CAS No.6147-11-1,Mangostin Suppliers

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Basic Information

Molecular Structure:
CAS No.:	6147-11-1
Name:	Mangostin
Article Data:	5

Formula:	C₂₄H₂₆O₆
Molecular Weight:	410.467
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;
EINECS:	448-420-7
Density:	1.265 g/cm³
Melting Point:	180-182 °C
Boiling Point:	640.1 °C at 760 mmHg
Flash Point:	220.3 °C
Appearance:	Yellow crystalline solid
Hazard Symbols:	T
Risk Codes:	25
Safety:	45
PSA:	100.13000
LogP:	5.08900

Synthetic route

: 6147-11-1
α-mangostin

Conditions

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

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

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

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

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

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

Conditions	Yield
With sodium hydroxide In ethanol for 1h; Reflux;	40%

: 108-73-6
3,5-dihydroxyphenol

: 6147-11-1
α-mangostin

Conditions

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

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

: 6195-80-8
2,4-bis(benzyloxy)phenol

: 6147-11-1
α-mangostin

Conditions

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

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

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

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

Total:140 Page 1 of 4 1 2 3 4 Next>>

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Chemistry

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

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.