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138-52-3 structure, C13H18O7
salicin
CAS No.: 138-52-3 Formula: C13H18O7 Molecular Weight: 286.27800
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138-52-3 structure, C13H18O7

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138-52-3 structure, C13H18O7

salicin

CAS No.:

138-52-3

 Formula:

C13H18O7

 Molecular Weight: 286.27800
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Description

Salicin is an alcoholic β-glucoside. Salicin is produced in (and named after) willow (Salix) bark and acts as an anti-inflammatory agent in the human body. Salicin is also commonly found in the bark of Populus species, and the leaves of willows and poplars. It is also found in castoreum, which was used as an analgesic, anti-inflammatory, and antipyretic. The activity of castoreum has been credited to the accumulation of salicin from willow trees in the beaver's diet, which is transformed to salicylic acid and has an action very similar to aspirin. Salicin was the historical origin of aspirin and is chemically related to it. When consumed, the acetalic ether bridge is broken down. The two parts of the molecule, glucose and salicyl alcohol, then are metabolized separately. By oxidizing the alcohol function the aromatic part finally is metabolized to salicylic acid. Salicin tastes bitter like quinine. Alkaline cleavage of the glucoside populin produces benzoate and salicin.
Mild side effects are standard, with rare occurrences of nausea, vomiting, rash, dizziness and breathing problems. Overdose from high quantities of salicin can be toxic, damaging kidneys, causing stomach ulcers, diarrhea, bleeding or digestive discomfort. Some people may be allergic or sensitive to salicylates and suffer reactions similar to those produced by aspirin. People should not take salicin if they have asthma, diabetes, gout, gastritis, hemophilia, stomach ulcers; also contraindicated are children under 16, and pregnant and breastfeeding women.

Numbering system

EINECS number 205-331-6
MDL number MFCD00006590
PubChem number 24899442
RTECS number LZ5901700
BRN number 89593

Properties

Appearance & Physical State

 white crystals or powder

Density

 1.504g/cm3

Boiling Point

 549.1ºC at 760 mmHg

Melting Point

 197-200ºC

Flash Point

 285.9ºC

Refractive Index

 -62 ° (C=3, H2O)

Water Solubility

 36 g/L (15 ºC), 250 g/L (60 ºC)

Stability

 Stability Stable, but light sensitive. Incompatible with strong oxidizing agents.

Storage Condition

 Store at RT.

Vapor Pressure

 6.85E-13mmHg at 25°C

Safety Info

RTECS

 LZ5901700

Safety Statements

 S24/25-S37

HS Code

 2932999099

WGK Germany

 3

Risk Statements

 R43

Hazard Codes

 Xi

Symbol

 GHS07

Signal Word

 Warning

Hazard Declaration

 H317

Caution Statement

 P280
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Precursor:
[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-[(1-hydroxy-6-oxocyclohex-2-ene-1-carbonyl)oxymethyl]phenoxy]oxan-3-yl] benzoate [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-(2-formylphenoxy)oxan-2-yl]methyl acetate 2-Methylbenzyl Alcohol salicyl alcohol sucrose D-glucopyranose
Product:
[4,5-dihydroxy-6-(hydroxymethyl)-2-[2-(hydroxymethyl)phenoxy]oxan-3-yl] benzoate aldehydo-D-glucose salicyl alcohol D-glucopyranose
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