CHEBI:82597 - eprinomectin component B1a

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ChEBI Name eprinomectin component B1a
ChEBI ID CHEBI:82597
ChEBI ASCII Name eprinomectin component B1a
Definition An avermectin analogue that is avermectin A1a in which the methoxy group attached to the tetrahydrobenzofuranyl moiety is replaced by a hydroxy group and in which the hydroxy group at position 4 of the terminal 2,6-dideoxy-3-O-methyl-α-L-arabino-hyxopoyranosyl group is replaced by an acetamido group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C50H75NO14
Net Charge 0
Average Mass 914.12880
Monoisotopic Mass 913.51876
InChI InChI=1S/C50H75NO14/c1-12-26(2)45-29(5)18-19-49(65-45)24-36-21-35(64-49)17-16-28(4)44(27(3)14-13-15-34-25-58-47-43(53)30(6)20-37(48(54)61-36)50(34,47)55)62-41-23-39(57-11)46(32(8)60-41)63-40-22-38(56-10)42(31(7)59-40)51-33(9)52/h13-16,18-20,26-27,29,31-32,35-47,53,55H,12,17,21-25H2,1-11H3,(H,51,52)/b14-13+,28-16+,34-15+/t26-,27-,29-,31-,32-,35+,36-,37-,38-,39-,40-,41-,42-,43+,44-,45+,46-,47+,49+,50+/m0/s1
InChIKey ZKWQQXZUCOBISE-NQMKODOQSA-N
SMILES CC[C@H](C)[C@H]1O[C@@]2(C[C@@H]3C[C@@H](C\C=C(C)\[C@@H](O[C@H]4C[C@H](OC)[C@@H](O[C@H]5C[C@H](OC)[C@@H](NC(C)=O)[C@H](C)O5)[C@H](C)O4)[C@@H](C)\C=C\C=C4/CO[C@@H]5[C@H](O)C(C)=C[C@@H](C(=O)O3)[C@]45O)O2)C=C[C@@H]1C
ChEBI Ontology
Outgoing eprinomectin component B1a (CHEBI:82597) is a acetamides (CHEBI:22160)
eprinomectin component B1a (CHEBI:82597) is a avermectin analogue (CHEBI:82599)
eprinomectin component B1a (CHEBI:82597) is a disaccharide derivative (CHEBI:63353)
eprinomectin component B1a (CHEBI:82597) is a organic heteropentacyclic compound (CHEBI:38164)
eprinomectin component B1a (CHEBI:82597) is a semisynthetic derivative (CHEBI:72588)
eprinomectin component B1a (CHEBI:82597) is a spiroketal (CHEBI:72600)
Incoming eprinomectin (CHEBI:82596) has part eprinomectin component B1a (CHEBI:82597)
IUPAC Name
(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-α-L-arabino-hexopyranosyl)-2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranoside
Synonyms Sources
(4''R)-4''-(acetylamino)-5-O-demethyl-4''-deoxyavermectin A1a ChemIDplus
eprinomectin B1a ChEBI
Registry Numbers Types Sources
10325533 Reaxys Registry Number Reaxys
133305-88-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15725539 PubMed citation Europe PMC
19877150 PubMed citation Europe PMC
22638921 PubMed citation Europe PMC
25106840 PubMed citation Europe PMC
Last Modified
11 August 2014