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141-22-0,MFCD00084840
Catalog No.:AA001FMY

141-22-0 | (R,Z)-12-Hydroxyoctadec-9-enoic acid

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5g
85%(GC)
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25g
85%(GC)
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100g
85%(GC)
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500g
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  • Technical Information
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA001FMY
Chemical Name:
(R,Z)-12-Hydroxyoctadec-9-enoic acid
CAS Number:
141-22-0
Molecular Formula:
C18H34O3
Molecular Weight:
298.4608
MDL Number:
MFCD00084840
SMILES:
CCCCCC[C@H](C/C=C\CCCCCCCC(=O)O)O
Properties
Computed Properties
 
Complexity:
261  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
15  
XLogP3:
5.7  

Literature

Title: Synthesis and characterization of novel n-9 fatty acid conjugates possessing antineoplastic properties.

Journal: Lipids 20121001

Title: Targeted lipid based drug conjugates: a novel strategy for drug delivery.

Journal: International journal of pharmaceutics 20120915

Title: Engineered high content of ricinoleic acid in fission yeast Schizosaccharomyces pombe.

Journal: Applied microbiology and biotechnology 20120701

Title: Ultrastructural changes in the ovary cells of engorged Rhipicephalus sanguineus female ticks treated with esters of ricinoleic acid from castor oil (Ricinus communis).

Journal: Microscopy research and technique 20120501

Title: Tissue-specific whole transcriptome sequencing in castor, directed at understanding triacylglycerol lipid biosynthetic pathways.

Journal: PloS one 20120101

Title: Effects of TAK-480, a novel tachykinin NK(2)-receptor antagonist, on visceral hypersensitivity in rabbits and ricinoleic acid-induced defecation in guinea pigs.

Journal: Journal of pharmacological sciences 20120101

Title: Long-acting poly(DL:lactic acid-castor oil) 3:7-bupivacaine formulation: effect of hydrophobic additives.

Journal: Pharmaceutical research 20111201

Title: Detailed molecular characterization of castor oil ethoxylates by liquid chromatography multistage mass spectrometry.

Journal: Journal of chromatography. A 20111007

Title: Screening of the entire USDA castor germplasm collection for oil content and fatty acid composition for optimum biodiesel production.

Journal: Journal of agricultural and food chemistry 20110914

Title: Tough blends of polylactide and castor oil.

Journal: ACS applied materials & interfaces 20110901

Title: Endoplasmic reticulum-located PDAT1-2 from castor bean enhances hydroxy fatty acid accumulation in transgenic plants.

Journal: Plant & cell physiology 20110601

Title: Antidiarrheal effect of fractions from stem bark of Thespesia populnea in rodents: Possible antimotility and antisecretory mechanisms.

Journal: Asian Pacific journal of tropical medicine 20110601

Title: Effects of Ricinus communis oil esters on salivary glands of Rhipicephalus sanguineus (Latreille, 1806) (Acari: Ixodidae).

Journal: Experimental parasitology 20110201

Title: Effects of ricinoleic acid esters from castor oil of Ricinus communis on the vitellogenesis of Rhipicephalus sanguineus (Latreille, 1806) (Acari: Ixodidae) ticks.

Journal: Experimental parasitology 20110201

Title: Biochemical synthesis of novel, self-assembling glycolipids from ricinoleic acid by a recombinant α-glucosidase from Geobacillus sp.

Journal: Biotechnology letters 20110101

Title: Fatty acid based hyperbranched polymeric nanoparticles for hydrophobic drug delivery.

Journal: Drug development and industrial pharmacy 20101001

Title: Analysis of carbohydrate and fatty acid marker abundance in ricin toxin preparations for forensic information.

Journal: Analytical chemistry 20100715

Title: Synthesis of biobased polyurethane from oleic and ricinoleic acids as the renewable resources via the AB-type self-condensation approach.

Journal: Biomacromolecules 20100510

Title: Ricinoleic acid as a marker for ergot impurities in rye and rye products.

Journal: Journal of agricultural and food chemistry 20100414

Title: Identification of ricinoleic acid as an inhibitor of Ca2+ signal-mediated cell-cycle regulation in budding yeast.

Journal: FEMS yeast research 20100201

Title: Surfactant enhanced ricinoleic acid production using Candida rugosa lipase.

Journal: Bioresource technology 20100101

Title: Maximization of bioconversion of castor oil into ricinoleic acid by response surface methodology.

Journal: Bioresource technology 20090901

Title: Deodorant effects of a supercritical hops extract: antibacterial activity against Corynebacterium xerosis and Staphylococcus epidermidis and efficacy testing of a hops/zinc ricinoleate stick in humans through the sensory evaluation of axillary deodorancy.

Journal: Journal of cosmetic dermatology 20090901

Title: Growth temperatures and various concentrations of ricinoleic acid affect fatty acid composition in two strains of Hansenula polymorpha.

Journal: Pakistan journal of biological sciences : PJBS 20090701

Title: The biosynthesis of cutin and suberin as an alternative source of enzymes for the production of bio-based chemicals and materials.

Journal: Biochimie 20090601

Title: Production of ricinoleic acid from castor oil by immobilised lipases.

Journal: Preparative biochemistry & biotechnology 20090101

Title: Allergic contact dermatitis from 12-hydroxystearic Acid and hydrogenated castor oil.

Journal: Dermatitis : contact, atopic, occupational, drug 20090101

Title: Ricinoleic acid in common vegetable oils and oil seeds.

Journal: Lipids 20080501

Title: High molecular weight bile acid and ricinoleic acid-based copolyesters via entropy-driven ring-opening metathesis polymerisation.

Journal: Chemical communications (Cambridge, England) 20080414

Title: Hydroxy fatty acid based polyanhydride as drug delivery system: synthesis, characterization, in vitro degradation, drug release, and biocompatibility.

Journal: Journal of biomedical materials research. Part A 20080301

Title: Characterization and structure elucidation of 12-hydroxyoctadec-cis-9-enoic acid in Jatropha gossypifolia and Hevea brasiliensis seed oils: a rich source of hydroxy fatty acid.

Journal: Chemistry and physics of lipids 20080301

Title: Poly (ricinoleic acid) based novel thermosetting elastomer.

Journal: Journal of oleo science 20080101

Title: Preparation and controlled self-assembly of Janus magnetic nanoparticles.

Journal: Journal of the American Chemical Society 20071024

Title: Biosynthesis of castor oil: effect of polyamines on the acylation of lysophosphatidic acid at the sn-2 position with ricinoleic acid.

Journal: Bioscience, biotechnology, and biochemistry 20070801

Title: The structure of OMCI, a novel lipocalin inhibitor of the complement system.

Journal: Journal of molecular biology 20070608

Title: Metabolism of fatty acid in yeast: addition of reducing agents to the reaction medium influences beta-oxidation activities, gamma-decalactone production, and cell ultrastructure in Sporidiobolus ruinenii cultivated on ricinoleic acid methyl ester.

Journal: Canadian journal of microbiology 20070601

Title: First 'hybrid' ligands of vanilloid TRPV1 and cannabinoid CB2 receptors and non-polyunsaturated fatty acid-derived CB2-selective ligands.

Journal: FEBS letters 20060123

Title: Polyamines are essential for the synthesis of 2-ricinoleoyl phosphatidic acid in developing seeds of castor.

Journal: Planta 20060101

Title: NDELA and nickel modulation of triazine disposition in skin.

Journal: Toxicology and industrial health 20051001

Title: Macrolactones and polyesters from ricinoleic acid.

Journal: Biomacromolecules 20050101

Title: Hydrolytic degradation of ricinoleic-sebacic-ester-anhydride copolymers.

Journal: Biomacromolecules 20050101

Title: Diversity of oleic acid, ricinoleic acid and linoleic acid conversions among Pseudomonas aeruginosa strains.

Journal: Current microbiology 20041001

Title: Poly(sebacic acid-co-ricinoleic acid) biodegradable carrier for paclitaxel: in vitro release and in vivo toxicity.

Journal: Journal of biomedical materials research. Part A 20040401

Title: Deuterium NMR used to indicate a common mechanism for the biosynthesis of ricinoleic acid by Ricinus communis and Claviceps purpurea.

Journal: Journal of the American Chemical Society 20040317

Title: Comparison of the incorporation of oleate and ricinoleate into phosphatidylcholines and acylglycerols in soybean microsomes.

Journal: Journal of agricultural and food chemistry 20040310

Title: Mixture additives inhibit the dermal permeation of the fatty acid, ricinoleic acid.

Journal: Toxicology letters 20040227

Title: Impact of unusual fatty acid synthesis on futile cycling through beta-oxidation and on gene expression in transgenic plants.

Journal: Plant physiology 20040101

Title: Heterologous expression of a fatty acid hydroxylase gene in developing seeds of Arabidopsis thaliana.

Journal: Planta 20030701

Title: Pigmented contact cheilitis from ricinoleic acid in lipsticks.

Journal: Contact dermatitis 20030701

Title: Allergic contact dermatitis from propylene glycol ricinoleate in a lipstick.

Journal: Contact dermatitis 20030401

Title: Conversion of fatty acids by Bacillus sphaericus-like organisms.

Journal: Current microbiology 20021001

Title: Production of conjugated linoleic acids through KOH-catalyzed dehydration of ricinoleic acid.

Journal: Chemistry and physics of lipids 20021001

Title: Ricinoleic acid and castor oil as substrates for conjugated linoleic acid production by washed cells of Lactobacillus plantarum.

Journal: Bioscience, biotechnology, and biochemistry 20021001

Title: Molecular species of acylglycerols incorporating radiolabeled fatty acids from castor (Ricinus communis L.) microsomal incubations.

Journal: Journal of agricultural and food chemistry 20020828

Title: Isolation and characterisation of 8-hydroxy-3Z,5Z-tetradecadienoic acid, a putative intermediate in Pichia guilliermondii gamma-decalactone biosynthesis from ricinoleic acid.

Journal: FEMS microbiology letters 20020319

Title: Production of a novel compound, 7,10,12-trihydroxy-8(E)-octadecenoic acid from ricinoleic acid by Pseudomonas aeruginosa PR3.

Journal: Current microbiology 20010901

Title: Pro- and anti-inflammatory actions of ricinoleic acid: similarities and differences with capsaicin.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20010801

Title: Monohydroxylation and esterification as determinants of the effects of cis- and trans-9-octadecenoic acids on the permeation of hydrocortisone and 5-fluorouracil across hairless mouse skin in vitro.

Journal: International journal of pharmaceutics 20010116

Title: Gamma-irradiation stability of saturated and unsaturated aliphatic polyanhydrides--ricinoleic acid based polymers.

Journal: Biomacromolecules 20010101

Title: Nonlinear fatty acid terminated polyanhydrides.

Journal: Biomacromolecules 20010101

Title: The direct effect of injectable cyclosporine and its vehicle, cremophor, on endothelial vascular cell adhesion molecule-1 expression. Ricinoleic acid inhibits coronary artery endothelial activation.

Journal: Transplantation 19950815

Title: Tian B, et al. Identification of genes associated with ricinoleic acid accumulation in Hiptage benghalensis via transcriptome analysis. Biotechnol Biofuels. 2019 Jan 21;12:16.

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Tags:141-22-0 Molecular Formula|141-22-0 MDL|141-22-0 SMILES|141-22-0 (R,Z)-12-Hydroxyoctadec-9-enoic acid