2H-1-Benzopyran-2-one, 7-[(3,3-dimethyloxiranyl)methoxy]-6-methoxy-

Details

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Internal ID 319c0f52-a068-4901-a35f-6c33e187f8e4
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives
IUPAC Name 7-[(3,3-dimethyloxiran-2-yl)methoxy]-6-methoxychromen-2-one
SMILES (Canonical) CC1(C(O1)COC2=C(C=C3C=CC(=O)OC3=C2)OC)C
SMILES (Isomeric) CC1(C(O1)COC2=C(C=C3C=CC(=O)OC3=C2)OC)C
InChI InChI=1S/C15H16O5/c1-15(2)13(20-15)8-18-12-7-10-9(6-11(12)17-3)4-5-14(16)19-10/h4-7,13H,8H2,1-3H3
InChI Key FMXSCHCLGOEVNM-UHFFFAOYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C15H16O5
Molecular Weight 276.28 g/mol
Exact Mass 276.09977361 g/mol
Topological Polar Surface Area (TPSA) 57.30 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.36
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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2H-1-Benzopyran-2-one, 7-[(3,3-dimethyloxiranyl)methoxy]-6-methoxy-
Compound NP-002543
MEGxp0_000886
ACon1_000508
DTXSID50460993
AKOS040734352
7-(2,3-epoxy-3-methyl-3-butyloxy)-6-methoxycoumarin
NCGC00169012-02!7-[(3,3-dimethyloxiran-2-yl)methoxy]-6-methoxychromen-2-one

2D Structure

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2D Structure of 2H-1-Benzopyran-2-one, 7-[(3,3-dimethyloxiranyl)methoxy]-6-methoxy-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9733 97.33%
Caco-2 + 0.8301 83.01%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.7000 70.00%
Subcellular localzation Mitochondria 0.6755 67.55%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9102 91.02%
OATP1B3 inhibitior + 0.9392 93.92%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.6013 60.13%
P-glycoprotein inhibitior - 0.7492 74.92%
P-glycoprotein substrate - 0.5832 58.32%
CYP3A4 substrate + 0.5074 50.74%
CYP2C9 substrate - 0.6882 68.82%
CYP2D6 substrate - 0.8382 83.82%
CYP3A4 inhibition - 0.7279 72.79%
CYP2C9 inhibition - 0.8043 80.43%
CYP2C19 inhibition + 0.5165 51.65%
CYP2D6 inhibition - 0.8359 83.59%
CYP1A2 inhibition + 0.5241 52.41%
CYP2C8 inhibition + 0.4620 46.20%
CYP inhibitory promiscuity - 0.6627 66.27%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6083 60.83%
Eye corrosion - 0.9834 98.34%
Eye irritation - 0.8019 80.19%
Skin irritation - 0.8077 80.77%
Skin corrosion - 0.9651 96.51%
Ames mutagenesis - 0.7437 74.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7326 73.26%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.7246 72.46%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.6216 62.16%
Acute Oral Toxicity (c) III 0.6222 62.22%
Estrogen receptor binding + 0.8813 88.13%
Androgen receptor binding + 0.6543 65.43%
Thyroid receptor binding + 0.6000 60.00%
Glucocorticoid receptor binding + 0.5749 57.49%
Aromatase binding + 0.6992 69.92%
PPAR gamma + 0.6856 68.56%
Honey bee toxicity - 0.8990 89.90%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9416 94.16%

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
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.79% 94.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.27% 91.11%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 91.21% 94.03%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.57% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.19% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 87.59% 94.75%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 86.59% 85.49%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.16% 96.00%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 84.66% 92.38%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.36% 92.94%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.64% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.21% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.12% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.94% 96.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.78% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 80.72% 94.73%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.58% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.18% 99.23%

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.
Pterocaulon alopecuroides
Pterocaulon balansae
Pterocaulon virgatum

Cross-Links

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PubChem 11277378
LOTUS LTS0160176
wikiData Q82285203