| Identification | Back Directory | [Name]
Avermectin A1a, 5-O-demethyl-22,23-dihydro- | [CAS]
71827-03-7 | [Synonyms]
Ivermectin B1a
IvermectinH2B1a
Dihydroavermectin B1a
Ivermectin Impurity 3
Ivermectin B1a (>85%)
22,23-Dihydro-5-O-demethylavermectin A1a
5-O-Demethyl-22,23-dihydroavermectin A1a
Avermectin A1a, 5-O-demethyl-22,23-dihydro-
(2Ae,4E,5'S,6S,6'R,7S,8E,11R,13R,15S,17ar,20R,20ar,20bs)-20,20B-dihydroxy-5',6,8,19-tetramethyl-6'-[(1S)-1-methylpropyl]-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 | [EINECS(EC#)]
276-046-2 | [Molecular Formula]
C48H74O14 | [MOL File]
71827-03-7.mol | [Molecular Weight]
875.09 |
| Chemical Properties | Back Directory | [Melting point ]
155-157° | [Boiling point ]
717.97°C (rough estimate) | [density ]
1.0683 (rough estimate) | [refractive index ]
1.6130 (estimate) | [storage temp. ]
Store at -20°C | [solubility ]
Soluble in DMSO | [form ]
solid | [pka]
12.42±0.70(Predicted) | [color ]
white |
| Hazard Information | Back Directory | [Description]
Ivermectin B1a is the main component (>80%) of the anthelmintic ivermectin, which also contains ivermectin B1b (<20%; ). It produces antiparasitic activity by binding to glutamate-gated chloride channels expressed on nematode neurons and pharyngeal muscle cells, inducing irreversible channel opening and very long-lasting hyperpolarization/depolarization of the neuron/muscle cell, thereby blocking further function (EC50 = 104 nM). Formulations containing ivermectin inhibit replication of severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) in Vero/hSLAM cells. | [Uses]
Ivermectin B1a-D2 is a deuterium labelled analogue of Ivermectin B1a (I940815), which is a major component of Ivermectin (I940800), a semi-synthetic derivative of Abamectin; consists of a mixture of not less than 80% component B1a and not more than 20% component B1b. Antihelmintic (Onchocerca). An invitro inhibitor of SARS-CoV-2/ Covid-19. | [Definition]
ChEBI: A macrocyclic lactone that is avermectin B1a in which the double bond present in the spirocyclic ring system has been reduced to a single bond. It is the major component of ivermectin. | [References]
[1] j. wolsetnholme and a. t. rogers. glutamate-gated chloride channels and the mode of action of the avermectin/milbemycin anthelmintics. parasitology131 suppl, s85-s95 (2005).
[2] s. gaisser, l. kellenberger, a. l. kaja, et al. direct production of ivermectin-like drugs after domain exchange in the avermectin polyketide synthase of streptomyces avermitilis atcc31272. organic & biomolecular chemistry 1(16), 2840-2847 (2003).
[3] j. p. arena, k. k. liu, p. s. paress, et al. the mechanism of action of avermectins in caenorhabditis elegans: correlation between activation of glutamate-sensitive chloride current, membrane binding, and biological activity. journal of parasitology 81, 286-294 (1995). |
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