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[(1R,3S,5S,6S)-8-methyl-3-(2-phenylacetyl)oxy-8-azabicyclo[3.2.1]octan-6-yl] (E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 5537dc8d-b10c-408b-bee7-88b7ed39917e
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(1R,3S,5S,6S)-8-methyl-3-(2-phenylacetyl)oxy-8-azabicyclo[3.2.1]octan-6-yl] (E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoate
SMILES (Canonical) CN1C2CC(CC1C(C2)OC(=O)C=CC3=CC(=C(C(=C3)OC)OC)OC)OC(=O)CC4=CC=CC=C4
SMILES (Isomeric) CN1[C@@H]2C[C@@H](C[C@H]1[C@H](C2)OC(=O)/C=C/C3=CC(=C(C(=C3)OC)OC)OC)OC(=O)CC4=CC=CC=C4
InChI InChI=1S/C28H33NO7/c1-29-20-15-21(35-27(31)14-18-8-6-5-7-9-18)17-22(29)23(16-20)36-26(30)11-10-19-12-24(32-2)28(34-4)25(13-19)33-3/h5-13,20-23H,14-17H2,1-4H3/b11-10+/t20-,21+,22+,23+/m1/s1
InChI Key FKUUUFHXKIFGSF-KVDQYAGRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H33NO7
Molecular Weight 495.60 g/mol
Exact Mass 495.22570239 g/mol
Topological Polar Surface Area (TPSA) 83.50 Ų
XlogP 4.50
Atomic LogP (AlogP) 3.66
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3S,5S,6S)-8-methyl-3-(2-phenylacetyl)oxy-8-azabicyclo[3.2.1]octan-6-yl] (E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9262 92.62%
Caco-2 - 0.5521 55.21%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.5359 53.59%
OATP2B1 inhibitior - 0.8475 84.75%
OATP1B1 inhibitior + 0.9111 91.11%
OATP1B3 inhibitior + 0.9149 91.49%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8529 85.29%
P-glycoprotein inhibitior + 0.8709 87.09%
P-glycoprotein substrate + 0.5436 54.36%
CYP3A4 substrate + 0.6543 65.43%
CYP2C9 substrate - 0.8086 80.86%
CYP2D6 substrate - 0.6943 69.43%
CYP3A4 inhibition - 0.7583 75.83%
CYP2C9 inhibition - 0.8750 87.50%
CYP2C19 inhibition - 0.7988 79.88%
CYP2D6 inhibition - 0.5943 59.43%
CYP1A2 inhibition - 0.8362 83.62%
CYP2C8 inhibition + 0.6686 66.86%
CYP inhibitory promiscuity - 0.7410 74.10%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5256 52.56%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9574 95.74%
Skin irritation - 0.8299 82.99%
Skin corrosion - 0.9539 95.39%
Ames mutagenesis - 0.7437 74.37%
Human Ether-a-go-go-Related Gene inhibition + 0.9044 90.44%
Micronuclear + 0.5459 54.59%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8933 89.33%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.9168 91.68%
Acute Oral Toxicity (c) III 0.7011 70.11%
Estrogen receptor binding + 0.6619 66.19%
Androgen receptor binding + 0.6384 63.84%
Thyroid receptor binding + 0.5615 56.15%
Glucocorticoid receptor binding + 0.7555 75.55%
Aromatase binding + 0.5442 54.42%
PPAR gamma + 0.5756 57.56%
Honey bee toxicity - 0.8216 82.16%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5345 53.45%
Fish aquatic toxicity + 0.9807 98.07%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.18% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.47% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.88% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.23% 96.00%
CHEMBL4302 P08183 P-glycoprotein 1 93.39% 92.98%
CHEMBL2581 P07339 Cathepsin D 92.91% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.29% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.16% 99.17%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.02% 94.08%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.50% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.17% 96.95%
CHEMBL221 P23219 Cyclooxygenase-1 86.10% 90.17%
CHEMBL2535 P11166 Glucose transporter 85.92% 98.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.80% 95.50%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.73% 89.62%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.34% 93.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.19% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.69% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.12% 95.89%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.75% 94.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.56% 94.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.42% 89.00%
CHEMBL5028 O14672 ADAM10 81.27% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.48% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 80.17% 91.19%

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.
Erythroxylum pervillei

Cross-Links

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PubChem 10300336
LOTUS LTS0032332
wikiData Q104996812