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Ricinoleic acid - ≥99%, high purity , CAS No.141-22-0

9 Citations

≥99%

CAS#: 141-22-0
Formula: C₁₈H₃₄O₃
Molecular Weight: 298.46
Beilstein Registry Number: 1727813
EC Number: 205-470-2
MDL number: MFCD00084840
PubChem CID: 643684

Item Number

R465532

Grouped product items
SKU	Size	Availability	Price	Qty
R465532-100mg	100mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$225.90
R465532-1g	1g	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$998.90

Basic Description

Synonyms	MFCD00084840 \| NCGC00161336-02 \| RICINOLEIC ACID [WHO-DD] \| 9-Octadecenoic acid, 12-hydroxy- \| 9-Octadecenoicacid,12-hydroxy- \| (Z,12R)-12-hydroxyoctadec-9-enoic acid \| Kyselina 12-hydroxy-9-oktadecenova [Czech] \| 12-OH 9c-18:1 \| Kyselina 12-hydroxy-9-okt
Specifications & Purity	≥99%
Storage Temp	Store at -20°C
Shipped In	Ice chest + Ice pads

Associated Targets(Human)

FFAR4 Tchem Free fatty acid receptor 4 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

FFAR1 Tchem Free fatty acid receptor 1 (0 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

FFAR1 Tchem Free fatty acid receptor 1 (4763 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

FFAR4 Tchem G-protein coupled receptor 120 (2999 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Names and Identifiers

IUPAC Name	(Z,12R)-12-hydroxyoctadec-9-enoic acid
INCHI	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
Canonical SMILES	CCCCCCC(CC=CCCCCCCCC(=O)O)O
Isomeric SMILES	CCCCCC[C@H](C/C=C\CCCCCCCC(=O)O)O
WGK Germany	3
RTECS	VJ3150000
PubChem CID	643684
Molecular Weight	298.46
Beilstein	1727813

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

Flash Point(°F)	224 ℃
Flash Point(°C)	224 ℃
Boil Point(°C)	245°C
Melt Point(°C)	5.5°C

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.
WGK Germany	3
RTECS	VJ3150000
Merck Index	8211

Citations of This Product

1. Yuanchuan Ma, Jiao Wei, Jialong Zhu, Yang Hu, Yuquan Cai, Jieyuan Zheng, Hong Fan. (2023) Novel ricinoleic acid highly functionalized hierarchical SiO2 with switchable superwettability for removal of oils, heavy metal ions, and organic dyes from water. APPLIED SURFACE SCIENCE, 639 (158238). [PMID:]
2. Meng Zhang, QingYan Li, Feiyu Fan, Fuping Lu, XueLi Zhang. (2023) Combinatorial metabolic engineering and tolerance evolution of Yarrowia lipolytica for improved γ-decalactone synthesis. PROCESS BIOCHEMISTRY, 132 (248). [PMID:]
3. Heng Li, Fang-Yu Ren, Hong-Ru Li, Liang-Nian He. (2023) Modification of ricinoleic acid based nonisocyanate polyurethane using polyamine containing polyhedral oligomeric silsesquioxane. POLYMER ENGINEERING AND SCIENCE, 63 (5): (1507-1515). [PMID:]
4. Fen Xu, Shiwei Wang, Rongjie Kong, Chengyong Wang. (2023) Synergistic effects of dodecane-castor oil acid mixture on the flotation responses of low-rank coal: A combined simulation and experimental study. International Journal of Mining Science and Technology, 33 (649). [PMID:]
5. Wei-Wei Ye, Xiang-Ying Meng, Qian Zhao, Jian-Yang Chen, Cong Liu, Feng Chen, Yong Zhou, Yi Wang. (2022) Echinacoside exerts its protective effects in a type 2 diabetes mellitus injury model via the AKT pathway. JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, [PMID:36573490]
6. Fengchang Huang, Xiaoming Mo, Xuesong Li, Maolan Peng, Yulu Zhou, Xiaoma Tao, Yifang Ouyang, Jialong Zhao. (2022) Improved efficiency for lead-free CsCu2I3 halide microplatelets by suppressing surface pinholes via surface functionalization. JOURNAL OF LUMINESCENCE, 252 (119390). [PMID:]
7. Yang Yang, Caili Zhang, Yu Han, Yunxuan Weng. (2022) Plasticizing and thermal stabilizing effect of bio-based epoxidized cardanol esters on PVC. POLYMERS FOR ADVANCED TECHNOLOGIES, 34 (1): (181-194). [PMID:]
8. Yuehong Zhang, Chenyang Liu, Jianzhong Ma, Wenbo Zhang, Qianqian Fan, Zhonglei Ma. (2022) Relationship between the Structure of Modified Ricinoleic Acids via the Thiol–Ene Click Reaction and the Fogging Value of Fatliquored Leather. ACS Sustainable Chemistry & Engineering, 10 (40): (13288–13300). [PMID:]
9. Hongzhi Liu, Ning Chen, Changqing Peng, Shuai Zhang, Tuan Liu, Pingan Song, Guolun Zhong, Hao Liu. (2022) Diisocyanate-Induced Dynamic Vulcanization of Difunctional Fatty Acids toward Mechanically Robust PLA Blends with Enhanced Luminescence Emission. MACROMOLECULES, 55 (17): (7695–7710). [PMID:]

References

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8. Marina Sokolsky-Papkov,Ludmila Golovanevski,Abraham J Domb,Carolyn F Weiniger. (2011-07-01) Long-acting poly(DL:lactic acid-castor oil) 3:7-bupivacaine formulation: effect of hydrophobic additives.. Pharmaceutical research, 28 ((12)): (3265-3273). [PMID:21717256]
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10. Adrian P Brown,Johan T M Kroon,David Swarbreck,Melanie Febrer,Tony R Larson,Ian A Graham,Mario Caccamo,Antoni R Slabas. (2012-02-10) Tissue-specific whole transcriptome sequencing in castor, directed at understanding triacylglycerol lipid biosynthetic pathways.. PloS one, 7 ((2)): (e30100-e30100). [PMID:22319559]
11. Roman Holic,Hisashi Yazawa,Hiromichi Kumagai,Hiroshi Uemura. (2012-03-01) Engineered high content of ricinoleic acid in fission yeast Schizosaccharomyces pombe.. Applied microbiology and biotechnology, 95 ((1)): (179-187). [PMID:22370951]
12. Takahiro Tanaka,Akiko Tanaka,Akihiro Nakamura,Kozo Matsushita,Akio Imanishi,Shiho Matsumoto-Okano,Nobuhiro Inatomi,Kasei Miura,Masao Toyoda,Gaku Mizojiri,Yasuhiro Tsukimi. (2012-08-16) 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 of pharmacological sciences, 120 ((1)): (15-25). [PMID:22893394]
13. José María Arroyo-Caro,Tarik Chileh,Michael Kazachkov,Jitao Zou,Diego López Alonso,Federico García-Maroto. (2012-12-26) The multigene family of lysophosphatidate acyltransferase (LPAT)-related enzymes in Ricinus communis: cloning and molecular characterization of two LPAT genes that are expressed in castor seeds.. Plant science : an international journal of experimental plant biology, 199-200 (29-40). [PMID:23265316]
14. Kunduru Konda Reddy,Thumu Ravinder,Sanjit Kanjilal. (2013-02-28) Synthesis and evaluation of antioxidant and antifungal activities of novel ricinoleate-based lipoconjugates of phenolic acids.. Food chemistry, 134 ((4)): (2201-2207). [PMID:23442675]
15. Hisashi Yazawa,Hiromichi Kumagai,Hiroshi Uemura. (2013-07-04) Secretory production of ricinoleic acid in fission yeast Schizosaccharomyces pombe.. Applied microbiology and biotechnology, 97 ((19)): (8663-8671). [PMID:23820557]
16. Salvadora Ortega-Requena,José L Gómez,Josefa Bastida,Fuensanta Máximo,María C Montiel,María D Murcia. (2014-01-10) Study of different reaction schemes for the enzymatic synthesis of polyglycerol polyricinoleate.. Journal of the science of food and agriculture, 94 ((11)): (2308-2316). [PMID:24403129]
17. Sai H S Boddu,Sindhu Prabha Bonam,Rose Jung. (2014-02-13) Development and characterization of a ricinoleic acid poloxamer gel system for transdermal eyelid delivery.. Drug development and industrial pharmacy, 41 ((4)): (605-612). [PMID:24517574]
18. Sašo Gyergyek,Miha Drofenik,Darko Makovec. (2014-10-07) The magnetic and colloidal properties of CoFe2O4 nanoparticles synthesized by co-precipitation.. Acta chimica Slovenica, 61 ((3)): (488-496). [PMID:25286204]
19. Christina M Jones,María Eugenia Monge,Jaeyeon Kim,Martin M Matzuk,Facundo M Fernández. (2015-01-09) Metabolomic serum profiling detects early-stage high-grade serous ovarian cancer in a mouse model.. Journal of proteome research, 14 ((2)): (917-927). [PMID:25567202]
20. Eun-Yeong Jeon,A-Hyong Baek,Uwe T Bornscheuer,Jin-Byung Park. (2015-02-01) Enzyme fusion for whole-cell biotransformation of long-chain sec-alcohols into esters.. Applied microbiology and biotechnology, 99 ((15)): (6267-6275). [PMID:25636834]
21. Siriluck Attrapadung,Jun Yoshida,Ken-ichi Kimura,Masaki Mizunuma,Tokichi Miyakawa,Benjamas Wongsatayanon Thanomsub. (2009-12-05) Identification of ricinoleic acid as an inhibitor of Ca2+ signal-mediated cell-cycle regulation in budding yeast.. FEMS yeast research, 10 ((1)): (38-43). [PMID:19958388]
22. Esra Güç,Güngör Gündüz,Ufuk Gündüz. (2010-04-08) Fatty acid based hyperbranched polymeric nanoparticles for hydrophobic drug delivery.. Drug development and industrial pharmacy, 36 ((10)): (1139-1148). [PMID:20370416]
23. Heather A Colburn,David S Wunschel,Helen W Kreuzer,James J Moran,Kathryn C Antolick,Angela M Melville. (2010-06-24) Analysis of carbohydrate and fatty acid marker abundance in ricin toxin preparations for forensic information.. Analytical chemistry, 82 ((14)): (6040-6047). [PMID:20568718]
24. Masa-aki Konishi,Tokuma Fukuoka,Yasuhiro Shimane,Kozue Mori,Yuriko Nagano,Yukari Ohta,Dai Kitamoto,Yuji Hatada. (2010-09-30) Biochemical synthesis of novel, self-assembling glycolipids from ricinoleic acid by a recombinant α-glucosidase from Geobacillus sp.. Biotechnology letters, 33 ((1)): (139-145). [PMID:20878539]
25. Hyun Uk Kim,Kyeong-Ryeol Lee,Young Sam Go,Jin Hee Jung,Mi-Chung Suh,Jong Bum Kim. (2011-06-11) Endoplasmic reticulum-located PDAT1-2 from castor bean enhances hydroxy fatty acid accumulation in transgenic plants.. Plant & cell physiology, 52 ((6)): (983-993). [PMID:21659329]
26. Gollapalle Lakshminaraya Shastry Viswanatha,Shylaja Hanumanthappa,Nandakumar Krishnadas,Srinath Rangappa. (2011-07-21) Antidiarrheal effect of fractions from stem bark of Thespesia populnea in rodents: Possible antimotility and antisecretory mechanisms.. Asian Pacific journal of tropical medicine, 4 ((6)): (451-456). [PMID:21771697]
27. Megan L Robertson,Jessica M Paxton,Marc A Hillmyer. (2011-08-10) Tough blends of polylactide and castor oil.. ACS applied materials & interfaces, 3 ((9)): (3402-3410). [PMID:21823623]
28. Bruno Rodrigues Sampieri,André Arnosti,Pablo Henrique Nunes,Karim Christina Scopinho Furquim,Gilberto Orivaldo Chierice,Maria Izabel Camargo Mathias. (2011-12-02) Ultrastructural changes in the ovary cells of engorged Rhipicephalus sanguineus female ticks treated with esters of ricinoleic acid from castor oil (Ricinus communis).. Microscopy research and technique, 75 ((5)): (683-690). [PMID:22131265]
29. Aswani Dutt Vadlapudi,Ramya Krishna Vadlapatla,Deep Kwatra,Ravinder Earla,Swapan K Samanta,Dhananjay Pal,Ashim K Mitra. (2012-06-14) Targeted lipid based drug conjugates: a novel strategy for drug delivery.. International journal of pharmaceutics, 434 ((1-2)): (315-324). [PMID:22692074]
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32. Hisashi Yazawa,Roman Holic,Hiromichi Kumagai,Hiroshi Uemura. (2013-05-24) Toxicity of ricinoleic acid production in fission yeast Schizosaccharomyces pombe is suppressed by the overexpression of plg7, a phospholipase A2 of a platelet-activating factor (PAF) family homolog.. Applied microbiology and biotechnology, 97 ((18)): (8193-8203). [PMID:23700240]
33. Ying Liang,Guan-Yu Yan,Jian-Lin Wu,Xingxing Zong,Zhongqiu Liu,Hua Zhou,Liang Liu,Na Li. (2018-04-01) Qualitative and quantitative analysis of lipo-alkaloids and fatty acids in Aconitum carmichaelii using LC-MS and GC-MS.. Phytochemical analysis : PCA, 29 ((4)): (398-405). [PMID:29603449]
34. Nuanyi Liang,Andrea Dacko,Alexander K Tan,Sheng Xiang,Jonathan M Curtis,Michael G Gänzle. (2020-06-11) Structure-function relationships of antifungal monohydroxy unsaturated fatty acids (HUFA) of plant and bacterial origin.. Food research international (Ottawa, Ont.), 134 (109237-109237). [PMID:32517955]
35. Yuanchuan Ma, Jiao Wei, Jialong Zhu, Yang Hu, Yuquan Cai, Jieyuan Zheng, Hong Fan. (2023) Novel ricinoleic acid highly functionalized hierarchical SiO2 with switchable superwettability for removal of oils, heavy metal ions, and organic dyes from water. APPLIED SURFACE SCIENCE, 639 (158238). [PMID:]
36. Meng Zhang, QingYan Li, Feiyu Fan, Fuping Lu, XueLi Zhang. (2023) Combinatorial metabolic engineering and tolerance evolution of Yarrowia lipolytica for improved γ-decalactone synthesis. PROCESS BIOCHEMISTRY, 132 (248). [PMID:]
37. Heng Li, Fang-Yu Ren, Hong-Ru Li, Liang-Nian He. (2023) Modification of ricinoleic acid based nonisocyanate polyurethane using polyamine containing polyhedral oligomeric silsesquioxane. POLYMER ENGINEERING AND SCIENCE, 63 (5): (1507-1515). [PMID:]
38. Fen Xu, Shiwei Wang, Rongjie Kong, Chengyong Wang. (2023) Synergistic effects of dodecane-castor oil acid mixture on the flotation responses of low-rank coal: A combined simulation and experimental study. International Journal of Mining Science and Technology, 33 (649). [PMID:]
39. Wei-Wei Ye, Xiang-Ying Meng, Qian Zhao, Jian-Yang Chen, Cong Liu, Feng Chen, Yong Zhou, Yi Wang. (2022) Echinacoside exerts its protective effects in a type 2 diabetes mellitus injury model via the AKT pathway. JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, [PMID:36573490]
40. Fengchang Huang, Xiaoming Mo, Xuesong Li, Maolan Peng, Yulu Zhou, Xiaoma Tao, Yifang Ouyang, Jialong Zhao. (2022) Improved efficiency for lead-free CsCu2I3 halide microplatelets by suppressing surface pinholes via surface functionalization. JOURNAL OF LUMINESCENCE, 252 (119390). [PMID:]
41. Yang Yang, Caili Zhang, Yu Han, Yunxuan Weng. (2022) Plasticizing and thermal stabilizing effect of bio-based epoxidized cardanol esters on PVC. POLYMERS FOR ADVANCED TECHNOLOGIES, 34 (1): (181-194). [PMID:]
42. Yuehong Zhang, Chenyang Liu, Jianzhong Ma, Wenbo Zhang, Qianqian Fan, Zhonglei Ma. (2022) Relationship between the Structure of Modified Ricinoleic Acids via the Thiol–Ene Click Reaction and the Fogging Value of Fatliquored Leather. ACS Sustainable Chemistry & Engineering, 10 (40): (13288–13300). [PMID:]
43. Hongzhi Liu, Ning Chen, Changqing Peng, Shuai Zhang, Tuan Liu, Pingan Song, Guolun Zhong, Hao Liu. (2022) Diisocyanate-Induced Dynamic Vulcanization of Difunctional Fatty Acids toward Mechanically Robust PLA Blends with Enhanced Luminescence Emission. MACROMOLECULES, 55 (17): (7695–7710). [PMID:]

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