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[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-11-ethyl-8,9,16-trihydroxy-13-(hydroxymethyl)-6,18-dimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-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 570df562-1515-4e70-97aa-cbf7ffa18b40
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,18S)-11-ethyl-8,9,16-trihydroxy-13-(hydroxymethyl)-6,18-dimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-yl] acetate
SMILES (Canonical) CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6CC4C5C6OC(=O)C)OC)O)O)OC)O)CO
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(=O)C)OC)O)O)OC)O)CO
InChI InChI=1S/C25H39NO8/c1-5-26-10-22(11-27)7-6-16(29)24-14-8-13-15(32-3)9-23(30,17(14)18(13)34-12(2)28)25(31,21(24)26)20(33-4)19(22)24/h13-21,27,29-31H,5-11H2,1-4H3/t13-,14-,15+,16+,17-,18+,19-,20+,21+,22+,23-,24+,25-/m1/s1
InChI Key JJXSCKQFHIXOOJ-DIZROUMASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C25H39NO8
Molecular Weight 481.60 g/mol
Exact Mass 481.26756720 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -0.47
H-Bond Acceptor 9
H-Bond Donor 4
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,5R,6S,8R,9S,10S,13S,16S,17R,18S)-11-ethyl-8,9,16-trihydroxy-13-(hydroxymethyl)-6,18-dimethoxy-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-4-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 - 0.5000 50.00%
Caco-2 - 0.7455 74.55%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Lysosomes 0.5663 56.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9020 90.20%
OATP1B3 inhibitior + 0.9350 93.50%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.4697 46.97%
P-glycoprotein inhibitior - 0.7562 75.62%
P-glycoprotein substrate + 0.6253 62.53%
CYP3A4 substrate + 0.7192 71.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7768 77.68%
CYP3A4 inhibition - 0.8198 81.98%
CYP2C9 inhibition - 0.8982 89.82%
CYP2C19 inhibition - 0.9183 91.83%
CYP2D6 inhibition - 0.9369 93.69%
CYP1A2 inhibition - 0.9174 91.74%
CYP2C8 inhibition + 0.4742 47.42%
CYP inhibitory promiscuity - 0.9669 96.69%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6071 60.71%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9252 92.52%
Skin irritation - 0.7629 76.29%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis - 0.7012 70.12%
Human Ether-a-go-go-Related Gene inhibition + 0.7429 74.29%
Micronuclear + 0.6300 63.00%
Hepatotoxicity - 0.6138 61.38%
skin sensitisation - 0.8703 87.03%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.7681 76.81%
Acute Oral Toxicity (c) III 0.4246 42.46%
Estrogen receptor binding + 0.8088 80.88%
Androgen receptor binding + 0.7287 72.87%
Thyroid receptor binding + 0.6109 61.09%
Glucocorticoid receptor binding - 0.4817 48.17%
Aromatase binding + 0.6671 66.71%
PPAR gamma + 0.6668 66.68%
Honey bee toxicity - 0.6832 68.32%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity - 0.6855 68.55%

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 99.26% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.27% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.88% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.83% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 92.17% 91.19%
CHEMBL204 P00734 Thrombin 92.10% 96.01%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.49% 96.61%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.24% 96.38%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.22% 97.09%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 89.07% 95.52%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.79% 96.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 88.01% 97.21%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.94% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.33% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.91% 94.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.55% 97.28%
CHEMBL226 P30542 Adenosine A1 receptor 85.52% 95.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.06% 95.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.85% 91.03%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.53% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.71% 91.24%
CHEMBL2581 P07339 Cathepsin D 83.63% 98.95%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 83.31% 95.36%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.23% 93.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.01% 92.62%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.91% 97.50%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 81.68% 98.99%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.27% 95.58%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.17% 93.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.41% 86.33%

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.
Erechtites hieraciifolius

Cross-Links

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PubChem 101346111
LOTUS LTS0082588
wikiData Q105186846