[(1S,17S,18S,19S)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraen-18-yl] hexadecanoate

Details

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Internal ID e41be412-e885-418c-831c-733235243b7b
Taxonomy Alkaloids and derivatives > Amaryllidaceae alkaloids > Lycorine-type amaryllidaceae alkaloids
IUPAC Name [(1S,17S,18S,19S)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraen-18-yl] hexadecanoate
SMILES (Canonical) CCCCCCCCCCCCCCCC(=O)OC1C(C=C2CCN3C2C1C4=CC5=C(C=C4C3)OCO5)O
SMILES (Isomeric) CCCCCCCCCCCCCCCC(=O)O[C@@H]1[C@H](C=C2CCN3[C@H]2[C@@H]1C4=CC5=C(C=C4C3)OCO5)O
InChI InChI=1S/C32H47NO5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-29(35)38-32-26(34)18-23-16-17-33-21-24-19-27-28(37-22-36-27)20-25(24)30(32)31(23)33/h18-20,26,30-32,34H,2-17,21-22H2,1H3/t26-,30-,31+,32+/m0/s1
InChI Key ISEQNYHFMBKSNB-HOXVFRLBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H47NO5
Molecular Weight 525.70 g/mol
Exact Mass 525.34542360 g/mol
Topological Polar Surface Area (TPSA) 68.20 Ų
XlogP 7.90
Atomic LogP (AlogP) 6.78
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,17S,18S,19S)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraen-18-yl] hexadecanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9800 98.00%
Caco-2 - 0.7863 78.63%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7539 75.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8818 88.18%
OATP1B3 inhibitior + 0.9361 93.61%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9483 94.83%
P-glycoprotein inhibitior + 0.6978 69.78%
P-glycoprotein substrate + 0.5876 58.76%
CYP3A4 substrate + 0.6262 62.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6950 69.50%
CYP3A4 inhibition - 0.5129 51.29%
CYP2C9 inhibition - 0.8971 89.71%
CYP2C19 inhibition - 0.7936 79.36%
CYP2D6 inhibition + 0.6294 62.94%
CYP1A2 inhibition - 0.6329 63.29%
CYP2C8 inhibition - 0.6639 66.39%
CYP inhibitory promiscuity - 0.5337 53.37%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4837 48.37%
Eye corrosion - 0.9882 98.82%
Eye irritation - 0.9003 90.03%
Skin irritation - 0.7571 75.71%
Skin corrosion - 0.9287 92.87%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5145 51.45%
Micronuclear + 0.5600 56.00%
Hepatotoxicity + 0.6199 61.99%
skin sensitisation - 0.8270 82.70%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.6246 62.46%
Acute Oral Toxicity (c) III 0.6928 69.28%
Estrogen receptor binding + 0.6464 64.64%
Androgen receptor binding + 0.5931 59.31%
Thyroid receptor binding - 0.7159 71.59%
Glucocorticoid receptor binding - 0.5284 52.84%
Aromatase binding - 0.5596 55.96%
PPAR gamma - 0.5301 53.01%
Honey bee toxicity - 0.8702 87.02%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity + 0.6188 61.88%
Fish aquatic toxicity + 0.9769 97.69%

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 98.99% 96.09%
CHEMBL2581 P07339 Cathepsin D 98.43% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.20% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 97.07% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.06% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 93.95% 90.71%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 93.33% 96.77%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.63% 95.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.32% 86.33%
CHEMBL4040 P28482 MAP kinase ERK2 92.16% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.90% 97.25%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 89.95% 96.25%
CHEMBL5255 O00206 Toll-like receptor 4 89.47% 92.50%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 88.99% 90.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.78% 95.89%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 86.95% 87.16%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.15% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.74% 89.00%
CHEMBL230 P35354 Cyclooxygenase-2 84.44% 89.63%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.44% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.38% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.29% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.22% 95.56%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 80.91% 92.08%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.49% 98.75%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.06% 95.50%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.00% 98.33%

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.
Atriplex muricata
Chromolaena laevigata
Crinum asiaticum
Crotalaria crispata
Haplopappus deserticola
Hesperocyparis arizonica
Seriphidium junceum
Viburnum lantana

Cross-Links

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PubChem 54764247
NPASS NPC230098
ChEMBL CHEMBL1922157