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

Details

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Internal ID a96e9274-10dc-4ff6-89e3-739b7895af81
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives
IUPAC Name [(1S,3S,5R,6S)-8-methyl-6-[(Z)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy-8-azabicyclo[3.2.1]octan-3-yl] 3,4,5-trimethoxybenzoate
SMILES (Canonical) CN1C2CC(CC1C(C2)OC(=O)C=CC3=CC(=C(C(=C3)OC)OC)OC)OC(=O)C4=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)C4=CC(=C(C(=C4)OC)OC)OC
InChI InChI=1S/C30H37NO10/c1-31-19-14-20(40-30(33)18-12-25(36-4)29(39-7)26(13-18)37-5)16-21(31)22(15-19)41-27(32)9-8-17-10-23(34-2)28(38-6)24(11-17)35-3/h8-13,19-22H,14-16H2,1-7H3/b9-8-/t19-,20-,21+,22-/m0/s1
InChI Key KKZAOZSLMGOEFU-ZCLAZYOUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H37NO10
Molecular Weight 571.60 g/mol
Exact Mass 571.24174638 g/mol
Topological Polar Surface Area (TPSA) 111.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 3.76
H-Bond Acceptor 11
H-Bond Donor 0
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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

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 - 0.6636 66.36%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.4887 48.87%
OATP2B1 inhibitior - 0.8268 82.68%
OATP1B1 inhibitior + 0.9006 90.06%
OATP1B3 inhibitior + 0.9191 91.91%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9188 91.88%
P-glycoprotein inhibitior + 0.8956 89.56%
P-glycoprotein substrate + 0.5363 53.63%
CYP3A4 substrate + 0.6427 64.27%
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 + 0.5867 58.67%
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 - 0.9407 94.07%
Skin irritation - 0.8238 82.38%
Skin corrosion - 0.9527 95.27%
Ames mutagenesis - 0.7154 71.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8832 88.32%
Micronuclear + 0.5359 53.59%
Hepatotoxicity - 0.5981 59.81%
skin sensitisation - 0.8905 89.05%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.9154 91.54%
Acute Oral Toxicity (c) III 0.6872 68.72%
Estrogen receptor binding + 0.7558 75.58%
Androgen receptor binding + 0.5241 52.41%
Thyroid receptor binding + 0.6120 61.20%
Glucocorticoid receptor binding + 0.8306 83.06%
Aromatase binding + 0.7332 73.32%
PPAR gamma + 0.6712 67.12%
Honey bee toxicity - 0.7863 78.63%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5287 52.87%
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 97.98% 96.09%
CHEMBL4302 P08183 P-glycoprotein 1 97.57% 92.98%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.32% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.08% 86.33%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 93.56% 97.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.47% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.11% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 89.59% 91.19%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.42% 96.95%
CHEMBL2535 P11166 Glucose transporter 88.51% 98.75%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.68% 99.17%
CHEMBL4208 P20618 Proteasome component C5 86.33% 90.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.75% 89.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.17% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.43% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.77% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.76% 97.14%

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 11713917
LOTUS LTS0205545
wikiData Q105142453