Nigericin sodiumProduct ingredient for Nigericin

Name
Nigericin sodium
Drug Entry
Nigericin

A polyether antibiotic which affects ion transport and ATPase activity in mitochondria. It is produced by Streptomyces hygroscopicus. (From Merck Index, 11th ed)

Accession Number
DBSALT002784
Structure
Synonyms
Nigericin sodium salt / Nigericin, monosodium salt / Nigericin, sodium salt (1:1) / Sodium nigericin
UNII
DGN38HI976
CAS Number
28643-80-3
Weight
Average: 746.955
Monoisotopic: 746.45810726
Chemical Formula
C40H67NaO11
InChI Key
MOYOTUKECQMGHE-PDEFJWSRSA-M
InChI
InChI=1S/C40H68O11.Na/c1-21-11-12-28(46-33(21)26(6)36(42)43)17-29-18-30(45-10)27(7)40(48-29)25(5)19-38(9,51-40)32-13-14-37(8,49-32)35-23(3)16-31(47-35)34-22(2)15-24(4)39(44,20-41)50-34;/h21-35,41,44H,11-20H2,1-10H3,(H,42,43);/q;+1/p-1/t21-,22-,23-,24+,25+,26+,27+,28+,29+,30+,31+,32+,33+,34-,35+,37-,38-,39-,40+;/m0./s1
IUPAC Name
sodium (2R)-2-[(2R,3S,6R)-6-{[(2S,4R,5R,7R,9R,10R)-2-[(2S,2'R,3'S,5R,5'R)-5'-[(2S,3S,5R,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]propanoate
SMILES
[Na+].[H][C@@]1(C[C@H](C)[C@@]([H])(O1)[C@]1(C)CC[C@@]([H])(O1)[C@]1(C)C[C@@H](C)[C@]2(O1)O[C@]([H])(C[C@@]1([H])CC[C@H](C)[C@@]([H])(O1)[C@@H](C)C([O-])=O)C[C@@H](OC)[C@H]2C)[C@@]1([H])O[C@@](O)(CO)[C@H](C)C[C@@H]1C
ChemSpider
17347093
ChEMBL
CHEMBL2165715
Predicted Properties
PropertyValueSource
Water Solubility0.00147 mg/mLALOGPS
logP4.49ALOGPS
logP6.11Chemaxon
logS-5.7ALOGPS
pKa (Strongest Acidic)4.07Chemaxon
pKa (Strongest Basic)-3.4Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count11Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area145.2 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity199.93 m3·mol-1Chemaxon
Polarizability81.61 Å3Chemaxon
Number of Rings6Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon