Home > Name List By 3 > 3-[(3S,5S,10R,13R,14S,17R)-3-[(2R,5R)-6-[[(3R,6S)-4, 6-dihydroxy-2-methyloxan-3-yl]oxymethyl]-3, 5-dihydroxy-4-methoxyoxan-2-...

CAS No 13137-64-9 , 3-[(3S,5S,10R,13R,14S,17R)-3-[(2R,5R)-6-[[(3R,6S)-4,
6-dihydroxy-2-methyloxan-3-yl]oxymethyl]-3,
5-dihydroxy-4-methoxyoxan-2-yl]oxy-5,14-dihydroxy-10,13-dimethyl-2,3,4,
6,7,8,9,11,12,15,16,
17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

  • Name: 3-[(3S,5S,10R,13R,14S,17R)-3-[(2R,5R)-6-[[(3R,6S)-4,
    6-dihydroxy-2-methyloxan-3-yl]oxymethyl]-3,
    5-dihydroxy-4-methoxyoxan-2-yl]oxy-5,14-dihydroxy-10,13-dimethyl-2,3,4,
    6,7,8,9,11,12,15,16,
    17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
  • Synonyms: 3-[(3S,5S,10R,13R,14S,17R)-3-[(2R,5R)-6-[[(3R,6S)-4,
    6-dihydroxy-2-methyloxan-3-yl]oxymethyl]-3,
    5-dihydroxy-4-methoxyoxan-2-yl]oxy-5,14-dihydroxy-10,13-dimethyl-2,3,4,
    6,7,8,9,11,12,15,16,
    17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one; Glucoperiplocymarin;Periplocoside; Periplogenin + D-cymarose + D-glucose [German]; BRN 0075742;
  • CAS Registry Number:
  • Flash Point: 272.777°C
  • Boiling Point: 877.409°C at 760 mmHg
  • Density: 1.429g/cm3
  • Refractive index: 1.624
  • Flash Point: 272.777°C
  • Molecular Weight: 696.82204
  • InchiKey: JVFYCULORCKYMD-WSSBEIOBSA-N
  • InChI: InChI=1S/C36H56O13/c1-18-30(24(37)14-27(39)47-18)46-17-25-28(40)31(44-4)
    29(41)32(49-25)48-20-5-9-33(2)22-6-10-34(3)21(19-13-26(38)45-16-19)8-12-
    36(34,43)23(22)7-11-35(33,42)15-20/h13,18,20-25,27-32,37,39-43H,5-12,
    14-17H2,1-4H3/t18?,20-,21+,22?,23?,24?,25?,27-,28+,29?,30-,31?,32+,33+,
    34+,35-,36-/m0/s1
  • Molecular Formula: C36H56O13
  • Molecular Structure:CAS No:13137-64-9 3-[(3S,5S,10R,13R,14S,17R)-3-[(2R,5R)-6-[[(3R,6S)-4,<br />6-dihydroxy-2-methyloxan-3-yl]oxymethyl]-3,<br />5-dihydroxy-4-methoxyoxan-2-yl]oxy-5,14-dihydroxy-10,13-dimethyl-2,3,4,<br />6,7,8,9,11,12,15,16,<br />17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

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13137-64-9 Periplocin

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13137-64-9 Periplocin

  • China Shanghai Standard Biotech Co., Ltd. [Manufacturers]
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  • Fax: +86-(21)-5132-0077
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References of 3-[(3S,5S,10R,13R,14S,17R)-3-[(2R,5R)-6-[[(3R,6S)-4,
6-dihydroxy-2-methyloxan-3-yl]oxymethyl]-3,
5-dihydroxy-4-methoxyoxan-2-yl]oxy-5,14-dihydroxy-10,13-dimethyl-2,3,4,
6,7,8,9,11,12,15,16,
17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
Title: Periplocin
CAS Registry Number: 13137-64-9
CAS Name: 3b-[(2,6-Dideoxy-4-O-b-D-glucopyranosyl-b-D-ribo-hexopyranosyl)oxy]-5b,14-dihydroxycard-20(22)-enolide
Synonyms: glucoperiplocymarin; periplocoside
Molecular Formula: C36H56O13
Molecular Weight: 696.82
Percent Composition: C 62.05%, H 8.10%, O 29.85%
Literature References: Isoln from Periploca graeca L., Asclepiadaceae: Lehmann, Arch. Pharm. 235, 157 (1897); W. A. Jacobs, A. Hoffmann, J. Biol. Chem. 79, 519 (1928); from Strophanthus preussii Engl. and Pax., Apocynaceae: Ruppol, Trukovic, J. Pharm. Belg. 10, 221 (1955), C.A. 50, 12089d (1956). Structure: Stoll, Renz, Helv. Chim. Acta 22, 1193 (1939). Pharmacology and toxicity: M. H. MacKeith, J. Pharmacol. Exp. Ther. 27, 449 (1926).
Properties: Amorphous yellowish powder. Readily sol in water. Acid hydrolysis yields periplogenin, q.v., and periplobiose (cymarose + glucose, C13H24O9, [a]D20 +32°). Enzymatic hydrolysis with strophanthobiase splits off glucose, yielding periplocymarin. The biose is attached to the hydroxyl group at C-3 of the aglycon. LD in rabbits, rats (mg/kg): 10, 480 s.c. (MacKeith).
Optical Rotation: [a]D20 +32°
Toxicity data: LD in rabbits, rats (mg/kg): 10, 480 s.c. (MacKeith)
 
Derivative Type: Dihydrate
Properties: Fine needles from water. Becomes anhydr after drying for one hour in high vacuum at 105°. mp 224° when bath is preheated to 200°. [a]D20 +23° (c = 0.7 in alcohol). One gram dissolves in ~20 ml boiling water, at 25° the soly is ~1:2500. Freely sol in alcohol. Almost insol in ether, chloroform.
Melting point: mp 224° when bath is preheated to 200°
Optical Rotation: [a]D20 +23° (c = 0.7 in alcohol)
 
Derivative Type: Tetraacetylperiplocin
Molecular Formula: C44H64O17
Molecular Weight: 864.97
Percent Composition: C 61.10%, H 7.46%, O 31.44%
Properties: Six-sided prisms from alcohol, mp 195°. [a]D20 +20° (c = 0.5 in alcohol). Sol in alcohol, chloroform; very slightly sol in water.
Melting point: mp 195°
Optical Rotation: [a]D20 +20° (c = 0.5 in alcohol)