(21-Acetyloxy-14-ethyl-2-hydroxy-4,19-dimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-6-yl) acetate

Details

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Internal ID e26ec4f8-0c45-4987-85c0-8f1f79791c6f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Aconitane-type diterpenoid alkaloids
IUPAC Name (21-acetyloxy-14-ethyl-2-hydroxy-4,19-dimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-6-yl) acetate
SMILES (Canonical) CCN1CC2(CCC(C34C2C(C5(C31)C6(CC(C7CC4(C6C7OC)O)OC(=O)C)OCO5)OC(=O)C)OC)C
SMILES (Isomeric) CCN1CC2(CCC(C34C2C(C5(C31)C6(CC(C7CC4(C6C7OC)O)OC(=O)C)OCO5)OC(=O)C)OC)C
InChI InChI=1S/C28H41NO9/c1-7-29-12-24(4)9-8-18(33-5)27-21(24)22(38-15(3)31)28(23(27)29)26(35-13-36-28)11-17(37-14(2)30)16-10-25(27,32)20(26)19(16)34-6/h16-23,32H,7-13H2,1-6H3
InChI Key AOFDJQMSIGLVRO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H41NO9
Molecular Weight 535.60 g/mol
Exact Mass 535.27813189 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 1.27
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (21-Acetyloxy-14-ethyl-2-hydroxy-4,19-dimethoxy-16-methyl-9,11-dioxa-14-azaheptacyclo[10.7.2.12,5.01,13.03,8.08,12.016,20]docosan-6-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 - 0.6811 68.11%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Lysosomes 0.6059 60.59%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9361 93.61%
OATP1B3 inhibitior + 0.9417 94.17%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.8715 87.15%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.5216 52.16%
CYP3A4 substrate + 0.7115 71.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7955 79.55%
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 + 0.5923 59.23%
CYP inhibitory promiscuity - 0.9533 95.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5124 51.24%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9057 90.57%
Skin irritation - 0.7818 78.18%
Skin corrosion - 0.9333 93.33%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3639 36.39%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.5620 56.20%
skin sensitisation - 0.8654 86.54%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.6245 62.45%
Acute Oral Toxicity (c) III 0.4376 43.76%
Estrogen receptor binding + 0.8391 83.91%
Androgen receptor binding + 0.7536 75.36%
Thyroid receptor binding + 0.5478 54.78%
Glucocorticoid receptor binding + 0.5752 57.52%
Aromatase binding + 0.6869 68.69%
PPAR gamma + 0.7310 73.10%
Honey bee toxicity - 0.7028 70.28%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5100 51.00%
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 99.15% 96.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 98.56% 95.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.31% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.44% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.07% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.97% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.02% 97.09%
CHEMBL3922 P50579 Methionine aminopeptidase 2 89.67% 97.28%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.46% 92.62%
CHEMBL2581 P07339 Cathepsin D 87.36% 98.95%
CHEMBL204 P00734 Thrombin 87.28% 96.01%
CHEMBL340 P08684 Cytochrome P450 3A4 85.44% 91.19%
CHEMBL4040 P28482 MAP kinase ERK2 85.26% 83.82%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.98% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.75% 86.33%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.40% 94.33%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 83.84% 96.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.84% 95.50%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 83.39% 95.36%
CHEMBL5255 O00206 Toll-like receptor 4 83.13% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.86% 89.00%
CHEMBL221 P23219 Cyclooxygenase-1 82.73% 90.17%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.89% 89.05%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.21% 82.50%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.81% 94.42%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.51% 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 retropilosum

Cross-Links

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PubChem 14264171
LOTUS LTS0024489
wikiData Q104915590