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E499 – STIGMASTEROL-RICH PLANT STEROLS

E499 Stigmasterol-rich plant sterols is a food additive. 
E499 Stigmasterol-rich plant sterols is a mixture derived from soybeans that consists of the plant sterols stigmasterol, β-sitosterol, campesterol, and brassicasterol, with stigmasterol representing >85% of the mixture.
E499 Stigmasterol-rich plant sterols's E number is E499 and it is used as a stabiliser in ready-to-freeze alcoholic cocktails.

CAS:    83-48-7
MF:    C29H48O
MW:    412.69
EINECS:    201-482-7

Synonyms
(24S)-24-Ethylcholesta-5,22-dien-3β-ol;(22E,24S)-24-Ethylcholesta-5,22-dien-3β-ol;(22E,24S)-Stigmasta-5,22-diene-3β-ol;Anti-stiffness factor;Stigmasterol,95%;Stigmasterol,3β-Hydroxy-24-ethyl-5,22-cholestadiene, 5,22-Stigmastadien-3β-ol, Stigmasterin;(3β,22E)-StigMasta-5,22-dien-3-ol;22-Dehydro-24-ethylcholesterol

E499 Stigmasterol-rich plant sterols is a kind of plant sterol or phytosterol. 
E499 Stigmasterol-rich plant sterols is a kind of steroid derivative containing the hydroxyl group, unsaturated bonds, and alkyl group. 
E499 Stigmasterol-rich plant sterols mainly exists in the fats and oils of soybean, Calabar bean, and rape seed as well as some kinds of vegetables, legumes and nuts. 
E499 Stigmasterol-rich plant sterols can be used for the manufacture of semisynthetic progesterone which is a valuable human hormone. 
E499 Stigmasterol-rich plant sterols can also be used in the biosynthesis of androgen, estrogen, and corticoids. 
Moreover, E499 Stigmasterol-rich plant sterols can be used for the manufacture of vitamin D3 and cortisone. 
As a dietary supplement, E499 Stigmasterol-rich plant sterols can reduce the cholesterol contained in the human body, thus boosting the health state of our body. 
E499 Stigmasterol-rich plant sterols 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 E499 Stigmasterol-rich plant sterols, may have beneficial health effects in adults, particularly against cancer and ulceration. 
Alternatively, phytosterols may contribute to inflammation and intestinal failure-associated liver disease in young individuals.
A 3beta-sterol that consists of 3beta-hydroxystigmastane having double bonds at the 5,6- and 22,23-positions.
E499 Stigmasterol-rich plant sterols is a plant sterol that comprises an unsaturated bond between C22 and C23. 
E499 Stigmasterol-rich plant sterols is found in foods like margarines and yogurts. 
E499 Stigmasterol-rich plant sterols is synthesized from the mevalonate pathway and is present during development stages in plants.

E499 Stigmasterol-rich plant sterols is a plant-derived sterol, classified as a phytosterol, with the chemical formula C29H48O. 
E499 Stigmasterol-rich plant sterols is commonly found in various plant sources, including soybeans, nuts, and certain vegetables. 
E499 Stigmasterol-rich plant sterols is characterized by its solid, waxy appearance at room temperature and is insoluble in water but soluble in organic solvents such as ethanol and chloroform. 
E499 Stigmasterol-rich plant sterols plays a significant role in plant cell membranes, contributing to membrane fluidity and stability. 
In addition to its structural functions, E499 Stigmasterol-rich plant sterols has garnered attention for its potential health benefits, including cholesterol-lowering properties and anti-inflammatory effects. 
E499 Stigmasterol-rich plant sterols is also studied for its role in the synthesis of certain hormones and as a precursor to other bioactive compounds. 
E499 Stigmasterol-rich plant sterols is often utilized in the food and cosmetic industries, as well as in dietary supplements, due to its beneficial properties. 
E499 Stigmasterol-rich plant sterols's safety profile is generally considered favorable, although further research is ongoing to fully understand its biological effects and potential therapeutic applications.

E499 Stigmasterol-rich plant sterols Chemical Properties
Melting point: 165-167 °C (lit.)
alpha: -50 º (c=2, CHCl3)
Boiling point: 472.07°C (rough estimate)
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
Henry's Law Constant: 3.8×10-2 mol/(m3Pa) at 25℃, HSDB (2015)
InChIKey: HCXVJBMSMIARIN-PHZDYDNGSA-N
LogP: 10.072 (est)
CAS DataBase Reference: 83-48-7(CAS DataBase Reference)
NIST Chemistry Reference: Stigmasterol(83-48-7)
EPA Substance Registry System: E499 Stigmasterol-rich plant sterols (83-48-7)

Uses    
Plant sterol, used as a precursor in the synthesis of progesterone.
E499 Stigmasterol-rich plant sterols 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. 
E499 Stigmasterol-rich plant sterols 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.

Biochem/physiol Actions    
E499 Stigmasterol-rich plant sterols possesses anti-inflammatory anti-hypercholestrolemic, antitumor and antioxidant functionality. 
E499 Stigmasterol-rich plant sterols plays a crucial role in the activation of plasma membrane H+-ATPase and cell proliferation. Variations in stigmasterol and its precursor are noticeable at both the seed and whole plant developmental stages. 
E499 Stigmasterol-rich plant sterols may be involved in gravitropism and tolerance to abiotic stress.

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