beta-Sitosterol
beta-Sitosterol Basic information
- Product Name:
- beta-Sitosterol
- Synonyms:
-
- B-SITOSTEROL
- 5-STIGMASTEN-3BETA-OL
- 22,23-DIHYDROSTIMASTEROL
- 22,23-DIHYDROSTIGMASTEROL
- 24-ALPHA-ETHYLCHOLESTEROL
- 24BETA-ETHYLCHOLESTEROL
- 5-CHOLESTEN-24-BETA-ETHYL-3-BETA-OL
- (3)-BETA-SITOSTEROL(2)
- CAS:
- 83-46-5
- MF:
- C29H50O
- MW:
- 414.72
- EINECS:
- 201-480-6
- Product Categories:
-
- Inhibitors
- Herb extract
- chemical reagent
- pharmaceutical intermediate
- phytochemical
- reference standards from Chinese medicinal herbs (TCM).
- Miscellaneous Natural Products
- Biochemistry
- Hydroxysteroids
- Steroids
- Natural Plant Extract
- Intermediates & Fine Chemicals
- Pharmaceuticals
- standardized herbal extract
- 83-46-5
- Mol File:
- 83-46-5.mol
beta-Sitosterol Chemical Properties
- Melting point:
- 136-140 °C(lit.)
- alpha
- -28 º (c=2, CHCl3)
- Boiling point:
- 473.52°C (rough estimate)
- Density
- 0.9540 (rough estimate)
- refractive index
- 1.5000 (estimate)
- storage temp.
- 2-8°C
- solubility
- chloroform: 20 mg/mL, clear, colorless
- form
- White solid
- pka
- 15.03±0.70(Predicted)
- color
- White to Off-White
- optical activity
- -3725 (c 2, CHCl3)
- Water Solubility
- INSOLUBLE
- Merck
- 14,8556
- BRN
- 1916165
- InChIKey
- KZJWDPNRJALLNS-VJSFXXLFSA-N
- LogP
- 10.482 (est)
- CAS DataBase Reference
- 83-46-5(CAS DataBase Reference)
- NIST Chemistry Reference
- «beta»-Sitosterol(83-46-5)
- EPA Substance Registry System
- .beta.-Sitosterol (83-46-5)
Safety Information
- Hazard Codes
- Xn,Xi
- Risk Statements
- 22-38-40-48/20/22-36/37/38-67-36/38-20-63
- Safety Statements
- 22-24/25-36-26-36/37
- RIDADR
- UN 1888 6.1/PG 3
- WGK Germany
- 3
- RTECS
- WJ2600000
- F
- 10
- HS Code
- 29061990
MSDS
- Language:English Provider:ACROS
- Language:English Provider:SigmaAldrich
beta-Sitosterol Usage And Synthesis
Description
24α-ethyl Cholesterol is a naturally occurring plant sterol with antioxidant, anticancer, anti-
Chemical Properties
White powder
Uses
antiinflammatory, immunomodulator
Uses
A common sterol in plants. Isolated from wheat germ oil, corn oil. Antilipemic. Used in the treatment of prostatic adenoma.This compound is a contaminant of emerging concern (CECs)
Definition
A steroid with long aliphatic side chains (8–10 carbons) and at least one hydroxyl group. They are lipidsoluble and often occur in membranes. Examples are cholesterol and ergosterol.
Definition
sterol: Any of a group of steroidbasedalcohols having a hydrocarbonside-chain of 8–10 carbon atoms.Sterols exist either as free sterols oras esters of fatty acids. Animal sterols(zoosterols) include cholesterol andlanosterol. The major plant sterol(phytosterol) is beta-sitosterol, whilefungal sterols (mycosterols) includeergosterol.
Definition
ChEBI: A phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3.
General Description
Sitosterol, also called as β-sitosterol, is synthesized through the mevalonate and deoxy xylulose pathways. Synthetically, it is synthesized from stigmasterol by Δ22–23 alkene group hydrogenation. Structurally sitosterol differ from cholesterol with ethyl (sitosterol) group in C24 position of side chain(65). Sitosterol is a lipid component of membranes. It corresponds to a molecular mass of 414.71 g/mol).
Biochem/physiol Actions
Sitosterol promotes the antioxidant levels and is used as an effective anti-inflammatory, antiapoptotic and anticancer agent in medicinal preparations. It acts as a neutralizing agent for the venom from viper and cobra. Sitosterol acts on protein kinase C (PKC) and in the sphingomyelin cycle to mediate tumor progression inhibition.
Purification Methods
Crystallise -sitosterol from EtOH, MeOH, Me2CO, Me2CO/EtOH or Me2CO/MeOH. It has also been purified by zone melting. The acetate crystallises from MeOH or EtOH as plates with m 127128o and [] D 20 -41o (c 2, CHCl3). The benzoate crystallises from EtOH as needles with m 146-147o and [] D 20 –13.8o (c 2, CHCl3). [Fujimoto & Jacobson J Org Chem 29 3377, 3381 1964, Shoppee J Chem Soc 10431948, Heilbron et al. J Chem Soc 344, 347 1941, Beilstein 6 III 2696.]
beta-Sitosterol Preparation Products And Raw materials
Raw materials
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beta-Sitosterol(83-46-5)Related Product Information
- STIGMASTEROL
- Diethylstilbestrol
- Lactobacillus plantarum
- Phytosphingosine
- phytosphingosine
- [2R[2R*(4R*,8R*)]]-3,4-dihydro-2,5,8-trimethyl-2-(4,8,12-trimethyltridecyl)-2H-benzopyran-6-ol
- methyl (16alpha,17beta)-17-hydroxyyohimban-16-carboxylate
- D-beta- Tocotrienol
- zhiwuyousuan
- Phytate
- Fatty acids, C10-20 and C16-18-unsatd., reaction products with triethanolamine, di-Me sulfate-quaternized
- PEG-25 PHYTOSTEROL
- PHYTOSTEROLS
- LUMISTEROL
- BETA-SITOSTEROL ACETATE
- PLANT STEROL MIX,PLANT STEROL MIXTURE
- sterol Cholesterin,Cholest-5-en-3beta-ol
- 5α-Sitosterol,α1-Sitosterol