aureofungin

Chinese: 金色制酶素French: auréofongine (n.f.)


Status: none
IUPAC name: mixture of aureofungin A (33-[(3-amino-3,6-dideoxy-D-mannopyranosyl)oxy]-1,3,5,7,9,11,13,15,37-nonahydroxy-17-{4-hydroxy-1-methyl-6-[4-(methylamino)phenyl]-6-oxohexyl}-18-methyl-15-oxo-16,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid) and aureofungin B (33-[(3-amino-3,6-dideoxy-D-mannopyranosyl)oxy]-1,3,5,7,9,11,13,15,37-nonahydroxy-17-(4-hydroxy-1-methyl-6-oxoundeca-7,9-dienyl)-18-methyl-15-oxo-16,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid)
CAS name:
CAS Reg. No.: 8065-41-6
Formula: Published data: C59H86N2O19 (aureofungin A) + C57H85NO19 (aureofungin B)
Published structure: C59H88N2O19 (aureofungin A) + C57H87NO19 (aureofungin B)
Activity: fungicides (macrocyclic lactone)
Notes: There is no ISO common name for this substance; the name “aureofungin” has been used in the literature but it has no official status.
The identity of aureofungin is uncertain. The structure of the 2 components was determined by the University of Illinois in 1976, but the published molecular weight and molecular formula contain 2 fewer hydrogen atoms than are present in the published structural formula. The IUPAC names, InChIKeys and InChIs have been derived from the published structural formulae. The manufacturer, Hindustan Antibiotics Limited, is not able to clarify the identity.
The CAS Registry Numbers of the components are 63278-45-5 (aureofungin A) and 63278-44-4 (aureofungin B).
Structure: Structural formula of aureofungin
Pronunciation: or-ē-ō-fǔng-gǐn  Guide to British pronunciation
InChIKey: aureofungin A: FVOHYQMTNYOFFF-GDCWYOSQSA-N
aureofungin B: UCGCBJZKDUUGEM-INEXPJPMSA-N
InChI: aureofungin A: InChI=1S/C59H88N2O19/c1-35-17-15-13-11-9-7-5-6-8-10-12-14-16-18-47(78-58-55(73)53(60)54(72)37(3)77-58)32-50-52(57(74)75)49(70)34-59(76,80-50)33-46(68)29-44(66)27-42(64)25-41(63)26-43(65)28-45(67)31-51(71)79-56(35)36(2)19-24-40(62)30-48(69)38-20-22-39(61-4)23-21-38/h5-18,20-23,35-37,40-47,49-50,52-56,58,61-68,70,72-73,76H,19,24-34,60H2,1-4H3,(H,74,75)/b6-5+,9-7+,10-8+,13-11+,14-12+,17-15+,18-16+/t35?,36?,37-,40?,41?,42?,43?,44?,45?,46?,47?,49?,50?,52?,53+,54-,55+,56?,58?,59?/m1/s1
aureofungin B: InChI=1S/C57H87NO19/c1-5-6-17-21-38(59)25-39(60)24-23-36(3)54-35(2)20-18-15-13-11-9-7-8-10-12-14-16-19-22-46(75-56-53(70)51(58)52(69)37(4)74-56)32-48-50(55(71)72)47(67)34-57(73,77-48)33-45(66)30-43(64)28-41(62)26-40(61)27-42(63)29-44(65)31-49(68)76-54/h5-22,35-37,39-48,50-54,56,60-67,69-70,73H,23-34,58H2,1-4H3,(H,71,72)/b6-5?,8-7+,11-9+,12-10+,15-13+,16-14+,20-18+,21-17?,22-19+/t35?,36?,37-,39?,40?,41?,42?,43?,44?,45?,46?,47?,48?,50?,51+,52-,53+,54?,56?,57?/m1/s1

A data sheet from the Compendium of Pesticide Common Names