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Brassicasterol is a plant sterol that shares a similar structure with cholesterol. It is found in various dietary sources such as canola oil, rapeseed oil, marine algae, and shellfish. BRASSICASTEROL has been shown to inhibit sterol Δ24-reductase, an enzyme that plays a role in the mammalian cholesterol biosynthesis pathway.

474-67-9

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474-67-9 Usage

Uses

Used in Cholesterol Biosynthesis Inhibition:
Brassicasterol is used as a cholesterol biosynthesis inhibitor for its ability to inhibit sterol Δ24-reductase, an enzyme involved in the mammalian cholesterol biosynthesis pathway. This application is significant in the study and potential treatment of conditions related to high cholesterol levels.
Used in Analytical Chemistry:
In the field of analytical chemistry, Brassicasterol is used as a standard for analyzing sterols from various samples, such as mussels, through thin layer chromatography. This application aids in the accurate identification and quantification of sterols in different biological samples.
Used in Pharmaceutical Industry:
Brassicasterol, due to its structural similarity with cholesterol, can be utilized in the pharmaceutical industry for the development of drugs targeting cholesterol-related conditions. Its role in inhibiting a key enzyme in cholesterol biosynthesis makes it a promising candidate for drug discovery and design.
Used in Nutritional Research:
As a plant sterol found in various dietary sources, Brassicasterol can be used in nutritional research to study the effects of plant sterols on human health, particularly in relation to cholesterol levels and cardiovascular health.
Used in Food Industry:
In the food industry, Brassicasterol can be used as an additive or a component in the development of functional foods that aim to lower cholesterol levels in consumers. Its presence in various oils and marine sources makes it a viable option for incorporation into health-conscious food products.

Biochem/physiol Actions

Brassicasterol is a plant sterol, structurally similar to cholesterol. Plant sterols compete with cholesterol and reduce the content of cholesterol incorporated into micelles thereby reducing its absorption. Brassicasterol reportedly decreases the progression of atherosclerosis. The level of brassicasterol in cerebrospinal fluid may be used as a prognostic factor for progression of Alzheimer′s disease.

Check Digit Verification of cas no

The CAS Registry Mumber 474-67-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,7 and 4 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 474-67:
(5*4)+(4*7)+(3*4)+(2*6)+(1*7)=79
79 % 10 = 9
So 474-67-9 is a valid CAS Registry Number.

474-67-9 Well-known Company Product Price

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  • Sigma

  • (B4936)  Brassicasterol  from semisynthetic

  • 474-67-9

  • B4936-5MG

  • 4,160.52CNY

  • Detail

474-67-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name Brassicasterol

1.2 Other means of identification

Product number -
Other names (3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:474-67-9 SDS

474-67-9Relevant articles and documents

7-Dehydrocholesterol reductase activity is independent of cytochrome P450 reductase

Zou, Ling,Li, Li,Porter, Todd D.

experimental part, p. 435 - 438 (2012/04/23)

7-Dehydrocholesterol reductase (DHCR7) catalyzes the final step in cholesterol synthesis. The enzyme utilizes NADPH as a source of electrons and has been reported to require NADPH-cytochrome P450 reductase (POR) as its redox partner. To test this hypothes

PROCESS FOR RECOVERING STEROLS FROM A CRUDE SOURCE CONTAINING STEROL ESTERS

-

Page/Page column 3, (2008/12/06)

A process of obtaining sterols suitable for human consumption from a crude wood pulping source containing sterol esters is disclosed. The sterols are obtained at high yield and purity. In particular, a process of obtaining sterols at high yield and purity from tall oil pitch (TOP) is disclosed. The sterols obtained can be esterified to sterol esters for use in dietary supplements and as additives for food and beverage products.

Process for recovery of plant sterols from by-product of vegetable oil refining

-

Page/Page column 5-6, (2008/06/13)

The process for recovery of plant sterols and tocopherols from deodorization distillates formed during chemical or physical refining of vegetable oils consists of the following steps: free fatty acids are removed from the deodorization distillate by vacuum distillation or by continuation solvent saponification, after the removal of free fatty acids, the received material is reacted with an aromatic carboxylic acid anhydride at a temperature of 50-150° C., under reduced pressure, after the treatment with anhydride, tocopherols are removed from the mixture, and crystalline free sterols are recovered from the distillation residue containing sterol esters, di- and triglycerides by transesterification.

Method of producing a vitamin product

-

, (2008/06/13)

A process for producing a nutrient supplement powder is provided. The process forms a powder into a plastic mass which is not completely molten. The plastic mass is then formed into an elongated shape and allowed to cool to set to a solid state. The solid is then comminuted to obtain a powder having a desirable particle size, e.g. not more than 5% by weight through a 120-mesh sieve and not more than 5% by weight retained on a 14-mesh sieve.

A NEW SYNTHESIS OF BRASSICASTEROL

Khripach, V. A.,Zhabinskii, V. N.,Zhernosek, E. V.

, p. 74 - 77 (2007/10/02)

A new method has been developed for obtaining brassicasterol - the initial compound for the synthesis of the natural brassinosteroid epibrassinolide.

Biosynthetic Studies of Marine Lipids. 33. Biosynthesis of Dinosterol, Perdinosterol, and Gorgosterol: Unusual Patterns of Bioalkylation in Dinoflagellate Sterols

Giner, Jose-Luis,Djerassi, Carl

, p. 2357 - 2363 (2007/10/02)

The biosynthesis of the 23-methylated dinoflagellate sterols gorgosterol (1-N), dinosterol (2-K), and peridinosterol (3-K) was demonstrated experimentally using cell-free extracts of the dinoflagellates Cryptothecodinium cohnii, Peridinium foliaceum, and the cultured zooxanthella symbiont of Cassiopea xamachana.In assays of sterol methyltransferases using 3H>-S-adenosylmethionine, radiochemical conversions were demonstrated by reverse phase HPLC of the Δ24 sterol side chain (5) to the 24-methylene side chain (4); of the sequence 24(R)-4α-methylergost-22-enol (9-K) to dinosterol (2-K) to 4α-methylgorgostanol (1-K); and, in P. foliaceum, of 24(R)-4α-methylergost-22-enol (9-K) to peridinosterol (3-K).Methylation of the 24(R)-methyl Δ22 side chain (9) in P. foliaceum is believed to involve more than one SAM-sterol methyltransferase based on changes in the ratios of the products (2 and 3) with changes in the conditions of the assay.Furthermore, deuterium substitution of the sterol substrate (9-K) at C-23 did not significantly alter the product ratio.A hypothesis is put forward that the attenuation of gorgosterol (1-N) production in aposymbiotic zooxanthellae is linked to an increase in dimethylpropiothetin biosynthesis via a decrease in S-adenosylmethionine concentration.

24-EPIBRASSINOLIDE UPTAKE IN GROWING MAIZE ROOT SEGMENTS EVALUATED BY MULTIPLE-SELECTED ION MONITORING

Allevi, Pietro,Anastasia, Mario,Cerana, Raffaella,Ciuffreda, Pierangela,Lado, Piera

, p. 1309 - 1314 (2007/10/02)

The evaluation of the uptake of 24-epibrassinolide (BR) in growing maize root segments by means of multiple-selected ion monitoring showed that BR is accumulated into the fresh tissue independently of energy supply, while the experiments performed with fr

Studies on the Constituents of Orchidaceous Plants. III. Isolation of Non-conventional Side Chain Sterols from Nervilia purpurea SCHLECHTER and Structure Determination of Nervisterol

Kikuchi, Tohru,Kadota, Shigetoshi,Suehara, Hisashi,Namba, Tsuneo

, p. 2235 - 2242 (2007/10/02)

From the neutral fraction of the ether extract of Nervilia purpurea SCHLECHTER (Orchidaceae), unusual side chain sterols (5a, 6a, and 7a), previously reported as the constituents of marine invertebrates, were isolated along with 24-epibrassicasterol, 24ξ-methylcholesterol, ergosterol, and stigmasterol.A new non-conventional side chain sterol, named nervisterol (8a), was also isolated and its structure was elucidated.Keywords- Nervilia purpurea; Orchidacea; non-conventional side chain sterol; nervisterol; 22-dehydro-24-isopropylcholesterol; 24-isopropylcholesterol; 24ξ-isopropenylcholesterol; 24-epibrassicasterol; GC-MS;1H-NMR

Selective Reduction of the 7(8)-Double Bond in Ergosterol

Barton, Derek H. R.,Lusinchi, Xavier,Magdzinski, Leon,Ramirez, Jesus Sandoval

, p. 1236 - 1238 (2007/10/02)

Reduction of ergosterol alkoxide derivatives with lithium metal gives better yields of the 7(8)-reduced product brassicasterol than previous procedures; the mixed products of the reduction are easily converted into ergosta-2,22-dien-6-one, a convenient in

Side Chain Structural Requirement for Utilization of Sterols by the Silkworm for Growth and Development. Non-stereoselective Utilization of the 24-Stereoisomeric Pairs of 24-Alkylsterols

Fujimoto, Yoshinori,Kimura, Miki,Khalifa, Fathy A. M.,Ikekawa, Nobuo

, p. 4372 - 4381 (2007/10/02)

Four C-24 epimeric pairs of 24-alkylsterols 1-8 were stereoselectively synthesized via orthoester Claisen rearrangement of the (22)R or (22S)-Δ23Z steroid derivatives (11 and 12).These compounds were tested on the silkworm larvae, Bombyx mori, in order to examine the relationship of the C-24 stereochemical arrangement and utilizability as a nutrient sterol.All of the tested sterols effectively supported the growth and development of the insect and were converted into cholesterol regardless of the C-24 configuration.Keywords - 24-alkylcholesterol; 24-alkyl-22-dehydrocholesterol; orthoester Claisen rearrangement; stereoselective synthesis; insect sterol; silkworm

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