Other Names
(3β)-D-Friedoolean-14-en-3-ol(3β,13α)-13-Methyl-27-norolean-14-en-3-ol3β-TaraxerolAlnulinD-Friedoolean-14-en-3β-olIsoolean-14-en-3β-olSkimmiolTaraxerolTiliadin
Taraxol is a common informal name for the phytochemical systematically designated taraxerol. Taraxerol, with the IUPAC name (3β)-D-Friedoolean-14-en-3-ol, is a pentacyclic triterpenoid. The compound is also known by a few other synonymous names, including isoolean-14-en-3β-ol, skimmiol, alnulin, and tiliadin. Structurally, taraxerol is an oleanan-3-ol with an alpha-methyl substituent at position 13, a missing methyl group at position 14, and a double bond between positions 14 and 15. Its CAS registry number is 127-22-0.
Taraxerol, an oleanane-type pentacyclic triterpene, is one of the natural compounds that have been investigated extensively for its potential utilization in drug development. Its chemical structure was first elucidated by Beaton et al. (1955), who identified that the oleanane-3-ol lacks the methyl group at position 14, with an α-methyl substituent at position 13 and a double bond between positions 14 and 15.
Taraxol/taraxerol is one of several structurally related pentacyclic triterpenes found in dandelion and related plants. Dandelion contains abundant triterpenoids, including compounds like taraxasterol, pseudotaraxasterol, lupeol, and their acetates; pentacyclic triterpenoids are the predominant type in dandelion. These related compounds — taraxasterol, pseudotaraxasterol, taraxerone, and taraxerol — share a common biosynthetic origin but differ in their skeletal arrangements and functional groups, and each has a distinct pharmacological profile. This article focuses on taraxerol (taraxol) specifically, while noting relevant comparisons to its close congener taraxasterol where the science overlaps.
Taraxerol is a naturally occurring pentacyclic triterpenoid that exists in various higher plants, including Taraxacum officinale (Asteraceae), Alnus glutinosa (Betulaceae), Litsea dealbata (Lauraceae), Skimmia spp. (Rutaceae), Dorstenia spp. (Moraceae), Maytenus spp. (Celastraceae), and Alchornea latifolia (Euphorbiaceae). Additional plants containing taraxerol include Hypericum perforatum, Clitoria ternatea, Mangifera indica, and Strobilanthes crispus. Members of the Asteraceae family comprise the greatest number of taraxerol-containing taxa, followed by the Euphorbiaceae and Malvaceae families.
Taraxerol was named "alnulin" when it was first isolated in 1923 from the bark of the grey alder (Alnus incana L.) by Zellner and Röglsperger. It also had the name "skimmiol" when Takeda and Yosiki isolated it from Skimmia (Rutaceae). The compound was later isolated and characterized in dandelion (Taraxacum officinale), which became its most widely studied botanical source.
The roots of T. officinale contain the triterpenes β-amyrin, taraxasterol, and taraxerol, as well as the sterols sitosterin, stigmasterin, and phytosterin. Several compounds have been identified from various organs of the dandelion plant to which medicinal activity has been attributed, primarily comprising various triterpenes (α-/β-amyrin, lupeol, taraxerol, taraxasterol, amidiol, faradiol), sterols, and phenolics (caffeic acid, phenylacetic acid, and chlorogenic acids).
Taraxol/taraxerol is not typically marketed as an isolated supplement in mainstream commerce; rather, it reaches consumers as a constituent of broader dandelion preparations. These include:
A variety of preparations of the raw material exist: fresh and dried raw materials are used to make extracts, tinctures, decoctions, infusions, wrap compresses, syrups, and even wine or coffee substitutes. For research and pharmaceutical development purposes, taraxerol is also available as an isolated phytochemical standard at varying degrees of purity. Various biotechnological approaches have been established to produce this compound using in vitro techniques.
In China, Taraxacum (dandelion, Pugongying in Chinese) is originally documented for medicinal use in the Newly Revised Materia Medica during the Tang dynasty (618–907 AD) and was compiled for dietary purposes in the Materia Medica for Famine during the Ming dynasty (1364–1644 AD). Dandelion has been extensively utilized in traditional Chinese medicine since the 7th century. Traditional Chinese medicine (TCM) uses dandelion, often in combination with other herbs, to treat hepatitis, to enhance immune response to upper respiratory tract infections, bronchitis, or pneumonia; in TCM, the species Taraxacum mongolicum (pu gong ying) is commonly used. In Chinese terms, the plant is seen as having cooling and cleansing effects, and it is used in toxic, inflamed, and chronically infected conditions — those classified as damp heat problems in particular. In the 2020 edition of the Chinese Pharmacopoeia, the genus Taraxacum (T. mongolicum Hand.-Mazz. and T. officinale F.H.Wigg.) is extensively utilized for its heat-clearing, detoxifying, anti-inflammatory, and nodule-dispersing properties.
The therapeutic use of dandelion has been mentioned by Arabian, Native American, Chinese and Ayurvedic Medicine. Medieval Arabian physicians, including those of the 10th–11th centuries, documented dandelion as a remedy for liver and digestive complaints. The plant was known in Arabic as tarakhshaqun, a term that may have etymologically influenced the Latinized genus name Taraxacum.
In Europe, dandelion's edible and medicinal properties began to be acknowledged and applied during the Middle Ages. In ethnomedical practice, dandelion has been used as a diuretic, laxative, anti-inflammatory remedy, and digestive aid. In the traditional societies of Central-Eastern Europe, dandelion is a source of food and medicinal raw materials. The vast experience of rural communities in Central-Eastern Europe concerning the medicinal applications of common dandelion has developed through centuries. European herbalists of the medieval and early modern periods prepared the root and leaves as infusions and decoctions principally for liver disorders, gallbladder complaints, kidney stones, and as a general spring tonic.
Taraxacum officinale, belonging to the Asteraceae family, is a prominent medicinal plant of Arabian, American, Chinese, and Ayurvedic systems of medicine, and has been used for health purposes since ancient times — including for hepatic disorders and breast and uterine cancers. In Ayurvedic tradition, the whole plant was employed as a bitter tonic (tikta dravya) to stimulate digestion and liver function. Native American peoples of several nations used related Taraxacum species as food and prepared decoctions for kidney disorders and general health maintenance.
Across cultures and time periods, the most consistent traditional applications of dandelion preparations containing taraxerol were:
Traditionally, dandelion is used to treat various ailments such as migraines, cardiac complaints, jaundice, fever, liver and kidney disorders, and hepatitis. It must be noted that these traditions refer to whole-plant preparations; the specific contribution of taraxerol to these traditional effects was not understood until modern phytochemical analysis.
Taraxerol is a pentacyclic triterpenoid that is actively produced by some higher plants as part of a defense mechanism. Its biosynthesis occurs through the mevalonate pathway in the cytosol, in which dimethylallyl diphosphate (DMAPP) and isopentyl pyrophosphate (IPP) are first produced, followed by squalene. Squalene is the primary precursor for the synthesis of triterpenoids, including taraxerol, β-amyrin, and lupeol, which are catalyzed by taraxerol synthase. The enzyme taraxerol synthase — an oxidosqualene cyclase (OSC) — cyclizes 2,3-oxidosqualene through a multi-ring cascade reaction to yield the characteristic D-friedooleanane skeleton.
Because taraxerol is almost never encountered in pure isolated form in commercial preparations, its pharmacological context is inseparable from the broader phytochemical matrix of its primary botanical source. Dandelions contain a wide range of bioactive compounds, such as polyphenols, phytosterols, flavonoids, carotenoids, terpenes, and coumarins, whose biological activities are actively explored in various areas of human health, some constituents having synergistic activities, including antioxidant, antimicrobial, anti-inflammatory, and anticancer activities.
The primary therapeutic actions of dandelion are believed to be due to the bitter principle of taraxacin, various terpenoids, inulin, and its high concentration of nutrients, especially choline. Other constituents of dandelion that may contribute to its pharmacologic effects are resins, pectin, taraxanthin (a carotenoid pigment in the flowers), fatty acids, and flavonoids.
Taraxerol is a pentacyclic triterpenoid found in medicinal plants, fruits, and vegetables, and is a potent anti-inflammatory agent. Research has explained the molecular mechanism of the anti-inflammatory effects of taraxerol and its interactions with many molecular targets, including NF-κB, MAPKs, and COX.
The NF-κB (nuclear factor kappa-B) pathway is central to its anti-inflammatory action. Research has shown that taraxerol alleviates acute inflammatory responses by inhibiting the NF-κB signaling pathway. NF-κB is a key transcription factor that plays an important role in the inflammatory process; under normal circumstances it is suppressed in the cytoplasm, but under inflammatory stimulation, it is activated and transferred to the nucleus, inducing the expression of pro-inflammatory cytokines. Research has found that taraxerol can directly interfere with the activation of NF-κB, preventing it from entering the nucleus and reducing the production of pro-inflammatory cytokines.
Studies have shown that taraxerol can reduce the expression of inflammation-related enzymes such as COX-2 and iNOS, which are often overactivated during acute inflammation. Taraxerol acetate has demonstrated significant inhibitory effects against both COX-1 (IC50 value of 116.3 ± 0.03 µM) and COX-2 (IC50 value of 94.7 ± 0.02 µM) enzymes in an in vitro enzyme inhibition assay, showing a significant role in the regulation of COX expression.
Beyond NF-κB, the anti-inflammatory effects of taraxerol involve interactions with NF-κB, MAPKs, and COX, and also encompass the effects of taraxerol on oxidative stress, cell function, and inflammatory cell signaling. A key study found that taraxerol significantly inhibited lipopolysaccharide (LPS)-induced production of interleukin-1β (IL-1β), IL-6, and tumor necrosis factor-alpha (TNF-α) by interfering with the activation of TAK1 and Akt, thus preventing NF-κB activation.
The effects of taraxerol on oxidative stress, cell function, and inflammatory cell signaling have been comprehensively described. Taraxerol has been shown to exert antioxidant effects through modulation of endogenous antioxidant enzyme systems. Pretreatment with taraxerol increased myocardial activity of SOD (superoxide dismutase) and GPx (glutathione peroxidase), leading to significant reductions in MDA (malondialdehyde), TNF-α, and IL-6.
Taraxerol affects the mitochondrial apoptotic pathway through the release of cytochrome c to the cytosol and activation of caspases. Taraxerol enhanced ROS levels and attenuated the mitochondrial membrane potential (ΔΨm) in HeLa cells; it induced apoptosis mainly via the mitochondrial pathway including the release of cytochrome c to the cytosol and activation of caspases 9 and 3, and anti-poly (ADP-ribose) polymerase (PARP). Taraxerol could induce the down-regulation of the anti-apoptotic protein Bcl-2 and up-regulation of pro-apoptotic protein Bax, and suppressed the PI3K/Akt signaling pathway.
In metabolic contexts, taraxerol has been studied for modulating glucose transport. Taraxerol demonstrated strong binding affinities and strong interactions with C-Jun N-terminal Kinase, Lamin A/C, and Human Aldose Reductase, with these interactions indicating a function to reduce inflammation and treat complications of diabetes.
Preclinical (in vitro and animal) evidence: The anti-inflammatory properties of taraxerol are among the most extensively studied. A key preclinical study by Khanra et al. (2017) evaluated taraxerol isolated from Abroma augusta leaf in both cell-based and animal models of inflammation. The study by Khanra, Dewanjee, Dua, and Bhattacharjee, published in Biomedicine & Pharmacotherapy (2017, vol. 88:1469–1478), demonstrated that taraxerol, a pentacyclic triterpene from Abroma augusta leaf, attenuates acute inflammation via inhibition of NF-κB signaling.
Yao et al. demonstrated in an LPS-stimulated macrophage model that taraxerol inhibits inflammatory responses through suppression of TAK1 and Akt activation (International Immunopharmacology, 2013). That study found that taraxerol significantly inhibited LPS-induced production of IL-1β, IL-6, and TNF-α by interfering with the activation of TAK1 and Akt, thus preventing NF-κB activation.
The overall findings highlight the need for additional research to completely understand the therapeutic potential and clinical applications of taraxerol in the treatment of inflammatory diseases.
Evidence strength: Preclinical only (cell culture and rodent models). No published human clinical trials on isolated taraxerol for any inflammatory condition have been identified in the peer-reviewed literature. The evidence is preliminary and mechanistically suggestive.
Preclinical evidence: Several in vitro and limited in vivo studies address taraxerol's antiproliferative and pro-apoptotic effects in cancer cell lines.
Taraxerol has been reported to remarkably inhibit TPA-induced tumor promotion on mouse spontaneous mammary tumors. In Radix Codonopsis research, taraxerol was identified as one of the key anticancer components; these compounds exert anti-cancer effects through various mechanisms, such as inducing tumor cell apoptosis and inhibiting tumor cell proliferation.
Evidence strength: All evidence to date is in vitro (cell culture) and limited in vivo (animal/xenograft) only. There are no human clinical trials of isolated taraxerol for any cancer. The preclinical data are mechanistically interesting but cannot be extrapolated to clinical benefit without controlled human studies.
Preclinical (animal) evidence: Researchers investigated the potential cardioprotective effects of taraxerol utilizing an isoproterenol (ISO)-induced cardiotoxicity model among Sprague Dawley rats. Subcutaneous tissue injections of 5.25 mg/kg or 8.5 mg/kg ISO were administered over two consecutive days to induce cardiac injury, and five groups were formed including a normal control, ISO control, amlodipine (5 mg/kg/day), and various doses of taraxerol. The results showed that treatment significantly reduced cardiac marker enzymes; pretreatment with taraxerol increased myocardial activity of SOD and GPx, leading to significant reductions in serum CK-MB levels along with MDA, TNF-α, and IL-6. Histopathological analysis supported these observations, as treated animals had less cellular infiltration compared to untreated ones. These findings suggest that oral administration of taraxerol could potentially protect hearts from ISO-caused damage by increasing endogenous antioxidant concentrations while decreasing pro-inflammatory cytokines.
Evidence strength: Animal model only; no human clinical trials. Evidence is preliminary and limited to a single rodent model of chemically induced cardiac toxicity.
Taraxerol attracted wide interest among researchers due to its significant capabilities in modern pharmacology, such as its ability to act as an anti-tumor, anti-microbial, and anti-inflammatory agent, and in the treatment of Alzheimer's disease. A study by Berté et al. (2018) examined taraxerol as a possible therapeutic agent on memory impairments and Alzheimer's disease, assessing effects against scopolamine and streptozotocin-induced cognitive dysfunctions in animal models (Steroids, 2018, 132:5–11).
In computational pharmacokinetic studies, taraxerol (along with alpha-amyrin and friedelin) was found to penetrate through the blood-brain barrier, while the remaining tested compounds did so poorly. This finding lends mechanistic plausibility to central nervous system activity, though it requires validation in experimental and clinical models.
Evidence strength: Animal pharmacology and in silico data only. No human clinical trials exist for taraxerol in neurological or cognitive conditions. Evidence is at an early exploratory stage.
A study by Sangeetha et al. (2010) reported that 3β-taraxerol derived from Mangifera indica acted as a PI3K-dependent dual activator of glucose transport and glycogen synthesis in 3T3-L1 adipocytes (Biochimica et Biophysica Acta, 2010, 1800:359–366). Taraxerol showed strong interactions with C-Jun N-terminal Kinase, Lamin A/C, and Human Aldose Reductase; these interactions indicate a function to reduce inflammation and treat complications of diabetes.
Evidence strength: Preclinical (cell culture and in silico) only. No clinical trials in humans have been conducted. The mechanism is biologically plausible but unproven in humans.
The broader Taraxacum officinale literature supports hepatoprotective activity, with taraxerol as one of the implicated constituents. Preclinical studies have reported that extracts of this plant protect against liver damage induced by toxic agents such as alcohol, carbon tetrachloride, and paracetamol. Among the most relevant and predominant bioactive compounds of T. officinale is taraxasterol, which modulates inflammatory and oxidative stress pathways, helping to prevent liver damage. Taraxerol contributes to the overall triterpenoid fraction identified in hepatoprotective studies, though its individual contribution relative to co-occurring triterpenes has not been fully separated in the published literature.
Evidence strength: For whole-plant extracts: moderate preclinical evidence. For taraxerol as an isolated hepatoprotective compound: preliminary/indirect preclinical only.
Taraxacum officinale is reported for various pharmacological activities including antimicrobial effects. Taraxerol attracted wide interest among researchers due to its significant capabilities in modern pharmacology, including its ability to act as an anti-microbial agent. Studies from Strobilanthes and other species have demonstrated anti-inflammatory and antimicrobial activities of triterpenoids including taraxerol against bacterial and fungal strains in vitro, though species-specific minimum inhibitory concentration data for isolated taraxerol are sparse in the publicly accessible peer-reviewed literature.
Evidence strength: Preliminary in vitro evidence only. No clinical studies exist.
The diuretic effect is one of the best-studied activities of dandelion preparations at a human level, though published studies use leaf extracts rather than isolated taraxerol. In one pilot human study involving 17 subjects, administration of a fresh leaf hydroethanolic dandelion leaf extract at a dose of 8 ml led to a significant increase in the frequency of urination in the five-hour period after the first dose. There was also a significant increase in the excretion ratio in the five-hour period after the second dose of extract. The third dose failed to change any of the measured parameters.
Evidence strength: One small, short-duration human pilot study for whole leaf extract. Evidence for isolated taraxerol contributing to this diuretic effect: absent.
Based on the peer-reviewed literature, taraxerol and its source plant preparations have been studied in relation to the following body systems and health areas:
Taraxacum officinale is reported for various pharmacological activities such as antidiabetic, antioxidant, hepatoprotective, diuretic, anti-inflammatory, neuroprotective, antidepressant, antimicrobial, and immunostimulatory activities. The plant provides broad varieties of phytochemicals possessing specific biological activities like sesquiterpene lactones with anti-inflammatory and antimicrobial properties, triterpenes with anti-atherosclerotic effects, phenolic acids with antioxidant and immunostimulatory properties, coumarins with antitumor, anti-inflammatory, antimicrobial, anticoagulant properties, and flavonoids with antioxidant activity.
No established or recommended clinical dosage exists for isolated taraxerol. The dosages reported in published scientific studies concern either isolated taraxerol in preclinical models or whole dandelion plant preparations in clinical and preclinical contexts.
The limited human clinical study and pharmacokinetics information lead to the thought that well-designed human clinical studies should be the focus and opportunity for future research to truly understand the efficacy function and health benefit of dandelion for its application in medicine and health food. In the absence of clinical trial data for isolated taraxerol, no evidence-based dosage recommendation for supplementation can be established.
Taraxerol is a pentacyclic triterpenoid found in medicinal plants, fruits, and vegetables. Formal toxicology studies on isolated taraxerol in humans are absent from the published literature. Computational toxicology analyses have been conducted:
In a computational study validating top-ranked drug molecules (including taraxerol), ADME, toxicity, and drug bioavailability properties were assessed. The ADME analysis of taraxerol reveals promising properties and notable challenges for potential therapeutic use; all three compounds including taraxerol exhibit proper Caco-2 permeability, indicating their potential for adequate intestinal absorption.
In pharmacokinetic prediction analyses, taraxerol was found to penetrate through the blood-brain barrier. Further testing of top compounds' pharmacokinetics data revealed that they might make suitable medication candidates because of their low or non-existent toxicity to humans — though this is in silico evidence only.
For the related triterpene taraxasterol: no toxic effects of taraxasterol were observed in mice that received doses as high as 10 mg/kg. This finding may aid in pharmacokinetic studies of taraxasterol in humans and other animals; however, more clinical studies are necessary on the metabolism, bioavailability, and safety of taraxasterol to support its applications in pharmaceuticals and medicine. This safety caveat applies equally to taraxerol, for which the clinical data are at the same nascent stage.
Dandelion (Taraxacum officinale) as a whole-plant preparation has a generally favorable safety record in traditional use. The principal known safety concerns, documented in the phytomedicinal literature, include:
More animal and clinical studies are required on the metabolism, bioavailability, and safety of taraxol/taraxerol-related triterpenoids to support their applications in pharmaceuticals and medicine. The research on taraxerol addresses limitations and obstacles in current research and highlights the need for additional work to completely understand the therapeutic potential and clinical applications of taraxerol in the treatment of inflammatory and other diseases.
The scientific literature on taraxerol (taraxol) presents several significant limitations that must be acknowledged:
Health conditions that Taraxol may help support.
Body systems that Taraxol may help support.