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[(1R,2S,3S,4S,5R,6S,8R,12R,13S,16R,19S,20R)-14-ethyl-2-hydroxy-6,19-dimethoxy-16-methyl-21-oxo-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-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 7885fc9e-6a13-4d4a-850f-d5b0ad328619
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name [(1R,2S,3S,4S,5R,6S,8R,12R,13S,16R,19S,20R)-14-ethyl-2-hydroxy-6,19-dimethoxy-16-methyl-21-oxo-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-4-yl] acetate
SMILES (Canonical) CCN1CC2(CCC(C34C2C(=O)C5(C31)C6(CC(C7CC4(C6C7OC(=O)C)O)OC)OCO5)OC)C
SMILES (Isomeric) CCN1C[C@@]2(CC[C@@H]([C@@]34[C@@H]2C(=O)[C@@]5([C@H]31)[C@]6(C[C@@H]([C@H]7C[C@@]4([C@@H]6[C@H]7OC(=O)C)O)OC)OCO5)OC)C
InChI InChI=1S/C26H37NO8/c1-6-27-11-22(3)8-7-16(32-5)25-19(22)20(29)26(21(25)27)24(33-12-34-26)10-15(31-4)14-9-23(25,30)18(24)17(14)35-13(2)28/h14-19,21,30H,6-12H2,1-5H3/t14-,15+,16+,17+,18+,19-,21+,22+,23+,24-,25-,26-/m1/s1
InChI Key JGUCDDHPUGUZEN-MMJPGLEVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H37NO8
Molecular Weight 491.60 g/mol
Exact Mass 491.25191714 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 0.90
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,3S,4S,5R,6S,8R,12R,13S,16R,19S,20R)-14-ethyl-2-hydroxy-6,19-dimethoxy-16-methyl-21-oxo-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-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 + 0.6454 64.54%
Caco-2 - 0.5892 58.92%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Lysosomes 0.6059 60.59%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8954 89.54%
OATP1B3 inhibitior + 0.9417 94.17%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.6552 65.52%
P-glycoprotein inhibitior - 0.5359 53.59%
P-glycoprotein substrate + 0.5829 58.29%
CYP3A4 substrate + 0.7133 71.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8020 80.20%
CYP3A4 inhibition - 0.7274 72.74%
CYP2C9 inhibition - 0.9073 90.73%
CYP2C19 inhibition - 0.8992 89.92%
CYP2D6 inhibition - 0.9365 93.65%
CYP1A2 inhibition - 0.9183 91.83%
CYP2C8 inhibition + 0.5834 58.34%
CYP inhibitory promiscuity - 0.9533 95.33%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5124 51.24%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9078 90.78%
Skin irritation - 0.7818 78.18%
Skin corrosion - 0.9333 93.33%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6578 65.78%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.5296 52.96%
skin sensitisation - 0.8654 86.54%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.5182 51.82%
Acute Oral Toxicity (c) III 0.4376 43.76%
Estrogen receptor binding + 0.8722 87.22%
Androgen receptor binding + 0.7683 76.83%
Thyroid receptor binding + 0.5910 59.10%
Glucocorticoid receptor binding + 0.5471 54.71%
Aromatase binding + 0.6705 67.05%
PPAR gamma + 0.6802 68.02%
Honey bee toxicity - 0.6513 65.13%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity - 0.4576 45.76%

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 98.63% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.76% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.80% 97.25%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 93.65% 95.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.93% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.89% 85.14%
CHEMBL2581 P07339 Cathepsin D 92.04% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.58% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.31% 86.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 89.18% 97.28%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.79% 94.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.54% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.01% 92.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.63% 96.77%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.35% 97.14%
CHEMBL5255 O00206 Toll-like receptor 4 83.78% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.09% 89.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.27% 93.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.15% 99.23%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 82.10% 94.42%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.10% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.66% 100.00%

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 barbeyi

Cross-Links

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PubChem 162963558
LOTUS LTS0154351
wikiData Q105127713