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[16-Acetyloxy-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 67e8c4f5-056d-451d-bf5a-1d448c2ae6a8
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Cerveratrum-type alkaloids
IUPAC Name [16-acetyloxy-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(CC6C7(C5(C4)OC6(C(CC7)OC(=O)C(C)(CC)O)O)C)OC(=O)C)O)O
SMILES (Isomeric) CCC(C)C(=O)OC1C(C2C(CN3CC(CCC3C2(C)O)C)C4C1(C5C(CC6C7(C5(C4)OC6(C(CC7)OC(=O)C(C)(CC)O)O)C)OC(=O)C)O)O
InChI InChI=1S/C39H61NO12/c1-9-20(4)32(43)51-31-29(42)28-22(18-40-17-19(3)11-12-26(40)36(28,8)46)23-16-37-30(38(23,31)47)24(49-21(5)41)15-25-34(37,6)14-13-27(39(25,48)52-37)50-33(44)35(7,45)10-2/h19-20,22-31,42,45-48H,9-18H2,1-8H3
InChI Key FLFCQWMYNRYARR-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C39H61NO12
Molecular Weight 735.90 g/mol
Exact Mass 735.41937638 g/mol
Topological Polar Surface Area (TPSA) 193.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.07
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 [16-Acetyloxy-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 - 0.8587 85.87%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Lysosomes 0.6149 61.49%
OATP2B1 inhibitior - 0.7333 73.33%
OATP1B1 inhibitior + 0.9134 91.34%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7268 72.68%
P-glycoprotein inhibitior + 0.7588 75.88%
P-glycoprotein substrate + 0.7151 71.51%
CYP3A4 substrate + 0.7493 74.93%
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 + 0.7504 75.04%
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 - 0.9138 91.38%
Skin irritation - 0.7598 75.98%
Skin corrosion - 0.9349 93.49%
Ames mutagenesis - 0.5911 59.11%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear + 0.5500 55.00%
Hepatotoxicity + 0.5072 50.72%
skin sensitisation - 0.8817 88.17%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.5100 51.00%
Acute Oral Toxicity (c) I 0.8149 81.49%
Estrogen receptor binding + 0.7055 70.55%
Androgen receptor binding + 0.7582 75.82%
Thyroid receptor binding - 0.5716 57.16%
Glucocorticoid receptor binding + 0.7235 72.35%
Aromatase binding + 0.6607 66.07%
PPAR gamma + 0.7305 73.05%
Honey bee toxicity - 0.6568 65.68%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5400 54.00%
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 99.94% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.20% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.70% 96.77%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.77% 85.14%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 96.17% 89.05%
CHEMBL1914 P06276 Butyrylcholinesterase 95.44% 95.00%
CHEMBL2581 P07339 Cathepsin D 94.58% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 93.73% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.25% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.67% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.95% 86.33%
CHEMBL299 P17252 Protein kinase C alpha 91.80% 98.03%
CHEMBL3922 P50579 Methionine aminopeptidase 2 91.19% 97.28%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.16% 82.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.10% 95.89%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 90.55% 100.00%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 90.14% 95.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.76% 97.09%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 89.54% 91.03%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 89.14% 82.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 88.87% 89.50%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 88.49% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.32% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.13% 96.47%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.74% 93.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.71% 100.00%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 85.81% 99.00%
CHEMBL259 P32245 Melanocortin receptor 4 85.66% 95.38%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 85.48% 95.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.97% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 84.73% 92.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.51% 96.90%
CHEMBL3437 Q16853 Amine oxidase, copper containing 84.13% 94.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.98% 100.00%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 83.95% 88.81%
CHEMBL2094135 Q96BI3 Gamma-secretase 83.91% 98.05%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.23% 95.71%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.75% 98.75%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.51% 97.50%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.09% 97.29%
CHEMBL4660 P28907 Lymphocyte differentiation antigen CD38 81.80% 95.27%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.50% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.36% 94.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.30% 90.93%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 81.22% 92.68%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.06% 89.00%
CHEMBL3837 P07711 Cathepsin L 81.01% 96.61%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.75% 94.08%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.72% 91.11%
CHEMBL4073 P09237 Matrix metalloproteinase 7 80.32% 97.56%
CHEMBL3045 P05771 Protein kinase C beta 80.32% 97.63%

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 74369277
LOTUS LTS0125046
wikiData Q104997024