Methyl 8-methoxy-2,2-dimethylchromene-6-carboxylate

Details

• Internal ID: a5445b7d-2b08-4c69-b286-f438c7384ec5
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: methyl 8-methoxy-2,2-dimethylchromene-6-carboxylate
• SMILES (Canonical): CC1(C=CC2=C(O1)C(=CC(=C2)C(=O)OC)OC)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C(=CC(=C2)C(=O)OC)OC)C
• InChI: InChI=1S/C14H16O4/c1-14(2)6-5-9-7-10(13(15)17-4)8-11(16-3)12(9)18-14/h5-8H,1-4H3
• InChI Key: MBPCJSPVINFSDT-UHFFFAOYSA-N
• Popularity: 1 reference 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): 44.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	+	0.7813	78.13%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6695	66.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8814	88.14%
OATP1B3 inhibitior	+	0.9736	97.36%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6962	69.62%
P-glycoprotein inhibitior	-	0.9016	90.16%
P-glycoprotein substrate	-	0.7832	78.32%
CYP3A4 substrate	+	0.5573	55.73%
CYP2C9 substrate	-	0.6009	60.09%
CYP2D6 substrate	-	0.8052	80.52%
CYP3A4 inhibition	+	0.6612	66.12%
CYP2C9 inhibition	-	0.7568	75.68%
CYP2C19 inhibition	+	0.7122	71.22%
CYP2D6 inhibition	-	0.7540	75.40%
CYP1A2 inhibition	+	0.7671	76.71%
CYP2C8 inhibition	+	0.5673	56.73%
CYP inhibitory promiscuity	+	0.6120	61.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4214	42.14%
Eye corrosion	-	0.9598	95.98%
Eye irritation	+	0.8556	85.56%
Skin irritation	-	0.7893	78.93%
Skin corrosion	-	0.9760	97.60%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4317	43.17%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.5573	55.73%
skin sensitisation	-	0.8200	82.00%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.5891	58.91%
Acute Oral Toxicity (c)	III	0.5079	50.79%
Estrogen receptor binding	+	0.6400	64.00%
Androgen receptor binding	-	0.7924	79.24%
Thyroid receptor binding	-	0.6295	62.95%
Glucocorticoid receptor binding	-	0.6325	63.25%
Aromatase binding	+	0.5927	59.27%
PPAR gamma	-	0.7062	70.62%
Honey bee toxicity	-	0.9160	91.60%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9514	95.14%

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	95.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.90%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.94%	85.14%
CHEMBL4208	P20618	Proteasome component C5	90.95%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.17%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	86.96%	83.82%
CHEMBL2535	P11166	Glucose transporter	86.20%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.07%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.55%	91.07%
CHEMBL1255126	O15151	Protein Mdm4	83.93%	90.20%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.99%	81.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.18%	94.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.58%	87.67%

Plants that contains it

• Pedinophyllum interruptum

Cross-Links

• PubChem: 102330016
• LOTUS: LTS0169197
• wikiData: Q105160881