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[(1S,2S,6S,9S,10S,11R,12R,13S,14S,15S,16R,18S,19S,22S,23S,25R)-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] (2S,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 d2ce6e3a-58c3-436f-b553-45116f5b28d6
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)-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] (2S,3R)-2,3-dihydroxy-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)O)O)O)C)O)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)O)O)O)C)O)O)O
InChI InChI=1S/C37H59NO12/c1-8-18(3)30(42)49-29-27(41)26-20(16-38-15-17(2)9-10-24(38)34(26,7)45)21-14-35-28(36(21,29)46)22(40)13-23-32(35,5)12-11-25(37(23,47)50-35)48-31(43)33(6,44)19(4)39/h17-29,39-41,44-47H,8-16H2,1-7H3/t17-,18+,19+,20-,21-,22+,23-,24-,25-,26+,27+,28+,29-,32-,33-,34+,35+,36-,37-/m0/s1
InChI Key LWSPRPDSPCBAKK-OZQHNQPQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H59NO12
Molecular Weight 709.90 g/mol
Exact Mass 709.40372632 g/mol
Topological Polar Surface Area (TPSA) 207.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.47
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 6

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)-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] (2S,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 - 0.5064 50.64%
Caco-2 - 0.8614 86.14%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Lysosomes 0.6135 61.35%
OATP2B1 inhibitior - 0.7301 73.01%
OATP1B1 inhibitior + 0.9059 90.59%
OATP1B3 inhibitior + 0.9483 94.83%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.5330 53.30%
P-glycoprotein inhibitior + 0.7358 73.58%
P-glycoprotein substrate + 0.7091 70.91%
CYP3A4 substrate + 0.7419 74.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8018 80.18%
CYP3A4 inhibition - 0.8431 84.31%
CYP2C9 inhibition - 0.9083 90.83%
CYP2C19 inhibition - 0.9129 91.29%
CYP2D6 inhibition - 0.9348 93.48%
CYP1A2 inhibition - 0.9395 93.95%
CYP2C8 inhibition + 0.7182 71.82%
CYP inhibitory promiscuity - 0.9785 97.85%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5182 51.82%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9171 91.71%
Skin irritation - 0.7554 75.54%
Skin corrosion - 0.9324 93.24%
Ames mutagenesis - 0.6374 63.74%
Human Ether-a-go-go-Related Gene inhibition + 0.6549 65.49%
Micronuclear + 0.6000 60.00%
Hepatotoxicity + 0.5166 51.66%
skin sensitisation - 0.8778 87.78%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.5159 51.59%
Acute Oral Toxicity (c) I 0.7603 76.03%
Estrogen receptor binding + 0.6648 66.48%
Androgen receptor binding + 0.7595 75.95%
Thyroid receptor binding - 0.5896 58.96%
Glucocorticoid receptor binding + 0.6569 65.69%
Aromatase binding + 0.6694 66.94%
PPAR gamma + 0.7026 70.26%
Honey bee toxicity - 0.6803 68.03%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.7532 75.32%

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 99.97% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.32% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.26% 85.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.11% 96.77%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 96.66% 89.05%
CHEMBL2581 P07339 Cathepsin D 96.18% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 94.51% 97.14%
CHEMBL299 P17252 Protein kinase C alpha 93.72% 98.03%
CHEMBL2996 Q05655 Protein kinase C delta 93.26% 97.79%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 92.95% 100.00%
CHEMBL1914 P06276 Butyrylcholinesterase 92.18% 95.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.94% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.21% 82.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.91% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.32% 94.45%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.28% 96.47%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.24% 86.33%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 90.02% 82.50%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 89.60% 95.36%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.46% 93.56%
CHEMBL2094135 Q96BI3 Gamma-secretase 88.45% 98.05%
CHEMBL3437 Q16853 Amine oxidase, copper containing 88.38% 94.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.71% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.71% 100.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.64% 89.50%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 87.19% 99.17%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 86.55% 91.03%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.41% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.37% 90.71%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.18% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.15% 97.28%
CHEMBL5255 O00206 Toll-like receptor 4 86.04% 92.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.45% 96.90%
CHEMBL204 P00734 Thrombin 85.06% 96.01%
CHEMBL1871 P10275 Androgen Receptor 83.75% 96.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.61% 95.89%
CHEMBL4660 P28907 Lymphocyte differentiation antigen CD38 83.25% 95.27%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.19% 95.71%
CHEMBL3045 P05771 Protein kinase C beta 82.99% 97.63%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.89% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.67% 91.07%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 82.61% 88.81%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.19% 89.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.17% 95.50%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 82.09% 97.31%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 81.65% 99.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.42% 95.56%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 80.85% 94.78%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.80% 92.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.15% 91.11%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.13% 90.24%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.10% 98.75%

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 maackii var. parviflorum
Veratrum viride

Cross-Links

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PubChem 162912695
LOTUS LTS0075657
wikiData Q105158562