CHEBI:85646 - avilamycin A

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ChEBI Name avilamycin A
ChEBI ID CHEBI:85646
Definition An oligosaccharide derivative that is produced by Streptomyces viridochromogenes and exhibits antibiotic properties.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Gemma Holliday
Supplier Information
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Formula C61H88Cl2O32
Net Charge 0
Average Mass 1404.23800
Monoisotopic Mass 1402.46358
InChI InChI=1S/C61H88Cl2O32/c1-21(2)53(70)87-49-45-32(92-61(93-45)52-51(78-20-79-52)60(72,27(8)64)28(9)91-61)19-77-56(49)89-57-48(76-14)39(68)44(31(83-57)18-73-11)88-55-40(69)47(43(74-12)24(5)82-55)85-34-17-58(10)50(26(7)81-34)94-59(95-58)16-30(66)42(25(6)90-59)84-33-15-29(65)41(23(4)80-33)86-54(71)35-22(3)36(62)38(67)37(63)46(35)75-13/h21,23-26,28-34,39-45,47-52,55-57,65-69,72H,15-20H2,1-14H3/t23-,24-,25-,26-,28-,29-,30-,31-,32+,33+,34+,39+,40-,41-,42-,43+,44-,45-,47-,48+,49-,50-,51-,52-,55+,56+,57+,58-,59?,60+,61-/m1/s1
InChIKey XIRGHRXBGGPPKY-FCNCREMHSA-N
SMILES COC[C@H]1O[C@@H](O[C@@H]2OC[C@@H]3O[C@]4(O[C@H]3[C@H]2OC(=O)C(C)C)O[C@H](C)[C@](O)([C@@H]2OCO[C@@H]42)C(C)=O)[C@@H](OC)[C@@H](O)[C@@H]1O[C@@H]1O[C@H](C)[C@H](OC)[C@H](O[C@H]2C[C@@]3(C)OC4(C[C@@H](O)[C@H](O[C@H]5C[C@@H](O)[C@H](OC(=O)c6c(C)c(Cl)c(O)c(Cl)c6OC)[C@@H](C)O5)[C@@H](C)O4)O[C@@H]3[C@@H](C)O2)[C@H]1O
Metabolite of Species Details
Streptomyces viridochromogenes Tue57 (NCBI:txid1160705) of strain Tue57 See: PubMed
Roles Classification
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing avilamycin A (CHEBI:85646) has role antimicrobial agent (CHEBI:33281)
avilamycin A (CHEBI:85646) has role bacterial metabolite (CHEBI:76969)
avilamycin A (CHEBI:85646) is a benzoate ester (CHEBI:36054)
avilamycin A (CHEBI:85646) is a cyclic acetal (CHEBI:59770)
avilamycin A (CHEBI:85646) is a dichlorobenzene (CHEBI:23697)
avilamycin A (CHEBI:85646) is a oligosaccharide derivative (CHEBI:63563)
avilamycin A (CHEBI:85646) is a ortho ester (CHEBI:71989)
avilamycin A (CHEBI:85646) is a oxaspiro compound (CHEBI:37948)
avilamycin A (CHEBI:85646) is a phenols (CHEBI:33853)
avilamycin A (CHEBI:85646) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name
(2R,3S,4R,6S)-6-{[(3aR,4R,4'R,5'S,6S,6'R,7aR)-6-{[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4S,5S,6S)-6-({(2R,3aS,3a'R,6S,6'R,7R,7'S,7aR,7a'R)-7'-acetyl-7'-hydroxy-6'-methyl-7-[(2-methylpropanoyl)oxy]octahydro-2'H,4H-2,4'-spirobi[[1,3]dioxolo[4,5-c]pyran]-6-yl}oxy)-4-hydroxy-5-methoxy-2-(methoxymethyl)oxan-3-yl]oxy}-3-hydroxy-5-methoxy-6-methyloxan-4-yl]oxy}-4'-hydroxy-4,6',7a-trimethyltetrahydro-4H-spiro[1,3-dioxolo[4,5-c]pyran-2,2'-oxan]-5'-yl]oxy}-4-hydroxy-2-methyloxan-3-yl 3,5-dichloro-4-hydroxy-2-methoxy-6-methylbenzoate
Synonym Source
A-23575 ChemIDplus
Manual Xref Database
CPD-13154 MetaCyc
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Registry Numbers Types Sources
6473612 Reaxys Registry Number Reaxys
69787-79-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11410376 PubMed citation Europe PMC
15519487 PubMed citation Europe PMC
15578738 PubMed citation Europe PMC
15640214 PubMed citation Europe PMC
16537546 PubMed citation Europe PMC
23138151 PubMed citation Europe PMC
23788550 PubMed citation Europe PMC
71674 PubMed citation SUBMITTER
Last Modified
06 February 2018