CAS No.28380-24-7,NIGERICIN SODIUM SALT Suppliers

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Basic Information

Molecular Structure:
CAS No.:	28380-24-7
Name:	NIGERICIN SODIUM SALT
Article Data:	3

Formula:	C₄₀H₆₈O₁₁
Molecular Weight:	724.96
Synonyms:	Antibiotic K 178;Antibiotic M 2;Antibiotic X 464;Azalomycin M;Helixin C;Polyetherin A;Stereoisomer oftetrahydro-6-[[9-methoxy-2,4,10-trimethyl-2-[octahydro-2,3'-dimethyl-5'-[tetrahydro-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-2H-pyran-2-yl][2,2'-bifuran]-5-yl]-1,6-dioxaspiro[4.5]dec-7-yl]methyl]-a,3-dimethyl-2H-pyran-2-aceticacid;
Density:	1.19 g/cm³
Melting Point:	183.5-185°
Boiling Point:	779.91 °C at 760 mmHg
Flash Point:	226.927 °C
Appearance:	White solid
Hazard Symbols:	T,Xi
Risk Codes:	25-36/37/38
Safety:	26-36/37/39-45-36
PSA:	145.20000
LogP:	4.37090

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Specification

The Nigericin, with the CAS registry number 28380-24-7, is also known as Antibiotic K178. This chemical's molecular formula is C₄₀H₆₈O₁₁ and formula weight is 724.96. What's more, its IUPAC name is (2R)-2-[(2R,3S,6R)-6-[[(1R,3S,5R,6R,7R,9R)-3-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-7-methoxy-1,3,6-trimethyl-4,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyloxan-2-yl]propanoic acid. Its classification codes are: (1)Anti-Bacterial Agents; (2)Anti-Infective Agents; (3)Drug/ Therapeutic Agent; (4)Ionophores; (5)Membrane Transport Modulators; (6)Natural Product. It should be sealed and stored at the temperature of 2 - 8°C. Nigericin is an antibiotic derived from streptomyces hygroscopicus. The structure and properties of nigericin are similar to the antibiotic monensin. Commercially it is obtained as a byproduct, or contaminant, at the fermentation of Geldanamycin. In the past nigericin was used as an antibiotic active against gram positive bacteria. It inhibits the Golgi functions in Eukaryotic cells. Nigericin exhibits anti-HIV activity.

Physical properties of Nigericin are: (1)ACD/LogP: 5.08; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): 4; (4)ACD/LogD (pH 7.4): 2; (5)ACD/BCF (pH 5.5): 195; (6)ACD/BCF (pH 7.4): 3; (7)ACD/KOC (pH 5.5): 719; (8)ACD/KOC (pH 7.4): 11; (9)#H bond acceptors: 11; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 11; (12)Polar Surface Area: 142.37 Å²; (13)Index of Refraction: 1.543; (14)Molar Refractivity: 191.621 cm³; (15)Molar Volume: 607.917 cm³; (16)Surface Tension: 49.055 dyne/cm; (17)Density: 1.193 g/cm³; (18)Flash Point: 226.927 °C; (19)Enthalpy of Vaporization: 129.36 kJ/mol; (20)Boiling Point: 779.91 °C at 760 mmHg.

Uses of Nigericin: it can be used to produce 29-de(hydroxymethyl)-29-oxonigericin. It will need reagent NaIO₄ and solvent methanol, H₂O with the reaction time of 10 hours. The yield is about 62%.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1CCC(OC1C(C)C(=O)O)CC2CC(C(C3(O2)C(CC(O3)(C)C4CCC(O4)(C)C5C(CC(O5)C6C(CC(C(O6)(CO)O)C)C)C)C)C)OC
(2)Isomeric SMILES: C[C@H]1CC[C@@H](O[C@H]1[C@@H](C)C(=O)O)C[C@@H]2C[C@H]([C@H]([C@@]3(O2)[C@@H](C[C@@](O3)(C)[C@H]4CC[C@@](O4)(C)[C@H]5[C@H](C[C@@H](O5)[C@@H]6[C@H](C[C@H]([C@@](O6)(CO)O)C)C)C)C)C)OC
(3)InChI: InChI=1S/C40H68O11/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)/t21-,22-,23-,24+,25+,26+,27+,28+,29+,30+,31+,32+,33+,34-,35+,37-,38-,39-,40+/m0/s1
(4)InChIKey: DANUORFCFTYTSZ-SJSJOXFOSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	2500ug/kg (2.5mg/kg)		Antibiotics and Chemotherapy Vol. 1, Pg. 594, 1951.
mouse	LD50	oral	190mg/kg (190mg/kg)		"CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 5, Pg. 477, 1981.