Methyl 2-(acetyloxymethyl)-6-methyl-20-oxo-8-azahexacyclo[11.5.1.11,5.02,10.03,8.016,19]icos-13(19)-ene-17-carboxylate

Details

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Internal ID b8d88de9-02fa-4ba7-9354-da0ef413aa74
Taxonomy Alkaloids and derivatives > Yuzurimine-type alkaloids
IUPAC Name methyl 2-(acetyloxymethyl)-6-methyl-20-oxo-8-azahexacyclo[11.5.1.11,5.02,10.03,8.016,19]icos-13(19)-ene-17-carboxylate
SMILES (Canonical) CC1CN2CC3CCC4=C5C(CC4)C(CC56C3(C2CC1C6=O)COC(=O)C)C(=O)OC
SMILES (Isomeric) CC1CN2CC3CCC4=C5C(CC4)C(CC56C3(C2CC1C6=O)COC(=O)C)C(=O)OC
InChI InChI=1S/C25H33NO5/c1-13-10-26-11-16-6-4-15-5-7-17-19(23(29)30-3)9-24(21(15)17)22(28)18(13)8-20(26)25(16,24)12-31-14(2)27/h13,16-20H,4-12H2,1-3H3
InChI Key AKKGRTXQCJCVRL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H33NO5
Molecular Weight 427.50 g/mol
Exact Mass 427.23587315 g/mol
Topological Polar Surface Area (TPSA) 72.90 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.75
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 2-(acetyloxymethyl)-6-methyl-20-oxo-8-azahexacyclo[11.5.1.11,5.02,10.03,8.016,19]icos-13(19)-ene-17-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9377 93.77%
Caco-2 + 0.6530 65.30%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6761 67.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8902 89.02%
OATP1B3 inhibitior + 0.9455 94.55%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8276 82.76%
P-glycoprotein inhibitior - 0.4350 43.50%
P-glycoprotein substrate + 0.5315 53.15%
CYP3A4 substrate + 0.6972 69.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7205 72.05%
CYP3A4 inhibition - 0.8826 88.26%
CYP2C9 inhibition - 0.9081 90.81%
CYP2C19 inhibition - 0.9241 92.41%
CYP2D6 inhibition - 0.8006 80.06%
CYP1A2 inhibition - 0.8185 81.85%
CYP2C8 inhibition + 0.5286 52.86%
CYP inhibitory promiscuity - 0.8616 86.16%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4827 48.27%
Eye corrosion - 0.9867 98.67%
Eye irritation - 0.9037 90.37%
Skin irritation - 0.7377 73.77%
Skin corrosion - 0.9199 91.99%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3738 37.38%
Micronuclear + 0.5300 53.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8378 83.78%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.5396 53.96%
Acute Oral Toxicity (c) III 0.6841 68.41%
Estrogen receptor binding + 0.8131 81.31%
Androgen receptor binding + 0.7422 74.22%
Thyroid receptor binding - 0.6083 60.83%
Glucocorticoid receptor binding + 0.7728 77.28%
Aromatase binding + 0.5412 54.12%
PPAR gamma + 0.5362 53.62%
Honey bee toxicity - 0.7188 71.88%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9395 93.95%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.56% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.79% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.50% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.54% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.36% 97.25%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.90% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 89.01% 91.19%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.79% 91.11%
CHEMBL3437 Q16853 Amine oxidase, copper containing 88.63% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.07% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 86.17% 92.50%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 85.94% 95.71%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.68% 95.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.95% 82.69%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.73% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.99% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.20% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.01% 95.56%

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.
Daphniphyllum subverticillatum

Cross-Links

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PubChem 74430992
LOTUS LTS0115728
wikiData Q104913688