≥75%(GC) for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature,Cool Ships Normal Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 2 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
It is a naturally occurring 12-hydroxy fatty acid constituting about 90% of the fatty acids in castor oil. Has the ability to serve as a substrate for the synthesis of conjugated linoleic acids and is considered safe and non-toxic as a food constituent in human with up to 2.5 grams of daily intake. High doses of castor oil produce a laxative effect. Product is a neutral, more lipophilic form of the free acid that can be used as an analytical standard for ricinoleic acid.
A naturally occuring 12-hydroxy fatty acid.
| Pubchem Sid | 488195391 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488195391 |
| Canonical Smiles | CCCCCCC(CC=CCCCCCCCC(=O)OC)O |
| IUPAC Name | methyl (Z,12R)-12-hydroxyoctadec-9-enoate |
| InChIKey | XKGDWZQXVZSXAO-ADYSOMBNSA-N |
| INCHI | 1S/C19H36O3/c1-3-4-5-12-15-18(20)16-13-10-8-6-7-9-11-14-17-19(21)22-2/h10,13,18,20H,3-9,11-12,14-17H2,1-2H3/b13-10-/t18-/m1/s1 |
| Isomeric SMILES | CCCCCC[C@H](C/C=C\CCCCCCCC(=O)OC)O |
| WGK Germany | 3 |
| Molecular Weight | 312.49 |
| Beilstein | 6132055 |
| Reaxy-Rn | 1728450 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1728450&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Fatty Acyls |
| Subclass | Fatty alcohols |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Fatty alcohols |
| Alternative Parents | Fatty acid methyl esters Methyl esters Secondary alcohols Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Fatty alcohol - Fatty acid methyl ester - Fatty acid ester - Methyl ester - Secondary alcohol - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 D2530200 | Certificate of Analysis | Jul 11, 2024 | M101314 |
| D2530201 | Certificate of Analysis | Jul 11, 2024 | M101314 |
| L2301190 | Certificate of Analysis | Nov 14, 2023 | M101314 |
| L2301191 | Certificate of Analysis | Nov 14, 2023 | M101314 |
| L2301192 | Certificate of Analysis | Nov 14, 2023 | M101314 |
| E2312177 | Certificate of Analysis | Apr 25, 2023 | M101314 |
| E2312189 | Certificate of Analysis | Apr 25, 2023 | M101314 |
| E2312201 | Certificate of Analysis | Apr 25, 2023 | M101314 |
| E2312249 | Certificate of Analysis | Apr 25, 2023 | M101314 |
| G1904119 | Certificate of Analysis | Apr 17, 2023 | M101314 |
| I2205486 | Certificate of Analysis | Sep 09, 2022 | M101314 |
| Solubility | Soluble in DMSO (~50 mg/ml), DMF (~50 mg/ml), alcohol, and diethyl ether. Insoluble in water. |
|---|---|
| Sensitivity | Air Sensitive |
| Refractive Index | 1.46 |
| Flash Point(°C) | 209°C |
| Molecular Weight | 312.500 g/mol |
| XLogP3 | 6.100 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 16 |
| Exact Mass | 312.266 Da |
| Monoisotopic Mass | 312.266 Da |
| Topological Polar Surface Area | 46.500 Ų |
| Heavy Atom Count | 22 |
| Formal Charge | 0 |
| Complexity | 274.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 1 |
| 1. Anlian Zhu, Wanlu Feng, Zhiyong Li, Shuang Cheng, Qianhan Chen, Dongshuang Fan, Yuanyang Guo, Lingjun Li, Jianji Wang. (2020) Cleaner enzymatic production of biodiesel with easy separation procedures triggered by a biocompatible hydrophilic ionic liquid. GREEN CHEMISTRY, 22 (6): (1944-1951). [PMID:] [10.1039/C9GC03796A] |
| 2. Ting Feng, Haoxian Huang, Ying Xu, Xinyu Che, Mingdong Wang, Xiangyu Tao, Yanbin Feng, Song Xue. (2025) Multisite synergistic evolution of oleate hydratase via DCCM and the orthogonal location of distal sites. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:40379171] [10.1016/j.ijbiomac.2025.144001] |
