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[(1S,3R,13R,14S,17S,18R,19R,20S,21S,22R,23R,24R,25S)-21,22,24-triacetyloxy-20-(acetyloxymethyl)-18,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-19-yl] 1-methyl-6-oxopyridine-3-carboxylate

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 67ccdf8e-ca11-4918-94fb-5beeb5065953
Taxonomy Alkaloids and derivatives
IUPAC Name [(1S,3R,13R,14S,17S,18R,19R,20S,21S,22R,23R,24R,25S)-21,22,24-triacetyloxy-20-(acetyloxymethyl)-18,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-19-yl] 1-methyl-6-oxopyridine-3-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C41H48N2O18/c1-18-19(2)35(50)59-32-29(49)33(60-36(51)24-12-13-26(48)43(9)15-24)40(17-54-20(3)44)34(58-23(6)47)30(56-21(4)45)27-31(57-22(5)46)41(40,39(32,8)53)61-38(27,7)16-55-37(52)25-11-10-14-42-28(18)25/h10-15,18-19,27,29-34,49,53H,16-17H2,1-9H3/t18-,19+,27-,29+,30-,31-,32+,33+,34-,38+,39+,40+,41+/m1/s1
InChI Key SODJPCZIKCWQDF-YDTXZKNUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C41H48N2O18
Molecular Weight 856.80 g/mol
Exact Mass 856.29021269 g/mol
Topological Polar Surface Area (TPSA) 267.00 Ų
XlogP -0.20
Atomic LogP (AlogP) 0.46
H-Bond Acceptor 20
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,13R,14S,17S,18R,19R,20S,21S,22R,23R,24R,25S)-21,22,24-triacetyloxy-20-(acetyloxymethyl)-18,25-dihydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-19-yl] 1-methyl-6-oxopyridine-3-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6943 69.43%
Caco-2 - 0.8554 85.54%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Lysosomes 0.4097 40.97%
OATP2B1 inhibitior - 0.5771 57.71%
OATP1B1 inhibitior + 0.8386 83.86%
OATP1B3 inhibitior + 0.9323 93.23%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9294 92.94%
BSEP inhibitior + 0.9761 97.61%
P-glycoprotein inhibitior + 0.8056 80.56%
P-glycoprotein substrate + 0.7935 79.35%
CYP3A4 substrate + 0.7287 72.87%
CYP2C9 substrate - 0.5986 59.86%
CYP2D6 substrate - 0.8802 88.02%
CYP3A4 inhibition - 0.8966 89.66%
CYP2C9 inhibition - 0.6861 68.61%
CYP2C19 inhibition - 0.6893 68.93%
CYP2D6 inhibition - 0.9226 92.26%
CYP1A2 inhibition - 0.7622 76.22%
CYP2C8 inhibition + 0.7257 72.57%
CYP inhibitory promiscuity - 0.5521 55.21%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5059 50.59%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9038 90.38%
Skin irritation - 0.8139 81.39%
Skin corrosion - 0.9403 94.03%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7349 73.49%
Micronuclear + 0.6800 68.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8916 89.16%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.7462 74.62%
Acute Oral Toxicity (c) III 0.5094 50.94%
Estrogen receptor binding + 0.8007 80.07%
Androgen receptor binding + 0.7459 74.59%
Thyroid receptor binding + 0.6542 65.42%
Glucocorticoid receptor binding + 0.7560 75.60%
Aromatase binding + 0.6374 63.74%
PPAR gamma + 0.7799 77.99%
Honey bee toxicity - 0.7196 71.96%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5950 59.50%
Fish aquatic toxicity + 0.8556 85.56%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.25% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.90% 96.09%
CHEMBL2581 P07339 Cathepsin D 98.74% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.56% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.52% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.25% 96.77%
CHEMBL1951 P21397 Monoamine oxidase A 96.14% 91.49%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 95.96% 81.11%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 94.42% 93.10%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.35% 94.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 91.64% 94.42%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.39% 89.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 90.74% 96.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.74% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.73% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.95% 95.89%
CHEMBL4208 P20618 Proteasome component C5 86.70% 90.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.93% 93.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.56% 96.90%
CHEMBL3891 P07384 Calpain 1 85.08% 93.04%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.18% 89.34%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.84% 96.67%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.83% 100.00%
CHEMBL5028 O14672 ADAM10 81.75% 97.50%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 81.63% 85.83%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.47% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.89% 96.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.60% 91.11%

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.
Semialarium mexicanum

Cross-Links

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PubChem 162857347
LOTUS LTS0271838
wikiData Q105256870