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Nigericin, (28S)-

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 e619452c-4764-4c70-b80d-fb5b2484d1ee
Taxonomy Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
IUPAC Name (3R)-3-[(2R,3S,6R)-6-[[(2S,4R,6R,7R,9R)-2-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5S,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyloxan-2-yl]butan-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C41H70O10/c1-22-12-13-30(46-35(22)27(6)29(8)43)18-31-19-32(45-11)28(7)41(48-31)26(5)20-39(10,51-41)34-14-15-38(9,49-34)37-24(3)17-33(47-37)36-23(2)16-25(4)40(44,21-42)50-36/h22-28,30-37,42,44H,12-21H2,1-11H3/t22-,23-,24-,25-,26+,27-,28+,30+,31+,32+,33+,34+,35+,36-,37+,38-,39-,40-,41?/m0/s1
InChI Key MLKLDZRMDWHDHH-BSKDZVIVSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C41H70O10
Molecular Weight 723.00 g/mol
Exact Mass 722.49689843 g/mol
Topological Polar Surface Area (TPSA) 122.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 6.21
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 9

Synonyms

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108266-17-7
DTXSID30910663
(3R)-3-[(2R,3S,6R)-6-[[(1R,3S,6R,7R,9R)-3-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5S,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-tetrahydropyran-2-yl]-3-methyl-tetrahydrofuran-2-yl]-5-methyl-tetrahydrofuran-2-yl]-7-methoxy-1,3,6-trimethyl-4,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyl-tetrahydropyran-2-yl]butan-2-one
(3R)-3-[(2R,3S,6R)-6-{[(2S,4R,7R,9R,10R)-2-{(2S,2'R,3'S,5R,5'R)-5'-[(2S,3S,5S,6R)-6-Hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-2,3'-dimethyl[2,2'-bioxolan]-5-yl}-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro[4.5]decan-7-yl]methyl}-3-methyloxan-2-yl]butan-2-one
3-{6-[(2-{5'-[6-Hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-2,3'-dimethyl[2,2'-bioxolan]-5-yl}-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro[4.5]decan-7-yl)methyl]-3-methyloxan-2-yl}butan-2-one

2D Structure

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2D Structure of Nigericin, (28S)-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7526 75.26%
Caco-2 - 0.8638 86.38%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8112 81.12%
OATP2B1 inhibitior - 0.8676 86.76%
OATP1B1 inhibitior + 0.8773 87.73%
OATP1B3 inhibitior + 0.9214 92.14%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6741 67.41%
P-glycoprotein inhibitior + 0.7982 79.82%
P-glycoprotein substrate - 0.6278 62.78%
CYP3A4 substrate + 0.7357 73.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8487 84.87%
CYP3A4 inhibition - 0.8685 86.85%
CYP2C9 inhibition - 0.8840 88.40%
CYP2C19 inhibition - 0.9262 92.62%
CYP2D6 inhibition - 0.9579 95.79%
CYP1A2 inhibition - 0.9178 91.78%
CYP2C8 inhibition + 0.6537 65.37%
CYP inhibitory promiscuity - 0.9702 97.02%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6406 64.06%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9136 91.36%
Skin irritation - 0.6548 65.48%
Skin corrosion - 0.9499 94.99%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7258 72.58%
Micronuclear - 0.8400 84.00%
Hepatotoxicity + 0.5834 58.34%
skin sensitisation - 0.9323 93.23%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.5370 53.70%
Acute Oral Toxicity (c) II 0.5606 56.06%
Estrogen receptor binding + 0.6394 63.94%
Androgen receptor binding + 0.7452 74.52%
Thyroid receptor binding - 0.6025 60.25%
Glucocorticoid receptor binding + 0.7080 70.80%
Aromatase binding + 0.6749 67.49%
PPAR gamma + 0.6936 69.36%
Honey bee toxicity - 0.7355 73.55%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.8013 80.13%

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 98.99% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.71% 85.14%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 95.95% 96.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 94.61% 97.14%
CHEMBL220 P22303 Acetylcholinesterase 93.88% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.66% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.39% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.10% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.72% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 90.65% 91.19%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 90.58% 89.05%
CHEMBL2581 P07339 Cathepsin D 89.38% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.13% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.73% 94.45%
CHEMBL2083 P15090 Fatty acid binding protein adipocyte 86.79% 95.71%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.49% 95.50%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.20% 96.47%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.43% 92.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.34% 96.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.76% 91.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.32% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.30% 89.00%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.21% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.10% 91.03%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 83.74% 99.17%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.55% 92.86%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.47% 97.28%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.89% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.33% 95.89%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 81.44% 99.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.77% 100.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.73% 98.05%
CHEMBL3820 P35557 Hexokinase type IV 80.42% 91.96%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.35% 95.83%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.09% 93.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.08% 96.61%

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.
There are no matching plants.

Cross-Links

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PubChem 73280
LOTUS LTS0249962
wikiData Q82880599