2-Methyl-4-(2-oxochromen-7-yl)oxybut-2-enoic acid

Details

• Internal ID: 30935dc1-fe61-458f-9331-e42961f9c5e2
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 2-methyl-4-(2-oxochromen-7-yl)oxybut-2-enoic acid
• SMILES (Canonical): CC(=CCOC1=CC2=C(C=C1)C=CC(=O)O2)C(=O)O
• SMILES (Isomeric): CC(=CCOC1=CC2=C(C=C1)C=CC(=O)O2)C(=O)O
• InChI: InChI=1S/C14H12O5/c1-9(14(16)17)6-7-18-11-4-2-10-3-5-13(15)19-12(10)8-11/h2-6,8H,7H2,1H3,(H,16,17)
• InChI Key: VQBQRXMOEJWRFG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₅
• Molecular Weight: 260.24 g/mol
• Exact Mass: 260.06847348 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9800	98.00%
Caco-2	+	0.5458	54.58%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7591	75.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8369	83.69%
OATP1B3 inhibitior	+	0.9603	96.03%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6256	62.56%
P-glycoprotein inhibitior	-	0.9019	90.19%
P-glycoprotein substrate	-	0.9445	94.45%
CYP3A4 substrate	-	0.5652	56.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9013	90.13%
CYP3A4 inhibition	-	0.7382	73.82%
CYP2C9 inhibition	+	0.7450	74.50%
CYP2C19 inhibition	+	0.7107	71.07%
CYP2D6 inhibition	-	0.8157	81.57%
CYP1A2 inhibition	+	0.7671	76.71%
CYP2C8 inhibition	-	0.7317	73.17%
CYP inhibitory promiscuity	+	0.7276	72.76%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6183	61.83%
Eye corrosion	-	0.9784	97.84%
Eye irritation	-	0.6640	66.40%
Skin irritation	-	0.7079	70.79%
Skin corrosion	-	0.9647	96.47%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6006	60.06%
Micronuclear	+	0.5674	56.74%
Hepatotoxicity	+	0.5667	56.67%
skin sensitisation	-	0.8418	84.18%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7181	71.81%
Acute Oral Toxicity (c)	III	0.4737	47.37%
Estrogen receptor binding	+	0.8859	88.59%
Androgen receptor binding	+	0.8184	81.84%
Thyroid receptor binding	-	0.7740	77.40%
Glucocorticoid receptor binding	+	0.7970	79.70%
Aromatase binding	+	0.9141	91.41%
PPAR gamma	+	0.7192	71.92%
Honey bee toxicity	-	0.9428	94.28%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9907	99.07%

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	96.94%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.50%	99.17%
CHEMBL2039	P27338	Monoamine oxidase B	94.13%	92.51%
CHEMBL4208	P20618	Proteasome component C5	92.57%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	91.97%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.36%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.27%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	89.58%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.44%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.86%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.59%	96.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.22%	83.57%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.14%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.28%	89.00%

Plants that contains it

• Melicope vitiflora

Cross-Links

• PubChem: 162948387
• LOTUS: LTS0161435
• wikiData: Q105291163