Gamma-mangostin Chemical Properties

Melting point:

206-208 °C

Boiling point:

648.4±55.0 °C(Predicted)

Density 

1.326±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

methanol: soluble1mg/mL, colorless to yellow

form 

powder

pka

7.05±0.20(Predicted)

color 

off-white to yellow

InChI

InChI=1S/C23H24O6/c1-11(2)5-7-13-15(24)9-18-20(22(13)27)23(28)19-14(8-6-12(3)4)21(26)16(25)10-17(19)29-18/h5-6,9-10,24-27H,7-8H2,1-4H3

InChIKey

VEZXFTKZUMARDU-UHFFFAOYSA-N

SMILES

C1(=O)C2=C(C=C(O)C(O)=C2C/C=C(/C)\C)OC2=C1C(O)=C(C/C=C(/C)\C)C(O)=C2

LogP

5.744 (est)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

WGK Germany 

3

RTECS 

ZD6122330

Gamma-mangostin Usage And Synthesis

Background

Garcinia mangostana L., commonly known as mangosteen, is a tree mainly found in India, Myanmar, Sri Lanka and Thailand. The pericarp of mangosteen has been used in Thailand as an indigenous medicine for treating skin infections, wounds and diarrhea. The major bioactive compounds in mangosteen are xanthone derivatives, with α-mangostin (1, α-M) and Gamma-mangostin (4, γ-M) being the main derivatives isolated. α-M and γ-M possess not only antioxidant activity but also a wide range of biological activities, such as tumour cell-selective apoptosis and the attenuation of amyloid-β neurotoxicity and anti-inflammation. Gamma-mangostin strongly inhibited human colorectal adenocarcinoma cell proliferation. It was shown that γ-mangostin may mediate cytotoxicity via apoptosis in HT29 cells. Hence, it is a strong lead compound candidate in treating colon cancer cell growth and may directly affect colorectal adenocarcinoma cancer susceptibility through its modulation of cell proliferation and apoptosis[1].

Uses

Gamma-Mangostin is a xanthones which displays anti-oxidant properties and could be a promising compound for the therapy of AlzheimerтАЩs disease.

Definition

ChEBI: A member of the class of xanthones that is 9H-xanthene substituted by hydroxy group at positions 1, 3, 6 and 7, an oxo group at position 9 and prenyl groups at positions 2 and 8. Isolated from the stems of Cratoxylum cochinchinense /ital>, it exhibits antitumour activity.

References

[1] Takeshi Yokoyama. “Discovery of γ-Mangostin as an Amyloidogenesis Inhibitor.” Scientific Reports (2015): 13570.

Gamma-mangostin(31271-07-5)Related Product Information

• Garciniaxanthone E
• Garcinexanthone A
• Beta-mangostin
• 4,4'-Dihydroxybenzophenone
• 2,3',4,4'-TETRAHYDROXYBENZOPHENONE
• 2-HYDROXY-5-METHYLBENZOPHENONE
• Mangostin
• 2-(4-METHYLPHENOXY)BENZENECARBALDEHYDE
• 2,4,4'-TRIHYDROXYBENZOPHENONE
• 2,3',4,4',6-Pentahydroxybenzophenone
• Gamma-mangostin
• 2,2',4,4'-Tetrahydroxybenzophenone
• GENTISEIN
• 1,3-dihydroxyxanthone
• PHLOROBENZOPHENONE
• 3,6-Dimethoxyxanthone
• 1-Phenoxy-4-(2-propenyl)benzene
• 1-(2-ALLYL-3,6-DIHYDROXYPHENYL)ETHAN-1-ONE