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[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18R)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-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 3dd03745-7c40-4cfa-b2f1-c7bbc66d3b76
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18R)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-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(C6CC4C5C6OC)OC)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]6OC)OC)O)O)OC)OC)COC(=O)C7=CC=CC=C7N8C(=O)C[C@@H](C8=O)C
InChI InChI=1S/C37H50N2O10/c1-7-38-17-34(18-49-32(42)20-10-8-9-11-23(20)39-26(40)14-19(2)31(39)41)13-12-25(46-4)36-22-15-21-24(45-3)16-35(43,27(22)28(21)47-5)37(44,33(36)38)30(48-6)29(34)36/h8-11,19,21-22,24-25,27-30,33,43-44H,7,12-18H2,1-6H3/t19-,21+,22+,24-,25-,27+,28-,29+,30+,33-,34-,35+,36-,37+/m0/s1
InChI Key XLTANAWLDBYGFU-PMSCOCSBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H50N2O10
Molecular Weight 682.80 g/mol
Exact Mass 682.34654580 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 2.04
H-Bond Acceptor 11
H-Bond Donor 2
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,4S,5R,6S,8R,9S,10S,13S,16S,17R,18R)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-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 + 0.7378 73.78%
Caco-2 - 0.8196 81.96%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6126 61.26%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8433 84.33%
OATP1B3 inhibitior + 0.9294 92.94%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9896 98.96%
P-glycoprotein inhibitior + 0.7745 77.45%
P-glycoprotein substrate + 0.7467 74.67%
CYP3A4 substrate + 0.7383 73.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7782 77.82%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.9071 90.71%
CYP2C19 inhibition - 0.9025 90.25%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.9387 93.87%
CYP2C8 inhibition + 0.7671 76.71%
CYP inhibitory promiscuity - 0.9484 94.84%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6126 61.26%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9248 92.48%
Skin irritation - 0.7895 78.95%
Skin corrosion - 0.9390 93.90%
Ames mutagenesis - 0.6840 68.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7328 73.28%
Micronuclear + 0.7600 76.00%
Hepatotoxicity - 0.6642 66.42%
skin sensitisation - 0.8849 88.49%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8963 89.63%
Acute Oral Toxicity (c) III 0.5759 57.59%
Estrogen receptor binding + 0.8134 81.34%
Androgen receptor binding + 0.7704 77.04%
Thyroid receptor binding - 0.4890 48.90%
Glucocorticoid receptor binding + 0.6625 66.25%
Aromatase binding + 0.7036 70.36%
PPAR gamma + 0.7520 75.20%
Honey bee toxicity - 0.7207 72.07%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9332 93.32%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 1 nM
 Ki
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.35% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.41% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.94% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.74% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.73% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.55% 86.33%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 92.11% 92.67%
CHEMBL299 P17252 Protein kinase C alpha 91.14% 98.03%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.59% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.19% 97.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.31% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.12% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.62% 85.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.34% 93.03%
CHEMBL1902 P62942 FK506-binding protein 1A 85.04% 97.05%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.74% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 82.74% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.46% 99.23%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.90% 97.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.55% 93.00%

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 winklerianum

Cross-Links

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PubChem 163024197
LOTUS LTS0128968
wikiData Q105330345