1-(7-Hydroxy-8-methoxy-2,2-dimethylchromen-6-yl)ethanone

Details

• Internal ID: 401708de-0eaa-4e4f-8a5e-4668f10b5c64
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 1-(7-hydroxy-8-methoxy-2,2-dimethylchromen-6-yl)ethanone
• SMILES (Canonical): CC(=O)C1=C(C(=C2C(=C1)C=CC(O2)(C)C)OC)O
• SMILES (Isomeric): CC(=O)C1=C(C(=C2C(=C1)C=CC(O2)(C)C)OC)O
• InChI: InChI=1S/C14H16O4/c1-8(15)10-7-9-5-6-14(2,3)18-12(9)13(17-4)11(10)16/h5-7,16H,1-4H3
• InChI Key: LJJCHKIUOGODJO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.27 g/mol
• Exact Mass: 248.10485899 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.79
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 1-(7-hydroxy-8-methoxy-2,2-dimethylchromen-6-yl)ethanone
• 1-(7-hydroxy-8-methoxy-2,2-dimethyl-2H-chromen-6-yl)ethanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9884	98.84%
Caco-2	+	0.5850	58.50%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7018	70.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8637	86.37%
OATP1B3 inhibitior	+	0.9879	98.79%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6050	60.50%
P-glycoprotein inhibitior	-	0.8868	88.68%
P-glycoprotein substrate	-	0.8150	81.50%
CYP3A4 substrate	+	0.5457	54.57%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8303	83.03%
CYP3A4 inhibition	+	0.7103	71.03%
CYP2C9 inhibition	-	0.8913	89.13%
CYP2C19 inhibition	+	0.7122	71.22%
CYP2D6 inhibition	-	0.7278	72.78%
CYP1A2 inhibition	+	0.8092	80.92%
CYP2C8 inhibition	+	0.4510	45.10%
CYP inhibitory promiscuity	+	0.5495	54.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4753	47.53%
Eye corrosion	-	0.9706	97.06%
Eye irritation	+	0.9654	96.54%
Skin irritation	-	0.6945	69.45%
Skin corrosion	-	0.9564	95.64%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6812	68.12%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.5612	56.12%
skin sensitisation	-	0.8118	81.18%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.5672	56.72%
Acute Oral Toxicity (c)	III	0.5358	53.58%
Estrogen receptor binding	+	0.8674	86.74%
Androgen receptor binding	-	0.7042	70.42%
Thyroid receptor binding	+	0.6071	60.71%
Glucocorticoid receptor binding	+	0.7514	75.14%
Aromatase binding	+	0.6086	60.86%
PPAR gamma	+	0.7570	75.70%
Honey bee toxicity	-	0.9022	90.22%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9177	91.77%

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	97.93%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.60%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.43%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.76%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.27%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.29%	86.33%
CHEMBL2535	P11166	Glucose transporter	84.23%	98.75%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.06%	94.42%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.39%	91.07%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.20%	97.28%
CHEMBL4208	P20618	Proteasome component C5	82.87%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.44%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.35%	99.17%

Plants that contains it

• Ageratina riparia

Cross-Links

• PubChem: 12314885
• LOTUS: LTS0214401
• wikiData: Q105169859