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(1S,2S,3S,4S,5R,6R,8S,9S,10S,13S,16S,17R,18R,19S)-11-ethyl-6,18-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,9,16,19-pentol

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 5feefe33-e411-4fb9-8cc7-012602f82321
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name (1S,2S,3S,4S,5R,6R,8S,9S,10S,13S,16S,17R,18R,19S)-11-ethyl-6,18-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,9,16,19-pentol
SMILES (Canonical) CCN1CC2(CCC(C34C2C(C(C31)(C5(CC(C6C(C5C4C6O)O)OC)O)O)OC)O)COC
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]6[C@@H]([C@@H]5[C@@H]4[C@@H]6O)O)OC)O)O)OC)O)COC
InChI InChI=1S/C24H39NO8/c1-5-25-9-21(10-31-2)7-6-12(26)23-15-14-16(27)13(17(15)28)11(32-3)8-22(14,29)24(30,20(23)25)19(33-4)18(21)23/h11-20,26-30H,5-10H2,1-4H3/t11-,12+,13+,14+,15-,16+,17-,18-,19-,20+,21+,22+,23-,24-/m1/s1
InChI Key PACJVUADJWQCJC-WTMYHSBRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H39NO8
Molecular Weight 469.60 g/mol
Exact Mass 469.26756720 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP -2.10
Atomic LogP (AlogP) -1.41
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,3S,4S,5R,6R,8S,9S,10S,13S,16S,17R,18R,19S)-11-ethyl-6,18-dimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecane-4,8,9,16,19-pentol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4787 47.87%
Caco-2 - 0.7001 70.01%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Lysosomes 0.6563 65.63%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior + 0.9188 91.88%
OATP1B3 inhibitior + 0.9436 94.36%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.5812 58.12%
P-glycoprotein inhibitior - 0.8784 87.84%
P-glycoprotein substrate + 0.5888 58.88%
CYP3A4 substrate + 0.6647 66.47%
CYP2C9 substrate - 0.8202 82.02%
CYP2D6 substrate + 0.3924 39.24%
CYP3A4 inhibition - 0.9163 91.63%
CYP2C9 inhibition - 0.8960 89.60%
CYP2C19 inhibition - 0.8908 89.08%
CYP2D6 inhibition - 0.9296 92.96%
CYP1A2 inhibition - 0.9338 93.38%
CYP2C8 inhibition + 0.5098 50.98%
CYP inhibitory promiscuity - 0.9667 96.67%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6155 61.55%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9347 93.47%
Skin irritation - 0.7672 76.72%
Skin corrosion - 0.9302 93.02%
Ames mutagenesis - 0.5970 59.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6888 68.88%
Micronuclear + 0.5400 54.00%
Hepatotoxicity - 0.6649 66.49%
skin sensitisation - 0.8593 85.93%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6882 68.82%
Acute Oral Toxicity (c) III 0.3894 38.94%
Estrogen receptor binding + 0.7027 70.27%
Androgen receptor binding + 0.6900 69.00%
Thyroid receptor binding + 0.6513 65.13%
Glucocorticoid receptor binding - 0.5615 56.15%
Aromatase binding + 0.6707 67.07%
PPAR gamma + 0.6438 64.38%
Honey bee toxicity - 0.7919 79.19%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity - 0.6626 66.26%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.09% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.40% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 93.78% 90.17%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 92.92% 95.52%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.43% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 91.20% 95.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.04% 96.61%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.94% 96.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.26% 95.89%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 87.46% 95.58%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.43% 85.14%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 86.39% 98.99%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.57% 94.45%
CHEMBL5203 P33316 dUTP pyrophosphatase 83.03% 99.18%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.67% 90.24%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 82.53% 95.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.85% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.72% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.13% 100.00%
CHEMBL2581 P07339 Cathepsin D 81.12% 98.95%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.02% 97.50%
CHEMBL1871 P10275 Androgen Receptor 80.76% 96.43%
CHEMBL2730 P21980 Protein-glutamine gamma-glutamyltransferase 80.47% 92.38%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.41% 92.94%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.39% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.37% 86.33%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.07% 91.03%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 80.00% 95.36%

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 leucostomum

Cross-Links

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PubChem 163067600
LOTUS LTS0114056
wikiData Q105204374