CAS 65195-56-4

Avermectin A1a, 5-O-demethyl-25-de(1-methylpropyl)-25-(1-methylethyl)-

Description:

Avermectin A1a, specifically the 5-O-demethyl-25-de(1-methylpropyl)-25-(1-methylethyl)- variant, is a member of the avermectin family, which are macrocyclic lactones derived from the fermentation of the bacterium Streptomyces avermitilis. This compound is primarily known for its potent antiparasitic and insecticidal properties, making it widely used in agriculture and veterinary medicine. Avermectins function by binding to glutamate-gated chloride channels in the nervous system of invertebrates, leading to paralysis and death of the target organisms. The chemical structure of Avermectin A1a includes multiple chiral centers, contributing to its biological activity and specificity. It is typically characterized by its lipophilicity, which influences its absorption and distribution in biological systems. Additionally, it exhibits a relatively low toxicity to mammals, which is advantageous for its application in pest control. However, environmental considerations regarding its persistence and potential effects on non-target species are important in its usage and regulation.

Formula: C₄₇H₇₀O₁₄

InChI: InChI=1/C47H70O14/c1-24(2)41-27(5)16-17-46(61-41)22-33-19-32(60-46)15-14-26(4)42(25(3)12-11-13-31-23-54-44-39(48)28(6)18-34(45(50)57-33)47(31,44)51)58-38-21-36(53-10)43(30(8)56-38)59-37-20-35(52-9)40(49)29(7)55-37/h11-14,16-18,24-25,27,29-30,32-44,48-49,51H,15,19-23H2,1-10H3/b12-11+,26-14+,31-13+/t25-,27-,29-,30-,32+,33-,34-,35-,36-,37-,38-,39+,40-,41+,42?,43-,44+,46?,47+/m0/s1

InChI key: InChIKey=ZFUKERYTFURFGA-PVVXTEPVSA-N

SMILES: [C@H](C)(C)[C@H]1O[C@@]2(C[C@@]3(C[C@](O2)(C/C=C(\C)/[C@@H](O[C@H]4C[C@H](OC)[C@@H](O[C@H]5C[C@H](OC)[C@@H](O)[C@H](C)O5)[C@H](C)O4)[C@@H](C)\C=C\C=C/6\[C@@]7(O)[C@](C(=O)O3)(C=C(C)[C@@H](O)[C@]7(OC6)[H])[H])[H])[H])C=C[C@@H]1C

Synonyms:

• (2aE,4E,5'S,6S,6'R,8E,11R,15S,17aR,20R,20aR,20bS)-20,20b-dihydroxy-5',6,8,19-tetramethyl-6'-(1-methylethyl)-17-oxo-5',6,6',10,11,14,15,17,17a,20,20a,20b-dodecahydro-2H,7H-spiro[11,15-methanofuro[4,3,2-pq][2,6]benzodioxacyclooctadecine-13,2'-pyran]-7-yl 2,6-dideoxy-4-O-(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)-3-O-methyl-α-L-arabino-hexopyranoside
• (2aE,4E,8E)-(5'S,6S,6'R,7S,11R,13S,15S,17aR,20R,20aR,20bS)-5',6,6',7,10,11,14,15,17a,20,20a,20b-Dodecahydro-20,20b-dihydroxy-6'-isopropyl-5',6,8,19-tetramethyl-17-oxospiro(11,15-methano-2H,13H,17H-furo(4,3,2-pq)(2,6)benzodioxacyclooctadecin-13,2'-(2H)pyran)-7-yl 2,6-dideoxy-4-O-(2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranosyl)-3-O-methyl-alpha-L-arabino-hexopyranoside
• 5-O-Demethyl-25-de(1-methylpropyl)-25-(1-methylethyl)avermectin A_1a
• Abamectin B_1b
• Abamectin Component B(sub 1b)
• Abamectin component B_1b
• Abamectin komponente B1b
• Antibiotic C 076B(sub 1b)
• Antibiotic C 076B_1b
• Avermectin A(sub 1a), 5-O-demethyl-25-de(1-methylpropyl)-25-(1-methylethyl)-
• Avermectin A_1a, 5-O-demethyl-25-de(1-methylpropyl)-25-(1-methylethyl)-
• Avermectin B1b
• Avermectin B_1b
• Spiro[11,15-methano-2H,13H,17H-furo[4,3,2-pq][2,6]benzodioxacyclooctadecin-13,2′-[2H]pyran], avermectin A_1a deriv.
• Unii-W8Dt67027W
• Spiro[11,15-methano-2H,13H,17H-furo[4,3,2-pq][2,6]benzodioxacyclooctadecin-13,2′-[2H]pyran], avermectin A1a deriv.
• 5-O-Demethyl-25-de(1-methylpropyl)-25-(1-methylethyl)avermectin A1a
• Antibiotic C 076B1b
• Avermectin A1a, 5-O-demethyl-25-de(1-methylpropyl)-25-(1-methylethyl)-
• C-076B1b
• Ivermectin Impurity 2(Ivermectin EP Impurity B)
• Abamectin B1b (~90%)
• AbaMectin B1b

Avermectin B1b

Controlled Product

CAS: 65195-56-4

Formula: C₄₇H₇₀O₁₄

Color and Shape: Neat

Molecular weight: 859.05

Ref: 04-CA10001300

Avermectin B1b 100 µg/mL in Acetonitrile

CAS: 65195-56-4

Formula: C₄₇H₇₀O₁₄

Color and Shape: Single Solution

Molecular weight: 859.05

Ref: 04-A10001300AL-100

Abamectin B1b

CAS: 65195-56-4

Formula: C₄₇H₇₀O₁₄

Molecular weight: 859.06

Ref: 4Z-A-425

Abamectin B1b (~90%)

Controlled Product

CAS: 65195-56-4

Formula: C₄₇H₇₀O₁₄

Purity: ~90%

Color and Shape: Neat

Molecular weight: 859.05

Ref: TR-A107010

Avermectinb1b

CAS: 65195-56-4

Avermectin is a chemical compound that has been used as an immunosuppressive agent and antiparasitic drug. It is structurally a macrolide, which binds to the acetylcholine receptor on the surface of nerve cells in the brain and inhibits transmission of impulses. Avermectin also inhibits mitochondrial membrane potential and induces apoptosis in cancer cells. This drug has been shown to have anti-inflammatory properties, which may be due to its inhibition of prostaglandin synthesis.

Formula: C₄₇H₇₀O₁₄

Purity: 90%

Molecular weight: 859.05 g/mol

Ref: 3D-FA153220

Abamectin B1b

CAS: 65195-56-4

Formula: C₄₇H₇₀O₁₄

Molecular weight: 859.06

Ref: ST-EA-CP-A41003

Ivermectin EP Impurity B

CAS: 65195-56-4

Formula: C₄₇H₇₀O₁₄

Molecular weight: 859.06

Ref: ST-EA-CP-I18002