Ivermectin B1a
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Category | Antibiotics |
Catalog number | BBF-04296 |
CAS | 71827-03-7 |
Molecular Weight | 306.5 |
Molecular Formula | C20H34O2 |
Purity | >95% by HPLC |
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Description
It is the major component (>80%) of the commercial anthelmintic, ivermectin. It exerts its anthelmintic effects by binding to glutamate-gated chloride channels expressed on nematode neurones and pharyngeal muscle cells. It is also a potent insecticide.
Specification
Related CAS | 70161-11-4 (Deleted CAS) 73910-57-3 (Deleted CAS) 116522-39-5 (Deleted CAS) 123022-60-6 (Deleted CAS) 139645-33-3 (Deleted CAS) 923580-16-9 (Deleted CAS) 2171158-04-4 (Deleted CAS) 2434662-34-5 (Deleted CAS) 2915642-78-1 (Deleted CAS) 3028413-49-9 (Deleted CAS) |
Synonyms | Ivermectin B1a;IVERMECTIN;Dihydroavermectin B1a;70288-86-7;71827-03-7;22,23-Dihydroavermectin B1a;70161-11-4;Stromectol;22,23-Dihydroavermectin B1;Ivermectin Component B1a;avermectin H2B1a;Ivermectin B1a-d2;5-O-demethyl-22,23-dihydroavermectin A1a;DTXSID8023181;CHEBI:63941;91Y2202OUW;(2ae,4e,5's,6s,6'r,7s,8e,11r,13r,15s,17ar,20r,20ar,20bs)-6'-[(2s)-Butan-2-Yl]-20,20b-Dihydroxy-5',6,8,19-Tetramethyl-17-Oxo-3',4',5',6,6',10,11,14,15,17,17a,20,20a,20b-Tetradecahydro-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-Alpha-L-Arabino-Hexopyranosyl)-3-O-Methyl-Alpha-L-Arabino-Hexopyranoside;MK-933;Ivermectin B1a (>85%);(1R,4S,5'S,6R,6'R,8R,10E,12S,13S,14E,16E,20R,21R,24S)-6'-[(2S)-butan-2-yl]-21,24-dihydroxy-12-[(2R,4S,5S,6S)-5-[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-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;Avermectin A1a, 5-O-demethyl-22,23-dihydro-;C48H74O14;UNII-91Y2202OUW;22,23-Dihydroavermectin B(1)a;NCGC00163233-01;(2aE,4E,5'S,6S,6'R,7S,8E,11R,13R,15S,17aR,20R,20aR,20bS)-6'-[(2S)-butan-2-yl]-20,20b-dihydroxy-5',6,8,19-tetramethyl-17 -oxo-3',4',5',6,6',10,11,14,15,17,17a,20,20a,20b-tetradecahydro-2H,7H-spiro[11,15-methanofuro[4,3,2-pq][2,6]benzodioxacy clooctadecine-13,2'-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;Avermectin A1a, 5-O-demethyl-22,23-dihydro-; Spiro[11,15-methano-2H,13H,17H-furo[4,3,2-pq][2,6]benzodioxacyclooctadecin-13,2'-[2H]pyran], avermectin A1a deriv.; 22,23-Dihydroavermectin B1a; 5-O-Demethyl-22,23-dihydroavermectin A1a; Dihydroavermectin B1a; Ivermectin B1a;Ivermectin (IVM);IVM;EINECS 276-046-2;dihydro avermectin Bla;BRN 4643153;H2B1a;Prestwick3_000156;Ivermectin (MK-0933);BSPBio_000292;SCHEMBL312795;BPBio1_000322;CHEMBL263291;DTXCID303181;CHEBI:94551;HMS2089M09;HMS2095O14;HMS3712O14;WCA82703;Tox21_112034;BDBM50409816;HB1958;MFCD00869511;s1351;AKOS027470116;IVERMECTIN COMPONENT B1A [MI];AC-6014;AT36525;CCG-220156;NCGC00186639-01;NCGC00186639-03;AS-14167;BI166167;CAS-71827-03-7;HY-126937;AB00513813;CS-0108408;NS00000160;22,23-DIHYDROAVERMECTIN B1A; IVERMECTIN;AB00513813-02;AB00513813-03;AB00513813_04;Avermectin A1a, 22,23-dihydro-5-O-demethyl-;Ivermectin, Antibiotic for Culture Media Use Only;Q-201262;BRD-K24652731-001-02-7;BRD-K85554912-001-05-5;BRD-K85554912-001-06-3;BRD-K85554912-001-08-9;Q27132923;Ivermectin, British Pharmacopoeia (BP) Reference Standard;Ivermectin, European Pharmacopoeia (EP) Reference Standard;Ivermectin, United States Pharmacopeia (USP) Reference Standard;Ivermectin, Pharmaceutical Secondary Standard; Certified Reference Material;(2aE,4E,5'S,6S,6'R,7S,8E,11R,13R,15S,17aR,20R,20aR,20bS)-6'-[(2S)-butan-2-yl]-20,20b-dihydroxy-5',6,8,19-tetramethyl-17;-oxo-3',4',5',6,6',10,11,14,15,17,17a,20,20a,20b-tetradecahydro-2H,7H-spiro[11,15-methanofuro[4,3,2-pq][2,6]benzodioxacy;clooctadecine-13,2'-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; |
Storage | Store at -20°C under inert atmosphere |
IUPAC Name | (1R,4S,5'S,6R,6'R,8R,10E,12S,13S,14E,16E,20R,21R,24S)-6'-[(2S)-butan-2-yl]-21,24-dihydroxy-12-[(2R,4S,5S,6S)-5-[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-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 |
Canonical SMILES | C/C/1=C/CC/C(=C\[C@@H](C[C@](/C=C\[C@@H](CC1)C(C)C)(C)O)O)/C |
InChI | InChI=1S/C48H74O14/c1-11-25(2)43-28(5)17-18-47(62-43)23-34-20-33(61-47)16-15-27(4)42(26(3)13-12-14-32-24-55-45-40(49)29(6)19-35(46(51)58-34)48(32,45)52)59-39-22-37(54-10)44(31(8)57-39)60-38-21-36(53-9)41(50)30(7)56-38/h12-15,19,25-26,28,30-31,33-45,49-50,52H,11,16-18,20-24H2,1-10H3/b13-12+,27-15+,32-14+/t25-,26-,28-,30-,31-,33+,34-,35-,36-,37-,38-,39-,40+,41-,42-,43+,44-,45+,47+,48+/m0/s1 |
InChI Key | AZSNMRSAGSSBNP-XPNPUAGNSA-N |
Source | Semi-synthetic |
Properties
Appearance | Solid |
Antibiotic Activity Spectrum | Parasites |
Boiling Point | 940.4±65.0°C at 760 mmHg |
Melting Point | 161-165°C |
Density | 1.2±0.1 g/cm3 |
Solubility | Slightly soluble in Chloroform, DMSO |
Reference Reading
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2