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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:
Molecular Weight:
298.46
Beilstein:
1727813
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25

biological source

natural (organic)

Quality Level

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

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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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
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
Aswani Dutt Vadlapudi et al.
International journal of pharmaceutics, 434(1-2), 315-324 (2012-06-14)
A majority of studies involving prodrugs are directed to overcome low bioavailability of the parent drug. The aim of this study is to increase the bioavailability of acyclovir (ACV) by designing a novel prodrug delivery system which is more lipophilic
Marina Sokolsky-Papkov et al.
Pharmaceutical research, 28(12), 3265-3273 (2011-07-01)
To reduce formulation viscosity of bupivacaine/poly(DL lactic acid co castor oil) 3:7 without increasing bupivacaine release rates. Poly(DL lactic acid) 3:7 was synthesized and bupivacaine formulation prepared by mixing with additives ricinoleic acid or castor oil. In vitro release measurements

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