[(1S,2S,6S,9S,10S,11R,12R,13S,14S,15S,16R,18S,19S,22S,23S,25R)-10,12,14,16,22,23-hexahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-13-yl] (2R)-2-methylbutanoate

Details

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Internal ID 22694e0d-df1c-40eb-8ef7-c4e574866a87
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)-10,12,14,16,22,23-hexahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-13-yl] (2R)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1C(C2C(CN3CC(CCC3C2(C)O)C)C4C1(C5C(CC6C7(C5(C4)OC6(C(CC7)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)O)O)C)O)O)O
InChI InChI=1S/C32H51NO9/c1-6-16(3)27(37)41-26-24(36)23-17(14-33-13-15(2)7-8-21(33)29(23,5)38)18-12-30-25(31(18,26)39)19(34)11-20-28(30,4)10-9-22(35)32(20,40)42-30/h15-26,34-36,38-40H,6-14H2,1-5H3/t15-,16+,17-,18-,19+,20-,21-,22-,23+,24+,25+,26-,28-,29+,30+,31-,32-/m0/s1
InChI Key MVWBBTKAXTUNEE-UQTBZQPJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H51NO9
Molecular Weight 593.70 g/mol
Exact Mass 593.35638220 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 0.90
Atomic LogP (AlogP) 0.78
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 3

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)-10,12,14,16,22,23-hexahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-13-yl] (2R)-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 + 0.5575 55.75%
Caco-2 - 0.7895 78.95%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Lysosomes 0.6717 67.17%
OATP2B1 inhibitior - 0.5775 57.75%
OATP1B1 inhibitior + 0.8998 89.98%
OATP1B3 inhibitior + 0.9530 95.30%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6711 67.11%
P-glycoprotein inhibitior - 0.4682 46.82%
P-glycoprotein substrate + 0.6151 61.51%
CYP3A4 substrate + 0.7299 72.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7867 78.67%
CYP3A4 inhibition - 0.8863 88.63%
CYP2C9 inhibition - 0.9185 91.85%
CYP2C19 inhibition - 0.9163 91.63%
CYP2D6 inhibition - 0.9239 92.39%
CYP1A2 inhibition - 0.9499 94.99%
CYP2C8 inhibition + 0.5861 58.61%
CYP inhibitory promiscuity - 0.9698 96.98%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5515 55.15%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9318 93.18%
Skin irritation - 0.7586 75.86%
Skin corrosion - 0.9336 93.36%
Ames mutagenesis - 0.6301 63.01%
Human Ether-a-go-go-Related Gene inhibition - 0.4482 44.82%
Micronuclear + 0.5500 55.00%
Hepatotoxicity + 0.5291 52.91%
skin sensitisation - 0.8657 86.57%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.4869 48.69%
Acute Oral Toxicity (c) I 0.6721 67.21%
Estrogen receptor binding + 0.6825 68.25%
Androgen receptor binding + 0.7576 75.76%
Thyroid receptor binding - 0.5477 54.77%
Glucocorticoid receptor binding + 0.6216 62.16%
Aromatase binding + 0.6859 68.59%
PPAR gamma + 0.6542 65.42%
Honey bee toxicity - 0.7042 70.42%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5055 50.55%
Fish aquatic toxicity + 0.6768 67.68%

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 99.41% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.19% 96.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 97.27% 89.05%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.10% 96.77%
CHEMBL1914 P06276 Butyrylcholinesterase 92.90% 95.00%
CHEMBL2581 P07339 Cathepsin D 92.80% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.62% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.71% 82.69%
CHEMBL299 P17252 Protein kinase C alpha 91.58% 98.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.72% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.68% 85.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.37% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 90.03% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.49% 86.33%
CHEMBL3437 Q16853 Amine oxidase, copper containing 89.44% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.40% 100.00%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 87.98% 95.36%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.96% 90.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.92% 97.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.66% 96.47%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 86.42% 99.17%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 86.24% 82.50%
CHEMBL2094135 Q96BI3 Gamma-secretase 85.84% 98.05%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.85% 93.56%
CHEMBL5255 O00206 Toll-like receptor 4 84.60% 92.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.91% 97.28%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.74% 95.50%
CHEMBL1871 P10275 Androgen Receptor 83.36% 96.43%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.31% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.78% 97.50%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 82.53% 92.86%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.05% 89.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.58% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.32% 96.90%
CHEMBL221 P23219 Cyclooxygenase-1 81.28% 90.17%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.20% 96.61%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.19% 100.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 81.12% 100.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.94% 90.24%
CHEMBL4660 P28907 Lymphocyte differentiation antigen CD38 80.55% 95.27%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.45% 93.00%

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 lobelianum
Veratrum nigrum

Cross-Links

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PubChem 163001475
LOTUS LTS0274617
wikiData Q105173381