Selamectin

SKU: S0051

Category: Antibiotics

Synonyms: Revolution , Stronghold , (5Z)-25-Cyclohexyl-4'-O-de(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)-5-demethoxy-25-de(1-methylpropyl)-22,23-dihydro-5-(hydroxyimino)avermectin A1a; 220119-17-5
CAS-Number: C₄₃H₆₃NO₁₁
Molecular Formula: 769.96
Molecular Weight

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥99% (HPLC)
Identity: 1H-NMR
Appearance: Off-white powder

Properties

Solvents: DMSO, DMF, ethanol, methanol, water (slightly)

Downloads

Safety Data Sheet: CDX S0051 MSDS.pdf

Short Term Storage: RT
Use / Stability: Stable for at least 2 years after receipt when stored at +4°C.
Handling Advice: Protect from light and moisture.
Long Term Storage: +4°C
Shipping: AMBIENT

Transportation: Not dangerous goods

Description: Avermectin derivative prepared by hydrolysis and oximation of doramectin. Selamectin is a potent nematocide used for the treatment of parasites that acts as agonist of the GABA (gamma-aminobutyric acid) neurotransmitter in nerve cells and also binds to glutamate-gated chloride channels in nerve and muscle cells of invertebrates. In both cases it blocks the transmission of neuronal signals of the parasites, which are either paralyzed and expelled out of the body, or they starve. It also affects the reproduction of some parasites by diminishing oviposition or inducing an abnormal oogenesis. The substance fights both internal and surface parasitic infection. Compound can be used as analytical reference material.
InChi: InChI=1S/C43H63NO11/c1-24-11-10-14-30-23-50-40-36(44-48)27(4)19-33(43(30,40)47)41(46)52-32-20-31(16-15-25(2)38(24)53-35-21-34(49-6)37(45)28(5)51-35)54-42(22-32)18-17-26(3)39(55-42)29-12-8-7-9-13-29/h10-11,14-15,19,24,26,28-29,31-35,37-40,45,47-48H,7-9,12-13,16-18,20-23H2,1-6H3/b11-10+,25-15+,30-14+,44-36-/t24?,26-,28-,31+,32-,33-,34?,35-,37-,38-,39-,40?,42+,43+/m0/s1
References: (1) B.F. Bishop, et al. , Vet. Parasitol. 91, 163 (2000) , (2) R.H. Six, et al. , Vet. Parasitol. 91, 321 (2000) , (3) B.J. Banks, et al. , Bioorg. Med. Chem. 8, 2017 (2000) , (4) J. Griffin, et al. , J. Vet. Pharmacol. Ther. 28, 257 (2005) , (5) M.U. Esatgil, et al. , Pol. J. Vet. Sci. 11, 67 (2008) , (6) M.U. Esatgil, et al. , Pol. J. Vet. Sci. 11, 143 (2008) , (7) J. Geyer, et al. , J. Vet. Pharmacol. Ther. 32, 87 (2009) , (8) A. Melotti, et al. , EMBO Mol. Med. 6, 1263 (2014)
InChi Key: AFJYYKSVHJGXSN-HNLAYDFISA-N
Smiles: O[C@@H]1[C@@H](OC)C[C@@](O[C@](C(C)/C=C/C=C(CO2)/[C@@](C2/C(C(C)=C3)=NO)(O)[C@]3([H])C4=O)([H])/C(C)=C/C[C@]5([H])C[C@@](O4)([H])C[C@]6(CC[C@H](C)[C@](C7CCCCC7)([H])O6)O5)([H])O[C@H]1C

Avermectin derivative prepared by hydrolysis and oximation of doramectin. Selamectin is a potent nematocide used for the treatment of parasites that acts as agonist of the GABA (gamma-aminobutyric acid) neurotransmitter in nerve cells and also binds to glutamate-gated chloride channels in nerve and muscle cells of invertebrates. In both cases it blocks the transmission of neuronal signals of the parasites, which are either paralyzed and expelled out of the body, or they starve. It also affects the reproduction of some parasites by diminishing oviposition or inducing an abnormal oogenesis. The substance fights both internal and surface parasitic infection. Compound can be used as analytical reference material.

SKU: S0051 Category: Antibiotics

Additional information

Additional information

Synonyms	Revolution, Stronghold, (5Z)-25-Cyclohexyl-4'-O-de(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)-5-demethoxy-25-de(1-methylpropyl)-22,23-dihydro-5-(hydroxyimino)avermectin A1a
Purity	≥99% (HPLC)
Appearance	Off-white powder
CAS-Number	220119-17-5
Molecular Formula	C43H63NO11
Molecular Weight	769.96
Identity	1H-NMR
Solvents	DMSO, DMF, ethanol, methanol, water (slightly)
Smiles	O[C@@H]1[C@@H](OC)C[C@@](O[C@](C(C)/C=C/C=C(CO2)/[C@@](C2/C(C(C)=C3)=NO)(O)[C@]3([H])C4=O)([H])/C(C)=C/C[C@]5([H])C[C@@](O4)([H])C[C@]6(CC[C@H](C)[C@](C7CCCCC7)([H])O6)O5)([H])O[C@H]1C
InChi Key	AFJYYKSVHJGXSN-HNLAYDFISA-N
Shipping	AMBIENT
Short Term Storage	RT
Long Term Storage	+4°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Transportation	Not dangerous goods
References	(1) B.F. Bishop, et al., Vet. Parasitol. 91, 163 (2000), (2) R.H. Six, et al., Vet. Parasitol. 91, 321 (2000), (3) B.J. Banks, et al., Bioorg. Med. Chem. 8, 2017 (2000), (4) J. Griffin, et al., J. Vet. Pharmacol. Ther. 28, 257 (2005), (5) M.U. Esatgil, et al., Pol. J. Vet. Sci. 11, 67 (2008), (6) M.U. Esatgil, et al., Pol. J. Vet. Sci. 11, 143 (2008), (7) J. Geyer, et al., J. Vet. Pharmacol. Ther. 32, 87 (2009), (8) A. Melotti, et al., EMBO Mol. Med. 6, 1263 (2014)
InChi	InChI=1S/C43H63NO11/c1-24-11-10-14-30-23-50-40-36(44-48)27(4)19-33(43(30,40)47)41(46)52-32-20-31(16-15-25(2)38(24)53-35-21-34(49-6)37(45)28(5)51-35)54-42(22-32)18-17-26(3)39(55-42)29-12-8-7-9-13-29/h10-11,14-15,19,24,26,28-29,31-35,37-40,45,47-48H,7-9,12-13,16-18,20-23H2,1-6H3/b11-10+,25-15+,30-14+,44-36-/t24?,26-,28-,31+,32-,33-,34?,35-,37-,38-,39-,40?,42+,43+/m0/s1
Quantity	25 mg, 100 mg, Bulk