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[(1S,2R,3R,4R,5R,6S,7S,8R,9R,10R,13S,15S,16R,17R,18R)-8-acetyloxy-11-ethyl-5,7,15-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 a78c68f3-fc64-462a-9ff8-5c324f68ac75
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(1S,2R,3R,4R,5R,6S,7S,8R,9R,10R,13S,15S,16R,17R,18R)-8-acetyloxy-11-ethyl-5,7,15-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) CCN1CC2(CC(C(C34C2C(C(C31)C5(C6C4CC(C6OC(=O)C7=CC=CC=C7)(C(C5O)OC)O)OC(=O)C)OC)OC)O)COC
SMILES (Isomeric) CCN1C[C@@]2(C[C@@H]([C@@H]([C@@]34[C@@H]2[C@H]([C@@H]([C@H]31)[C@@]5([C@@H]6[C@H]4C[C@@]([C@@H]6OC(=O)C7=CC=CC=C7)([C@H]([C@@H]5O)OC)O)OC(=O)C)OC)OC)O)COC
InChI InChI=1S/C34H47NO11/c1-7-35-15-31(16-41-3)14-20(37)27(43-5)33-19-13-32(40)28(45-30(39)18-11-9-8-10-12-18)21(19)34(46-17(2)36,26(38)29(32)44-6)22(25(33)35)23(42-4)24(31)33/h8-12,19-29,37-38,40H,7,13-16H2,1-6H3/t19-,20+,21-,22+,23+,24-,25-,26+,27+,28-,29+,31+,32-,33+,34-/m1/s1
InChI Key HZQIKAUHRQRVMI-UKWDDQKWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H47NO11
Molecular Weight 645.70 g/mol
Exact Mass 645.31491132 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 0.65
H-Bond Acceptor 12
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3R,4R,5R,6S,7S,8R,9R,10R,13S,15S,16R,17R,18R)-8-acetyloxy-11-ethyl-5,7,15-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 + 0.6161 61.61%
Caco-2 - 0.8026 80.26%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Lysosomes 0.6373 63.73%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9130 91.30%
OATP1B3 inhibitior + 0.9469 94.69%
MATE1 inhibitior - 0.9220 92.20%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8982 89.82%
P-glycoprotein inhibitior + 0.6568 65.68%
P-glycoprotein substrate + 0.6599 65.99%
CYP3A4 substrate + 0.7041 70.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7414 74.14%
CYP3A4 inhibition - 0.7897 78.97%
CYP2C9 inhibition - 0.8777 87.77%
CYP2C19 inhibition - 0.8601 86.01%
CYP2D6 inhibition - 0.8965 89.65%
CYP1A2 inhibition - 0.8571 85.71%
CYP2C8 inhibition + 0.7253 72.53%
CYP inhibitory promiscuity - 0.8989 89.89%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5538 55.38%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9134 91.34%
Skin irritation - 0.7781 77.81%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7309 73.09%
Micronuclear + 0.5500 55.00%
Hepatotoxicity + 0.6875 68.75%
skin sensitisation - 0.8696 86.96%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8994 89.94%
Acute Oral Toxicity (c) I 0.7544 75.44%
Estrogen receptor binding + 0.8230 82.30%
Androgen receptor binding + 0.6711 67.11%
Thyroid receptor binding + 0.5453 54.53%
Glucocorticoid receptor binding - 0.7682 76.82%
Aromatase binding + 0.6876 68.76%
PPAR gamma + 0.7615 76.15%
Honey bee toxicity - 0.8137 81.37%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5355 53.55%
Fish aquatic toxicity + 0.7210 72.10%

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 98.16% 90.17%
CHEMBL2581 P07339 Cathepsin D 97.86% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.54% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.99% 86.33%
CHEMBL4040 P28482 MAP kinase ERK2 93.99% 83.82%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 93.86% 94.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.69% 99.23%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.60% 96.00%
CHEMBL5028 O14672 ADAM10 85.17% 97.50%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.35% 94.62%
CHEMBL2535 P11166 Glucose transporter 82.86% 98.75%
CHEMBL4208 P20618 Proteasome component C5 82.27% 90.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.24% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.14% 95.56%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 81.41% 81.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.16% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.11% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 80.03% 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.
Aconitum karakolicum

Cross-Links

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PubChem 101986175
LOTUS LTS0010735
wikiData Q105035791