PlantaeDB Logo
Login Sign-up

[(2R,3R,5S,6S,8R,12R,13R,16R,20R,21S)-14-ethyl-4,6,19-trimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-21-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 2eaf0f94-683c-4233-a35a-6f5800291925
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(2R,3R,5S,6S,8R,12R,13R,16R,20R,21S)-14-ethyl-4,6,19-trimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-21-yl] acetate
SMILES (Canonical) CCN1CC2(CCC(C34C2C(C5(C31)C6(CC(C7CC4C6C7OC)OC)OCO5)OC(=O)C)OC)C
SMILES (Isomeric) CCN1C[C@@]2(CCC(C34[C@@H]2[C@@H]([C@]5([C@@H]31)[C@]6(C[C@@H]([C@@H]7C[C@@H]4[C@@H]6C7OC)OC)OCO5)OC(=O)C)OC)C
InChI InChI=1S/C27H41NO7/c1-7-28-12-24(3)9-8-18(31-5)26-16-10-15-17(30-4)11-25(19(16)20(15)32-6)27(23(26)28,34-13-33-25)22(21(24)26)35-14(2)29/h15-23H,7-13H2,1-6H3/t15-,16+,17-,18?,19+,20?,21+,22-,23+,24-,25+,26?,27-/m0/s1
InChI Key OWWYREKLGMILGW-JNAWDUEQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C27H41NO7
Molecular Weight 491.60 g/mol
Exact Mass 491.28830265 g/mol
Topological Polar Surface Area (TPSA) 75.70 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.24
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

Top
NSC-624745

2D Structure

Top
2D Structure of [(2R,3R,5S,6S,8R,12R,13R,16R,20R,21S)-14-ethyl-4,6,19-trimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-21-yl] acetate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7711 77.11%
Caco-2 + 0.4904 49.04%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Lysosomes 0.5353 53.53%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9024 90.24%
OATP1B3 inhibitior + 0.9491 94.91%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.4770 47.70%
P-glycoprotein inhibitior - 0.5650 56.50%
P-glycoprotein substrate + 0.5246 52.46%
CYP3A4 substrate + 0.7198 71.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7721 77.21%
CYP3A4 inhibition - 0.8302 83.02%
CYP2C9 inhibition - 0.9171 91.71%
CYP2C19 inhibition - 0.8740 87.40%
CYP2D6 inhibition - 0.8905 89.05%
CYP1A2 inhibition - 0.8854 88.54%
CYP2C8 inhibition + 0.6124 61.24%
CYP inhibitory promiscuity - 0.8398 83.98%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5340 53.40%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.8964 89.64%
Skin irritation - 0.8119 81.19%
Skin corrosion - 0.9347 93.47%
Ames mutagenesis - 0.6219 62.19%
Human Ether-a-go-go-Related Gene inhibition + 0.7290 72.90%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.6263 62.63%
skin sensitisation - 0.8487 84.87%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.6261 62.61%
Acute Oral Toxicity (c) III 0.6138 61.38%
Estrogen receptor binding + 0.8169 81.69%
Androgen receptor binding + 0.7594 75.94%
Thyroid receptor binding + 0.6404 64.04%
Glucocorticoid receptor binding + 0.6418 64.18%
Aromatase binding + 0.6903 69.03%
PPAR gamma + 0.7454 74.54%
Honey bee toxicity - 0.6844 68.44%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5445 54.45%
Fish aquatic toxicity - 0.4190 41.90%

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 99.38% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.63% 97.25%
CHEMBL204 P00734 Thrombin 95.72% 96.01%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.23% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.58% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.77% 85.14%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.84% 97.28%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.16% 92.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.21% 96.77%
CHEMBL340 P08684 Cytochrome P450 3A4 88.77% 91.19%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.70% 96.95%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 87.59% 88.42%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.31% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.39% 86.33%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.45% 89.50%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 83.65% 95.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.43% 100.00%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 83.04% 95.36%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.96% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 82.38% 92.50%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.14% 97.21%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 82.03% 95.58%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.59% 97.14%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.13% 97.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.70% 92.94%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.44% 93.00%
CHEMBL3820 P35557 Hexokinase type IV 80.23% 91.96%

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 carmichaelii
Delphinium ajacis
Delphinium dictyocarpum

Cross-Links

Top
PubChem 54607995
NPASS NPC150225