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13137-64-9

13137-64-9 Structure

13137-64-9 Structure
IdentificationBack Directory
[Name]

Periplocoside
[CAS]

13137-64-9
[Synonyms]

Periplocin
Periplocoside
3β-[(4-O-β-D-Glucopyranosyl-3-O-methyl-2,6-dideoxy-β-D-ribo-hexopyranosyl)oxy]-5,14-dihydroxy-5β,14β-card-20(22)-enolide
Card-20(22)-enolide, 3-[(2,6-dideoxy-4-O-β-D-glucopyranosyl-3-O-methyl-β-D-ribo-hexopyranosyl)oxy]-5,14-dihydroxy-, (3β,5β)-
[Molecular Formula]

C36H56O13
[MDL Number]

MFCD01745141
[MOL File]

13137-64-9.mol
[Molecular Weight]

696.825
Questions And AnswerBack Directory
[Preparation]

Method 1: A method for preparing Periplocoside, comprising the following steps:
1) Drying the roots or stems of *Salix viminalis* at a predetermined temperature, and pulverizing the dried roots or stems to obtain *Salix viminalis* root or stem powder;
2) Placing a predetermined weight of *Salix viminalis* root or stem powder into a container, and adding a predetermined amount of ethanol solution to the container and stirring to obtain an ethanol mixture of *Salix viminalis* root or stem powder;
3) After ultrasonic extraction of the ethanol mixture of *Salix viminalis* root or stem powder, cooling it to room temperature, filtering it, and concentrating the filtrates to dryness to obtain salicylic acid. Method 2: A method for preparing cypermethrin, comprising the following steps: 1) Extraction of Perilla frutescens root bark: Perilla frutescens root bark is extracted using 40%–80% ethanol or 40%–100% methanol (v/v) as the extraction solvent. After extraction, the solvent is evaporated, water is added, and the mixture is filtered or centrifuged to obtain a clear aqueous solution of Perilla frutescens root bark; 2) Macroporous resin adsorption separation: The aqueous solution of Perilla frutescens root bark is adsorbed onto a macroporous resin and eluted with a gradient of 10%–95% ethanol. Each eluted fraction is collected, concentrated, and subjected to thin-layer chromatography. Color is developed using a cardiac glycoside-specific colorimetric reagent. The fractions containing cardiac glycosides are collected and combined; 3) High-performance liquid chromatography (HPLC) preparation and separation: The cardiac glycoside fraction was prepared by HPLC using a reversed-phase column with a mobile phase of methanol:water at a volume ratio of 30-60:70-40 or acetonitrile:water at a volume ratio of 15-40:85-60. The elution curve was monitored at 217-220 nm using an ultraviolet detector to guide product collection. The collected solution was concentrated and dried to obtain Periplocoside.
Chemical PropertiesBack Directory
[Melting point ]

205°C
[alpha ]

D20 +32°
[Boiling point ]

610.7°C (rough estimate)
[density ]

1.1241 (rough estimate)
[refractive index ]

1.7500 (estimate)
[storage temp. ]

Inert atmosphere,2-8°C
[solubility ]

DMSO : 250 mg/mL (358.77 mM; Need ultrasonic)
[form ]

powder
[pka]

12.89±0.70(Predicted)
[color ]

White
[Water Solubility ]

7.937g/L(cold water)
[InChIKey]

KWBPKUMWVXUSCA-WVOVULELNA-N
[SMILES]

O1CC(=CC1=O)[C@@H]2[C@@]3([C@@](C4C([C@@]5([C@@](C[C@H](CC5)O[C@@H]6OC([C@H](C(C6O)OC)O)CO[C@H]7C(O[C@@H](CC7O)O)C)(CC4)O)C)CC3)(CC2)O)C
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
[Hazard Classifications]

Acute Tox. 2 Inhalation
Acute Tox. 2 Oral
STOT RE 2
[Toxicity]

LD in rabbits, rats (mg/kg): 10, 480 s.c. (MacKeith)
Hazard InformationBack Directory
[Chemical Properties]

Soluble in methanol and DMSO Derived from Periploca odorifera
[Uses]

Periplocin can be used to improve bone health to prevent, alleviate, or treat osteoporosis.
[in vivo]

Periplocin (5-20 mg/kg; intraperitoneal injection; daily; for 14 days; female SCID mice) treatment represses the growth of hepatocellular carcinoma (HCC) in xenograft tumor model in mice[2].

Animal Model:Female SCID mice (6-8 weeks old) injected with Huh-7 cells[2]
Dosage:5 mg/kg, 20 mg/kg
Administration:Intraperitoneal injection; daily; for 14 days
Result:Repressed the growth of hepatocellular carcinoma (HCC) in xenograft tumor model in mice.
Spectrum DetailBack Directory
[Spectrum Detail]

Periplocoside(13137-64-9)1HNMR
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