Charantoside
Encyclopedia
Charantoside is any of several related glycoside
Glycoside
In chemistry, a glycoside is a molecule in which a sugar is bound to a non-carbohydrate moiety, usually a small organic molecule. Glycosides play numerous important roles in living organisms. Many plants store chemicals in the form of inactive glycosides. These can be activated by enzyme...

s found in the fruits bitter melon
Bitter melon
Momordica charantia, called bitter melon or bitter gourd in English, is a tropical and subtropical vine of the family Cucurbitaceae, widely grown in Asia, Africa, and the Caribbean for its edible fruit, which is among the most bitter of all fruits...

 vine (Momordica charantia). They include:
  • charantoside I, (19R,23E)-5β,19-Epoxy-19-methoxycucurbita-6,23,25-trien-3β-ol 3-O-β-D-glucopyranoside: amorphous solid.
  • charantoside II, (19R,23R)-5β,19-Epoxy-19,23-dimethoxycucurbita-6,24-dien-3β-ol 3-O-β-D-allopyranoside: amorphous solid.
  • charantoside III, (23E)-5β,19-Epoxycucurbita-6,23,25-trien-3β-ol 3-O-β-D-glucopyranoside: amorphous solid.
  • charantoside IV, (23E)-5β,19-Epoxycucurbita-6,23,25-trien-3β-ol 3-O-β-D-allopyranoside: colorless needles, melting at 256-260 °C.
  • charantoside V, (23R)-5β,19-Epoxy-23-methoxycucurbita-6,24-dien-3β-ol 3-O-β-D-glucopyranoside: colorless needles, melting at 235–240 °C.
  • charantoside VI, (23S)-5β,19-Epoxy-23-methoxycucurbita-6,24-dien-3β-ol 3-O-β-D-allopyranoside: amorphous solid.
  • charantoside VII, (23E)-3β-Hydroxycucurbita-6,23,25-trien-5β,19-olide 3-O-β-Dglucopyranoside: colorless needles, melting at 258–262 °C
  • charantoside VIII, (23E)-3β-Hydroxy-7β,25-dimethoxycucurbita-5,23-dien-19-al 3-O-β-D-glucopyranoside: amorphous solid.


Charantosides I through VIII can be extracted from the fresh fruit with methanol
Methanol
Methanol, also known as methyl alcohol, wood alcohol, wood naphtha or wood spirits, is a chemical with the formula CH3OH . It is the simplest alcohol, and is a light, volatile, colorless, flammable liquid with a distinctive odor very similar to, but slightly sweeter than, ethanol...

 and ethyl acetate
Ethyl acetate
Ethyl acetate is the organic compound with the formula CH3COOCH2CH3. This colorless liquid has a characteristic sweet smell and is used in glues, nail polish removers, and cigarettes...

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