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[(12R,13S,14S,19S,23S,25R)-16,17-diacetyloxy-10,12,14,23-tetrahydroxy-6,10,19-trimethyl-13-(2-methylbutanoyloxy)-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] 2-hydroxy-2-methylbutanoate

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 25fac11d-fd1f-4a4a-9513-4a0026948f55
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Cerveratrum-type alkaloids
IUPAC Name [(12R,13S,14S,19S,23S,25R)-16,17-diacetyloxy-10,12,14,23-tetrahydroxy-6,10,19-trimethyl-13-(2-methylbutanoyloxy)-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] 2-hydroxy-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1C(C2C(CN3CC(CCC3C2(C)O)C)C4C1(C5C(C(C6C7(C5(C4)OC6(C(CC7)OC(=O)C(C)(CC)O)O)C)OC(=O)C)OC(=O)C)O)O
SMILES (Isomeric) CCC(C)C(=O)O[C@H]1[C@@H](C2C(CN3CC(CCC3C2(C)O)C)C4[C@@]1(C5C(C(C6[C@]7([C@]5(C4)O[C@@]6(C(CC7)OC(=O)C(C)(CC)O)O)C)OC(=O)C)OC(=O)C)O)O
InChI InChI=1S/C41H63NO14/c1-10-20(4)34(46)55-33-28(45)27-23(18-42-17-19(3)12-13-25(42)38(27,9)49)24-16-39-32(40(24,33)50)30(53-22(6)44)29(52-21(5)43)31-36(39,7)15-14-26(41(31,51)56-39)54-35(47)37(8,48)11-2/h19-20,23-33,45,48-51H,10-18H2,1-9H3/t19?,20?,23?,24?,25?,26?,27?,28-,29?,30?,31?,32?,33+,36+,37?,38?,39-,40+,41-/m1/s1
InChI Key HYTGGNIMZXFORS-ISIRUOLJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H63NO14
Molecular Weight 793.90 g/mol
Exact Mass 793.42485568 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.61
H-Bond Acceptor 15
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(12R,13S,14S,19S,23S,25R)-16,17-diacetyloxy-10,12,14,23-tetrahydroxy-6,10,19-trimethyl-13-(2-methylbutanoyloxy)-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] 2-hydroxy-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6715 67.15%
Caco-2 - 0.8611 86.11%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Lysosomes 0.6149 61.49%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9413 94.13%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7846 78.46%
P-glycoprotein inhibitior + 0.7658 76.58%
P-glycoprotein substrate + 0.6820 68.20%
CYP3A4 substrate + 0.7406 74.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7867 78.67%
CYP3A4 inhibition - 0.8309 83.09%
CYP2C9 inhibition - 0.9078 90.78%
CYP2C19 inhibition - 0.9025 90.25%
CYP2D6 inhibition - 0.9308 93.08%
CYP1A2 inhibition - 0.9425 94.25%
CYP2C8 inhibition + 0.7207 72.07%
CYP inhibitory promiscuity - 0.9613 96.13%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5302 53.02%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9078 90.78%
Skin irritation - 0.7598 75.98%
Skin corrosion - 0.9349 93.49%
Ames mutagenesis - 0.6174 61.74%
Human Ether-a-go-go-Related Gene inhibition - 0.5269 52.69%
Micronuclear + 0.5500 55.00%
Hepatotoxicity + 0.5666 56.66%
skin sensitisation - 0.8817 88.17%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.4536 45.36%
Acute Oral Toxicity (c) I 0.8149 81.49%
Estrogen receptor binding + 0.7279 72.79%
Androgen receptor binding + 0.7616 76.16%
Thyroid receptor binding - 0.5479 54.79%
Glucocorticoid receptor binding + 0.7414 74.14%
Aromatase binding + 0.6620 66.20%
PPAR gamma + 0.7510 75.10%
Honey bee toxicity - 0.6790 67.90%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.7302 73.02%

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 99.95% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.16% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 98.57% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.22% 85.14%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 97.54% 89.05%
CHEMBL2581 P07339 Cathepsin D 95.10% 98.95%
CHEMBL1914 P06276 Butyrylcholinesterase 94.34% 95.00%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 92.09% 87.16%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.91% 97.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.50% 96.61%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.29% 96.47%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 91.20% 95.36%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.01% 95.89%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 90.68% 82.50%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 90.58% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.17% 94.45%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.16% 97.28%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.81% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.69% 82.69%
CHEMBL2996 Q05655 Protein kinase C delta 89.07% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.35% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.70% 93.56%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.22% 89.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.71% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.23% 92.50%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 86.16% 94.78%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 86.16% 99.17%
CHEMBL299 P17252 Protein kinase C alpha 86.16% 98.03%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.50% 91.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.89% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.73% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.64% 96.90%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.40% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.34% 97.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.14% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.89% 89.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.72% 94.00%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.60% 97.29%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.23% 93.04%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.84% 98.05%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.78% 92.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.70% 91.11%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 80.67% 99.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.42% 95.50%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 80.38% 95.71%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.36% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.28% 94.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.19% 93.00%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 80.00% 97.31%

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.
Strychnos nux-vomica

Cross-Links

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PubChem 51027899
NPASS NPC10873