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[(1S,3S,5R,6S)-8-methyl-6-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy-8-azabicyclo[3.2.1]octan-3-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 cb02b0c0-1e62-444d-b089-e8b361c07b01
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(1S,3S,5R,6S)-8-methyl-6-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy-8-azabicyclo[3.2.1]octan-3-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)C=CC4=CC(=C(C(=C4)OC)OC)OC
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)/C=C/C4=CC(=C(C(=C4)OC)OC)OC
InChI InChI=1S/C32H39NO10/c1-33-21-16-22(42-29(34)10-8-19-12-25(36-2)31(40-6)26(13-19)37-3)18-23(33)24(17-21)43-30(35)11-9-20-14-27(38-4)32(41-7)28(15-20)39-5/h8-15,21-24H,16-18H2,1-7H3/b10-8+,11-9+/t21-,22-,23+,24-/m0/s1
InChI Key QRMASVGVVOOIOZ-WDWIJTSISA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C32H39NO10
Molecular Weight 597.70 g/mol
Exact Mass 597.25739644 g/mol
Topological Polar Surface Area (TPSA) 111.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.15
H-Bond Acceptor 11
H-Bond Donor 0
Rotatable Bonds 12

Synonyms

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

2D Structure

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2D Structure of [(1S,3S,5R,6S)-8-methyl-6-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy-8-azabicyclo[3.2.1]octan-3-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 + 0.9398 93.98%
Caco-2 - 0.7265 72.65%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.4887 48.87%
OATP2B1 inhibitior - 0.8430 84.30%
OATP1B1 inhibitior + 0.9390 93.90%
OATP1B3 inhibitior + 0.9191 91.91%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.8469 84.69%
P-glycoprotein inhibitior + 0.8656 86.56%
P-glycoprotein substrate - 0.5962 59.62%
CYP3A4 substrate + 0.5995 59.95%
CYP2C9 substrate - 0.8005 80.05%
CYP2D6 substrate - 0.6796 67.96%
CYP3A4 inhibition - 0.7764 77.64%
CYP2C9 inhibition - 0.8975 89.75%
CYP2C19 inhibition - 0.8456 84.56%
CYP2D6 inhibition - 0.6098 60.98%
CYP1A2 inhibition - 0.8177 81.77%
CYP2C8 inhibition - 0.6557 65.57%
CYP inhibitory promiscuity - 0.8454 84.54%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5144 51.44%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9367 93.67%
Skin irritation - 0.8238 82.38%
Skin corrosion - 0.9527 95.27%
Ames mutagenesis - 0.7491 74.91%
Human Ether-a-go-go-Related Gene inhibition + 0.9174 91.74%
Micronuclear + 0.5359 53.59%
Hepatotoxicity - 0.5731 57.31%
skin sensitisation - 0.8905 89.05%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.8930 89.30%
Acute Oral Toxicity (c) III 0.6872 68.72%
Estrogen receptor binding + 0.7392 73.92%
Androgen receptor binding + 0.6347 63.47%
Thyroid receptor binding + 0.6204 62.04%
Glucocorticoid receptor binding + 0.7780 77.80%
Aromatase binding + 0.6695 66.95%
PPAR gamma + 0.6224 62.24%
Honey bee toxicity - 0.8023 80.23%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5655 56.55%
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 98.57% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.81% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.58% 96.00%
CHEMBL4302 P08183 P-glycoprotein 1 92.99% 92.98%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 89.77% 97.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.27% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.19% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 87.62% 91.19%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.53% 89.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.38% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.10% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.99% 99.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.26% 96.95%
CHEMBL2535 P11166 Glucose transporter 81.71% 98.75%
CHEMBL4208 P20618 Proteasome component C5 81.64% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.32% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.89% 97.09%

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 11814007
LOTUS LTS0050628
wikiData Q105226482