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[(1S,2S,6S,9S,10S,11R,12R,13S,14S,15S,16R,18S,19R,20S,22S,23S,25R)-20-acetyloxy-10,12,14,16,23-pentahydroxy-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] 2,2-dimethylbutanoate

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 9d3e70ce-d346-433f-80cd-e60e809ae904
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,19R,20S,22S,23S,25R)-20-acetyloxy-10,12,14,16,23-pentahydroxy-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] 2,2-dimethylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H63NO12/c1-10-20(4)33(45)52-32-30(44)29-22(18-41-17-19(3)12-13-26(41)37(29,9)47)23-16-38-31(39(23,32)48)24(43)14-25-36(38,8)27(50-21(5)42)15-28(40(25,49)53-38)51-34(46)35(6,7)11-2/h19-20,22-32,43-44,47-49H,10-18H2,1-9H3/t19-,20+,22-,23-,24+,25-,26-,27-,28-,29+,30+,31+,32-,36+,37+,38+,39-,40-/m0/s1
InChI Key VJIJZLXASNFRJA-PQJHCYAOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H63NO12
Molecular Weight 749.90 g/mol
Exact Mass 749.43502644 g/mol
Topological Polar Surface Area (TPSA) 193.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.31
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 7

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,19R,20S,22S,23S,25R)-20-acetyloxy-10,12,14,16,23-pentahydroxy-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] 2,2-dimethylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7252 72.52%
Caco-2 - 0.8540 85.40%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Lysosomes 0.5922 59.22%
OATP2B1 inhibitior - 0.7368 73.68%
OATP1B1 inhibitior + 0.8707 87.07%
OATP1B3 inhibitior + 0.9397 93.97%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7346 73.46%
P-glycoprotein inhibitior + 0.7514 75.14%
P-glycoprotein substrate + 0.7378 73.78%
CYP3A4 substrate + 0.7434 74.34%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7867 78.67%
CYP3A4 inhibition - 0.7941 79.41%
CYP2C9 inhibition - 0.8870 88.70%
CYP2C19 inhibition - 0.8802 88.02%
CYP2D6 inhibition - 0.9306 93.06%
CYP1A2 inhibition - 0.9443 94.43%
CYP2C8 inhibition + 0.7306 73.06%
CYP inhibitory promiscuity - 0.9637 96.37%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5341 53.41%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9113 91.13%
Skin irritation - 0.7667 76.67%
Skin corrosion - 0.9288 92.88%
Ames mutagenesis - 0.5752 57.52%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear + 0.5400 54.00%
Hepatotoxicity + 0.5849 58.49%
skin sensitisation - 0.8732 87.32%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.6624 66.24%
Acute Oral Toxicity (c) I 0.7575 75.75%
Estrogen receptor binding + 0.6693 66.93%
Androgen receptor binding + 0.7507 75.07%
Thyroid receptor binding - 0.5814 58.14%
Glucocorticoid receptor binding + 0.6869 68.69%
Aromatase binding + 0.6667 66.67%
PPAR gamma + 0.7181 71.81%
Honey bee toxicity - 0.6627 66.27%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.7953 79.53%

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%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.95% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.83% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.61% 96.77%
CHEMBL2996 Q05655 Protein kinase C delta 96.47% 97.79%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 94.71% 89.05%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 94.38% 95.36%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 93.73% 95.89%
CHEMBL2581 P07339 Cathepsin D 92.81% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.56% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.14% 97.14%
CHEMBL1914 P06276 Butyrylcholinesterase 91.83% 95.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.80% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.44% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.29% 93.56%
CHEMBL299 P17252 Protein kinase C alpha 90.28% 98.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.76% 97.09%
CHEMBL2413 P32246 C-C chemokine receptor type 1 89.09% 89.50%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 88.51% 97.31%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 87.96% 96.47%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.50% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.43% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.07% 89.00%
CHEMBL3045 P05771 Protein kinase C beta 86.67% 97.63%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 86.17% 95.71%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.90% 96.90%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.83% 82.50%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 85.76% 99.17%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.75% 98.75%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.32% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.95% 91.19%
CHEMBL3437 Q16853 Amine oxidase, copper containing 84.27% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.53% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 83.24% 92.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.17% 97.28%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.84% 91.03%
CHEMBL3837 P07711 Cathepsin L 82.53% 96.61%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 82.38% 92.68%
CHEMBL4662 P28074 Proteasome Macropain subunit MB1 82.12% 93.85%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.81% 91.11%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.79% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.76% 93.00%
CHEMBL5285 Q99683 Mitogen-activated protein kinase kinase kinase 5 80.41% 92.26%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.18% 95.58%

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 162887174
LOTUS LTS0269346
wikiData Q104888445