2-(7-Hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-2-oxoethyl acetate

Details

• Internal ID: 8e838614-9c84-40a7-9981-53af16600ab6
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: [2-(7-hydroxy-2,2-dimethylchromen-6-yl)-2-oxoethyl] acetate
• SMILES (Canonical): CC(=O)OCC(=O)C1=C(C=C2C(=C1)C=CC(O2)(C)C)O
• SMILES (Isomeric): CC(=O)OCC(=O)C1=C(C=C2C(=C1)C=CC(O2)(C)C)O
• InChI: InChI=1S/C15H16O5/c1-9(16)19-8-13(18)11-6-10-4-5-15(2,3)20-14(10)7-12(11)17/h4-7,17H,8H2,1-3H3
• InChI Key: IWEMEXYCWYFAOC-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• DTXSID20782957
• 2-(7-Hydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)-2-oxoethyl acetate
• 2-acetoxy-1-(7-hydroxy-2,2-dimethyl-2 h -1-benzopyran-6-yl)ethanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9640	96.40%
Caco-2	+	0.7122	71.22%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7900	79.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9104	91.04%
OATP1B3 inhibitior	+	0.9184	91.84%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6351	63.51%
P-glycoprotein inhibitior	-	0.9237	92.37%
P-glycoprotein substrate	-	0.8168	81.68%
CYP3A4 substrate	+	0.5090	50.90%
CYP2C9 substrate	-	0.5931	59.31%
CYP2D6 substrate	-	0.8677	86.77%
CYP3A4 inhibition	-	0.8625	86.25%
CYP2C9 inhibition	+	0.5222	52.22%
CYP2C19 inhibition	-	0.5582	55.82%
CYP2D6 inhibition	-	0.8401	84.01%
CYP1A2 inhibition	+	0.6381	63.81%
CYP2C8 inhibition	-	0.5972	59.72%
CYP inhibitory promiscuity	-	0.6479	64.79%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6497	64.97%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.5750	57.50%
Skin irritation	-	0.7681	76.81%
Skin corrosion	-	0.9431	94.31%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7069	70.69%
Micronuclear	-	0.6267	62.67%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7714	77.14%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7137	71.37%
Acute Oral Toxicity (c)	III	0.5329	53.29%
Estrogen receptor binding	+	0.8403	84.03%
Androgen receptor binding	-	0.8225	82.25%
Thyroid receptor binding	-	0.5558	55.58%
Glucocorticoid receptor binding	+	0.6928	69.28%
Aromatase binding	+	0.6479	64.79%
PPAR gamma	+	0.7568	75.68%
Honey bee toxicity	-	0.9218	92.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6950	69.50%
Fish aquatic toxicity	+	0.9793	97.93%

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	97.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.53%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.34%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.21%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.45%	86.33%
CHEMBL4208	P20618	Proteasome component C5	86.21%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.04%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	85.93%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.65%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.32%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.17%	94.00%

Plants that contains it

• Ageratina riparia

Cross-Links

• PubChem: 71359087
• LOTUS: LTS0029265
• wikiData: Q82747551