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CAS No 37248-47-8 , Validamycin

  • Name: Validamycin
  • Synonyms: 2-[2,3-Dihydroxy-6-(hydroxymethyl)-4-[[4,5,6-trihydroxy-3-(hydroxymethyl)-1-cyclohex-2-enyl]amino]cyclohexoxy]-6-(hydroxymethyl)oxane-3,4,5-triol;Validamycin; Validamycin; 1L-(1,3,4/2,6)-2,3-Dihydroxy-6-hydroxymethyl-4- ((1S,4R,5S,6S)-4,5,6-trihydroxy-3-hydroxymethylcyclohex-2- enylamino)cyclohexyl beta-D-glucopyranoside; Solacol; Valimon; D-1,5,6-Trideoxy-3-O-beta-D-glucopyranosyl-5- (hydroxymethyl)-1-((4,5,6-trihydroxy-3-(hydroxymethyl)-2- cyclohexen-1-yl)amino)-D-chiroinositol; (1S-(1a,4a,5B,6a))-1,5,6-Trideoxy-3-O-B-D-glucopyranosyl-5- (hydroxymethyl)-1-((4,5,6-trihydroxy-3-(hydroxymethyl)-2- cyclohexen-1-yl)amino)-d-chiro-inositol; (1S-(1alpha,4alpha,5beta,6alpha))-1,5,6-trideoxy-4-O-beta-D- glucopyranosyl-5-(hydroxymethyl)-1-((4,5,6-trihydroxy-3- (hydroxymethyl)-2-cyclohexen-1-yl)amino)-D-chiro-inositol; 1L-(1,3,4/2,6)-2,3-Dihydroxy-6-hydromethyl-4-((1S,4R,5S,6S)- 4,5,6-trihydroxy-3-hydroxymethylcyclohex-2- enylamino)cyclohexyl beta-D-glucopyranoside; Validacin;Validamycin A;
  • CAS Registry Number:
  • Melting Point: 130-135 ºC
  • Flash Point: 445.9°C
  • Boiling Point: 813.7°Cat760mmHg
  • Density: 1.69g/cm3
  • Refractive index: 1.689
  • Flash Point: 445.9°C
  • Molecular Weight: 497.50
  • InChI: InChI=1/C20H35NO13/c22-3-6-1-8(12(26)15(29)11(6)25)21-9-2-7(4-23)19(17(31)13(9)27)34-20-18(32)16(30)14(28)10(5-24)33-20/h1,7-32H,2-5H2/t7-,8?,9+,10+,11-,12+,13+,14+,15+,16-,17-,18+,19-,20-/m0/s1
  • Molecular Formula: C20H35NO13
  • Molecular Structure:CAS No:37248-47-8 Validamycin

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References of Validamycin
Title: Validamycins
Literature References: Antibiotic complex produced by Streptomyces hygroscopicus var limoneus. Consists of validamycins A (major component), B, C, D, E, and F. Isoln, characterization, and biological properties of validamycins A and B: Iwasa et al., J. Antibiot. 24, 107, 119 (1971). Isoln and characterization of validamycins C, D, E, F: Horii et al., ibid. 25, 48 (1972). Manuf: Horii et al., JP 72 39697 (1972 to Takeda), C.A. 78, 122657a (1973). Structure of validamycin A: Horii, Kameda, Chem. Commun. 1972, 747; revised structure: T. Suami et al., J. Antibiot. 33, 98 (1980). Bioassay methods: Iwasa et al., ibid. 24, 114 (1971). Total synthesis of (±)-validoxylamines A and B, constituents of validamycins: S. Ogawa et al., J. Org. Chem. 49, 2594 (1984). Total synthesis of validamycin B: S. Ogawa, Y. Miyamoto, Chem. Commun. 1987, 1843; of validamycin A: eidem, Chem. Lett. 1988, 889.
 
Derivative Type: Validamycin A
CAS Registry Number: 37248-47-8
CAS Name: [1S-(1a,4a,5b,6a)]-1,5,6-Trideoxy-4-O-b-D-glucopyranosyl-5-(hydroxymethyl)-1-[[4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-D-chiro-inositol
Trademarks: Validacin (Takeda); Valimon (Takeda)
Molecular Formula: C20H35NO13
Molecular Weight: 497.49
Percent Composition: C 48.29%, H 7.09%, N 2.82%, O 41.81%
Properties: Colorless hydrophilic powder. Does not show sharp mp; softens at 100°, dec at 135°. [a]D24 +110° (c = 1 in water or pyridine), +92° (c = 1 in DMF). pKa 6.0. Sol in water, methanol, DMF, DMSO; sparingly sol in ethanol, acetone. Insol in ethyl acetate, diethyl ether.
pKa: pKa 6.0
Optical Rotation: [a]D24 +110° (c = 1 in water or pyridine), +92° (c = 1 in DMF)
 
Derivative Type: Hydrochloride
Molecular Formula: C20H35NO13.HCl
Molecular Weight: 533.95
Percent Composition: C 44.99%, H 6.80%, N 2.62%, O 38.95%, Cl 6.64%
Properties: Crystalline powder, mp 95° (dec). [a]D22 +49° (c = 1 in water). Sol in water, alcohols. Insol in acetone, diethyl ether.
Melting point: mp 95° (dec)
Optical Rotation: [a]D22 +49° (c = 1 in water)
 
Use: Fungicide.