Gamma Linolenic Acid, also called GLA, has roots stretching from indigenous herbal remedies to contemporary scientific research. Traditionally, people consumed GLA unknowingly through borage seeds, black currant oil, and evening primrose oil. These oils played a role in natural medicine cabinets, especially across Europe and Asia. The search for plant-derived fatty acids picked up after the mid-20th century, when scientists started isolating essential fatty acids to study their precise roles in human health. Observations appeared in both popular health movements and academic circles, pushing GLA from a folk remedy to a subject of controlled studies. The trajectory of GLA reflects a broader journey of traditional plant wisdom meeting clinical interest, driven by chronic health trends spanning inflammation, dermatology, and hormone regulation. For people working in nutrition or natural therapies, this story serves as a lesson: what starts in traditional practice sometimes makes a full circle into science-backed therapy, reshaping entire product markets in health and wellness.
Today, GLA most often arrives as a yellowish oil, available both in bottles for culinary use and in capsules for dietary supplementation. Producers extract GLA from seeds by cold pressing or solvent extraction, aiming for minimal damage and maximum purity. Its oil base makes it both easy to swallow and accessible for direct skin application. Label claims focus on its status as an omega-6 fatty acid, and companies tout scientifically supported benefits for skin, hormones, and heart health. Large-scale commercial production thrives in Europe, North America, and China, with operations split between direct-to-consumer supplement brands and suppliers for cosmetic manufacturers. The product often carries certifications such as organic or non-GMO, as consumers turn more discerning about sources and traceability. Pricing trends fluctuate with both seasonal yields of oilseeds and evolving regulatory scrutiny around product purity.
GLA appears as a light to medium yellow liquid at room temperature, giving it a familiar look to anyone who’s handled culinary oils. With a molecular formula of C18H30O2 and a molar mass around 278 g/mol, its profile is well established in labs. Its melting point hovers near -11°C, while it boils above 230°C. GLA’s density makes it less viscous than olive oil and it blends easily with other lipids. In oxidation reactions, this fatty acid degrades faster than saturated fats, so producers store it away from sunlight and air to prolong shelf life. The double bonds in its structure promote fluidity inside cellular membranes, a feature that nutritional researchers often emphasize. Sensory analysis shows a mild, nutty aroma, free from the strong, fishy notes present in some omega-3 oils. Shelf-stable forms often contain added antioxidants such as vitamin E, which help prevent rapid rancidity.
On today’s packaging, GLA content takes center stage, normally expressed as a percentage of total oil, commonly falling between 8% and 24%. Ingredients lists must state both the botanical source and extraction method, such as “cold-pressed borage oil” or “refined evening primrose oil”. Health supplement regulations in places like the United States and Europe require companies to mark country of origin, recommended serving size, and allergen information. Certificates of analysis published by leading laboratories back up stated values, giving consumers and regulators evidence of authenticity. Nutrition facts panels provide omega-6 to omega-3 ratios for informed dietary planning, an issue that draws attention due to Western diets’ imbalance of essential fatty acids. Lot numbers and expiration dates help track quality from factory to end user. Leading brands take transparency further by sharing batch test results for heavy metals and solvent residues, answering the call for safer and cleaner supplements.
Commercial GLA extraction starts with careful selection of raw seeds, followed by cold pressing to retain natural qualities or solvent extraction for higher yields. In some cases, supercritical CO2 extraction delivers oil with fewer impurities and no solvent residues, though upfront investment in equipment is high. Filtration removes seed skins and large particulates. Producers refine the resulting oil through processes including mild bleaching and deodorization, but they avoid higher temperatures to prevent breakdown of GLA’s fragile double bonds. Small-scale producers sometimes stick with traditional press-and-filter methods, producing an unrefined oil sought by natural health purists. Post-extraction, technologists either encapsulate the oil in softgels for dietary supplements or pump it straight into cosmetic product lines. Logistical care proves critical, since GLA-rich oils spoil quickly if exposed to heat or air, so refrigeration and nitrogen flushing become standard at major facilities.
GLA undergoes a range of chemical interactions in both laboratory and industrial settings. Its three cis double bonds attract interest for hydrogenation, which converts GLA into a saturated fat for improved shelf stability; this process, though, erases its biological benefits, so manufacturers rarely apply it unless aiming for specialty applications. In pharmaceutical circles, chemists sometimes modify GLA by transesterification, producing structured lipids tailored for specific drug delivery needs. Oxidative polymerization reactions also occur if oils are left exposed to oxygen, resulting in rancid flavors and possible toxic byproducts. Antioxidant additives such as tocopherols slow these degradation pathways, helping maintain safety and nutritional value. The presence of free fatty acids, measured during quality control, signals hydrolytic breakdown, prompting producers to enhance their refining steps for pharmaceutical-grade materials. Newer developments include enzymatic enrichment of GLA fractions, raising concentration without significant chemical alteration.
GLA hides behind several names, some found in the chemistry lab and others in health food stores: Gamma-Linolenic Acid, all-cis-6,9,12-octadecatrienoic acid, 6,9,12-Octadecatrienoic acid, C18:3 n-6, and Hexadecadienoic Acid. Marketed products bear labels such as “Borage Oil”, “Evening Primrose Oil”, or “Black Currant Seed Oil”, but only those with laboratory verifications guarantee significant GLA content. Cosmetic lines often promote GLA as “skin-rejuvenating omega-6 extract” or “intensive repair botanical oil”, leveraging consumer familiarity with plant-based solutions.
GLA production and use fall under close regulatory oversight, shaped by both food safety agencies and pharmaceutical authorities. Producers in North America and Europe undergo regular audits for Good Manufacturing Practice (GMP) compliance. Ingestible GLA formulations must pass tests for pesticides, heavy metals, and solvent residues. Companies track allergen cross-contact and contamination risk through the supply chain. Guidance from bodies like the U.S. Pharmacopeia or European Food Safety Authority sets upper intake levels, aiming to avoid overconsumption. On the occupational side, factory staff receive training in safe material handling, as unrefined oils stain skin and can spoil rapidly if handled carelessly. Few safety incidents arise from GLA itself, but risks increase with poor-quality inputs or improper storage. Rigorous documentation and transparent recall protocols form part of the industry’s self-policing toolkit.
GLA reaches far beyond a health supplement. Nutrition experts recommend GLA-rich oils for individuals struggling with chronic skin conditions like eczema and dermatitis, following clinical findings linking topical and ingestible GLA to improved skin barrier recovery. Rheumatology specialists investigate GLA’s anti-inflammatory action for mild arthritis management, where omega-6 derived eicosanoids play a distinct role. Food scientists blend GLA into functional foods, such as omega-enriched snacks and dairy substitutes, targeting consumers who look for ways to balance fatty acid intake. In cosmetics, formulators infuse facial serums and body creams with GLA to replenish damaged skin and reduce visible inflammation. Veterinarians sometimes add it to specialty pet diets, particularly for animals with recurring dermatitis or coat issues. Pharmaceutical research continues looking for other uses, including immunomodulation and adjunct therapy for metabolic disturbances.
Over the last several decades, research teams published hundreds of articles exploring therapeutic uses of GLA, charting both successes and limitations. Large meta-analyses point to modest improvements in symptoms related to eczema, diabetic neuropathy, and mastalgia (breast pain). Trials continue testing doses, bioavailability, and possible interactions with other dietary fats or medications. Scientists use new tools for standardizing nutritional studies so that GLA’s effects are measured clearly against placebo or control oils. Biotechnologists improve seed strains to boost yield and purity, blending old-school agriculture with precision genetics. Pharmaceutical labs look for novel delivery systems, combining GLA with other bioactive lipids for synergistic effects. Companies invest in blockchain and cloud-based tracking to ensure transparency at every link in the supply chain, answering both regulatory and consumer pressures. Academic partnerships power forward-looking studies, especially as interest grows in plant-based alternatives to animal-derived omega-6 sources.
GLA appears safe for consumption at standard supplemental doses, which usually sit between 300 and 1,000 mg per day in human studies. Animal studies push dosing far higher, looking for toxic effects; after careful analysis, researchers note most symptoms result from impurities or excess caloric load, not GLA itself. Rare allergic reactions may emerge with botanically sourced oils, so people sensitive to plant seeds should check ingredient lists carefully. High GLA intake can alter blood clotting in rare cases, particularly for those on anticoagulant or antiplatelet therapy, and these findings show up in both clinical anecdotes and controlled studies. After decades of widespread use, regulators remain confident in GLA’s safety profile, especially when rigorous standards are met. As personalized medicine grows, expect more exploration into genetic differences in fatty acid metabolism, as some populations may process or respond to GLA differently than broad public health guidance suggests.
GLA stands at a crossroads of nutrition, medicine, and natural products. Demand rises every year, as the public explores holistic solutions for chronic inflammation and lifestyle-related illness. Plant breeders work to develop oilseed crops with stronger yields and higher natural GLA concentrations, promising both sustainability and affordability. Biotechnological advances open the door to microalgae-derived GLA, reducing reliance on seasonal crops. New generations of dietary supplements may combine GLA with synergistic compounds, maximizing both absorption and clinical effect. Regulatory harmonization across international markets could smooth hurdles for cross-border trade and encourage greater investment. Consumer interest leans into transparency, so digital traceability and third-party certifications will matter more than ever before. Trust, science, and adaptable industry practices must all come together to keep GLA relevant in an era of ever-shifting dietary advice and regulatory landscapes.
Gamma linolenic acid, often found in oils like evening primrose, borage, and black currant seed, shows up in grocery store shelves and online supplements. Not everyone knows what sets GLA apart from other fatty acids. Unlike the familiar omega-3s found in fish, GLA belongs to the omega-6 family and acts a bit differently in the body. My first run-in with GLA happened during a nutrition class, where its unique relationship with inflammation caught my attention.
Some people with eczema, psoriasis, or persistently dry skin look to GLA for relief. More than a few clinical studies point to improvements in skin hydration and a reduction in itching in people who add GLA supplements to their routines. The body can’t make GLA from scratch, so relying on dietary sources or capsules bridges that gap. In dermatology clinics, GLA often lands on the short list for people tired of steroids and heavy creams.
Many women hunt for relief from monthly cramps or breast tenderness. GLA may help by getting involved in making prostaglandins, the hormone-like substances tangled in pain and inflammation. Studies offer a mixed bag, but plenty of women swear by evening primrose oil during PMS. Some doctors I’ve worked with even use GLA-rich oils as an add-on for women sensitive to conventional painkillers.
Chronic inflammation often sits at the root of diseases like rheumatoid arthritis, diabetes, and even some heart conditions. GLA steps in as an unusual omega-6; instead of fueling inflammation, it can help turn down the body’s overactive immune response. Research shows that GLA supplementation reduced joint stiffness and pain in people with rheumatoid arthritis compared to placebo. A small change in fatty acid intake makes a noticeable difference for some patients.
People with diabetes worry about nerve health. Diabetic neuropathy means numbness, tingling, and pain, especially in the hands and feet. In some clinical trials, GLA helped slow or even reverse nerve issues in people with mild diabetic neuropathy. These benefits seem to grow when people control their blood sugar and stick to recommended GLA doses.
Even with promising results, GLA isn’t a free pass. Large doses can upset the stomach or clash with some medications. Anyone thinking about adding GLA should check in with a doctor or pharmacist, especially if blood thinners or seizure medications are in the mix. Most health professionals suggest starting with small doses and looking for oils that guarantee purity and stability—the fresher, the better.
Science continues to dig deeper. Ongoing studies watch whether GLA might support people facing other issues, such as multiple sclerosis and allergies. For now, oils and capsules rich in gamma linolenic acid give people another option to support their daily health, especially when skin, joints, or monthly discomfort stand in the way of feeling good.
Gamma-linolenic acid, or GLA, pops up in many health articles these days. People often find it in evening primrose oil, borage oil, and black currant seed oil. It's considered an omega-6 fatty acid, and many folks reach for these supplements to fight inflammation or handle issues like eczema, PMS, or joint pain. I know several friends who tried GLA capsules for skin flair-ups, hoping for a gentle approach to nagging symptoms. Stories pop up everywhere about potential benefits, but turning to any supplement means asking what it actually does to the body—not just the hoped-for good stuff, but also the less-talked-about risks.
Some people notice their stomach getting upset after taking GLA. Nausea, soft stools, and even diarrhea can make an unwelcome appearance, especially early on. I remember a coworker at a previous job mentioning she’d started taking evening primrose oil and regretted not double-checking the dose. She ended up with a day hunched over her desk because of stomach cramps. Some folks need to ease into a new routine—a lesson to start small and watch what happens.
There's also a risk if you have epilepsy or a seizure disorder. GLA, particularly in high doses or when combined with certain medications, could raise the chance of seizures. That’s something many don’t realize when scanning the nutrition aisle. Reading a scientific review from the National Institutes of Health, I saw that people with seizures need clear guidance before adding GLA to their supplement stack. Some medications—phenothiazines, in particular—don’t mix well with GLA. This can put someone in real trouble if they aren’t aware of possible interactions.
People dealing with blood clotting disorders get the strongest warning about GLA. It might thin the blood a bit. GLA can also boost the risk of bruising or bleeding, especially for anyone already taking blood thinners. My uncle, for example, takes warfarin for a heart condition. His cardiologist reviewed every supplement he considered. For him, even mild blood changes matter. The risk multiplies for anyone facing surgery. Before any operation, doctors want a full list of pills and oils for a reason—including something as seemingly harmless as a “natural” supplement like GLA.
Some research points to possible complications for pregnant women or people trying to get pregnant. GLA could play a role in hormone regulation, but messing with hormone pathways carries unknowns. For example, some animal studies suggest pregnancy loss or preterm labor risks. Doctors won’t green-light GLA for pregnancy complaints without clear evidence and careful oversight. It’s not the answer to every PMS or menopause symptom when weighed against possible unknowns.
Trustworthy advice means talking openly with healthcare providers. They look at all medications, conditions, and supplement plans. Simple blood tests help spot liver problems or clotting changes before real harm pops up. I’ve made that call myself, asking my own physician about a supplement before buying a bottle. Picking quality brands with third-party testing matters. Watch out for big claims and seek out facts instead. It’s easy to forget the words “dietary supplement” don’t always mean harmless or risk-free.
GLA offers hope for some symptoms, but it comes with trade-offs. Paying attention, reading labels, and working with people who know your health history gives the best shot at safe use and fewer surprises down the road.
Gamma linolenic acid, often found in evening primrose oil, borage oil, and black currant seed oil, draws attention for its potential benefits in supporting inflammation response, skin health, and hormonal balance. You find it as a supplement in capsules, softgels, or liquids and sometimes in combination with other fatty acids. This supplement has been around for decades and has become a staple for people interested in supporting their daily well-being naturally.
A lot of folks take gamma linolenic acid with food. This approach helps promote absorption and minimize digestive discomfort. Many supplement bottles recommend splitting the dose between morning and evening meals. Based on personal experience and feedback from long-time users, pairing the supplement with breakfast or dinner feels easiest to remember and gentlest on the stomach.
Research offers a range of suggested dosages, usually between 300 mg and 3,000 mg per day depending on individual needs and the source of gamma linolenic acid. For general wellness, many health professionals point to 320 mg to 500 mg per day as a reasonable starting point. Research published in nutrition journals supports similar dosages for people seeking support for skin or joint comfort. Higher doses—up to 3,000 mg—occur in clinical studies, but these should be guided by a healthcare provider.
Because supplements come in different strengths and forms, reading the label becomes important. One evening primrose oil capsule could deliver 40 mg of gamma linolenic acid, while a borage oil supplement can offer 200 mg per serving. People looking for more potent effects, or managing specific conditions, often end up combining sources or using a higher concentration.
Some groups may hope for greater help from gamma linolenic acid, such as those seeking relief for atopic dermatitis, rheumatoid arthritis, or premenstrual symptoms. Clinical dietitians sometimes recommend starting with a lower dose to see how the body reacts, especially for those sensitive to supplements or new to taking oils. Keeping tabs on how you feel helps catch any side effects early. Common ones could include minor digestive discomfort, loose stools, or mild headache.
I’ve heard from people who’ve taken gamma linolenic acid to support skin or manage hormonal shifts. They point out results can take weeks to show, so consistency matters. Stopping and starting interrupts the process, so putting the bottle near a coffee mug or making it part of a regular routine often helps.
Some prescription medicines, such as blood thinners or anti-seizure drugs, interact with gamma linolenic acid. Checking with a pharmacist or physician before adding the supplement avoids unwanted surprises. Pregnant or breastfeeding women should speak with their providers because published studies don’t yet offer enough guidance about safety in these groups.
Choosing products with third-party verification—such as USP or NSF marks—adds assurance about purity and potency. Since supplements in stores can vary considerably, sticking with a trusted brand protects against unwanted fillers and questionable ingredient sourcing.
No dietary supplement fixes everything. Gamma linolenic acid offers promise but works best when someone pays attention to their food choices, hydration, and sleep. Using the supplement as one piece of the puzzle, rather than a magic bullet, seems to set people up for better and more lasting results.
Gamma-linolenic acid, or GLA, keeps popping up every time someone looks for natural options for skin problems. This fatty acid comes from sources like evening primrose oil, borage oil, and black currant seed oil. People notice it in supplement aisles, but the real question is whether all the buzz matches what science and experience say.
Eczema feels relentless. There’s itchiness, irritation, cracked skin—sometimes nothing over-the-counter offers much relief. Years of scratching and testing creams often lead folks to search for something new. For many, adding more healthy fats to the diet makes a difference. Research supports this idea: GLA can boost the skin’s natural barrier by turning into prostaglandin E1, a compound that soothes inflammation.
In one large analysis, children and adults with eczema tried evening primrose oil supplements for several weeks. By the end, many showed improvement in itching and redness. Not every person saw a dramatic change, but the trend suggests GLA supports skin, especially for those missing certain enzymes that help the body process fatty acids.
I remember my own search during long winters when my knuckles split and bled. Lotion helped a bit, but supplementing with borage oil added an extra line of defense. It didn’t work overnight. After a few consistent weeks, my skin felt less raw. Dermatologists I’ve spoken to say GLA isn’t a cure-all but can take the edge off for certain people.
Many picture acne as a teenage struggle, but breakouts follow plenty of adults. Hormones, stress, eating habits—all play a role. GLA shows some promise because it helps calm inflammation and regulate moisture. Some trials show people taking GLA-rich oils see improvements in red, painful acne. It seems to lower those angry flare-ups that refuse to heal.
More good fats in the diet help keep skin supple, and less likely to crack and let in bacteria. I’ve seen people swap corn chips for a handful of sunflower seeds or add a spoonful of ground flax to smoothies—simple habits that make a big difference over time. While prescription treatments remain key for severe acne, GLA offers help as a backup source of balance.
Doctors point out that not everyone gets great results with GLA. Some studies show clear benefit, others find less change. Quality of the supplements makes a difference. The American Academy of Dermatology suggests trying dietary changes alongside traditional treatment under guidance, since too much can upset the stomach or interact with medicines.
Anyone thinking of adding GLA should double-check with a healthcare provider. Reliable brands, clear dosing, and real-food sources tend to work best. I keep seeing patients who experience small victories: less redness, fewer cracked knuckles, a bit more confidence. For some, that’s reason enough to keep GLA in their toolkit.
Gamma linolenic acid comes from oils like evening primrose, borage, and black currant seed. It belongs to the omega-6 fatty acid family. People offer it up for everything from skin conditions and nerve pain to premenstrual syndrome. The pitch often reaches a fever pitch for its potential benefits during pregnancy and breastfeeding, sparking questions about real risks and rewards.
Walking in a health food store or scrolling through supplement ads online, you might get the impression that plant-based oils mark a shortcut to health. During pregnancy, the pressure to “do everything right” feels heavy. Still, little hard research supports routine use of gamma linolenic acid for pregnant or breastfeeding mothers. Most human studies focus on adults with inflammatory conditions, not women carrying or feeding babies.
Some animal reports stirred hope that GLA could ease inflammation and support a healthy outcome for moms and babies. Reality gets muddy here. High doses in animals link to early delivery and birth defects, although animal studies never tell the whole story for humans. Human clinical trials on pregnant or nursing women barely exist, so experts often fall back on caution.
Big names like the U.S. Food and Drug Administration and the European Food Safety Authority haven’t given gamma linolenic acid supplements the green light for use in pregnancy or breastfeeding. These agencies set high standards for evidence. Without large, well-controlled trials, most doctors play it safe and steer moms-to-be away from GLA unless a clear benefit outweighs possible risk.
A look at evening primrose oil shows why. Some women try it hoping to jumpstart labor. The American College of Obstetricians and Gynecologists hasn’t backed this up, because studies didn’t show clear benefit, and some women saw side effects like prolonged labor or trouble with the baby’s heart rate. That’s not the kind of gamble most mothers or doctors want to make.
Pregnancy and breastfeeding usually mean eating better and avoiding things that might harm your baby. Supplements carry unknowns that real food does not. GLA doesn’t act alone when it enters the body. By turning into other prostaglandins, it could poke at body systems pregnant women want to keep steady. Interactions with medications like blood thinners or anti-inflammatories can’t be overlooked either. This isn’t about alarmism; it’s about limited information and the weight of responsibility.
Over the years, I’ve met people eager to “do more” for their pregnancy by adding new vitamins and oils. One thing every reliable OB-GYN repeated: Stick to the basics unless another option clearly matters. Lemon water, leafy greens, and conversation with a licensed healthcare provider sound less exciting than oils in a capsule, but they’re safer and time-tested. If a client asked about gamma linolenic acid, I’d tell them to save their money and talk to their doctor instead of rolling the dice with something unproven.
Instead of chasing after supplements built on thin evidence, pregnant and breastfeeding women benefit most from a balanced diet, prenatal vitamins with known benefits, and regular checkups. Health foundations for a mother and baby rest on simple things: clean water, fresher food, and trustworthy medical guidance—not shortcuts in a bottle. If a supplement really promises change, ask: Has it been tested in women like me? If the answer’s no, best to skip it.
| Names | |
| Preferred IUPAC name | 6,9,12-octadecatrienoic acid |
| Other names |
GLA Gamma-Linoleic Acid 6,9,12-Octadecatrienoic Acid 18:3 n-6 |
| Pronunciation | /ˌɡæmə lɪˈnəʊlɪk ˈæsɪd ˌdʒiː ɛl ˈeɪ/ |
| Preferred IUPAC name | (6Z,9Z,12Z)-octadeca-6,9,12-trienoic acid |
| Other names |
GLA gamma-linoleic acid 6,9,12-octadecatrienoic acid 18:3(n-6) |
| Pronunciation | /ˌɡæmə lɪˈnəʊlɪk ˈæsɪd ˌdʒiː ɛl ˈeɪ/ |
| Identifiers | |
| CAS Number | 506-26-3 |
| Beilstein Reference | 1906182 |
| ChEBI | CHEBI:28264 |
| ChEMBL | CHEMBL1408 |
| ChemSpider | 16830 |
| DrugBank | DB00151 |
| ECHA InfoCard | echa-infocard-en-19e7a1b7-1fa8-4171-b885-c69c6c331f56 |
| EC Number | EC 3.1.1.3 |
| Gmelin Reference | 93666 |
| KEGG | C06426 |
| MeSH | D006374 |
| PubChem CID | 53168 |
| RTECS number | MU1400000 |
| UNII | 01MWE0A988 |
| UN number | UN2900 |
| CAS Number | 506-26-3 |
| Beilstein Reference | 1720296 |
| ChEBI | CHEBI:28231 |
| ChEMBL | CHEMBL1608 |
| ChemSpider | 1176 |
| DrugBank | DB00150 |
| ECHA InfoCard | 03c60bc9-8ce9-40a3-8dcf-d2e96e02ef04 |
| EC Number | 506-911-6 |
| Gmelin Reference | Gmelin Reference: 107568 |
| KEGG | C01595 |
| MeSH | gamma-Linolenic Acid |
| PubChem CID | 5280938 |
| RTECS number | MU1910000 |
| UNII | Q6U05FYJZZ |
| UN number | UN2810 |
| CompTox Dashboard (EPA) | DTXSID2021502 |
| Properties | |
| Chemical formula | C18H30O2 |
| Molar mass | 278.43 g/mol |
| Appearance | Opaque yellow soft gelatin capsule |
| Odor | Characteristic |
| Density | 0.94 g/cm3 |
| Solubility in water | Insoluble in water |
| log P | 3.84 |
| Acidity (pKa) | 4.76 |
| Basicity (pKb) | pKb: 4.3 |
| Refractive index (nD) | 1.480–1.500 |
| Viscosity | Viscosity: 240 mPa.s |
| Dipole moment | 2.06 D |
| Chemical formula | C18H30O2 |
| Molar mass | 278.43 g/mol |
| Appearance | Light yellow to yellow oily liquid |
| Odor | Characteristic |
| Density | 0.927 g/cm³ |
| Solubility in water | insoluble |
| log P | 3.64 |
| Acidity (pKa) | 4.75 |
| Basicity (pKb) | pKb: 9.62 |
| Refractive index (nD) | 1.500 – 1.520 |
| Viscosity | Viscous liquid |
| Dipole moment | 2.72 D |
| Thermochemistry | |
| Std molar entropy (S⦵298) | 774.78 J·mol⁻¹·K⁻¹ |
| Std enthalpy of formation (ΔfH⦵298) | -255.51 kJ/mol |
| Std enthalpy of combustion (ΔcH⦵298) | -3825.2 kJ/mol |
| Std molar entropy (S⦵298) | 816.6 J·mol⁻¹·K⁻¹ |
| Std enthalpy of formation (ΔfH⦵298) | -303.5 kJ/mol |
| Std enthalpy of combustion (ΔcH⦵298) | -3825.0 kJ/mol |
| Pharmacology | |
| ATC code | A05BA06 |
| ATC code | A05BA06 |
| Hazards | |
| Main hazards | May cause eye, skin, and respiratory irritation. |
| GHS labelling | No GHS labelling required. |
| Pictograms | dietary-supplement, capsule |
| Signal word | Warning |
| Hazard statements | Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008. |
| Precautionary statements | Keep in a cool dry place, out of direct sunlight. Keep out of reach of children. |
| Flash point | > 230°C |
| Autoignition temperature | 365°C |
| LD50 (median dose) | LD50 (median dose): > 28,800 mg/kg (rat, oral) |
| PEL (Permissible) | Not established |
| REL (Recommended) | 300 mg per day |
| Main hazards | May cause eye, skin, and respiratory irritation. |
| GHS labelling | GHS07, GHS08 |
| Pictograms | 🧬💊🌿 |
| Signal word | Warning |
| Hazard statements | Not a hazardous substance or mixture according to the Globally Harmonized System (GHS) |
| Precautionary statements | Keep out of reach of children. If you are pregnant, nursing, taking medication, or have a medical condition, consult your physician before use. Store in a cool, dry place. Do not use if seal is broken or missing. |
| Flash point | 120°C |
| Autoignition temperature | 646°C |
| LD50 (median dose) | LD50 (median dose): > 28,800 mg/kg (rat, oral) |
| PEL (Permissible) | Not Established |
| REL (Recommended) | 240 mg |
| IDLH (Immediate danger) | Not established |
| Related compounds | |
| Related compounds |
Linoleic acid Arachidonic acid Dihomo-gamma-linolenic acid (DGLA) Alpha-linolenic acid (ALA) Eicosapentaenoic acid (EPA) Docosahexaenoic acid (DHA) |
| Related compounds |
Linoleic acid Arachidonic acid Dihomo-gamma-linolenic acid (DGLA) Alpha-linolenic acid (ALA) Eicosapentaenoic acid (EPA) Docosahexaenoic acid (DHA) Oleic acid |