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6147-11-1

6147-11-1

6147-11-1

Identification

  • Product Name:Mangostin

  • CAS Number: 6147-11-1

  • EINECS:448-420-7

  • Molecular Weight:410.467

  • Molecular Formula: C24H26O6

  • HS Code:29329990

  • Mol File:6147-11-1.mol

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;

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Chemical Properties

  • Appearance/Colour:Yellow crystalline solid

  • Melting Point: 180-182 °C

  • Boiling Point: 640.1 °C at 760 mmHg

  • Flash Point:220.3 °C

  • Density: 1.265 g/cm3

  • Solubility:methanol: soluble1mg/mL, clear, very light yellow

  • Storage Temp.:2-8°C

  • Vapor Pressure: 5.59E-17mmHg at 25°C

  • Refractive Index: 1.624

  • PKA: 7.22±0.20(Predicted)

  • PSA: 100.13000

  • LogP: 5.08900

Safety information and MSDS view more

  • Pictogram(s):T

  • Hazard Codes:T

  • Signal Word:Danger

  • Hazard Statement:H301 Toxic if swallowed

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price view more

  • Manufacture/Brand
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  • Manufacture/Brand:TRC
  • Product Description:Mangostin
  • Packaging:50mg
  • Price:$ 435
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:α-Mangostin >97.0%(HPLC)
  • Packaging:10mg
  • Price:$ 76
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:α-Mangostin >97.0%(HPLC)
  • Packaging:100mg
  • Price:$ 454
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:α-Mangostin ≥98% (HPLC)
  • Packaging:10mg
  • Price:$ 201
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:α-Mangostin ≥98% (HPLC)
  • Packaging:100mg
  • Price:$ 1130
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:α-Mangostin ≥98% (HPLC)
  • Packaging:50mg
  • Price:$ 634
  • Delivery:In stock
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  • Manufacture/Brand:Medical Isotopes, Inc.
  • Product Description:Mangostin
  • Packaging:10 mg
  • Price:$ 860
  • Delivery:In stock
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:1,3,6-Trihydroxy-7-methoxy-2,8-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one 95+%
  • Packaging:250mg
  • Price:$ 1418
  • Delivery:In stock
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  • Manufacture/Brand:Labseeker
  • Product Description:Mangostin,a-Mangostin 98
  • Packaging:10g
  • Price:$ 769
  • Delivery:In stock
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  • Manufacture/Brand:DC Chemicals
  • Product Description:α-mangostin >98%
  • Packaging:1 g
  • Price:$ 1000
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Relevant articles and documentsAll total 5 Articles be found

A preparing method and uses of mangostin and mangostin analogues

-

, (2017/04/22)

The invention belongs to the fields of innovative medicines and cosmetics and particularly relates to a preparing method and uses of mangostin shown as a formula (I) and mangostin analogues shown as a formula (II). Alpha-mangostin, beta-mangostin, gamma-mangostin and analogues thereof are respectively prepared through olefination and through controlling conditions for deprotection. According to the method, products are high in purity, operation is simple and convenient, yields are high, costs are low and the method is suitable for large-scale production. On one hand, the beta-mangostin, the gamma-mangostin, beta-methoxy-mangostin, and analogues thereof have ultraviolet absorption ability and ultraviolet light radiation preventing functions so that the beta-mangostin, the gamma-mangostin, the beta-methoxy-mangostin, and the analogues thereof can be adopted as a sun-screening agent separately or compounded with other sun-screening agents and applied into cosmetics; and on the other hand, the beta-mangostin, the gamma-mangostin, the beta-methoxy-mangostin, and the analogues thereof have activity of inhibiting acid sphingomyelinase so that the beta-mangostin, the gamma-mangostin, the beta-methoxy-mangostin, and the analogues thereof can be adopted as acid sphingomyelinase inhibitors and applied for preparation of medicines for preventing and treating acid sphingomyelinase related diseases mainly including cardio cerebrovascular diseases, neurological diseases, liver diseases, lung diseases, autoimmune diseases, infectious diseases and the like.

Mangostin the whole synthetic method

-

, (2016/12/01)

The invention belongs to the field of chemical synthesis and particularly relates to a novel synthesis method of mangostin as shown in the formula (I), wherein the mangostin as a natural effective component has favorable anti-tumor activity, cardiovascular activity, antioxidant activity, anti-inflammatory activity, antibacterial activity and other pharmacological activities. The novel synthesis method comprises the steps: with 1, 7-dihydroxyl-3, 6-dialkoxyl-9H-xanthenone as a raw material, sequentially carrying out nucleophilic substitution, Claisen rearrangement, alkylation, deprotection and the like to obtain alpha-mangostin, beta-mangostin, belt-mangostin-OMe and gamma-mangostin. The novel synthesis method is simple in step and suitable for industrial production.

Garcinone-D, a New Xanthone from Garcinia mangostana Linn.

Sen, A. K.,Sarkar, K. K.,Majumder, P. C.,Banerji, N.

, p. 1157 - 1158 (2007/10/02)

Garcinone-D, another new minor xanthone has been isolated from the fruit hulls of Garcinia mangostana Linn.It has been assigned structure (I) on the basis of spectral data and chemical correlation.

Process route upstream and downstream products

Process route

3,6,7-tri-O-acetyl-α-mangostin
107389-90-2

3,6,7-tri-O-acetyl-α-mangostin

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;
dimethylmangostin
15404-76-9

dimethylmangostin

α-mangostin
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%
6,8-dihydroxy-2-methoxy-1,7-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthen-3-yl acetate
31271-10-0

6,8-dihydroxy-2-methoxy-1,7-bis(3-methylbut-2-en-1-yl)-9-oxo-9H-xanthen-3-yl acetate

α-mangostin
6147-11-1

α-mangostin

Conditions
Conditions Yield
With sodium hydroxide; In ethanol; for 1h; Reflux;
50.4%
1,3-dihydroxy-6-O-benzoyl-7-methoxy-2,8-bis(3-methyl-2-butenyl)-9-xanthone
1140525-42-3

1,3-dihydroxy-6-O-benzoyl-7-methoxy-2,8-bis(3-methyl-2-butenyl)-9-xanthone

α-mangostin
6147-11-1

α-mangostin

Conditions
Conditions Yield
With sodium hydroxide; In water; for 1h; Reflux;
44%
3,6-di-O-benzoyl-α-mangostin
1449384-89-7

3,6-di-O-benzoyl-α-mangostin

α-mangostin
6147-11-1

α-mangostin

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

α-mangostin
6147-11-1

α-mangostin

Conditions
Conditions Yield
[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 ℃;
With silica gel;
43%
3,5-dihydroxyphenol
108-73-6

3,5-dihydroxyphenol

α-mangostin
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
With methanol; tetrachloromethane; dmap; n-butyllithium; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sec.-butyllithium; ammonium formate; sodium hydride; diisobutylaluminium hydride; potassium carbonate; triethylamine; triphenylphosphine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene;
2,4-bis(benzyloxy)phenol
6195-80-8

2,4-bis(benzyloxy)phenol

α-mangostin
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
With tetrachloromethane; sodium periodate; osmium(VIII) oxide; n-butyllithium; bromine; sec.-butyllithium; ammonium formate; potassium carbonate; triphenylphosphine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; chloroform; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; 3.1: Claisen rearrangement / 5.1: Lemieux-Johnson oxidation / 6.1: Wittig reaction;
2,4-dibenzyloxybenzaldehyde
13246-46-3

2,4-dibenzyloxybenzaldehyde

α-mangostin
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
With hydrogenchloride; tetrachloromethane; sodium periodate; osmium(VIII) oxide; n-butyllithium; bromine; sec.-butyllithium; ammonium formate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; chloroform; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; 1.1: Baeyer-Villiger oxidation / 2.1: Baeyer-Villiger oxidation / 5.1: Claisen rearrangement / 7.1: Lemieux-Johnson oxidation / 8.1: Wittig reaction;
1,3,5-tris(methoxymethoxy)benzene
120677-47-6

1,3,5-tris(methoxymethoxy)benzene

α-mangostin
6147-11-1

α-mangostin

Conditions
Conditions Yield
Multi-step reaction with 13 steps
1.1: nBuLi
1.2: 89 percent / tetrahydrofuran / 0 °C
2.1: nBuLi
2.2: 95 percent / tetrahydrofuran / 0 °C
3.1: 100 percent / CSA; MeOH / 60 °C
4.1: 100 percent / DMAP; Et3N / dimethylformamide / 20 °C
5.1: 78 percent / DIBAL-H / toluene / -78 °C
6.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
7.1: 65 percent / NaH / CH2Cl2 / 20 °C
8.1: 100 percent / TBAF / tetrahydrofuran / 0 °C
9.1: 98 percent / K2CO3 / dimethylformamide / 20 °C
10.1: 49 percent / sBuLi / tetrahydrofuran / -78 °C
11.1: 76 percent / IBX / toluene; dimethylsulfoxide / 20 °C
12.1: 63 percent / HCO2NH4 / Pd/C / acetone / 20 °C
13.1: PPh3; CCl4 / tetrahydrofuran / 20 °C
13.2: 43 percent / silica gel
With methanol; tetrachloromethane; dmap; n-butyllithium; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sec.-butyllithium; ammonium formate; sodium hydride; diisobutylaluminium hydride; potassium carbonate; triethylamine; triphenylphosphine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene;

6147-11-1 Upstream products

6147-11-1 Downstream products

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