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Neogermitrine

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 35a14eca-ff1f-4aca-a732-8c37c97072e4
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)-16,22-diacetyloxy-10,12,14,23-tetrahydroxy-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)OC(=O)C)O)C)OC(=O)C)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)O)C)OC(=O)C)O)O
InChI InChI=1S/C36H55NO11/c1-8-18(3)31(41)47-30-28(40)27-21(16-37-15-17(2)9-10-25(37)33(27,7)42)22-14-34-29(35(22,30)43)23(45-19(4)38)13-24-32(34,6)12-11-26(46-20(5)39)36(24,44)48-34/h17-18,21-30,40,42-44H,8-16H2,1-7H3/t17-,18+,21-,22-,23+,24-,25-,26-,27+,28+,29+,30-,32-,33+,34+,35-,36-/m0/s1
InChI Key ZRZLKBPAQMKVJY-FAPMBQQVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H55NO11
Molecular Weight 677.80 g/mol
Exact Mass 677.37751157 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.92
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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508-66-7
3952Z7LU8C
UNII-3952Z7LU8C
NEOGERMITRIN
BRN 0075083
5-21-13-00707 (Beilstein Handbook Reference)
Q27256858
CEVANE-3,4,7,14,15,16,20-HEPTOL, 4,9-EPOXY-, 3,7-DIACETATE 15-((2R)-2-METHYLBUTANOATE), (3.BETA.,4.ALPHA.,7.ALPHA.,15.ALPHA.,16.BETA.)-
CEVANE-3,4,7,14,15,16,20-HEPTOL, 4,9-EPOXY-, 3,7-DIACETATE 15-(2-METHYLBUTANOATE), (3.BETA.,4.ALPHA.,7.ALPHA.,15.ALPHA.(R),16.BETA.)-
CEVANE-3.BETA.,4.BETA.,7.ALPHA.,14,15.ALPHA.,16.BETA.,20-HEPTOL, 4,9-EPOXY-, 3,7-DIACETATE 15-((-)-2-METHYLBUTYRATE)

2D Structure

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2D Structure of Neogermitrine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5519 55.19%
Caco-2 - 0.8399 83.99%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Lysosomes 0.4815 48.15%
OATP2B1 inhibitior - 0.7261 72.61%
OATP1B1 inhibitior + 0.9088 90.88%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7928 79.28%
P-glycoprotein inhibitior + 0.7332 73.32%
P-glycoprotein substrate + 0.6465 64.65%
CYP3A4 substrate + 0.7373 73.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7867 78.67%
CYP3A4 inhibition - 0.8503 85.03%
CYP2C9 inhibition - 0.8986 89.86%
CYP2C19 inhibition - 0.8913 89.13%
CYP2D6 inhibition - 0.9269 92.69%
CYP1A2 inhibition - 0.9276 92.76%
CYP2C8 inhibition + 0.6711 67.11%
CYP inhibitory promiscuity - 0.9277 92.77%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5385 53.85%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9173 91.73%
Skin irritation - 0.7703 77.03%
Skin corrosion - 0.9350 93.50%
Ames mutagenesis - 0.6238 62.38%
Human Ether-a-go-go-Related Gene inhibition - 0.5096 50.96%
Micronuclear + 0.5400 54.00%
Hepatotoxicity + 0.5072 50.72%
skin sensitisation - 0.8856 88.56%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.5660 56.60%
Acute Oral Toxicity (c) I 0.7503 75.03%
Estrogen receptor binding + 0.7324 73.24%
Androgen receptor binding + 0.7536 75.36%
Thyroid receptor binding - 0.6029 60.29%
Glucocorticoid receptor binding + 0.6562 65.62%
Aromatase binding + 0.7013 70.13%
PPAR gamma + 0.7156 71.56%
Honey bee toxicity - 0.6816 68.16%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5245 52.45%
Fish aquatic toxicity + 0.7915 79.15%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.39% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.31% 97.25%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 96.53% 89.05%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.41% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.10% 94.45%
CHEMBL1914 P06276 Butyrylcholinesterase 93.87% 95.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.92% 85.14%
CHEMBL2581 P07339 Cathepsin D 92.27% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.85% 95.89%
CHEMBL299 P17252 Protein kinase C alpha 91.51% 98.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.64% 86.33%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 90.58% 95.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.39% 97.09%
CHEMBL3922 P50579 Methionine aminopeptidase 2 90.31% 97.28%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.26% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.19% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.98% 97.14%
CHEMBL2996 Q05655 Protein kinase C delta 88.49% 97.79%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.28% 89.50%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 87.20% 99.17%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 85.73% 82.50%
CHEMBL5255 O00206 Toll-like receptor 4 84.58% 92.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.53% 96.47%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 83.37% 99.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.04% 91.19%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.86% 94.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.68% 95.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.65% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.64% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.40% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.24% 91.03%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.11% 100.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.96% 95.58%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.95% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.61% 90.17%
CHEMBL259 P32245 Melanocortin receptor 4 81.35% 95.38%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.86% 93.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.70% 97.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.64% 92.62%
CHEMBL4072 P07858 Cathepsin B 80.61% 93.67%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.13% 94.00%

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 album
Veratrum viride

Cross-Links

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PubChem 91799750
LOTUS LTS0100403
wikiData Q27256858