Methyl 3-(5-methoxy-2,2-dimethylchromen-6-yl)prop-2-enoate

Details

• Internal ID: 322b52ea-e0f7-4d9d-9b45-c9b400cc7a05
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: methyl 3-(5-methoxy-2,2-dimethylchromen-6-yl)prop-2-enoate
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC(=C2OC)C=CC(=O)OC)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC(=C2OC)C=CC(=O)OC)C
• InChI: InChI=1S/C16H18O4/c1-16(2)10-9-12-13(20-16)7-5-11(15(12)19-4)6-8-14(17)18-3/h5-10H,1-4H3
• InChI Key: RGFXJZPDFCWSGE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₄
• Molecular Weight: 274.31 g/mol
• Exact Mass: 274.12050905 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.07
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	+	0.9266	92.66%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6503	65.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8918	89.18%
OATP1B3 inhibitior	+	0.9871	98.71%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7242	72.42%
P-glycoprotein inhibitior	-	0.8136	81.36%
P-glycoprotein substrate	-	0.8603	86.03%
CYP3A4 substrate	+	0.5554	55.54%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.8577	85.77%
CYP3A4 inhibition	+	0.6149	61.49%
CYP2C9 inhibition	-	0.7675	76.75%
CYP2C19 inhibition	+	0.6955	69.55%
CYP2D6 inhibition	-	0.8717	87.17%
CYP1A2 inhibition	+	0.8528	85.28%
CYP2C8 inhibition	-	0.5633	56.33%
CYP inhibitory promiscuity	+	0.6814	68.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Danger	0.4240	42.40%
Eye corrosion	-	0.9579	95.79%
Eye irritation	+	0.8387	83.87%
Skin irritation	-	0.7629	76.29%
Skin corrosion	-	0.9742	97.42%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7342	73.42%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5935	59.35%
skin sensitisation	-	0.8377	83.77%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.4753	47.53%
Acute Oral Toxicity (c)	II	0.5019	50.19%
Estrogen receptor binding	+	0.9141	91.41%
Androgen receptor binding	-	0.5133	51.33%
Thyroid receptor binding	+	0.6614	66.14%
Glucocorticoid receptor binding	+	0.5671	56.71%
Aromatase binding	+	0.8358	83.58%
PPAR gamma	+	0.7291	72.91%
Honey bee toxicity	-	0.9148	91.48%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9758	97.58%

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	98.68%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.68%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.96%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.41%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.59%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.79%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.96%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.81%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.39%	98.95%
CHEMBL4208	P20618	Proteasome component C5	83.26%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.59%	85.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.26%	89.50%

Plants that contains it

• Drummondita calida

Cross-Links

• PubChem: 162855079
• LOTUS: LTS0034816
• wikiData: Q105235812