AB 3217-A

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Category Others
Catalog number BBF-03190
CAS 139158-99-9
Molecular Weight 353.37
Molecular Formula C17H23NO7
Purity >98%

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Description

AB3217-A is an anti-mite substance produced by Streptomyces platensis AB2317.

Specification

Synonyms Antibiotic AB3217A; AB-3217-A
Storage Store at -20°C
IUPAC Name (1R,3S,4S,7R,8R,11R,12R,13R)-8-(4-methoxyphenyl)-2,9,14-trioxa-6-azatricyclo[9.2.1.03,7]tetradecane-4,12,13-triol
Canonical SMILES COC1=CC=C(C=C1)C2C3C(C(CN3)O)OC4C(C(C(O4)CO2)O)O
InChI InChI=1S/C17H23NO7/c1-22-9-4-2-8(3-5-9)15-12-16(10(19)6-18-12)25-17-14(21)13(20)11(24-17)7-23-15/h2-5,10-21H,6-7H2,1H3/t10-,11+,12+,13-,14+,15+,16+,17-/m0/s1
InChI Key CXOWUUUBWJFSRU-FKBVCAKVSA-N

Properties

Appearance Colorless Needle Crystal
Boiling Point 621.0±55.0°C at 760 mmHg
Melting Point 241°C
Density 1.4±0.1 g/cm3
Solubility Soluble in DMSO

Reference Reading

1. AB3217-A, a novel anti-mite substance produced by a strain of Streptomyces platensis
K Kanbe, Y Mimura, T Tamamura, S Yatagai, Y Sato, A Takahashi, K Sato, H Naganawa, H Nakamura, T Takeuchi, et al. J Antibiot (Tokyo). 1992 Apr;45(4):458-64. doi: 10.7164/antibiotics.45.458.
AB3217-A, a novel anti-mite substance, was isolated from the fermentation broth of a streptomycete strain. The strain was isolated from a soil collected at Kita-azumi, Nagano Prefecture, Japan, and identified as Streptomyces platensis AB3217. AB3217-A was purified by Amberlite IR120B, Diaion HP-20 and CM-Sephadex C-25 column chromatographies. The molecular formula was determined as C17H23NO7 by elemental analysis, MS and 13C NMR spectroscopy. The structure of AB3217-A was determined to be (1R,3S,4S,7R,8R,11R,12S,13R)-4,12,13-trihydroxy-8-(4-methoxy phenyl)-6-aza-2,9,14-trioxatricyclo-[9.2.1.0(3,7)]tetradecane by spectroscopic analysis and X-ray crystallographic analysis. The molecule of AB3217-A has unique structure that deacetylanisomycin and beta-D-xylofuranose linked through glycosidic bond and ether bond resulting in the formation of nine-membered ring. AB3217-A showed marked activity against the two spotted spider mite, Tetranychus urticae.

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