Basic information
- CAS
133305-88-1- Standard SMILES
CC[C@H](C)[C@H]1O[C@]2(C=C[C@@H]1C)C[C@@H]1C[C@@H](C/C=C(\C)[C@@H](O[C@H]3C[C@H](OC)[C@@H](O[C@H]4C[C@H](OC)[C@H](NC(C)=O)[C@H](C)O4)[C@H](C)O3)[C@@H](C)/C=C/C=C3\CO[C@@H]4[C@H](O)C(C)=C[C@@H](C(=O)O1)[C@]34O)O2- InChIKey
ZKWQQXZUCOBISE-CRTGXIDZSA-N- Molecular formula
- C50H75NO14
- Average molar mass
- 914.1 g/mol
- Monoisotopic mass
- 913.51875607
Names & identifiers
- Preferred name
- Eprinomectin B1a
- IUPAC
- N-[(2S,3R,4S,6S)-6-[(2S,3S,4S,6R)-6-[(1'R,2R,3S,4'S,6S,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-2-[(2S)-butan-2-yl]-21',24'-dihydroxy-3,11',13',22'-tetramethyl-2'-oxospiro[2,3-dihydropyran-6,6'-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-12'-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]acetamide
- English name
- EprinoMectin B1a
- Molecular formula
- C50H75NO14
- Molecular weight
- 914.14
Names & synonyms
Eprinomectin component B1aEprinomectin B1a133305-88-1Eprinomectin component B1UNII-00OY54D31C(4''R)-4''-(Acetylamino)-5-O-demethyl-4''-deoxyavermectin A1a00OY54D31CEPRINOMECTIN COMPONENT B1A [MI]AVERMECTIN A1A, 4 SUP(2)-(ACETYLAMINO)-5-O-DEMETHYL-4 SUP(2)-DEOXY-, (4 SUP(2)R)-DTXCID0028903CHEBI:82597RefChem:137403
Show more names
Eprinomectin Component BPhenyl Acetate Impurity 14ZKWQQXZUCOBISE-NAMFGXNGSA-N
4''-(acetylamino)-5-O-demethyl-4''-deoxy-, (4''R)-Avermectin A1a(2aE,4E,5'S,6S,6'R,7S,8E,11R,13S,15S,17aR,20R,20aR,20bS)-6'-((2S)-butan-2-yl)-20,20b-dihydroxy-5',6,8,19-tetramethyl-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)benzodioxacyclooctadecin-13,2'-pyran)-7-yl 4-O-(4-acetamido-2,4,6-trideoxy-3-O-methyl-alpha-L-arabino-hexopyranosyl)-2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranoside(2aE,4E,5'S,6S,6'R,7S,8E,11R,13S,15S,17aR,20R,20aR,20bS)-6'-[(2S)-butan-2-yl]-20,20b-dihydroxy-5',6,8,19-tetramethyl-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]benzodioxacyclooctadecin-13,2'-pyran]-7-yl 4-O-(4-acetamido-2,4,6-trideoxy-3-O-methyl-alpha-L-arabino-hexopyranosyl)-2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranosideDTXSID0048977ZKWQQXZUCOBISE-RRWHDBBXSA-NAKOS040758829Avermectin A1a, 4''-(acetylamino)-5-O-demethyl-4''-deoxy-, (4''R)-C50H75NO14
Properties
Computed structural properties
- XLogP
- 3.8
- Topological polar surface area
- 179 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 14
- Rotatable bonds
- 9
- Heavy atoms
- 65
- Formal charge
- 0
- Complexity
- 1,850
Experimental & physicochemical properties
Collision Cross Section304.03 Ų [M-H]-
Physicochemical properties
- Boiling point
- 992.6 · 992.6±65.0 °C(Predicted)
- Density
- 1.23 · 1.23±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- DMF: soluble; DMSO: soluble; Ethanol: soluble; Methanol: soluble
- form
- A solid
- pka
- 12.42 · 12.42±0.70(Predicted)
- FDA UNII
- 0 OY54D31C · 00OY54D31C
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 319 · H319-H315
- Precautionary statements
- 264 · P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H319-H315
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Chemistry & industry
Applications
UsesEprinomectin B1a is a semi-synthetic analogue of avermectin B1a prepared by oxidation of the 4”-hydroxy moiety and reductive amination followed by acetylation. Eprinomectin B1a is the major component (>90%) of the commercial product for endo- and exo-parasite control, eprinomectin. Members of the avermectin/milbemycin class exert their anthelmintic effects by binding to glutamate-gated chloride channels expressed on nematode neurones and pharyngeal muscle cells. The avermectins and milbemycins are also potent insecticides and acaricides.
Suppliers21 total
湖北瑞玛标物科技有限公司15787879035 15787875101 · [email protected]
上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]
孟成科技（上海）有限公司400-820-6829 · [email protected]
上海维亦特生物科技有限公司15317051735 · [email protected]
Shanghai Scibiotron Pharmaceutical Co., Ltd+86-16621589600 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
台州川旭医药科技有限公司[email protected] 15165038510 · [email protected]
厦门志信化学有限公司+86-5922680277 +86-13806087780 · [email protected]
西安莱茵生物科技有限公司86-(0)29-85992781 17792393971 · [email protected]
Novachemistry
Related reactions
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Compound notes
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