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Avilamycin A

CAT: 0931-T37754-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0931-T37754-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
69787-79-7
Target
Others, Antibacterial, Antibiotic
Related Pathways
Microbiology/Virology, Others
Bioactivity
Avilamycin A is an antibiotic.1 It is active against veterinary isolates of C. perfringens (MICs = ≤0.06-0.5 mg/L) and B. hyodysenteriae (MICs = 12.5-100 μg/ml) .1,2 Dietary administration of avilamycin A (15 and 30 ppm) reduces mortality in a broiler cockerel model of C. perfringens infection.3 Formulations containing avilamycin A have been used in the prevention of necrotic enteritis in livestock.
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)(C2OCOC42)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
Molecular Formula
C61H88Cl2O32
Molecular Weight
1404.24
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Avilamycin A

Avilamycin A is an oligosaccharide derivative that is produced by Streptomyces viridochromogenes and exhibits antibiotic properties. It has a role as an antimicrobial agent and a bacterial metabolite. It is a tertiary alpha-hydroxy ketone, a dichlorobenzene, a member of phenols, a benzoate ester, an oxaspiro compound, a cyclic acetal, an oligosaccharide derivative and an ortho ester.

CAS Number69787-79-7
PubChem CID20054845
IUPAC Name[(2R,3S,4R,6S)-6-[(2'R,3'S,3aR,4R,4'R,6S,7aR)-6-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4S,5S,6S)-6-[(2R,3aS,3'aR,6S,6'R,7R,7'S,7aR,7'aR)-7'-acetyl-7'-hydroxy-6'-methyl-7-(2-methylpropanoyloxy)spiro[4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-2,4'-6,7a-dihydro-3aH-[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-2',4,7a-trimethylspiro[3a,4,6,7-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2,6'-oxane]-3'-yl]oxy-4-hydroxy-2-methyloxan-3-yl] 3,5-dichloro-4-hydroxy-2-methoxy-6-methylbenzoate
Molecular FormulaC61H88Cl2O32
Molecular Weight1404.2
XLogP0.6
Topological Polar Surface Area385
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count32
Rotatable Bond Count20
Heavy Atom Count95
Formal Charge0
Complexity2660
SMILES
C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@@H]2[C@H](OC3(C[C@H]2O)O[C@@H]4[C@H](O[C@H](C[C@]4(O3)C)O[C@@H]5[C@H]([C@@H](O[C@@H]([C@@H]5OC)C)O[C@@H]6[C@H](O[C@H]([C@H]([C@H]6O)OC)O[C@H]7[C@@H]([C@H]8[C@H](CO7)O[C@@]9(O8)[C@H]1[C@H]([C@@]([C@H](O9)C)(C(=O)C)O)OCO1)OC(=O)C(C)C)COC)O)C)C)O)OC(=O)C1=C(C(=C(C(=C1OC)Cl)O)Cl)C
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
Chemical Structure
2D Structure
2D structure of Avilamycin A
CAS: 69787-79-7
CID: 20054845
Formula: C61H88Cl2O32
MW: 1404.2
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight1404.2
XLogP30.6
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count32
Rotatable Bond Count20
Exact Mass1402.4635760
Monoisotopic Mass1402.4635760
Topological Polar Surface Area385 Ų
Heavy Atom Count95
Formal Charge0
Complexity2660
Isotope Atom Count0
Defined Atom Stereocenter Count30
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
A220-1MGAvilamycin A
AR-A07684-01Avilamycin
80-1107Avilamycin-HRP
377038Avilamycin discontinued
abx284188Avilamycin (HRP)
DAGB306Avilamycin [HRP]
HY-N13920-01Avilamycin C
TRC-A794655-50MGAvilamycin (~80%)
GTR19249135-01Avilamycin B
abx342141-01Avilamycin Antibody

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