3-(7-hydroxy-2H-chromen-3-yl)-4-oxohex-2-enedioic acid

Details

• Internal ID: 012b8bae-3b2e-494f-aa2d-f6f549b8c158
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 3-(7-hydroxy-2H-chromen-3-yl)-4-oxohex-2-enedioic acid
• SMILES (Canonical): C1C(=CC2=C(O1)C=C(C=C2)O)C(=CC(=O)O)C(=O)CC(=O)O
• SMILES (Isomeric): C1C(=CC2=C(O1)C=C(C=C2)O)C(=CC(=O)O)C(=O)CC(=O)O
• InChI: InChI=1S/C15H12O7/c16-10-2-1-8-3-9(7-22-13(8)4-10)11(5-14(18)19)12(17)6-15(20)21/h1-5,16H,6-7H2,(H,18,19)(H,20,21)
• InChI Key: WKBLWDNPQQYILN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₇
• Molecular Weight: 304.25 g/mol
• Exact Mass: 304.05830272 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9834	98.34%
Caco-2	-	0.6296	62.96%
Blood Brain Barrier	-	0.7572	75.72%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8061	80.61%
OATP2B1 inhibitior	-	0.5817	58.17%
OATP1B1 inhibitior	+	0.8623	86.23%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6477	64.77%
P-glycoprotein inhibitior	-	0.9470	94.70%
P-glycoprotein substrate	-	0.7386	73.86%
CYP3A4 substrate	-	0.5648	56.48%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	-	0.8101	81.01%
CYP3A4 inhibition	-	0.6493	64.93%
CYP2C9 inhibition	-	0.5317	53.17%
CYP2C19 inhibition	+	0.5824	58.24%
CYP2D6 inhibition	-	0.7405	74.05%
CYP1A2 inhibition	-	0.6466	64.66%
CYP2C8 inhibition	-	0.5895	58.95%
CYP inhibitory promiscuity	-	0.6558	65.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9131	91.31%
Carcinogenicity (trinary)	Non-required	0.6768	67.68%
Eye corrosion	-	0.9794	97.94%
Eye irritation	+	0.9217	92.17%
Skin irritation	-	0.7282	72.82%
Skin corrosion	-	0.9655	96.55%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7297	72.97%
Micronuclear	+	0.5274	52.74%
Hepatotoxicity	+	0.6282	62.82%
skin sensitisation	-	0.6601	66.01%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7830	78.30%
Acute Oral Toxicity (c)	III	0.3705	37.05%
Estrogen receptor binding	+	0.7560	75.60%
Androgen receptor binding	+	0.6878	68.78%
Thyroid receptor binding	-	0.6696	66.96%
Glucocorticoid receptor binding	+	0.6605	66.05%
Aromatase binding	+	0.6482	64.82%
PPAR gamma	+	0.7194	71.94%
Honey bee toxicity	-	0.9382	93.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8700	87.00%
Fish aquatic toxicity	+	0.9412	94.12%

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	97.57%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.18%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.86%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.59%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.29%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.11%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.76%	96.09%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.12%	89.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.45%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.33%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.94%	95.89%

Plants that contains it

• Trifolium pratense

Cross-Links

• PubChem: 85684470
• LOTUS: LTS0179135
• wikiData: Q105307183