8-[[(2S)-3,3-dimethyloxiran-2-yl]methyl]-5-hydroxy-7-methoxy-2-methylchromen-4-one

Details

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Internal ID 47285d20-33ab-4627-8dfe-cff34d8794fe
Taxonomy Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
IUPAC Name 8-[[(2S)-3,3-dimethyloxiran-2-yl]methyl]-5-hydroxy-7-methoxy-2-methylchromen-4-one
SMILES (Canonical) CC1=CC(=O)C2=C(O1)C(=C(C=C2O)OC)CC3C(O3)(C)C
SMILES (Isomeric) CC1=CC(=O)C2=C(O1)C(=C(C=C2O)OC)C[C@H]3C(O3)(C)C
InChI InChI=1S/C16H18O5/c1-8-5-10(17)14-11(18)7-12(19-4)9(15(14)20-8)6-13-16(2,3)21-13/h5,7,13,18H,6H2,1-4H3/t13-/m0/s1
InChI Key TYPTVMRZTYOAKK-ZDUSSCGKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C16H18O5
Molecular Weight 290.31 g/mol
Exact Mass 290.11542367 g/mol
Topological Polar Surface Area (TPSA) 68.30 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.54
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-[[(2S)-3,3-dimethyloxiran-2-yl]methyl]-5-hydroxy-7-methoxy-2-methylchromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9845 98.45%
Caco-2 + 0.7773 77.73%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.7283 72.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9058 90.58%
OATP1B3 inhibitior + 0.9552 95.52%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.5698 56.98%
P-glycoprotein inhibitior - 0.6212 62.12%
P-glycoprotein substrate - 0.7424 74.24%
CYP3A4 substrate + 0.5908 59.08%
CYP2C9 substrate - 0.5940 59.40%
CYP2D6 substrate - 0.8172 81.72%
CYP3A4 inhibition - 0.7277 72.77%
CYP2C9 inhibition - 0.7707 77.07%
CYP2C19 inhibition - 0.5355 53.55%
CYP2D6 inhibition - 0.8424 84.24%
CYP1A2 inhibition - 0.5849 58.49%
CYP2C8 inhibition + 0.5260 52.60%
CYP inhibitory promiscuity - 0.7528 75.28%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9613 96.13%
Carcinogenicity (trinary) Non-required 0.6305 63.05%
Eye corrosion - 0.9860 98.60%
Eye irritation + 0.5419 54.19%
Skin irritation - 0.7672 76.72%
Skin corrosion - 0.9617 96.17%
Ames mutagenesis + 0.5536 55.36%
Human Ether-a-go-go-Related Gene inhibition + 0.6637 66.37%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8010 80.10%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.6797 67.97%
Acute Oral Toxicity (c) III 0.6346 63.46%
Estrogen receptor binding + 0.8611 86.11%
Androgen receptor binding + 0.6298 62.98%
Thyroid receptor binding + 0.5791 57.91%
Glucocorticoid receptor binding + 0.7996 79.96%
Aromatase binding + 0.7468 74.68%
PPAR gamma + 0.8866 88.66%
Honey bee toxicity - 0.7975 79.75%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9093 90.93%

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 97.86% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.34% 94.00%
CHEMBL1937 Q92769 Histone deacetylase 2 93.16% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.44% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.19% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.89% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 90.77% 94.73%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.34% 93.99%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.21% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.35% 86.33%
CHEMBL2581 P07339 Cathepsin D 85.05% 98.95%
CHEMBL3194 P02766 Transthyretin 84.23% 90.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.31% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.93% 92.62%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.77% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.93% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.66% 99.17%

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.
Harrisonia perforata

Cross-Links

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PubChem 163047150
LOTUS LTS0150891
wikiData Q105267662