Stigmasterol
- CAS No.
- 83-48-7
- Chemical Name:
- Stigmasterol
- Synonyms
- PHYTOSTEROL;beta-Stigmasterol;STIGMASTERIN;I-Stigmasterol;Stigmasterol,95%;Stig;NSC 8095;masteroL;201-482-7;Serposterol
- CBNumber:
- CB4333449
- Molecular Formula:
- C29H48O
- Molecular Weight:
- 412.7
- MOL File:
- 83-48-7.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/6/17 17:42:23
| Melting point | 165-167 °C (lit.) |
|---|---|
| Boiling point | 472.07°C (rough estimate) |
| alpha | -50 º (c=2, CHCl3) |
| Density | 0.9639 (rough estimate) |
| refractive index | 1.5000 (estimate) |
| storage temp. | -20°C |
| solubility | chloroform: soluble50 mg/ml |
| form | Powder |
| pka | 15.03±0.70(Predicted) |
| color | White |
| Water Solubility | insoluble |
| λmax | 226nm(MeOH)(lit.) |
| Merck | 14,8815 |
| BRN | 2568182 |
| LogP | 10.072 (est) |
| CAS DataBase Reference | 83-48-7(CAS DataBase Reference) |
| NIST Chemistry Reference | Stigmasterol(83-48-7) |
| EPA Substance Registry System | Stigmasterol (83-48-7) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS06,GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H302-H315-H319-H331-H336-H351-H361d-H372-H412 | |||||||||
| Precautionary statements | P201-P273-P301+P312+P330-P302+P352-P304+P340+P311-P308+P313 | |||||||||
| Hazard Codes | Xn,Xi | |||||||||
| Risk Statements | 22-38-40-48/20/22-36/37/38-67-36/38-20-63 | |||||||||
| Safety Statements | 22-24/25-36/37-36-26 | |||||||||
| RIDADR | UN 1888 6.1/PG 3 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | WJ2447500 | |||||||||
| HS Code | 29309070 | |||||||||
| NFPA 704 |
|
Stigmasterol price More Price(16)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | S2424 | Stigmasterol ~95% | 83-48-7 | 1G | ₹6650 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | S2424 | Stigmasterol ~95% | 83-48-7 | 5G | ₹17882.9 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | S2424 | Stigmasterol ~95% | 83-48-7 | 10G | ₹22981.48 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | S2424 | Stigmasterol ~95% | 83-48-7 | 25G | ₹47575.88 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 47132 | Stigmasterol certified reference material, 10?mg/mL in chloroform | 83-48-7 | 1ML | ₹5173.7 | 2022-06-14 | Buy |
Stigmasterol Chemical Properties,Uses,Production
Description
Stigmasterol is a natural plant sterol that can be isolated from certain seed oils and herbs, including those used for therapeutic purposes. Dietary consumption of phytosterols, including stigmasterol, may have beneficial health effects in adults, particularly against cancer and ulceration. Alternatively, phytosterols may contribute to inflammation and intestinal failure-
Chemical Properties
white powder
Uses
Stigmasterol has been used as a phytosterol compound to test its anti-proliferative property in breast cancer cell culture and its effect on liver X receptor-α (LXRA) activation. It may be used as an internal standard for the quantification of yeast cell wall sterols using gas chromatography–mass spectrometry (GC-MS) analysis, and in the preparation of lipid monolayers.
Definition
ChEBI: A 3beta-sterol that consists of 3beta-hydroxystigmastane having double bonds at the 5,6- and 22,23-positions.
General Description
Stigmasterol is a plant sterol that comprises an unsaturated bond between C22 and C23. It is found in foods like margarines and yogurts. Stigmasterol is synthesized from the mevalonate pathway and is present during development stages in plants.
Purification Methods
Stigmasterol is best purified via the tetrabromide-acetate. The impure sterol (3g) is acetylated with Ac2O (60mL) by refluxing for 1.5hour. The mixture is cooled at 20o for 1hour, and the crude acetate is collected. The acetate (3g) in Et2O (30mL) is then treated with Br2/AcOH (38mL, from 5g Br2 in 100mL AcOH), and after cooling at 6o overnight, the tetrabromoacetate is filtered off and washed with Et2O. After six recrystallisations from CHCl3/MeOH the tetrabromoacetate has m 194-196o. This product (1g) in AcOH (12mL) and Zn dust (1g) is refluxed for 1.5hours, filtered hot, diluted with H2O (30mL) and extracted with Et2O. The extract is washed with dilute aqueous sodium sulfite, then H2O, the extract is dried (Na2SO4) and the stigmasterol acetate (~550mg) is recrystallised (4x) from EtOH and twice from MeOH/CHCl3 (2:1) to give the acetate with m 139-148o. This acetate (400mg) is hydrolysed in boiling 10% alcoholic KOH (1mL) for 1hour. Then H2O (30mL) is added and the mixture is extracted with Et2O. The extract is washed with aqueous Na2CO3, then H2O, the solvent is distilled off and the residue is recrystallised (3x) from 95% EtOH to give ~110mg of pure stigmasterol. It is dried in a vacuum over P2O5 for 3hours at 90o. The purity is checked by NMR. The acetate crystallises from MeOH with m 145o, [] D 25 -56o (c 2, CHCl3). [Byerrum & Ball Biochemical Preparations 7 86 1959, Thornton et al. J Am Chem Soc 62 2006 1940, Colin et al. Anal Chem 51 1661 1979, Beilstein 6 IV 4170.]
Stigmasterol Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Anand Agencies | 91-20-24454597 | Maharashtra, India | 2337 | 58 | Inquiry |
| Alfa Aesar | 1 800 209 7001 | Maharashtra, India | 6913 | 58 | Inquiry |
| Pharmaffiliates Analytics and Synthetics P. Ltd | +91-172-5066494 | Haryana, India | 6773 | 58 | Inquiry |
| Central Drug House(P) Ltd. | 91-11-49404040 | New Delhi, India | 6160 | 58 | Inquiry |
| Triveni chemicals | 08048762458 | New Delhi, India | 6093 | 58 | Inquiry |
| Kings Group | 08047621438 | Mumbai, India | 41 | 58 | Inquiry |
| Sisco Research Laboratories Pvt. Ltd. | +91-22-4268 5800 | Mumbai, India | 4317 | 58 | Inquiry |
| Phytocompounds | 91-80-40209999 | Karnataka, India | 35 | 58 | Inquiry |
| SynZeal Research Pvt Ltd | +1 226-802-2078 | Gujarat, India | 6522 | 58 | Inquiry |
| Clearsynth Labs | 91-22-45045900 | Maharashtra, India | 3889 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| Anand Agencies | 58 |
| Alfa Aesar | 58 |
| Pharmaffiliates Analytics and Synthetics P. Ltd | 58 |
| Central Drug House(P) Ltd. | 58 |
| Triveni chemicals | 58 |
| Kings Group | 58 |
| Sisco Research Laboratories Pvt. Ltd. | 58 |
| Phytocompounds | 58 |
| SynZeal Research Pvt Ltd | 58 |
| Clearsynth Labs | 58 |