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[(1S,2R,3R,4S,5S,6S,8R,9R,10R,13S,16S,17R,18R)-11-ethyl-4,16,18-trihydroxy-6-methoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-8-yl] acetate

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 9fbdd3ba-8675-45a4-952e-d78bac3e6a9b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(1S,2R,3R,4S,5S,6S,8R,9R,10R,13S,16S,17R,18R)-11-ethyl-4,16,18-trihydroxy-6-methoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-8-yl] acetate
SMILES (Canonical) CCN1CC2(CCC(C34C2C(C(C31)C5(CC(C6CC4C5C6O)OC)OC(=O)C)O)O)COC
SMILES (Isomeric) CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2[C@H]([C@@H]([C@H]31)[C@]5(C[C@@H]([C@H]6C[C@@H]4[C@@H]5[C@H]6O)OC)OC(=O)C)O)O)COC
InChI InChI=1S/C25H39NO7/c1-5-26-10-23(11-31-3)7-6-16(28)25-14-8-13-15(32-4)9-24(33-12(2)27,17(14)19(13)29)18(22(25)26)20(30)21(23)25/h13-22,28-30H,5-11H2,1-4H3/t13-,14-,15+,16+,17-,18+,19+,20+,21-,22-,23+,24-,25+/m1/s1
InChI Key RRYLZZSYDRTJEL-XXYWQWTJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H39NO7
Molecular Weight 465.60 g/mol
Exact Mass 465.27265258 g/mol
Topological Polar Surface Area (TPSA) 109.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 0.42
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 5

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,9R,10R,13S,16S,17R,18R)-11-ethyl-4,16,18-trihydroxy-6-methoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-8-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8520 85.20%
Caco-2 - 0.6479 64.79%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Lysosomes 0.5736 57.36%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9189 91.89%
OATP1B3 inhibitior + 0.9367 93.67%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6442 64.42%
P-glycoprotein inhibitior - 0.8049 80.49%
P-glycoprotein substrate + 0.6230 62.30%
CYP3A4 substrate + 0.7020 70.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7096 70.96%
CYP3A4 inhibition - 0.8861 88.61%
CYP2C9 inhibition - 0.9143 91.43%
CYP2C19 inhibition - 0.9207 92.07%
CYP2D6 inhibition - 0.9386 93.86%
CYP1A2 inhibition - 0.9206 92.06%
CYP2C8 inhibition + 0.5301 53.01%
CYP inhibitory promiscuity - 0.9516 95.16%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6005 60.05%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9177 91.77%
Skin irritation - 0.7792 77.92%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6461 64.61%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.5110 51.10%
skin sensitisation - 0.8742 87.42%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.6277 62.77%
Acute Oral Toxicity (c) III 0.4339 43.39%
Estrogen receptor binding + 0.7813 78.13%
Androgen receptor binding + 0.6947 69.47%
Thyroid receptor binding + 0.6005 60.05%
Glucocorticoid receptor binding + 0.6318 63.18%
Aromatase binding + 0.7252 72.52%
PPAR gamma + 0.6018 60.18%
Honey bee toxicity - 0.7780 77.80%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5083 50.83%
Fish aquatic toxicity - 0.3990 39.90%

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 99.49% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.50% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.86% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.27% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.27% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 91.75% 90.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.17% 96.38%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 89.72% 95.58%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 89.27% 97.21%
CHEMBL204 P00734 Thrombin 88.02% 96.01%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.44% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.32% 100.00%
CHEMBL2581 P07339 Cathepsin D 87.04% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.90% 91.24%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.87% 96.95%
CHEMBL340 P08684 Cytochrome P450 3A4 86.12% 91.19%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.93% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 84.94% 95.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.26% 95.50%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 84.13% 98.99%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.69% 93.03%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.49% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.41% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.28% 92.62%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.20% 97.28%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.88% 97.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.84% 91.03%

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 staphisagria

Cross-Links

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PubChem 162843735
LOTUS LTS0256937
wikiData Q105244450