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Merck
CN

R7257

Ricinoleic acid

≥95%

Synonym(s):

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

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About This Item

Linear Formula:
CH3(CH2)5CH(OH)CH2CH=CH(CH2)7COOH
CAS Number:
Molecular Weight:
298.46
UNSPSC Code:
12352211
NACRES:
NA.25
PubChem Substance ID:
EC Number:
205-470-2
Beilstein/REAXYS Number:
1727813
MDL number:
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InChI key

WBHHMMIMDMUBKC-QJWNTBNXSA-N

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

SMILES string

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

biological source

natural (organic)

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

Quality Level

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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

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


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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
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
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
Heather A Colburn et al.
Analytical chemistry, 82(14), 6040-6047 (2010-06-24)
One challenge in the forensic analysis of ricin samples is determining the method and extent of sample preparation. Ricin purification from the source castor seeds is essentially a protein purification through removal of the nonprotein fractions of the seed. Two
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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