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[(1S,2R,3R,4S,5S,6S,8R,9S,10S,13S,16S,17R,18S)-6-acetyloxy-11-ethyl-4,8,9-trihydroxy-16,18-dimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-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 6dda1415-f2ce-4fa8-a645-90a42b5c6cb3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(1S,2R,3R,4S,5S,6S,8R,9S,10S,13S,16S,17R,18S)-6-acetyloxy-11-ethyl-4,8,9-trihydroxy-16,18-dimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate
SMILES (Canonical) CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6O)OC(=O)C)O)O)OC)OC)COC(=O)C7=CC=CC=C7N8C(=O)CC(C8=O)C
SMILES (Isomeric) CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@@H]([C@@]([C@H]31)([C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6O)OC(=O)C)O)O)OC)OC)COC(=O)C7=CC=CC=C7N8C(=O)C[C@@H](C8=O)C
InChI InChI=1S/C37H48N2O11/c1-6-38-16-34(17-49-32(44)20-9-7-8-10-23(20)39-26(41)13-18(2)31(39)43)12-11-25(47-4)36-22-14-21-24(50-19(3)40)15-35(45,27(22)28(21)42)37(46,33(36)38)30(48-5)29(34)36/h7-10,18,21-22,24-25,27-30,33,42,45-46H,6,11-17H2,1-5H3/t18-,21+,22+,24-,25-,27+,28-,29+,30-,33-,34-,35+,36-,37+/m0/s1
InChI Key FFEZGPKGGQWAER-LANDAFLASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H48N2O11
Molecular Weight 696.80 g/mol
Exact Mass 696.32581035 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.30
H-Bond Acceptor 12
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,3R,4S,5S,6S,8R,9S,10S,13S,16S,17R,18S)-6-acetyloxy-11-ethyl-4,8,9-trihydroxy-16,18-dimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-13-yl]methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-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 + 0.6178 61.78%
Caco-2 - 0.8306 83.06%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5485 54.85%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8448 84.48%
OATP1B3 inhibitior + 0.9310 93.10%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9827 98.27%
P-glycoprotein inhibitior + 0.7752 77.52%
P-glycoprotein substrate + 0.7689 76.89%
CYP3A4 substrate + 0.7464 74.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7775 77.75%
CYP3A4 inhibition - 0.8854 88.54%
CYP2C9 inhibition - 0.8889 88.89%
CYP2C19 inhibition - 0.8890 88.90%
CYP2D6 inhibition - 0.9274 92.74%
CYP1A2 inhibition - 0.9301 93.01%
CYP2C8 inhibition + 0.7867 78.67%
CYP inhibitory promiscuity - 0.9346 93.46%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6268 62.68%
Eye corrosion - 0.9875 98.75%
Eye irritation - 0.9213 92.13%
Skin irritation - 0.7842 78.42%
Skin corrosion - 0.9370 93.70%
Ames mutagenesis - 0.6240 62.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7738 77.38%
Micronuclear + 0.7700 77.00%
Hepatotoxicity - 0.7037 70.37%
skin sensitisation - 0.8793 87.93%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8293 82.93%
Acute Oral Toxicity (c) III 0.5465 54.65%
Estrogen receptor binding + 0.8357 83.57%
Androgen receptor binding + 0.7649 76.49%
Thyroid receptor binding + 0.5206 52.06%
Glucocorticoid receptor binding + 0.7389 73.89%
Aromatase binding + 0.7019 70.19%
PPAR gamma + 0.7697 76.97%
Honey bee toxicity - 0.6804 68.04%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9197 91.97%

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 99.55% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.56% 97.25%
CHEMBL2581 P07339 Cathepsin D 97.05% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.94% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 95.50% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.78% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.29% 91.11%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 92.94% 92.67%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.46% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.65% 95.56%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 88.99% 88.42%
CHEMBL2996 Q05655 Protein kinase C delta 88.75% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 88.15% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.95% 97.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.41% 82.69%
CHEMBL299 P17252 Protein kinase C alpha 87.03% 98.03%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.72% 94.08%
CHEMBL1902 P62942 FK506-binding protein 1A 85.05% 97.05%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.62% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.40% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.18% 95.89%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.94% 93.03%

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.
Delphinium nuttallianum

Cross-Links

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PubChem 100993184
LOTUS LTS0020564
wikiData Q104994423