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Germerine

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 d2c61b1a-4b0c-45d1-8659-fc6afb9cb5c5
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,23R,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)-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)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)(CC)O)O)C)O)O)O
InChI InChI=1S/C37H59NO11/c1-8-19(4)30(41)48-29-27(40)26-20(17-38-16-18(3)10-11-24(38)34(26,7)44)21-15-35-28(36(21,29)45)22(39)14-23-32(35,5)13-12-25(37(23,46)49-35)47-31(42)33(6,43)9-2/h18-29,39-40,43-46H,8-17H2,1-7H3/t18-,19+,20-,21-,22+,23-,24-,25-,26+,27+,28+,29-,32-,33-,34+,35+,36-,37+/m0/s1
InChI Key JOBMMOBXVRRLOS-BZMUIYTCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H59NO11
Molecular Weight 693.90 g/mol
Exact Mass 693.40881170 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 1.49
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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UNII-9V3T5CCW5U
9V3T5CCW5U
508-67-8
Cevane-3,4,7,14,15,16,20-heptol, 4,9-epoxy-, 3-(2-hydroxy-2-methylbutanoate) 15-(2-methylbutanoate), (3beta(S),4alpha,7alpha,15alpha(R),16beta)-
C37H59NO11
Q27273265
[(1S,2S,6S,9S,10S,11R,12R,13S,14S,15S,16R,18S,19S,22S,23R,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)-2-hydroxy-2-methylbutanoate
CEVANE-3,4,7,14,15,16,20-HEPTOL, 4,9-EPOXY-, 3-((2S)-2-HYDROXY-2-METHYLBUTANOATE) 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-(2-HYDROXY-2-METHYLBUTANOATE) 15-(2-METHYLBUTANOATE), (3.BETA.(S),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-, 15-((+)-2-HYDROXY-2-METHYLBUTYRATE) 3-((-)-2-METHYLBUTYRATE)

2D Structure

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2D Structure of Germerine

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 - 0.8495 84.95%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Lysosomes 0.6149 61.49%
OATP2B1 inhibitior - 0.7239 72.39%
OATP1B1 inhibitior + 0.9055 90.55%
OATP1B3 inhibitior + 0.9480 94.80%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.4688 46.88%
P-glycoprotein inhibitior + 0.7338 73.38%
P-glycoprotein substrate + 0.6942 69.42%
CYP3A4 substrate + 0.7454 74.54%
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 + 0.7199 71.99%
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 - 0.9178 91.78%
Skin irritation - 0.7598 75.98%
Skin corrosion - 0.9349 93.49%
Ames mutagenesis - 0.6074 60.74%
Human Ether-a-go-go-Related Gene inhibition - 0.4448 44.48%
Micronuclear + 0.5500 55.00%
Hepatotoxicity + 0.5166 51.66%
skin sensitisation - 0.8817 88.17%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity + 0.4804 48.04%
Acute Oral Toxicity (c) I 0.8149 81.49%
Estrogen receptor binding + 0.6638 66.38%
Androgen receptor binding + 0.7648 76.48%
Thyroid receptor binding - 0.5842 58.42%
Glucocorticoid receptor binding + 0.6552 65.52%
Aromatase binding + 0.6614 66.14%
PPAR gamma + 0.6808 68.08%
Honey bee toxicity - 0.6838 68.38%
Biodegradation - 0.7250 72.50%
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 99.96% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.28% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.58% 96.77%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 97.24% 89.05%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.70% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 93.91% 97.79%
CHEMBL2581 P07339 Cathepsin D 93.84% 98.95%
CHEMBL1914 P06276 Butyrylcholinesterase 93.55% 95.00%
CHEMBL299 P17252 Protein kinase C alpha 93.21% 98.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 93.11% 97.14%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 92.22% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.75% 82.69%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 90.88% 95.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.70% 97.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.69% 96.47%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.24% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.41% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.29% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.46% 93.56%
CHEMBL3437 Q16853 Amine oxidase, copper containing 88.36% 94.00%
CHEMBL204 P00734 Thrombin 88.35% 96.01%
CHEMBL2094135 Q96BI3 Gamma-secretase 87.84% 98.05%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 87.57% 82.50%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 87.46% 91.03%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 87.06% 97.31%
CHEMBL5255 O00206 Toll-like receptor 4 86.89% 92.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.77% 97.28%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.74% 100.00%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 86.40% 99.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.15% 90.71%
CHEMBL1871 P10275 Androgen Receptor 86.13% 96.43%
CHEMBL2413 P32246 C-C chemokine receptor type 1 86.06% 89.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.66% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.45% 96.90%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.23% 96.61%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.09% 100.00%
CHEMBL4660 P28907 Lymphocyte differentiation antigen CD38 84.40% 95.27%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.90% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.32% 89.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.86% 97.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.12% 98.75%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 82.11% 95.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.59% 91.07%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.36% 94.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.26% 95.50%
CHEMBL5600 P27448 Serine/threonine-protein kinase c-TAK1 80.57% 88.81%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.32% 95.71%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 80.14% 99.00%

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.
Artemisia lagocephala
Tanacetum parthenium

Cross-Links

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PubChem 91800232
NPASS NPC26027