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| PubChem = 193758
| PubChem = 193758
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 174417
| ChEMBL = 1230806
| RTECS =
| RTECS =
| CASNo_Ref = {{cascite|correct|??}}
| CASNo_Ref = {{cascite|correct|??}}

Revision as of 12:36, 23 January 2012

Valienamine
Chemical structure of Valienamine.
Names
IUPAC name
(1S,2S,3R,6S)-6-amino-4-(hydroxymethyl)cyclohex-4-ene-1,2,3-triol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C7H13NO4/c8-4-1-3(2-9)5(10)7(12)6(4)11/h1,4-7,9-12H,2,8H2/t4-,5+,6-,7-/m0/s1 checkY
    Key: XPHOBMULWMGEBA-VZFHVOOUSA-N checkY
  • InChI=1/C7H13NO4/c8-4-1-3(2-9)5(10)7(12)6(4)11/h1,4-7,9-12H,2,8H2/t4-,5+,6-,7-/m0/s1
    Key: XPHOBMULWMGEBA-VZFHVOOUBJ
  • O[C@@H]1\C(=C/[C@H](N)[C@H](O)[C@H]1O)CO
Properties
C7H13NO4
Molar mass 175.18 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Valienamine is a C-7 aminocyclitol found as a substructure of pseudooligosaccharides such as acarbose or validamycins. It can be found in Actinoplanes species[1].

It is an intermediate formed by microbial degradation of validamycins[2].

References

  1. ^ Zhang CS, Stratmann A, Block O; et al. (2002). "Biosynthesis of the C(7)-cyclitol moiety of acarbose in Actinoplanes species SE50/110. 7-O-phosphorylation of the initial cyclitol precursor leads to proposal of a new biosynthetic pathway". J. Biol. Chem. 277 (25): 22853–62. doi:10.1074/jbc.M202375200. PMID 11937512. {{cite journal}}: Explicit use of et al. in: |author= (help); Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link) CS1 maint: unflagged free DOI (link)
  2. ^ CID 193758 from PubChem