(alphaE)-2,2-Dimethyl-2H-1-benzopyran-6-acrylic acid methyl ester

Details

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Internal ID 1660222d-aa2a-428a-b7fc-a92fc1f89507
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
IUPAC Name methyl (E)-3-(2,2-dimethylchromen-6-yl)prop-2-enoate
SMILES (Canonical) CC1(C=CC2=C(O1)C=CC(=C2)C=CC(=O)OC)C
SMILES (Isomeric) CC1(C=CC2=C(O1)C=CC(=C2)/C=C/C(=O)OC)C
InChI InChI=1S/C15H16O3/c1-15(2)9-8-12-10-11(4-6-13(12)18-15)5-7-14(16)17-3/h4-10H,1-3H3/b7-5+
InChI Key AOZKTJDXDYSFAE-FNORWQNLSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C15H16O3
Molecular Weight 244.28 g/mol
Exact Mass 244.109944368 g/mol
Topological Polar Surface Area (TPSA) 35.50 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.06
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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92632-00-3
methyl (E)-3-(2,2-dimethylchromen-6-yl)prop-2-enoate
WERNERIACHROMENE
(E)-Werneria chromene
MEGxp0_001568
CHEMBL2269914
AOZKTJDXDYSFAE-FNORWQNLSA-N
CHEBI:182201
AKOS040734086
Methyl 3-(2,2-dimethyl-2H-chromen-6-yl)acrylate
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of (alphaE)-2,2-Dimethyl-2H-1-benzopyran-6-acrylic acid methyl ester

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9941 99.41%
Caco-2 + 0.9003 90.03%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7740 77.40%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9316 93.16%
OATP1B3 inhibitior + 0.9745 97.45%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7882 78.82%
P-glycoprotein inhibitior - 0.8930 89.30%
P-glycoprotein substrate - 0.8650 86.50%
CYP3A4 substrate + 0.5465 54.65%
CYP2C9 substrate - 0.7904 79.04%
CYP2D6 substrate - 0.8577 85.77%
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 + 0.5515 55.15%
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 + 0.8534 85.34%
Skin irritation - 0.7337 73.37%
Skin corrosion - 0.9831 98.31%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7429 74.29%
Micronuclear - 0.5899 58.99%
Hepatotoxicity - 0.6862 68.62%
skin sensitisation - 0.6659 66.59%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity - 0.7125 71.25%
Nephrotoxicity + 0.4703 47.03%
Acute Oral Toxicity (c) III 0.6468 64.68%
Estrogen receptor binding + 0.9169 91.69%
Androgen receptor binding + 0.5871 58.71%
Thyroid receptor binding - 0.5443 54.43%
Glucocorticoid receptor binding - 0.5698 56.98%
Aromatase binding + 0.7462 74.62%
PPAR gamma - 0.5348 53.48%
Honey bee toxicity - 0.9123 91.23%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9546 95.46%

Targets

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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 97.92% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.86% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.78% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.66% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.81% 96.09%
CHEMBL4208 P20618 Proteasome component C5 90.19% 90.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.29% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.81% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.10% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 83.64% 94.73%
CHEMBL2581 P07339 Cathepsin D 83.16% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.05% 99.17%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.94% 89.50%

Plants that contains it

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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.
Baccharis linearis
Bituminaria bituminosa
Cullen plicatum
Werneria nubigena

Cross-Links

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PubChem 14463875
LOTUS LTS0206952
wikiData Q104916101