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[(1R,2S,3S,4R,5R,6S,7S,8S,13R,14R,16S,17R,18R)-8-acetyloxy-2,5,7,14-tetrahydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-methyl-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 4acdb2ac-f4dc-493d-b641-5c7f91919f47
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(1R,2S,3S,4R,5R,6S,7S,8S,13R,14R,16S,17R,18R)-8-acetyloxy-2,5,7,14-tetrahydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-methyl-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] benzoate
SMILES (Canonical) CC(=O)OC12C3C(C4C5(CN(C3C4(C(CC5O)OC)C6(C1C(C(C6)(C(C2O)OC)O)OC(=O)C7=CC=CC=C7)O)C)COC)OC
SMILES (Isomeric) CC(=O)O[C@]12[C@H]3[C@H]([C@](C[C@]3([C@]45[C@H](C[C@H]([C@@]6([C@H]4[C@H](C1C5N(C6)C)OC)COC)O)OC)O)([C@H]([C@@H]2O)OC)O)OC(=O)C7=CC=CC=C7
InChI InChI=1S/C33H45NO12/c1-16(35)46-33-20-21(43-5)22-29(15-41-3)14-34(2)24(20)32(22,19(42-4)12-18(29)36)31(40)13-30(39,27(44-6)25(33)37)26(23(31)33)45-28(38)17-10-8-7-9-11-17/h7-11,18-27,36-37,39-40H,12-15H2,1-6H3/t18-,19+,20?,21+,22-,23+,24?,25+,26-,27+,29+,30-,31+,32-,33+/m1/s1
InChI Key GPTAWZLFSGYZGC-AKAIBHOKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H45NO12
Molecular Weight 647.70 g/mol
Exact Mass 647.29417587 g/mol
Topological Polar Surface Area (TPSA) 174.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -0.63
H-Bond Acceptor 13
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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C08663

2D Structure

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2D Structure of [(1R,2S,3S,4R,5R,6S,7S,8S,13R,14R,16S,17R,18R)-8-acetyloxy-2,5,7,14-tetrahydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-methyl-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 + 0.5904 59.04%
Caco-2 - 0.8248 82.48%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Lysosomes 0.5532 55.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8970 89.70%
OATP1B3 inhibitior + 0.9465 94.65%
MATE1 inhibitior - 0.9220 92.20%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8260 82.60%
P-glycoprotein inhibitior + 0.6584 65.84%
P-glycoprotein substrate + 0.7502 75.02%
CYP3A4 substrate + 0.7148 71.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7414 74.14%
CYP3A4 inhibition - 0.8551 85.51%
CYP2C9 inhibition - 0.9085 90.85%
CYP2C19 inhibition - 0.8998 89.98%
CYP2D6 inhibition - 0.9249 92.49%
CYP1A2 inhibition - 0.9045 90.45%
CYP2C8 inhibition + 0.7140 71.40%
CYP inhibitory promiscuity - 0.9530 95.30%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5617 56.17%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9108 91.08%
Skin irritation - 0.7782 77.82%
Skin corrosion - 0.9427 94.27%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6677 66.77%
Micronuclear + 0.5500 55.00%
Hepatotoxicity + 0.6250 62.50%
skin sensitisation - 0.8813 88.13%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8733 87.33%
Acute Oral Toxicity (c) I 0.7228 72.28%
Estrogen receptor binding + 0.8171 81.71%
Androgen receptor binding + 0.7149 71.49%
Thyroid receptor binding + 0.5598 55.98%
Glucocorticoid receptor binding - 0.7689 76.89%
Aromatase binding + 0.7200 72.00%
PPAR gamma + 0.7621 76.21%
Honey bee toxicity - 0.7640 76.40%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.8301 83.01%

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 98.84% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.43% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.07% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.46% 85.14%
CHEMBL4208 P20618 Proteasome component C5 89.54% 90.00%
CHEMBL5028 O14672 ADAM10 89.00% 97.50%
CHEMBL221 P23219 Cyclooxygenase-1 88.85% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.97% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.73% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.98% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.82% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.79% 96.00%
CHEMBL4040 P28482 MAP kinase ERK2 83.39% 83.82%
CHEMBL2535 P11166 Glucose transporter 83.28% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.86% 95.89%
CHEMBL202 P00374 Dihydrofolate reductase 82.30% 89.92%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.08% 91.07%

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 carmichaelii
Aconitum jaluense
Aconitum japonicum
Aconitum kusnezoffii
Aconitum turczaninowii
Aconitum volubile var. pubescens

Cross-Links

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PubChem 118701715
NPASS NPC137584
LOTUS LTS0139324
wikiData Q104402251