PlantaeDB Logo
Login Sign-up

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

Top
Internal ID bac784f1-0eb2-411d-be7d-e7f70ffe1f56
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-dihydroxy-4,6,16-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.12,5.01,10.03,8.013,17]nonadecan-18-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H43NO8/c1-7-28-12-24(13-32-3)9-8-18(34-5)26-16-10-15-17(33-4)11-25(30,19(16)20(15)35-6)27(31,23(26)28)22(21(24)26)36-14(2)29/h15-23,30-31H,7-13H2,1-6H3/t15-,16-,17+,18+,19-,20+,21-,22+,23+,24+,25-,26+,27-/m1/s1
InChI Key BXWPDMXKEZYVBB-JJQLKCKLSA-N
Popularity 5 references in papers

Physical and Chemical Properties

Top
Molecular Formula C27H43NO8
Molecular Weight 509.60 g/mol
Exact Mass 509.29886733 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 0.84
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4761 47.61%
Caco-2 - 0.6612 66.12%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Lysosomes 0.4939 49.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8910 89.10%
OATP1B3 inhibitior + 0.9319 93.19%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6272 62.72%
P-glycoprotein inhibitior - 0.7296 72.96%
P-glycoprotein substrate + 0.6391 63.91%
CYP3A4 substrate + 0.7221 72.21%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7620 76.20%
CYP3A4 inhibition - 0.8167 81.67%
CYP2C9 inhibition - 0.9145 91.45%
CYP2C19 inhibition - 0.9204 92.04%
CYP2D6 inhibition - 0.9387 93.87%
CYP1A2 inhibition - 0.9264 92.64%
CYP2C8 inhibition + 0.6149 61.49%
CYP inhibitory promiscuity - 0.9647 96.47%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5751 57.51%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9042 90.42%
Skin irritation - 0.7590 75.90%
Skin corrosion - 0.9398 93.98%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3956 39.56%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.7036 70.36%
skin sensitisation - 0.8740 87.40%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7368 73.68%
Acute Oral Toxicity (c) I 0.3792 37.92%
Estrogen receptor binding + 0.7702 77.02%
Androgen receptor binding + 0.7272 72.72%
Thyroid receptor binding + 0.5511 55.11%
Glucocorticoid receptor binding + 0.5485 54.85%
Aromatase binding + 0.6925 69.25%
PPAR gamma + 0.6896 68.96%
Honey bee toxicity - 0.7100 71.00%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5655 56.55%
Fish aquatic toxicity - 0.3939 39.39%

Targets

Top

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 99.47% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.91% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.92% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.01% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.34% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 90.79% 91.19%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.47% 96.38%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 89.25% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.23% 96.95%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.12% 97.28%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 86.57% 95.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.50% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.28% 94.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.82% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.66% 97.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.65% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.89% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.44% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.25% 97.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.99% 93.03%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.65% 92.94%
CHEMBL5255 O00206 Toll-like receptor 4 81.62% 92.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.37% 96.77%
CHEMBL221 P23219 Cyclooxygenase-1 81.29% 90.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.95% 95.89%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.90% 95.58%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.88% 91.11%
CHEMBL204 P00734 Thrombin 80.25% 96.01%

Plants that contains it

Top
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 barbatum
Aconitum leucostomum

Cross-Links

Top
PubChem 101712963
LOTUS LTS0009923
wikiData Q104948669