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Cas Database |
| Name |
Mangostin |
EINECS | 448-420-7 |
| CAS No. | 6147-11-1 | Density | 1.265 g/cm3 |
| PSA | 100.13000 | LogP | 5.08900 |
| Solubility | N/A | Melting Point |
180-182 °C |
| Formula | C24H26O6 | Boiling Point | 640.1 °C at 760 mmHg |
| Molecular Weight | 410.467 | Flash Point | 220.3 °C |
| Transport Information | N/A | Appearance | Yellow crystalline solid |
| Safety | 45 | Risk Codes | 25 |
| Molecular Structure |
|
Hazard Symbols | T |
| Synonyms |
9H-Xanthen-9-one,1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methyl-2-butenyl)- (9CI);Mangostin(6CI,7CI);Xanthen-9-one,1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methyl-2-butenyl)- (8CI);1,3,6-Trihydroxy-7-methoxy-2,8-bis(3,3-dimethylallyl)xanthone;NSC 139154;a-Mangosten;a-Mangostin; |
Article Data | 5 |
Mangostin Synthetic route
- 6147-11-1
α-mangostin
| Conditions | Yield |
|---|---|
| With sodium hydroxide In ethanol for 1h; Concentration; Reagent/catalyst; Solvent; Reflux; | 57.1% |
| With potassium hydroxide |
- 15404-76-9
dimethylmangostin
- 6147-11-1
α-mangostin
| Conditions | Yield |
|---|---|
| With 1-thiopropane; sodium hydride In N,N-dimethyl-formamide for 6h; Inert atmosphere; Reflux; | 60% |
| With sodium methylate In dimethyl sulfoxide for 6h; Reflux; Inert atmosphere; | 59.8% |
- 107389-90-2
1,3,6-tri-O-acetyl-α-mangostin
- 6147-11-1
α-mangostin
| Conditions | Yield |
|---|---|
| With sodium hydroxide In ethanol for 1h; Concentration; Reagent/catalyst; Solvent; Reflux; | 57.1% |
| With potassium hydroxide |
- 31271-10-0
6,8-dihydroxy-2-methoxy-1,7-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthen-3-yl acetate
- 6147-11-1
α-mangostin
| Conditions | Yield |
|---|---|
| With sodium hydroxide In ethanol for 1h; Reflux; | 50.4% |
- 1140525-42-3
1,3-dihydroxy-6-O-benzoyl-7-methoxy-2,8-bis(3-methyl-2-butenyl)-9-xanthone
- 6147-11-1
α-mangostin
| Conditions | Yield |
|---|---|
| With sodium hydroxide In water for 1h; Reflux; | 44% |
- 426820-49-7
[4,6-dihydroxy-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-[4,6-dihydroxy-3-methoxy-2-(3-methyl-but-2-enyl)-phenyl]-methanone
- 6147-11-1
α-mangostin
| Conditions | Yield |
|---|---|
| Stage #1: [4,6-dihydroxy-2-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-[4,6-dihydroxy-3-methoxy-2-(3-methyl-but-2-enyl)-phenyl]-methanone With tetrachloromethane; triphenylphosphine In tetrahydrofuran at 20℃; Stage #2: With silica gel | 43% |
- 1449384-89-7
3,6-di-O-benzoyl-α-mangostin
- 6147-11-1
α-mangostin
| Conditions | Yield |
|---|---|
| With sodium hydroxide In ethanol for 1h; Reflux; | 40% |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 14 steps 1.1: 96 percent / NaH / dimethylformamide / 20 °C 2.1: nBuLi 2.2: 89 percent / tetrahydrofuran / 0 °C 3.1: nBuLi 3.2: 95 percent / tetrahydrofuran / 0 °C 4.1: 100 percent / CSA; MeOH / 60 °C 5.1: 100 percent / DMAP; Et3N / dimethylformamide / 20 °C 6.1: 78 percent / DIBAL-H / toluene / -78 °C 7.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 8.1: 65 percent / NaH / CH2Cl2 / 20 °C 9.1: 100 percent / TBAF / tetrahydrofuran / 0 °C 10.1: 98 percent / K2CO3 / dimethylformamide / 20 °C 11.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 12.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 13.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 14.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 14.2: 43 percent / silica gel View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 10 steps 1.1: 84 percent / Br2 / CHCl3 / 20 °C 2.1: 80 percent / K2CO3 / dimethylformamide / 20 °C 3.1: 73 percent / 160 °C 4.1: 87 percent / K2CO3 / dimethylformamide / 20 °C 5.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C 6.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C 7.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 8.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 9.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 10.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 10.2: 43 percent / silica gel View Scheme |
- 13246-46-3
2,4-dibenzyloxybenzaldehyde
- 6147-11-1
α-mangostin
| Conditions | Yield |
|---|---|
| Multi-step reaction with 12 steps 1.1: mCPBA / CH2Cl2 / 20 °C 2.1: HCl / methanol / 20 °C 3.1: 84 percent / Br2 / CHCl3 / 20 °C 4.1: 80 percent / K2CO3 / dimethylformamide / 20 °C 5.1: 73 percent / 160 °C 6.1: 87 percent / K2CO3 / dimethylformamide / 20 °C 7.1: 95 percent / OsO4; NaIO4 / H2O; diethyl ether / 20 °C 8.1: 72 percent / nBuLi / tetrahydrofuran / 0 °C 9.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C 10.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C 11.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C 12.1: PPh3; CCl4 / tetrahydrofuran / 20 °C 12.2: 43 percent / silica gel View Scheme |
Mangostin Chemical Properties
Molecular Structure of Mangostin (6147-11-1):
IUPAC Name: 1,3,6-Trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-enyl)xanthen-9-one
Molecular Formula: C24H26O6
Molecular Weight: 410.45964 g/mol
XLogP3-AA: 6.3
H-Bond Donor: 3
H-Bond Acceptor: 6
Canonical SMILES: CC(=CCC1=C(C=C2C(=C1O)C(=O)C3=C(C(=C(C=C3O2)O)OC)CC=C(C)C)O)C
InChI: InChI=1S/C24H26O6/c1-12(2)6-8-14-16(25)10-19-21(22(14)27)23(28)20-15(9-7-13(3)4)24(29-5)17(26)11-18(20)30-19/h6-7,10-11,25-27H,8-9H2,1-5H3
InChIKey: GNRIZKKCNOBBMO-UHFFFAOYSA-N
Index of Refraction: 1.624
Molar Refractivity: 114.55 cm3
Molar Volume: 324.4 cm3
Surface Tension: 53.9 dyne/cm
Density: 1.265 g/cm3
Flash Point: 220.3 °C
Melting Point: 180-182 °C
Boiling Point: 640.1 °C at 760 mmHg
Enthalpy of Vaporization: 97.94 kJ/mol
Vapour Pressure: 5.59E-17 mmHg at 25 °C
Water Solubility: 0.0002026 mg/L at 25 °C
Mangostin Specification
Mangostin (6147-11-1) is an anti-inflammatory agent which is isolated from Garcinia mangostana Linn. Mangostin (6147-11-1) is also known as alpha-Mangostin ; 1,3,6-Trihydroxy-7-methoxy-2,8-bis(3-methyl-2-butenyl)-9H-xanthen-9-one ; 9H-Xanthen-9-one, 1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methyl-2-butenyl)- (9CI) ; Xanthen-9-one, 1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methyl-2-butenyl)-(8CI) ; 1,3,6-Trihydroxy-7-methoxy-2,8-bis(3-methyl-2-buten-1-yl)-9H-xanthen-9-on ; 1,3,6-Trihydroxy-7-methoxy-2,8-bis(3-methyl-2-buten-1-yl)-9H-xanthen-9-one ; 1,3,6-Trihydroxy-7-méthoxy-2,8-bis(3-méthyl-2-butèn-1-yl)-9H-xanthén-9-one ; 1,3,6-Trihydroxy-7-methoxy-2,8-di(3-methyl-2-butenyl)xanthone ; 9H-Xanthen-9-one, 1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methyl-2-buten-1-yl)- ; 9H-Xanthen-9-one, 1,3,6-trihydroxy-7-methoxy-2,8-bis(3-methyl-2-butenyl)- with appearance of yellow crystalline solid.
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