MILBEMECTIN A4

• CAT Number: R066529
• CAS Number: 51596-11-3
• Molecular Formula: C32H46O7
• Molecular Weight: 542.713
• Purity: ≥95%
• Storage: -20°C
• Related CAS: 56197-02-5
• IUPAC Name: (1R,4S,5'S,6R,6'R,8R,10E,13R,14E,16E,20R,21R,24S)-6'-ethyl-21,24-dihydroxy-5',11,13,22-tetramethylspiro[3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene-6,2'-oxane]-2-one
• InChI: InChI=1S/C32H46O7/c1-6-27-21(4)12-13-31(39-27)17-25-16-24(38-31)11-10-20(3)14-19(2)8-7-9-23-18-36-29-28(33)22(5)15-26(30(34)37-25)32(23,29)35/h7-10,15,19,21,24-29,33,35H,6,11-14,16-18H2,1-5H3/b8-7+,20-10+,23-9+/t19-,21-,24+,25-,26-,27+,28+,29+,31+,32+/m0/s1
• InChIKey: VOZIAWLUULBIPN-LRBNAKOISA-N
• SMILES: CCC1C(CCC2(O1)CC3CC(O2)CC=C(CC(C=CC=C4COC5C4(C(C=C(C5O)C)C(=O)O3)O)C)C)C

Milbemycin A4(CAS 51596-11-3) is the prominent member of a complex family of macrocyclic lactones that contain a characteristic spiroketal group produced from the fermentation of soil bacterium S. hygroscopicus subsp. aureolacrimosus. As a compound that potentiates glutamate and GABA-gated chloride-channel opening, milbemycin 4 is used as a nematocide and insecticide.

Reference

1.Milbemycins, a new family of macrolide antibiotics: fermentation, isolation and physico-chemical properties.Takiguchi Y. et al. J Antibiot. 1980, 33, 1120.

2.Milbemycins, a new family of macrolide antibiotics: producing organism and its mutants. Okazaki T. et al. J Antibiot. 1983, 36, 438.