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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/REAXYS Number:
1727813
EC Number:
205-470-2
MDL number:
MFCD00084840
UNSPSC Code:
12352211
PubChem Substance ID:
24899389
NACRES:
NA.25

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

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

435.2 °F - closed cup

flash_point_c

224 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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DL-β-Hydroxylauric acid ≥99% (GC)

Sigma-Aldrich

H3398

DL-β-Hydroxylauric acid

Castor oil meets testing specifications per USP

Sigma-Aldrich

C9606

Castor oil

Methyl 12-hydroxystearate ≥99% (GC)

Sigma-Aldrich

H7002

Methyl 12-hydroxystearate

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
Roman Holic et al.
Applied microbiology and biotechnology, 95(1), 179-187 (2012-03-01)
In an effort to produce ricinoleic acid (12-hydroxy-octadeca-cis-9-enoic acid: C18:1-OH) as a petrochemical replacement in a variety of industrial processes, we introduced Claviceps purpurea oleate ∆12-hydroxylase gene (CpFAH12) to Schizosaccharomyces pombe, putting it under the control of inducible nmt1 promoter.
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
Hisashi Yazawa et al.
Applied microbiology and biotechnology, 97(19), 8663-8671 (2013-07-04)
We have succeeded to produce a high content of ricinoleic acid (RA), a hydroxylated fatty acid with great values as a petrochemical replacement, in fission yeast Schizosaccharomyces pombe by introducing Claviceps purpurea oleate Δ12-hydroxylase gene (CpFAH12). Although the production was
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