Methyl 2,2-dimethylchromene-6-carboxylate

Details

Top
Internal ID ce4949ab-422d-4034-8fd3-6db026383caf
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
IUPAC Name methyl 2,2-dimethylchromene-6-carboxylate
SMILES (Canonical) CC1(C=CC2=C(O1)C=CC(=C2)C(=O)OC)C
SMILES (Isomeric) CC1(C=CC2=C(O1)C=CC(=C2)C(=O)OC)C
InChI InChI=1S/C13H14O3/c1-13(2)7-6-9-8-10(12(14)15-3)4-5-11(9)16-13/h4-8H,1-3H3
InChI Key BVQOOKUOYKXECX-UHFFFAOYSA-N
Popularity 9 references in papers

Physical and Chemical Properties

Top
Molecular Formula C13H14O3
Molecular Weight 218.25 g/mol
Exact Mass 218.094294304 g/mol
Topological Polar Surface Area (TPSA) 35.50 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.66
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

Top
34818-57-0
CHEMBL489132
SCHEMBL11398330
DTXSID60415712
2,2-Dimethyl-2H-1-benzopyran-6-carboxylic acid methyl ester
2H-1-Benzopyran-6-carboxylic acid, 2,2-dimethyl-, methyl ester
2,2-dimethyl-6-methoxycarbonyl-2h-benzopyran

2D Structure

Top
2D Structure of Methyl 2,2-dimethylchromene-6-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9941 99.41%
Caco-2 + 0.8446 84.46%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.7740 77.40%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9219 92.19%
OATP1B3 inhibitior + 0.9745 97.45%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.7116 71.16%
P-glycoprotein inhibitior - 0.9031 90.31%
P-glycoprotein substrate - 0.8741 87.41%
CYP3A4 substrate + 0.5252 52.52%
CYP2C9 substrate - 0.6009 60.09%
CYP2D6 substrate - 0.8052 80.52%
CYP3A4 inhibition - 0.6581 65.81%
CYP2C9 inhibition + 0.5645 56.45%
CYP2C19 inhibition + 0.6476 64.76%
CYP2D6 inhibition - 0.8402 84.02%
CYP1A2 inhibition + 0.7515 75.15%
CYP2C8 inhibition + 0.6265 62.65%
CYP inhibitory promiscuity + 0.7610 76.10%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8113 81.13%
Carcinogenicity (trinary) Non-required 0.5389 53.89%
Eye corrosion - 0.9389 93.89%
Eye irritation + 0.9637 96.37%
Skin irritation - 0.7337 73.37%
Skin corrosion - 0.9831 98.31%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4560 45.60%
Micronuclear - 0.5899 58.99%
Hepatotoxicity - 0.6301 63.01%
skin sensitisation - 0.6659 66.59%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity - 0.7125 71.25%
Nephrotoxicity + 0.6470 64.70%
Acute Oral Toxicity (c) III 0.6468 64.68%
Estrogen receptor binding + 0.7346 73.46%
Androgen receptor binding - 0.7577 75.77%
Thyroid receptor binding - 0.6956 69.56%
Glucocorticoid receptor binding - 0.6614 66.14%
Aromatase binding + 0.6369 63.69%
PPAR gamma - 0.6419 64.19%
Honey bee toxicity - 0.9533 95.33%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity + 0.9546 95.46%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 96.39% 91.11%
CHEMBL4208 P20618 Proteasome component C5 93.99% 90.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.05% 96.09%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 89.26% 87.67%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 86.80% 81.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.27% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.01% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.83% 86.33%
CHEMBL2581 P07339 Cathepsin D 84.16% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.66% 91.07%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.98% 94.45%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.83% 89.67%
CHEMBL3401 O75469 Pregnane X receptor 81.12% 94.73%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Actinidia polygama
Gentiana algida
Piper aduncum
Piper dilatatum
Piper hostmannianum
Piper pseudofuligineum

Cross-Links

Top
PubChem 5316881
NPASS NPC165556
LOTUS LTS0115452
wikiData Q82224689