2,2-Dimethyl-5,7-dimethoxy-6-(1-methoxyethyl)-2H-1-benzopyran

Details

• Internal ID: 2702ebf4-1344-4036-98ab-1b3fea94a16c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 5,7-dimethoxy-6-(1-methoxyethyl)-2,2-dimethylchromene
• SMILES (Canonical): CC(C1=C(C=C2C(=C1OC)C=CC(O2)(C)C)OC)OC
• SMILES (Isomeric): CC(C1=C(C=C2C(=C1OC)C=CC(O2)(C)C)OC)OC
• InChI: InChI=1S/C16H22O4/c1-10(17-4)14-13(18-5)9-12-11(15(14)19-6)7-8-16(2,3)20-12/h7-10H,1-6H3
• InChI Key: XLKJBEGLMREUSD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.34 g/mol
• Exact Mass: 278.15180918 g/mol
• Topological Polar Surface Area (TPSA): 36.90 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.8948	89.48%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5760	57.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9118	91.18%
OATP1B3 inhibitior	+	0.9928	99.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6153	61.53%
P-glycoprotein inhibitior	-	0.8870	88.70%
P-glycoprotein substrate	-	0.8215	82.15%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	+	0.6124	61.24%
CYP2D6 substrate	-	0.6787	67.87%
CYP3A4 inhibition	+	0.7023	70.23%
CYP2C9 inhibition	-	0.6955	69.55%
CYP2C19 inhibition	+	0.8233	82.33%
CYP2D6 inhibition	-	0.7676	76.76%
CYP1A2 inhibition	+	0.9268	92.68%
CYP2C8 inhibition	-	0.7211	72.11%
CYP inhibitory promiscuity	+	0.8371	83.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5071	50.71%
Eye corrosion	-	0.9578	95.78%
Eye irritation	+	0.7793	77.93%
Skin irritation	-	0.7762	77.62%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3796	37.96%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.5703	57.03%
skin sensitisation	-	0.7954	79.54%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5158	51.58%
Acute Oral Toxicity (c)	II	0.4864	48.64%
Estrogen receptor binding	+	0.6870	68.70%
Androgen receptor binding	-	0.5681	56.81%
Thyroid receptor binding	+	0.6997	69.97%
Glucocorticoid receptor binding	-	0.6497	64.97%
Aromatase binding	-	0.5618	56.18%
PPAR gamma	+	0.6341	63.41%
Honey bee toxicity	-	0.8732	87.32%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9360	93.60%

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	95.87%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.05%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.98%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.84%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.60%	97.14%
CHEMBL4208	P20618	Proteasome component C5	86.58%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.34%	94.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.08%	89.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.07%	96.77%
CHEMBL1255126	O15151	Protein Mdm4	80.50%	90.20%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.22%	85.14%

Plants that contains it

• Corydalis yanhusuo

Cross-Links

• PubChem: 5319700
• NPASS: NPC120445