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Stigmasterol

Description References
Product Name
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
Formula Weight
412.7
MOL File
83-48-7.mol
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Stigmasterol Property

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
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)
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Safety

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
Hazardous Substances Data
83-48-7(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H331Toxic if inhaled

H336May cause drowsiness or dizziness

H351Suspected of causing cancer

H372Causes damage to organs through prolonged or repeated exposure

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P273Avoid release to the environment.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S2424
Product name
Stigmasterol
Purity
~95%
Packaging
1g
Price
$64.5
Updated
2024/03/01
Sigma-Aldrich
Product number
S2424
Product name
Stigmasterol
Purity
~95%
Packaging
5g
Price
$253
Updated
2024/03/01
Sigma-Aldrich
Product number
PHL82658
Product name
Stigmasterol
Purity
phyproof? Reference Substance
Packaging
100MG
Price
$262
Updated
2024/03/01
Sigma-Aldrich
Product number
47132
Product name
Stigmasterol
Purity
certified reference material, 10?mg/mL in chloroform
Packaging
1mL
Price
$56.9
Updated
2024/03/01
TCI Chemical
Product number
S0088
Product name
Stigmasterol
Purity
>90.0%(GC)
Packaging
1g
Price
$51
Updated
2024/03/01
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Stigmasterol Chemical Properties,Usage,Production

Description

Stigmasterol is a kind of plant sterol or phytosterol. It is a kind of steroid derivative containing the hydroxyl group, unsaturated bonds, and alkyl group. It mainly exists in the fats and oils of soybean, Calabar bean, and rape seed as well as some kinds of vegetables, legumes and nuts. It can be used for the manufacture of semisynthetic progesterone which is a valuable human hormone. It can also be used in the biosynthesis of androgen, estrogen, and corticoids. Moreover, it can be used for the manufacture of vitamin D3 and cortisone. As a dietary supplement, it can reduce the cholesterol contained in the human body, thus boosting the health state of our body. 

References

https://en.wikipedia.org/wiki/Stigmasterol
https://pubchem.ncbi.nlm.nih.gov/compound/Stigmasterin#section=Top

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-associated liver disease in young individuals.

Chemical Properties

white powder

Uses

Plant sterol, used as a precursor in the synthesis of progesterone.

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.

Biochem/physiol Actions

Stigmasterol possesses anti-inflammatory anti-hypercholestrolemic, antitumor and antioxidant functionality. It 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. Stigmasterol may be involved in gravitropism and tolerance to abiotic stress.

storage

+4°C

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

Raw materials

Preparation Products

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Stigmasterol Suppliers

Shaanxi Pioneer Biotech Co.,Ltd
Tel
029-84385017-8007 17602929471
Email
sales11@pioneerbiotech.com
Country
China
ProdList
1136
Advantage
58
Hubei Zhongshan Medical Technology Co., Ltd
Tel
027-61907345 13397111514
Fax
3443707954
Email
w13397111514@163.com
Country
China
ProdList
1009
Advantage
58
Kono Chem Co.,Ltd
Tel
15829389671
Fax
029-86107037
Email
info@konochemical.com
Country
China
ProdList
255
Advantage
55
Shaanxi Pioneer Biotech Co.,Ltd.
Tel
029-84385017-8011 15202491660
Fax
QQ3502078241
Email
sales8@pioneerbiotech.com
Country
China
ProdList
444
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
Advantage
61
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Beijing HwrkChemical Technology Co., Ltd
Tel
010-89508211 18501085097
Fax
010-89508210
Email
sales.bj@hwrkchemical.com
Country
China
ProdList
8418
Advantage
55
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View Lastest Price from Stigmasterol manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
Stigmasterol 83-48-7
Price
US $150.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500kg
Release date
2024-12-10
Changsha Staherb Natural Ingredients Co., Ltd.
Product
Stigmasterol 83-48-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
≥95% HPLC
Supply Ability
1000kg
Release date
2022-10-10
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Stigmasterol 83-48-7
Price
US $222.00/G
Min. Order
1G
Purity
96.12%
Supply Ability
100kg/month
Release date
2024-06-12

83-48-7, StigmasterolRelated Search:


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