Cathepsin D	80.14%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	80.13%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589357
• LOTUS: LTS0200308
• wikiData: Q104169927