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R7257

Sigma-Aldrich

Ricinoleic acid

≥95%

Synonym(s):

Ricinelaidic acid, (R)-12-Hydroxy-cis-9-octadecenoic acid, 12-Hydroxyoleic acid

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About This Item

Linear Formula:
CH3(CH2)5CH(OH)CH2CH=CH(CH2)7COOH
CAS Number:
141-22-0
Molecular Weight:
298.46
Beilstein:
1727813
EC Number:
205-470-2
MDL number:
MFCD00084840
UNSPSC Code:
12352211
PubChem Substance ID:
24899389
NACRES:
NA.25
Pricing and availability is not currently available.

biological source

natural (organic)

Quality Level

200

Assay

≥95%

form

liquid

density

0.940 g/mL at 20 °C (lit.)

functional group

carboxylic acid
hydroxyl

lipid type

unsaturated FAs

shipped in

ambient

storage temp.

−20°C

SMILES string

CCCCCC[C@@H](O)C\C=C/CCCCCCCC(O)=O

InChI

1S/C18H34O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h9,12,17,19H,2-8,10-11,13-16H2,1H3,(H,20,21)/b12-9-/t17-/m1/s1

InChI key

WBHHMMIMDMUBKC-QJWNTBNXSA-N

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Application


  • Multiplexed PLGA scaffolds with nitric oxide-releasing zinc oxide and melatonin-modulated extracellular vesicles for severe chronic kidney disease.: This innovative study utilizes ricinoleic acid in the fabrication of multiplexed PLGA scaffolds, demonstrating its effectiveness in enhancing the therapeutic efficacy of treatments for chronic kidney disease. The research underscores the potential of ricinoleic acid in medical applications, particularly in regenerative medicine and drug delivery systems (Rhim WK et al., 2024).

  • Optimizing the enzymatic production of biolubricants by the Taguchi method: Esterification of the free fatty acids from castor oil with 2-ethyl-1-hexanol catalyzed by Eversa Transform 2.0.: Demonstrates the industrial application of ricinoleic acid in producing biolubricants, emphasizing its economic and environmental benefits. The study provides insights into the sustainable production processes and industrial applications of ricinoleic acid (Monteiro RRC et al., 2024).

Packaging

Sealed ampule.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

435.2 °F - closed cup

Flash Point(C)

224 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000433169
0000433169
0000429897
0000429897
0000417908

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Carolin Franzmann et al.
Journal of agricultural and food chemistry, 58(7), 4223-4229 (2010-03-20)
Ergot alkaloid and ricinoleic acid contents of 63 ergot sclerotia samples from rye throughout Germany of the harvest years 2006-2009 were determined. Alkaloid contents were analyzed by means of high-performance liquid chromatography with fluorescence detection (HPLC-FLD) and ricinoleic acid contents
Hisashi Yazawa et al.
Applied microbiology and biotechnology, 97(18), 8193-8203 (2013-05-24)
In an effort to produce ricinoleic acid (RA), an important natural raw material with great values as a petrochemical replacement, in Schizosaccharomyces pombe, we introduced Claviceps purpurea oleate Δ12-hydroxylase gene (CpFAH12) to S. pombe, putting it under the control of
André Arnosti et al.
Experimental parasitology, 127(2), 569-574 (2010-11-13)
This study showed the interference of esters extracted from Ricinus communis in the secretory cycle of salivary glands of Rhipicephalus sanguineus ticks, which consequently caused collateral effects on their feeding process. Ticks attached on hosts which were fed with commercial
Nuanyi Liang et al.
Food research international (Ottawa, Ont.), 134, 109237-109237 (2020-06-11)
This study investigated the relationships between the structures of hydroxy unsaturated fatty acids (HUFA) and their antifungal activities. Structurally diverse HUFA, including four monohydroxy-18:1 isomers, two monohydroxy 18:2 isomers and two monohydroxy 18:2 isomers were extracted from seeds of plants
Adrian P Brown et al.
PloS one, 7(2), e30100-e30100 (2012-02-10)
Storage triacylglycerols in castor bean seeds are enriched in the hydroxylated fatty acid ricinoleate. Extensive tissue-specific RNA-Seq transcriptome and lipid analysis will help identify components important for its biosynthesis. Storage triacylglycerols (TAGs) in the endosperm of developing castor (Ricinus communis)
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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