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[(1S,2S,6S,9S,10S,11R,12R,13S,14S,15S,16S,17R,18R,19S,22S,23S,25R)-17-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] (2R,3R)-2,3-dihydroxy-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 7e8ee3fc-d634-4632-b6f8-1814a48f85e9
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,16S,17R,18R,19S,22S,23S,25R)-17-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] (2R,3R)-2,3-dihydroxy-2-methylbutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H61NO14/c1-9-18(3)32(45)53-31-26(43)25-21(16-40-15-17(2)10-11-23(40)36(25,8)48)22-14-37-29(38(22,31)49)27(44)28(51-20(5)42)30-34(37,6)13-12-24(39(30,50)54-37)52-33(46)35(7,47)19(4)41/h17-19,21-31,41,43-44,47-50H,9-16H2,1-8H3/t17-,18+,19+,21-,22-,23-,24-,25+,26+,27+,28-,29+,30-,31-,34-,35+,36+,37+,38-,39+/m0/s1
InChI Key IBCBICITVADEJG-VKEYTQMCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H61NO14
Molecular Weight 767.90 g/mol
Exact Mass 767.40920562 g/mol
Topological Polar Surface Area (TPSA) 233.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 0.01
H-Bond Acceptor 15
H-Bond Donor 7
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,16S,17R,18R,19S,22S,23S,25R)-17-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] (2R,3R)-2,3-dihydroxy-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 - 0.6249 62.49%
Caco-2 - 0.8704 87.04%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Lysosomes 0.4928 49.28%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9306 93.06%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.6127 61.27%
P-glycoprotein inhibitior + 0.7603 76.03%
P-glycoprotein substrate + 0.7154 71.54%
CYP3A4 substrate + 0.7405 74.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8018 80.18%
CYP3A4 inhibition - 0.8619 86.19%
CYP2C9 inhibition - 0.8971 89.71%
CYP2C19 inhibition - 0.9009 90.09%
CYP2D6 inhibition - 0.9316 93.16%
CYP1A2 inhibition - 0.9222 92.22%
CYP2C8 inhibition + 0.7352 73.52%
CYP inhibitory promiscuity - 0.9592 95.92%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5268 52.68%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9110 91.10%
Skin irritation - 0.7652 76.52%
Skin corrosion - 0.9327 93.27%
Ames mutagenesis - 0.6274 62.74%
Human Ether-a-go-go-Related Gene inhibition - 0.3830 38.30%
Micronuclear + 0.5900 59.00%
Hepatotoxicity + 0.5541 55.41%
skin sensitisation - 0.8819 88.19%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.5528 55.28%
Acute Oral Toxicity (c) I 0.6759 67.59%
Estrogen receptor binding + 0.7106 71.06%
Androgen receptor binding + 0.7555 75.55%
Thyroid receptor binding - 0.5784 57.84%
Glucocorticoid receptor binding + 0.7464 74.64%
Aromatase binding + 0.6667 66.67%
PPAR gamma + 0.7495 74.95%
Honey bee toxicity - 0.6645 66.45%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.8107 81.07%

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 99.96% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.63% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.28% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.64% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.64% 96.77%
CHEMBL1914 P06276 Butyrylcholinesterase 97.28% 95.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 96.62% 89.05%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 93.57% 97.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.86% 96.47%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 91.69% 82.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.50% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.45% 82.69%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.08% 96.61%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.29% 97.28%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.29% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 90.20% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 89.96% 89.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.96% 86.33%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 89.53% 87.16%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 89.47% 95.36%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 88.18% 94.78%
CHEMBL299 P17252 Protein kinase C alpha 87.73% 98.03%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.70% 93.56%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 87.32% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.30% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.07% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.02% 92.50%
CHEMBL2996 Q05655 Protein kinase C delta 85.97% 97.79%
CHEMBL2094135 Q96BI3 Gamma-secretase 85.78% 98.05%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.16% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.86% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.73% 94.45%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.65% 96.90%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.36% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.87% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.94% 89.00%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 82.65% 99.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 82.27% 95.71%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.27% 97.29%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.01% 94.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.94% 93.04%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.94% 91.11%
CHEMBL4073 P09237 Matrix metalloproteinase 7 81.62% 97.56%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 81.59% 91.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.41% 99.23%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.39% 97.50%

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 viride

Cross-Links

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PubChem 163019773
LOTUS LTS0089512
wikiData Q105036423