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Home Amines 131929-60-7
131929-60-7,MFCD01753923
Catalog No.:AA003ASF

131929-60-7 | (2R,3aS,5aR,5bS,9S,13S,14R,16aS,16bR)-2-[(6-Deoxy-2,3,4-tri-O-methyl-α-L-mannopyranosyl)oxy]-13-[[(2R,5S,6R)-5-(dimethylamino)tetrahydro-6-methyl-2H-pyran-2-yl]oxy]-9-ethyl-2,3,3a,5a,5b,6,9,10,11,12,13,14,16a,16b-tetradecahydro-14-methyl-1H-as-indaceno[3,2-d]oxacyclododecin-7,15-dione

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1mg
≥99%
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$270.00   $189.00
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5mg
≥99%
in stock  
$1,143.00   $800.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003ASF
Chemical Name:
(2R,3aS,5aR,5bS,9S,13S,14R,16aS,16bR)-2-[(6-Deoxy-2,3,4-tri-O-methyl-α-L-mannopyranosyl)oxy]-13-[[(2R,5S,6R)-5-(dimethylamino)tetrahydro-6-methyl-2H-pyran-2-yl]oxy]-9-ethyl-2,3,3a,5a,5b,6,9,10,11,12,13,14,16a,16b-tetradecahydro-14-methyl-1H-as-indaceno[3,2-d]oxacyclododecin-7,15-dione
CAS Number:
131929-60-7
Molecular Formula:
C41H65NO10
Molecular Weight:
731.9555
MDL Number:
MFCD01753923
SMILES:
CC[C@H]1CCC[C@H](O[C@H]2CC[C@@H]([C@H](O2)C)N(C)C)[C@@H](C)C(=O)C2=C[C@@H]3[C@H]([C@@H]2CC(=O)O1)C=C[C@H]1[C@H]3C[C@@H](C1)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1OC)OC)OC
Properties
Computed Properties
 
Complexity:
1290  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
17  
Heavy Atom Count:
52  
Hydrogen Bond Acceptor Count:
11  
Rotatable Bond Count:
9  
XLogP3:
4.9  

Literature

Title: Enzyme-catalysed [4+2] cycloaddition is a key step in the biosynthesis of spinosyn A.

Journal: Nature 20110505

Title: A spinosyn-sensitive Drosophila melanogaster nicotinic acetylcholine receptor identified through chemically induced target site resistance, resistance gene identification, and heterologous expression.

Journal: Insect biochemistry and molecular biology 20100501

Title: Biosynthesis of spinosyn in Saccharopolyspora spinosa: synthesis of permethylated rhamnose and characterization of the functions of SpnH, SpnI, and SpnK.

Journal: Journal of the American Chemical Society 20100310

Title: Glycosylation engineering of spinosyn analogues containing an L-olivose moiety.

Journal: Organic & biomolecular chemistry 20090421

Title: SpnH from Saccharopolyspora spinosa encodes a rhamnosyl 4'-O-methyltransferase for biosynthesis of the insecticidal macrolide, spinosyn A.

Journal: Journal of industrial microbiology & biotechnology 20081201

Title: Total synthesis of (-)-spinosyn A: examination of structural features that govern the stereoselectivity of the key transannular Diels-Alder reaction.

Journal: The Journal of organic chemistry 20080307

Title: A new family of ATP-dependent oligomerization-macrocyclization biocatalysts.

Journal: Nature chemical biology 20071001

Title: Discovery, synthesis, and insecticidal activity of cycloaspeptide E.

Journal: Journal of natural products 20061001

Title: Spinosyn g: proof of structure by semisynthesis.

Journal: The Journal of organic chemistry 20050318

Title: Desensitizing and non-desensitizing subtypes of alpha-bungarotoxin-sensitive nicotinic acetylcholine receptors in cockroach neurons.

Journal: Journal of insect physiology 20041001

Title: The stereochemical outcome of electrophilic addition reactions on the 5,6-double bond in the spinosyns.

Journal: The Journal of organic chemistry 20011214

Title: Hak Joong Kim, et al. Biosynthesis of spinosyn in Saccharopolyspora spinosa: synthesis of permethylated rhamnose and characterization of the functions of SpnH, SpnI, and SpnK. J Am Chem Soc. 2010 Mar 10;132(9):2901-3.

Title: D T Vo, et al. Insect nicotinic acetylcholine receptor agonists as flea adulticides in small animals. J Vet Pharmacol Ther. 2010 Aug;33(4):315-22.

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Tags:131929-60-7 Molecular Formula|131929-60-7 MDL|131929-60-7 SMILES|131929-60-7 (2R,3aS,5aR,5bS,9S,13S,14R,16aS,16bR)-2-[(6-Deoxy-2,3,4-tri-O-methyl-α-L-mannopyranosyl)oxy]-13-[[(2R,5S,6R)-5-(dimethylamino)tetrahydro-6-methyl-2H-pyran-2-yl]oxy]-9-ethyl-2,3,3a,5a,5b,6,9,10,11,12,13,14,16a,16b-tetradecahydro-14-methyl-1H-as-indaceno[3,2-d]oxacyclododecin-7,15-dione