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Ball-and-stick model of brassicasterol
IUPAC name
24-methyl cholest-5,22-dien-3β-ol
Other names
24β-methylcholesta-5,22-dien-3 beta-ol
474-67-9 YesY
ChemSpider 4444704 YesY
Jmol 3D model Interactive image
PubChem 6432458
Molar mass 398.68 g·mol−1
Appearance White solid
Melting point 150 to 151 °C (302 to 304 °F; 423 to 424 K)
Flash point Non-flammable
Related compounds
Related Sterols
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

Brassicasterol (24-methyl cholest-5,22-dien-3β-ol) is a 28-carbon sterol synthesised by several unicellular algae (phytoplankton) and some terrestrial plants, e.g., oilseed rape. This compound has frequently been used as a biomarker for the presence of (marine) algal matter in the environment.

Chemical properties[edit]


Brassicasterol has a low water solubility and, as a consequence, a high octanol – water partition coefficient. This means that, in most environmental systems, brassicasterol will be associated with the solid phase.


In anaerobic sediments and soils, brassicasterol is stable for many hundreds of years, enabling it to be used as an indicator of past algal production (see below).

Chemical analysis[edit]

Since the molecule has a hydroxyl (-OH) group, it is frequently bound to other lipids including glycerols; most analytical methods, therefore, utilise a strong alkali (KOH or NaOH) to saponify the ester linkages. Typical extraction solvents include 6% KOH in methanol. The free sterols are then separated from the polar lipids by partitioning into a less polar solvent (e.g, hexane). Prior to analysis, the hydroxyl group is frequently derivatised with BSTFA (bis-trimethyl silyl trifluoroacetamide) to replace the hydrogen with the less exchangeable trimethylsilyl (TMS) group. Instrumental analysis is frequently conducted on gas chromatograph (GC) with either a flame ionisation detector (FID) or mass spectrometer (MS). The mass spectrum for the TMS ether of brassicasterol can be seen in the figure.
Mass fragmentation pattern for brassicasterol at 70eV on a Fisons MD800 mass spectrometer

Formation and occurrences[edit]

It can be found in Mirabilis jalapa.[1]

Algal sources[edit]

Brassicasterol is formed in plants from the isoprenoid squalene through campesterol as an intermediate. A list of the algae in which brassicasterol has been identified is shown below together with approximate composition.[2]

Sterol content of selected dinoflagellates (as percentage). Data from Volkman, 1986
Species A B C D E F G H others
Gonyaulax spp 100 0 0 0 0 0 0 0 0
Peridinium foliaceum 100 0 0 0 0 0 0 0 0
Peridinium foliaceum 80 20 0 0 0 0 0 0 0
Gonyaulax diegensis 39 0 0 0 0 0 0 29 32
Pyrocystis lunula 76 6 0 2 1 0 0 0 15
Gonyaulax polygramma 36 1 0 9 7 0 0 0 47
Gymnodinium wilczeki 26 39 0 35 1 0 0 0 0
Glenodinium hallii 8 50 0 0 0 42 0 0 0
Noctiluca milaris 0 1 1 5 73 0 6 0 14
Gymnodinium simplex 0 0 0 0 53 0 0 0 47
Prorocentrum cordatum 7 0 0 0 5 0 63 0 25
A = cholesterol
B = campesterol
C = sitosterol
D = 22-dehydrocholesterol ((22E)-cholesta-5,22-dien-3β-ol)
E = brassicasterol
F = stigmasterol
G = 24-methylene cholesterol
H = fucosterol

Use as a tracer for marine algae[edit]

The principal source of brassicasterol in the environment is from marine algae. Its relatively high concentration and stability allows it to be used in the assessment of the origin of organic matter in samples, especially sediments.

Brassicasterol / cholesterol ratio[edit]

The concentration of brassicasterol down a sediment core from Loch Striven, Scotland together with it ratio to cholesterol

The concentration of brassicasterol in a core sample from Loch Striven, Scotland. Highest values may be seen in the top sections of the sediment, which decrease with depth. However, the cholesterol behaves in a similar manner, and the ratio brassicasterol/cholesterol is fairly uniform at all depths, indicating either a comparable degradation rate with no change in source or different degradation rates and a change in source.

Multivariate analysis[edit]

Multivariate statistical analyses such as principal component analysis of a range of lipid biomarkers (e.g., other sterols, fatty acids, and fatty alcohols) enable identification of compounds that have similar origins or behaviour. An example can be seen in the loadings plot for sediment samples from the Mawddach Estuary, Wales.

Principal Component Analysis of several lipid biomarkers from the Mawddach Esturay - brassicasterol is highlighted in red
The location of brassicasterol in this figure (shown in red) indicates that the distribution of this compound is similar to that of the short-chain fatty acids and alcohols, which are known to be of marine origin. The terrestrially derived biomarkers such as β-sitosterol are on the opposite side of the figure and are mutually exclusive.


  1. ^ Constituents of Mirabilis jalapa. Siddiqui S., Siddiqui B.S., Adil Q. and Begum S., Fitoterapia, 1990, Volume 61, No. 5, page 471 (abstract)
  2. ^ Data from a review by Volkman, 1986[clarification needed]

Original courtesy of Wikipedia: http://en.wikipedia.org/wiki/Brassicasterol — Please support Wikipedia.
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7 news items

Medgadget.com (blog)
Thu, 07 Apr 2016 01:37:30 -0700

On the basis of phytosterols market is segmented into beta-sitosterol, campesterol, stigmasterol and others (avenasterol, ergosterol, cycloartenol and brassicasterol). Beta-sitosterol is the largest market segment followed by campesterol. Beta ...

Der neue Mann - Das Männermagazin (Blog)

Der neue Mann - Das Männermagazin (Blog)
Tue, 05 Apr 2016 21:52:30 -0700

Der Grund hierfür sind die zahlreichen pflanzlichen Sterole, beispielsweise Sitosterol, Ergosterol, Brassicasterol usw., die in der Powerknolle stecken. Bei diesen Pflanzensterolen handelt es sich um wertvolle natürliche Substanzen, die dem tierischen ...
PR Newswire (press release)
Thu, 23 Jul 2015 11:23:51 -0700

Product type: ß-sitosterol, campesterol, stigmasterol, ergosterol, and brassicasterol. Geography: APAC, EMEA, Americas, and ROW. Key industry players invest extensively in R&D initiatives to expand their product portfolios says the second research on ...

Olive Oil Times

Olive Oil Times
Wed, 29 Jan 2014 19:30:36 -0800

There is no chemical pathway for the production of brassicasterol in olives. It got there by someones hand. They know, or should know that too. EU PR spin doctors play on the naivity of consumers regarding olive oil chemistry. Understandably so. It's ...
Natural News.com
Tue, 11 May 2010 00:00:00 -0700

(NaturalNews) Superfood enthusiasts know all about the incredible nutritional powers of maca. This superfood, grown in the high Andes mountains in Peru, is packed with vitamins, minerals, proteins, tannins, complex alkaloids and other phytochemicals.


Thu, 18 Jun 2015 00:18:45 -0700

Bijinya mengandung erucic acid, oleic acid, linoleic acid, eicosenoic acid, betasitosterol, campesterol, brassicasterol, cholesterol, rutin, tocopherol, glucosinolate, dan xazolidinethione. Berikut adalah beberapa penyakit yang dapat dienyahkan oleh ...

El Diario de Yucatán

El Diario de Yucatán
Sun, 10 Nov 2013 05:00:16 -0800

MÉXICO (Notimex).- Algunos cenotes de Yucatán registran niveles de metales tóxicos para el organismo humano, que rebasan lo establecido en las normas oficiales mexicanas, y esteroles fecales, de acuerdo con un estudio de Nadia Libertad Velázquez ...

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