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[(1S,2R,3R,4S,5R,6S,7S,8S,9R,10R,13R,14R,16S,17S,18S)-11-ethyl-8-[(E)-hex-3-enoyl]oxy-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate

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 4bfabfc2-1b98-474b-b1af-e3cddce81d69
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(1S,2R,3R,4S,5R,6S,7S,8S,9R,10R,13R,14R,16S,17S,18S)-11-ethyl-8-[(E)-hex-3-enoyl]oxy-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate
SMILES (Canonical) CCC=CCC(=O)OC12C3C(CC(C3OC(=O)C4=CC=CC=C4)(C(C1O)OC)O)C56C(CC(C7(C5C(C2C6N(C7)CC)OC)COC)O)OC
SMILES (Isomeric) CC/C=C/CC(=O)O[C@]12[C@@H]3[C@@H](C[C@@]([C@H]3OC(=O)C4=CC=CC=C4)([C@H]([C@@H]1O)OC)O)[C@]56[C@H](C[C@H]([C@@]7([C@H]5[C@@H]([C@H]2[C@H]6N(C7)CC)OC)COC)O)OC
InChI InChI=1S/C38H53NO11/c1-7-9-11-16-25(41)50-38-26-22(18-36(44,33(48-6)31(38)42)32(26)49-34(43)21-14-12-10-13-15-21)37-24(46-4)17-23(40)35(20-45-3)19-39(8-2)30(37)27(38)28(47-5)29(35)37/h9-15,22-24,26-33,40,42,44H,7-8,16-20H2,1-6H3/b11-9+/t22-,23-,24+,26-,27+,28-,29-,30-,31+,32+,33+,35+,36-,37+,38+/m1/s1
InChI Key KAJLTFUQEZFKBL-UGTDEPQCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H53NO11
Molecular Weight 699.80 g/mol
Exact Mass 699.36186151 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 1.98
H-Bond Acceptor 12
H-Bond Donor 3
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3R,4S,5R,6S,7S,8S,9R,10R,13R,14R,16S,17S,18S)-11-ethyl-8-[(E)-hex-3-enoyl]oxy-5,7,14-trihydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8115 81.15%
Caco-2 - 0.8191 81.91%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Lysosomes 0.4852 48.52%
OATP2B1 inhibitior - 0.8603 86.03%
OATP1B1 inhibitior + 0.9028 90.28%
OATP1B3 inhibitior + 0.9473 94.73%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9733 97.33%
P-glycoprotein inhibitior + 0.7502 75.02%
P-glycoprotein substrate + 0.7194 71.94%
CYP3A4 substrate + 0.7239 72.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7961 79.61%
CYP3A4 inhibition - 0.8612 86.12%
CYP2C9 inhibition - 0.9009 90.09%
CYP2C19 inhibition - 0.8902 89.02%
CYP2D6 inhibition - 0.9226 92.26%
CYP1A2 inhibition - 0.8991 89.91%
CYP2C8 inhibition + 0.7868 78.68%
CYP inhibitory promiscuity - 0.9202 92.02%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5463 54.63%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9198 91.98%
Skin irritation - 0.7638 76.38%
Skin corrosion - 0.9400 94.00%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7722 77.22%
Micronuclear + 0.5600 56.00%
Hepatotoxicity + 0.8000 80.00%
skin sensitisation - 0.8687 86.87%
Respiratory toxicity + 0.9556 95.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.9518 95.18%
Acute Oral Toxicity (c) I 0.7145 71.45%
Estrogen receptor binding + 0.8041 80.41%
Androgen receptor binding + 0.6895 68.95%
Thyroid receptor binding + 0.5536 55.36%
Glucocorticoid receptor binding - 0.5872 58.72%
Aromatase binding + 0.6551 65.51%
PPAR gamma + 0.7444 74.44%
Honey bee toxicity - 0.7514 75.14%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5545 55.45%
Fish aquatic toxicity + 0.9380 93.80%

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 99.28% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 96.15% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.79% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.68% 85.14%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 92.78% 94.08%
CHEMBL2581 P07339 Cathepsin D 92.40% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.72% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.59% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.18% 96.00%
CHEMBL5028 O14672 ADAM10 84.40% 97.50%
CHEMBL2535 P11166 Glucose transporter 83.89% 98.75%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 83.86% 88.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.46% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 83.44% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.39% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.65% 94.62%
CHEMBL4208 P20618 Proteasome component C5 82.04% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.54% 99.17%
CHEMBL4040 P28482 MAP kinase ERK2 81.25% 83.82%
CHEMBL1741221 Q9Y4P1 Cysteine protease ATG4B 80.62% 87.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163104675
LOTUS LTS0260175
wikiData Q105137857