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[(1S,2S,6S,9S,10S,11R,12R,13S,14S,15S,16R,18S,19S,22S,23S,25R)-16-acetyloxy-10,12,14,23-tetrahydroxy-6,10,19-trimethyl-13-[(2R)-2-methylbutanoyl]oxy-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] (2S,3S)-3-acetyloxy-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 4fd85c7c-cb73-4528-847a-5735579b6819
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Cerveratrum-type alkaloids
IUPAC Name [(1S,2S,6S,9S,10S,11R,12R,13S,14S,15S,16R,18S,19S,22S,23S,25R)-16-acetyloxy-10,12,14,23-tetrahydroxy-6,10,19-trimethyl-13-[(2R)-2-methylbutanoyl]oxy-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] (2S,3S)-3-acetyloxy-2-hydroxy-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1C(C2C(CN3CC(CCC3C2(C)O)C)C4C1(C5C(CC6C7(C5(C4)OC6(C(CC7)OC(=O)C(C)(C(C)OC(=O)C)O)O)C)OC(=O)C)O)O
SMILES (Isomeric) CC[C@@H](C)C(=O)O[C@H]1[C@@H]([C@H]2[C@@H](CN3C[C@H](CC[C@H]3[C@@]2(C)O)C)[C@H]4[C@@]1([C@@H]5[C@@H](C[C@H]6[C@]7([C@]5(C4)O[C@@]6([C@H](CC7)OC(=O)[C@](C)([C@H](C)OC(=O)C)O)O)C)OC(=O)C)O)O
InChI InChI=1S/C41H63NO14/c1-10-20(3)34(46)55-33-31(45)30-24(18-42-17-19(2)11-12-28(42)38(30,9)49)25-16-39-32(40(25,33)50)26(53-23(6)44)15-27-36(39,7)14-13-29(41(27,51)56-39)54-35(47)37(8,48)21(4)52-22(5)43/h19-21,24-33,45,48-51H,10-18H2,1-9H3/t19-,20+,21-,24-,25-,26+,27-,28-,29-,30+,31+,32+,33-,36-,37-,38+,39+,40-,41-/m0/s1
InChI Key KBGNYIWYDYVUFP-XTYFUDMMSA-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 2.00
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 [(1S,2S,6S,9S,10S,11R,12R,13S,14S,15S,16R,18S,19S,22S,23S,25R)-16-acetyloxy-10,12,14,23-tetrahydroxy-6,10,19-trimethyl-13-[(2R)-2-methylbutanoyl]oxy-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] (2S,3S)-3-acetyloxy-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 + 0.5519 55.19%
Caco-2 - 0.8702 87.02%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Lysosomes 0.4815 48.15%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9029 90.29%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6966 69.66%
P-glycoprotein inhibitior + 0.7755 77.55%
P-glycoprotein substrate + 0.7330 73.30%
CYP3A4 substrate + 0.7502 75.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7867 78.67%
CYP3A4 inhibition - 0.8503 85.03%
CYP2C9 inhibition - 0.8986 89.86%
CYP2C19 inhibition - 0.8913 89.13%
CYP2D6 inhibition - 0.9269 92.69%
CYP1A2 inhibition - 0.9276 92.76%
CYP2C8 inhibition + 0.7703 77.03%
CYP inhibitory promiscuity - 0.9277 92.77%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5385 53.85%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9090 90.90%
Skin irritation - 0.7703 77.03%
Skin corrosion - 0.9350 93.50%
Ames mutagenesis - 0.6211 62.11%
Human Ether-a-go-go-Related Gene inhibition - 0.4928 49.28%
Micronuclear + 0.5400 54.00%
Hepatotoxicity - 0.5053 50.53%
skin sensitisation - 0.8856 88.56%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.6265 62.65%
Acute Oral Toxicity (c) I 0.7503 75.03%
Estrogen receptor binding + 0.7415 74.15%
Androgen receptor binding + 0.7567 75.67%
Thyroid receptor binding - 0.5601 56.01%
Glucocorticoid receptor binding + 0.7660 76.60%
Aromatase binding + 0.6641 66.41%
PPAR gamma + 0.7828 78.28%
Honey bee toxicity - 0.6560 65.60%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.7915 79.15%

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 99.89% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.48% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.55% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.25% 96.77%
CHEMBL3922 P50579 Methionine aminopeptidase 2 93.83% 97.28%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.66% 94.45%
CHEMBL1914 P06276 Butyrylcholinesterase 93.62% 95.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 93.33% 89.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.99% 86.33%
CHEMBL2581 P07339 Cathepsin D 92.67% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.61% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.15% 97.14%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 91.55% 95.36%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 91.26% 99.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.91% 82.69%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 90.27% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 89.26% 97.79%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 89.18% 82.50%
CHEMBL299 P17252 Protein kinase C alpha 89.15% 98.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.91% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 88.84% 91.03%
CHEMBL2413 P32246 C-C chemokine receptor type 1 88.76% 89.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.50% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.24% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.44% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.71% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 85.83% 97.50%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 85.83% 99.00%
CHEMBL259 P32245 Melanocortin receptor 4 85.80% 95.38%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.82% 96.90%
CHEMBL5255 O00206 Toll-like receptor 4 84.30% 92.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.54% 95.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.99% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.89% 96.47%
CHEMBL4660 P28907 Lymphocyte differentiation antigen CD38 82.69% 95.27%
CHEMBL340 P08684 Cytochrome P450 3A4 82.46% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.28% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.22% 99.23%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.19% 98.75%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 81.93% 88.81%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 81.87% 97.29%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.63% 91.24%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.58% 94.00%
CHEMBL3045 P05771 Protein kinase C beta 81.29% 97.63%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.77% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.76% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.67% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.67% 95.56%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.45% 94.08%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.03% 91.11%
CHEMBL204 P00734 Thrombin 80.01% 96.01%

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.
Veratrum album

Cross-Links

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PubChem 163008235
LOTUS LTS0201633
wikiData Q105138199