Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-14 22:26:35 UTC
Update Date2022-08-31 06:22:30 UTC
Metabolite IDMMDBc0004479
Metabolite Identification
Common Name6,8a-Seco-6,8a-deoxy-2,5-didehydroaverme
Description6,8a-Seco-6,8a-deoxy-2,5-didehydroaverme belongs to the class of organic compounds known as milbemycins. These are a group of macrolides with a structure containing a 16-membered lactone ring fused to a 1,7-dioxaspiroundecane ring system and to either a benzofuran (or hydrogenated derivative thereof). In some cases (e.g. Milbemycin E), the tetrahydrofuranyl ring is missing. Milbemycins can be o-glycosylated at C13 to form Avermectins. Milbemycins are produced by Streptomyces species. Based on a literature review very few articles have been published on 6,8a-Seco-6,8a-deoxy-2,5-didehydroaverme.
Structure
SynonymsNot Available
Molecular FormulaC48H72O13
Average Mass857.091
Monoisotopic Mass856.497292378
IUPAC Name(10'Z,12'Z,16'Z)-6-(butan-2-yl)-4,7'-dihydroxy-15'-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-5,6',10',14',16'-pentamethyl-2',20'-dioxaspiro[oxane-2,21'-tricyclo[17.3.1.0^{4,9}]tricosane]-4',6',8',10',12',16'-hexaen-3'-one
Traditional Name(10'Z,12'Z,16'Z)-4,7'-dihydroxy-15'-({5-[(5-hydroxy-4-methoxy-6-methyloxan-2-yl)oxy]-4-methoxy-6-methyloxan-2-yl}oxy)-5,6',10',14',16'-pentamethyl-6-(sec-butyl)-2',20'-dioxaspiro[oxane-2,21'-tricyclo[17.3.1.0^{4,9}]tricosane]-4',6',8',10',12',16'-hexaen-3'-one
CAS Registry NumberNot Available
SMILES
[H]\C1=C(C)\C(OC2CC(OC)C(OC3CC(OC)C(O)C(C)O3)C(C)O2)C(C)\C([H])=C(\[H])/C(/[H])=C(C)\C2=C(C=C(C)C(O)=C2)C(=O)OC2CC(C1)OC1(CC(O)C(C)C(O1)C(C)CC)C2
InChI Identifier
InChI=1S/C48H72O13/c1-12-25(2)45-30(7)38(50)24-48(61-45)23-34-19-33(60-48)17-16-28(5)44(27(4)15-13-14-26(3)35-20-37(49)29(6)18-36(35)47(52)57-34)58-42-22-40(54-11)46(32(9)56-42)59-41-21-39(53-10)43(51)31(8)55-41/h13-16,18,20,25,27,30-34,38-46,49-51H,12,17,19,21-24H2,1-11H3/b15-13-,26-14-,28-16-
InChI KeyZRYHPEOHTDJRCY-VZUATFRUSA-N