URSOLIC ACID

Ursolic acid serves as a reference compound in biochemical and pharmacological studies, especially in investigations of cancer, inflammation, metabolic disorders and oxidative stress.
Ursolic acid can be found in plants that are used for cosmetics additives.
Ursolic Acid can serve as a starting material for synthesis of more potent bioactive derivatives, such as experimental antitumor agents.

CAS Number: 77-52-1
EC / EINECS Number: 201-034-0
Molecular Formula: C₃₀H₄₈O₃
Molecular Weight: 456.7 g/mol

SYNONYMS:
3β-Hydroxyurs-12-en-28-oic acid, (1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-Hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylic acid, Prunol, Malol, β-Ursolic acid, NSC4060, CCRIS 7123, TOS-BB-0966, Ursolic acid, Prunol, Malol, Urson, 77-52-1, Micromerol, (+)-Ursolic acid, NSC-4060, NSC-167406, CHEBI:9908, P3M2575F3F, (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid, Urs-12-en-28-oic acid, 3beta-hydroxy-, DTXSID70883221, Oleanolate, Sodium, 3 Epiursolic Acid, 3beta-ursolic acid, 3alpha-ursolic acid, 3beta Ursolic Acid, 3alpha Ursolic Acid, 3 Epi Ursolic Acid, RefChem:6341, (3 beta)-3-hydroxyurs-12-en-28-oic acid, ursolic acid monosodium salt, DTXCID201022770, 201-034-0, 3beta-Hydroxyurs-12-en-28-oic acid, (3beta)-3-Hydroxyurs-12-en-28-oic acid, ursolic-acid, Uosolic acid, CHEMBL169, NSC4060, 3beta-Hydroxy-12-ursen-28-ic acid, MFCD00009621, .beta.-Ursolic acid, NSC 4060, NSC 167406, Bungeolic acid, Ursolicacid, Prunol, Urson, Malol, SMR000445681, CCRIS 7123, SR-01000779684, EINECS 201-034-0, Urs-12-en-28-oic acid, 3-hydroxy-, (3.beta.)-, TNP00103, UNII-P3M2575F3F, AI3-03109, HSDB 7685, Ursolic acid CRS, 6Q5, Ursolic acid - 90%, Ursolic acid - 98%, 3B-HYDROXYURS-12-EN-28-OIC ACID, Ursolic acid (Standard), Prestwick3_000089, Ursolic acid, >=90%, URSOLIC ACID [MI], URSOLIC ACID [HSDB], SCHEMBL70205, BSPBio_000018, MLS000728569, MLS002154196, MLS002207073, URSOLIC ACID [USP-RS], URSOLIC ACID [WHO-DD], BPBio1_000020, HY-N0140R, Ursolic acid, analytical standard, 3beta-Hydroxyurs-12-en-28-oate, HMS2095A20, HMS2231P19, 3beta-hydroxy-Urs-12-en-28-oate, HY-N0140, urs-12-en-3beta-ol-28-oic-acid, 3-b-Hydroxy-12-ursen-28-ic acid, BDBM50148911, EBC-11060, MSK001599, 3beta-Hydroxy-12-ursen-28-oic Acid, AKOS005228010, AKOS016023773, 3.beta.-hydroxy-Urs-12-en-28-oate, CCG-208282, CS-3799, DB15588, FU06091, FU76726, LMPR0106180007, (3beta)-3-Hydroxyurs-12-en-28-oate, 3beta-hydroxy-Urs-12-en-28-oic acid, NCGC00017223-06, (1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid, (3beta)-3-hydroxy-Urs-12-en-28-oate, AS-35119, ST056289, SY036316, 3.beta.-hydroxy-Urs-12-en-28-oic acid, (3beta)-3-hydroxy-Urs-12-en-28-oic acid, AB00513802, NS00006443, U0065, C08988, 009U621, Q416260, SR-01000779684-4, SR-01000779684-5, (3.BETA.)-3-HYDROXYURS-12-EN-28-OIC ACID, BRD-K68185022-001-02-3, BRD-K68185022-001-12-2, BRD-K68185022-001-14-8, Ursolic acid, primary pharmaceutical reference standard, AF479D19-631E-48F1-8ABA-FB2A806046FA, URSOLIC ACID (CONSTITUENT OF HOLY BASIL LEAF) [DSC], (3beta,5beta,18alpha,20beta)-3-hydroxyurs-12-en-28-oic acid, Ursolic acid, European Pharmacopoeia (EP) Reference Standard, Ursolic acidMalol, Urson, 3beta-Hydroxyurs-12-en-28-oic acid, Ursolic acid, United States Pharmacopeia (USP) Reference Standard, (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylicacid, (2S,5S,9S,10S,18S,1R,8R,14R,15R,20R)-18-hydroxy-1,2,8,9,15,19,19-heptamethylpe ntacyclo[12.8.0.0<2,11>.0<5,10>.0<15,20>]docos-11-ene-5-carboxylic acid, 3β-Hydroxy-12-ursen-28-ic acid, 3β-Hydroxy-12-ursen-28-oic acid, Prunol, Malol, Urson, NSC-4060, NSC-167406, Beta-Ursolic acid, 3BETA-HYDROXY-12-URSEN-28-OIC ACID, Bungeolic acid, Micromerol, Uosolic acid

Ursolic acid (3beta-hydroxy-urs-12-en-28-oic acid) is a pentacyclic triterpenoid found naturally in apples, waxy berries, rosemary, oregano, and several other plants and herbs used in medicine and the diet.
Ursolic acid treatment affects growth and apoptosis in cancer cells

Ursolic Acid (UA) is a substance that comes from a variety of plants and herbs.
Ursolic Acid is part of a class of chemicals known as pentacyclic triterpenoids.
Ursolic Acid is primarily recognized for its potential role in cell growth regulation.

Ursolic Acid is extracted from Ligustrum lucidum Ait, Paulownia tomentosa (Thunb), Steud, or Actostaphylos.
Stanford Advanced Materials has been providing quality Ursolic Acid and many other natural plant extracts for over 15 years.
Ursolic acid, also known as urson, prunol, and malol is a pentacyclic triterpenoid compound that is naturally present in a large number of vegetarian foods, medicinal herbs, and other plants.

Ursolic Acid is a carboxylic acid present in a wide variety of plants in the form of a free acid or an aglycone of triterpene saponins.
Ursolic Acid is a pentacyclic triterpenoid compound that naturally occurs in a large number of vegetarian food, medicinal herbs, and plants.
Ursolic acid is a naturally occurring triterpenoid compound found in the peel of apples, as well as in herbs like rosemary, thyme, holy basil, and oregano.

While Ursolic Acid’s been used in traditional medicine for centuries, modern science has taken an interest in its potential benefits for fat loss, muscle growth, and inflammation reduction.
Structurally, ursolic acid is similar to other bioactive plant compounds and is often classified within the “nutraceutical” category due to its wide-ranging health properties.

Ursolic Acid is a naturally occurring pentacyclic triterpenoid found in various plants, including apples, rosemary, basil, and certain berries.
Ursolic Acid is widely used in cosmetics and personal care products due to its anti-aging and skin repairing benefits.
Ursolic Acid strengthens the skin barrier and maintains hydration while also promoting collagen production to improve elasticity.

In its raw form, Ursolic Acid appears as a white to off-white crystalline powder with a fine texture and slightly herbal odor.
Although insoluble in water, Ursolic Acid dissolves in organic solvents like ethanol and acetone - making it easier to be incorporated into formulations.

The chemical formula of Ursolic Acid is C30H48O3.
Ursolic acid is a naturally occurring compound found in a variety of plants, most notably in the peels of apples, as well as in rosemary, thyme, and other herbs.

The several possible health benefits of this pentacyclic triterpenoid have attracted a lot of interest in recent years.
Studies reveal that ursolic acid is an intriguing option for medicinal purposes due to its antioxidant, anti-inflammatory, and anti-tumor characteristics.

Ursolic Acid's potential to support muscular growth, prevent fat from accumulating, and improve general metabolic health has also been researched.
Due to its status as a bioactive phytochemical, ursolic acid is still being thoroughly studied by scientists, who see it as a possible natural treatment for a number of health issues.

Ursolic acid (sometimes referred to as urson, prunol, malol, or 3β-hydroxyurs-12-en-28-oic acid), is a pentacyclic triterpenoid identified in the epicuticular waxes of apples as early as 1920 and widely found in the peels of fruits, as well as in herbs and spices like rosemary and thyme.

Betulinic and oleanic acids are both constitutional isomers of ursolic acid.
Ursolic acid has a pentacyclic triterpene skeleton with a hydroxy group and a carboxylic acid functional group, contributing to its biological activity and limited water solubility.
Ursolic Acid is extracted from Ligustrum lucidum Ait.

USES and APPLICATIONS of URSOLIC ACID:
Ursolic Acid prevents memory impairment: One of the potential mechanisms of the neuroprotective effect was by lessening the accumulation of malondialdehyde (MDA) and depletion of glutathione (GSH) in the hippocampus (memory center).
Ursolic Acid is known to have significant antioxidant, anti-inflammatory, and antiproliferative properties, and has also been associated with a wider range of biologic activities, including anticancer, antimicrobial, antitumor, antiwrinkle, anti-HIV, cytotoxic, and hepatoprotective.

In addition, ursolic acid is the focus of human clinical trials for potential uses in cancer and skin wrinkles.
While this triterpenoid is known to suppress tumor formation and viability in various kinds of cancer, including skin cancer, several forms of cancer are resistant to ursolic acid.

Nutraceuticals & Food Industry: Because it occurs in edible plants, ursolic acid is of interest as a dietary phytochemical with potential benefits for metabolic health, including anti-obesity, glucose regulation and muscle mass effects shown in experimental models.
Research Tool: Ursolic acid serves as a reference compound in biochemical and pharmacological studies, especially in investigations of cancer, inflammation, metabolic disorders and oxidative stress.

Ursolic acid can be found in plants that are used for cosmetics additives.
Ursolic Acid can serve as a starting material for synthesis of more potent bioactive derivatives, such as experimental antitumor agents.
Ursolic acid is a pentacyclic triterpenoid that is urs-12-en-28-oic acid substituted by a beta-hydroxy group at position 3.

Ursolic Acid has a role as a plant metabolite and a geroprotector.
Ursolic Acid is a pentacyclic triterpenoid and a hydroxy monocarboxylic acid.
Ursolic Acid derives from a hydride of an ursane.

Ursolic acid has been reported in Salvia miltiorrhiza, Camellia sinensis, and other organisms with data available.
Ursolic Acid is a pentacyclic triterpenoid found in various fruits, vegetables and medicinal herbs, with a variety of potential pharmacologic activities including anti-inflammatory, antioxidative, antiviral, serum lipid-lowering, and antineoplastic activities.

Upon administration, ursolic acid may promote apoptosis and inhibit cancer cell proliferation through multiple mechanisms.
This may include the regulation of mitochondrial function through various pathways including the ROCK/PTEN and p53 pathways, the suppression of the nuclear factor-kappa B (NF-kB) pathways, and the increase in caspase-3, caspase-8 and caspase-9 activities.

A pentacyclic triterpene that co-occurs with its isomer OLEANOLIC ACID in several plant species, and occurs in large amounts in fruits (such as cranberries, pears, plums, and olives), medicinal herbs, and other plants.
Ursolic acid is a natural pentacyclic triterpenoid carboxylic acid widely distributed in plants.

Ursolic Acid is often found in the epicuticular waxes of fruits (especially apple peel), herbs, and spices such as rosemary, thyme, basil, lavender, and oregano.
Ursolic acid is an organic compound found in a wide variety of plants and fruits, such as the skins of apples and grapes, rosemary, sage, peppermint, and holy basil (also called Tulsi).

Ursolic Acid is a pentacyclic terpenoid, an important class of organic compounds.
Pentacyclic triterpenoids are intermediates in the biosynthesis of steroid hormones in plants.
They exhibit several biological activities, including anticancer, antidiabetic, hepatoprotective, and anti-inflammatory effects.

Research on ursolic acid remains preliminary, but it may prevent muscle weakness and dystrophy.
Ursolic Acid stimulates the development and growth of skeletal muscle cells, hence its anabolic effect.
Under these conditions, ursolic acid may help counteract age-related declines in muscle function and promote gains in muscle strength among athletes.

However, ursolic acid has very low oral bioavailability in humans.
Indeed, ursolic acid is poorly soluble in water.
These properties currently limit its use, despite its significant pharmacological potential.

Ursolic acid is a compound present in many fruits and herbs, such as apple peels, cranberry juices, grape skins, holy basil, rosemary, thyme, oregano, sage, and other herbs.
While preclinical studies suggest it has anti-oxidant and anti-inflammatory actions, no studies in humans have evaluated whether ursolic acid improves cognitive function or brain health.

Ursolic acid is also not absorbed very well by the body.
Ursolic acid ingested through the diet is safe, but long-term safety of ursolic acid supplements has not been tested.

-Anti-cancer uses of Ursolic Acid:
Ursolic Acid at high doses decreased the following cancer markers: MMP-2, Ki-67, and CD34 (adhesion factor).
Ursolic Acid treatment strongly blocked the cancer survival AKT – GSK3b – β-catenin pathway, resulting in cell destruction.

Ursolic Acid  at low concentrations enhanced the anti-tumoral effects of one cancer drug by up to 2-fold.
Ursolic Acid is able to induce cell destruction in human gut cancer cells by blocking the AKT pathway.
Under toxic conditions, Ursolic Acid induces the production of various Nrf2-mediated detoxifying/antioxidant enzymes.

Epigenetic effects of Ursolic Acid could potentially contribute to its beneficial effects, including the prevention of skin cancer.
Ursolic Acid could inhibit proliferation and reverse the drug resistance of ovarian cancer stem cells by suppressing ABCG2 and HIF-1a under different culture conditions.

-Anti-inflammatory uses of Ursolic Acid:
Ursolic Acid enhanced autophagy (recycling) of macrophages by increasing the production of ATG5 and ATG16L1, which led to altered macrophage function.

Ursolic Acid reduced IL-1b secretion in macrophages in response to lipopolysaccharide (LPS).
Ursolic acid is a STAT3 inhibitor, which means it suppresses Th1 and Th17 immune responses.
Ursolic Acid normalized PPARa activity and inhibited the exaggerated spinal cord inflammatory response and enhanced pain sensitivity.

-Anti-microbial uses of Ursolic Acid:
Mycobacterial infections are controlled by the activation of macrophages through type 1 cytokine production by T cells.
IFNy and TNF-a are essential for this process because they promote macrophage activation and iNOS production.

-Liver-protective uses of Ursolic Acid:
Ursolic acid inhibited growth and induced cell destruction of liver cancer cells through AMPK-mediated inhibition of DNA methyltransferase 1 (through SP1).
Ursolic acid inhibited the growth of liver cancer cells through the induction of IGFBP1 and FOXO3a.
Increasing evidence suggests an important role of IGFBP in the development and progression of several types of cancers.

-Stimulates muscle growth uses of Ursolic Acid:
Ursolic acid enhances muscle insulin/IGF-1 signaling, leading to Akt activation, muscle growth, and reduced fat and blood glucose.
Ursolic acid increases muscle at least in part by enhancing the IGF-I and insulin receptors.
Ursolic acid indirectly mimicked the beneficial effects of short-term calorie restriction and exercise (fast-oxidative) by directing the muscle composition toward oxidative metabolism.

-Loquat Leaf Extract/ Ursolic Acid Application:
*Antimicrobial activity.
In vitro, Ursolic Acid can inhibit G +, G-bacteria against fungi.
Anti-aging agent, which can be used to improve the health of skin and hair.

*Anti-inflammatory activity.
Ursolic Acid has been recommended for use in burn ointments.
Significant antioxidant activity.
Calming spirit and cooling effect.

-Cosmetics & Personal Care uses of Ursolic Acid:
Ursolic Acid is used in skincare and cosmetic formulations for its anti-aging, skin-conditioning and barrier-supporting properties.
Ursolic acid is reported to stimulate collagen production, improve skin elasticity, and enhance epidermal barrier function.

-Pharmaceutical Research uses of Ursolic Acid:
Widely studied for pharmacological activity, ursolic acid has been investigated for anti-inflammatory, antioxidant, anticancer, antimicrobial, cardioprotective and hepatoprotective effects.
Ursolic Acid modulates cell signaling pathways, including NF-κB and STAT3, and is explored as a starting point for bioactive derivatives in drug development.

POTENTIAL BENEFIT of URSOLIC ACID:
No clinical studies have tested whether ursolic acid can prevent cognitive decline or dementia.
In various preclinical models of cognitive impairment, ursolic acid treatment improved cognitive functions while reducing oxidative stress, brain inflammation, and cellular stress.
However, these promising preclinical findings have not been confirmed in humans.

*For Dementia Patients
No human research has examined whether ursolic acid can benefit patients with dementia.
Although some preclinical studies have shown benefits in models carrying biological markers of Alzheimer’s disease, these benefits have not been extended to dementia patients.

BENEFITS of URSOLIC ACID:
*Muscle Growth & Maintenance
One of the most promising benefits of ursolic acid is its ability to support muscle growth.
Studies show Ursolic Acid enhances insulin/IGF-1 signaling, increases skeletal muscle mass, and decreases muscle atrophy.
Ursolic Acid promotes muscle protein synthesis.
Ursolic Acid inhibits muscle degradation pathways.
Ursolic Acid helps retain lean mass during caloric restriction or aging.

*Fat Loss & Body Composition
Ursolic acid may improve body composition by increasing energy expenditure.
Enhancing brown fat activation.
Reducing white fat accumulation.
Its ability to increase thermogenesis makes Ursolic Acid a useful addition to fat-burning supplement stacks.

*Anti-Inflammatory & Neuroprotective Properties
Ursolic acid exhibits anti-inflammatory and antioxidant properties, which can help reduce oxidative stress and inflammation markers.
Support brain health and potentially combat age-related cognitive decline.

*Cardiovascular Support
Emerging evidence suggests ursolic acid may lower LDL cholesterol.
Improve blood pressure regulation.

Decrease vascular inflammation.
While more studies are needed in humans, the early research is promising.
Ursolic acid, a pentacyclic triterpenoid, consists of five interconnected six-membered carbon rings featuring a hydroxyl group at C-3 and a carboxylic acid group at C-17.

Ursolic Acid is metabolized in the liver, undergoing phase I and II processes, leading to its excretion via bile or urine.
Supplements of ursolic acid are available in various forms, with doses typically ranging from 150 mg to 450 mg daily, though consulting a healthcare provider is recommended.

Rich natural sources include apple peels, rosemary, and holy basil.
Ursolic acid offers numerous health benefits, such as anticancer, antidiabetic, cardiovascular, brain health, muscle health, and allergy-modulating effects.
However, Ursolic Acid can interact with medications metabolized by liver enzymes, potentially altering their effects.

PROPERTIES, CHARACTERISTICS & BENEFITS of URSOLIC ACID:
*Biochemical Activity: 
Ursolic acid exhibits a range of biological activities attributed to its ability to interact with multiple cellular targets.
Ursolic Acid is recognized for antioxidant capacity, inhibition of inflammatory mediators, and modulation of cell survival and apoptosis pathways.

*Anticancer Potential: 
Laboratory studies indicate ursolic acid can inhibit proliferation and induce apoptosis in various cancer cell types by interfering with signaling pathways such as STAT3 and NF-κB, and altering kinases and transcription factors related to cell survival.

*Skin and Cosmetic Benefits: 
Ursolic acid promotes collagen synthesis in skin cells, aiding in improved skin firmness and elasticity.
Ursolic Acid also exhibits antimicrobial properties that can support formulations aiming to control microbial growth on skin.

*Metabolic Effects: 
Experimental animal studies have shown benefits of ursolic acid in reducing fat accumulation, improving glucose tolerance and enhancing muscle strength and endurance in high-fat diet models.

*Natural Occurrence: 
Its widespread presence in common herbs and fruits means ursolic acid contributes to the nutraceutical value of plant-based foods, though its effects in humans at dietary exposures are still under investigation.

WHAT IS URSOLIC ACID USED FOR?
Ursolic Acid is a valued ingredient in cosmetics due to its multifaceted benefits.
Ursolic Acid's powerful antioxidant properties help protect the skin from oxidative damage and premature aging.
Ursolic Acid also has anti-inflammatory effects, soothing irritated skin and reducing redness.

By promoting collagen synthesis, Ursolic Acid improves skin elasticity, leading to firmer and more toned skin.
Ursolic Acid aids in skin repair and moisture retention, enhancing the skin's overall appearance.
Commonly found in anti-aging creams, serums, and moisturizers, Ursolic Acid supports healthier, more resilient skin while contributing to a smoother, more youthful complexion.

ORIGIN of URSOLIC ACID:
Ursolic Acid comes from plant sources such as rosemary and apple peels.
These plants are first harvested, followed by solvent extraction using ethanol or water to obtain the active compounds.
Ursolic Acid is then purified through filtration and crystallization to isolate Ursolic Acid.
Alternatively, Ursolic Acid can be synthesized in the laboratory through chemical reactions starting from simpler organic molecules.

WHAT DOES URSOLIC ACID DO IN A FORMULATION?
*ANTIOXIDANT
*SKIN CONDITIONING
*SKIN PROTECTING
*SOOTHING

SAFETY PROFILE of URSOLIC ACID:
Ursolic Acid is generally considered safe for use in cosmetics.
Ursolic Acid is non-irritating and non-sensitizing for most individuals, making it suitable for various skin types.
Regulatory agencies, such as the FDA and the European Commission, have deemed it safe when used within recommended concentrations.
However, as with any active ingredient, patch testing is advisable for sensitive skin.

ALTERNATIVES of URSOLIC ACID:
*RETINOL
*ASCORBIC ACID
*NIACINAMIDE

SOURCE of URSOLIC ACID:
Ursolic acid is a pharmacologically active pentacyclic triterpenoid derived from medicinal plants, fruits and vegetables.
Ursolic Acid is found in many plants, including apple, lingonberry, cranberry, elderflower, peppermint, lavender, oregano, thyme, hawthorn, and plum.
Malus pumila (apple), Ocimum basilicum (basil), Vaccimum spp. (blueberries), Vaccinium macrocarpon (cranberry), Ola europaea (olive), Origanum vulgare, Rosmarinus officinalis, Salvia, and Thyme (thyme) are the main plants that contain ursolic acid.

BIOLOGICAL ACTIVITY of URSOLIC ACID:
Ursolic acid(UA) possesses various interesting biological activities including anticancer, anti-inflammatory, antimicrobial, antidiabetic properties etc.
The anticancer effects of Ursolic Acid have been reported for various types of cancers such as endometrial, pancreatic, lung, prostate, ovarian, bladder, gastric, and liver cancers.

MECHANISM OF ACTION of URSOLIC ACID:
Some reports have extensively explored the pharmacological properties of Ursolic Acid.
In terms of the anticancer properties, studies have demonstrated that Ursolic Acid can modulate the cellular transcription factor; growth factor receptors; cytokines inflammatory; and many other molecular targets which regulate the cell proliferation, metastasis, apoptosis, angiogenesis, and autophagy of cancer cell lines through different mechanisms and signaling pathways.

Other Ursolic Acid molecular targets reported for the treatment of cancer include its effect on p53 pathways; the canonical pathway (Wnt/β-catenin); Ras signaling; and transcription pathways like nuclear factor kappa light chain enhancer of activated B cells (NF-Kb), Tumor Necrosis Factor-Related Apoptosis-Inducing Ligand (TRAIL), and the Signal transducer and activator of transcription 3 (STAT3) family of transcription factors.

BIOLOGICAL ORIGINS of URSOLIC ACID:
Ursolic acid is a naturally occurring phytochemical triterpenoid present in many edible plants and medicinal herbs.
Ursolic Acid was first identified in the waxes of apple skins and is also abundant in fruits like cranberries and herbs such as rosemary, basil, and thyme.
As a plant secondary metabolite, Ursolic Acid plays roles in plant defense and contributes to the nutritional and bioactive quality of plant-derived foods and herbs.

FUNCTION of URSOLIC ACID:
Ursolic Acid Powder can be used on fall hematic fat and resist arteriosclerosis.
Ursolic Acid Powder can be used on falling blood sugar.
Ursolic Acid Powder can be used for resistance to liver damage.
Ursolic Acid Powder has anti-inflammatory effects.
Ursolic Acid Powder is widely used as a raw material for medicine and cosmetics.

URSOLIC ACID EXPLAINED: MUSCLE GROWTH, FAT LOSS & MORE
Ursolic Acid is a natural compound found in apple peels, rosemary, and basil.
Ursolic Acid supports muscle growth by enhancing protein synthesis and reducing muscle breakdown.
Linked to fat loss by promoting thermogenesis and reducing body fat accumulation.

Ursolic Acid offers potential anti-inflammatory and cognitive support benefits.
Ursolic Acid may support cardiovascular health by improving lipid profiles and reducing inflammation.
Best taken with food and often stacked with other performance ingredients like HMB or CLA.
Found in many fat burners and muscle-building supplements, especially in capsule form.

NATURAL OCCURRENCE of URSOLIC ACID:
Ursolic acid is present in many plants, such as Mirabilis jalapa, as well as in many fruits and herbs used in daily life (e.g. apples, plantago major, basil and holy basil, bilberries, cranberries, elder flower, peppermint, rosemary, lavender, oregano, thyme, hawthorn, and prunes).
Apple peels contain large quantities of ursolic acid and related compounds.

STRUCTURE AND METABOLISM of URSOLIC ACID:
Ursolic acid's structure, a pentacyclic triterpenoid molecule, is characterized by five interconnected six-membered carbon rings.
Ursolic Acid, with the chemical formula C30H48O3, features a hydroxyl group at position C-3 and a carboxylic acid group at position C-17.
These functional groups, along with their rigid, multi-ringed structure, which is typical for triterpenoids, play a crucial role in their biological activity.

The exact atomic configuration of ursolic acid creates a durable scaffold that interacts with a range of biological targets, influencing cellular functions such as metabolism, apoptosis, and inflammation.
The metabolism of ursolic acid in the human body involves several phases, primarily occurring in the liver.
Cytochrome P450 enzymes metabolize ursolic acid through phase I metabolic processes, which include oxidation, reduction, and hydrolysis.

Ursolic acid undergoes reactions to produce more polar metabolites, which make digestion easier.
These metabolites then go through conjugation processes, like glucuronidation and conjugation with glutathione, in phase II metabolism, which improve their solubility and encourage excretion.

Following that, these conjugated metabolites are either sent to the bile for excretion in the stools or to the kidneys for elimination in the urine.
The metabolic changes that ursolic acid undergoes can affect its bioavailability and biological effects because they alter the compound's stability, activity, and interactions with different molecular targets in the body.

PHYSICAL and CHEMICAL PROPERTIES of URSOLIC ACID:
Chemical formula:C30H48O3
Molar mass:456.711 g·mol−1
Melting point:285 to 288 °C (545 to 550 °F; 558 to 561 K)
Molecular Weight:456.7 g/mol
XLogP3-AA:7.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:456.36034539 Da
Monoisotopic Mass:456.36034539 Da

Topological Polar Surface Area:57.5 Ų
Heavy Atom Count:33
Formal Charge:0
Complexity:874
Isotope Atom Count:0
Defined Atom Stereocenter Count:10
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0

Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Empirical Formula (Hill Notation):C30H48O3
CAS Number:77-52-1
Molecular Weight:456.70
Physical state:powder
Color:white
Odor:No data available
Melting point/freezing point:Melting point/ range:292 °C - dec

Initial boiling point and boiling range:No data available
Flammability (solid, gas):No data available
Upper/lower flammability or explosive limits:No data available
Flash point:304,7 °C
Autoignition temperature:No data available
Decomposition temperature:No data available
pH:No data available
Viscosity:Viscosity, kinematic:No data available
Viscosity, dynamic:No data available

Water solubility:insoluble
Partition coefficient:n-octanol/water:No data available
Vapor pressure:No data available
Density:No data available
Relative density:No data available
Relative vapor density:No data available
Particle characteristics:No data available
Explosive properties:No data available
Oxidizing properties:none
Solubility in other solvents:

dimethyl sulfoxide 50,0 g/l - soluble
Ethanol 3,5 g/l - soluble
dimethyl sulfoxide > 25,0 g/l - soluble
Substance Name:Ursolic acid
CAS Number:77-52-1
EC / EINECS Number:201-034-0
Molecular Formula:C30H48O3
Molecular Weight:456.7 g/mol
PubChem CID:64945
INChIKey:WCGUUGGRBIKTOS-GPOJBZKASA-N

Appearance:White to off-white crystalline powder or needles
Melting Point:~292 °C decomposition — breaks down rather than cleanly melts
Boiling Point:Estimated ~500–556 °C approximate
Density:~1.0–1.1 g/cm³ approximate
Solubility:Insoluble in water; soluble in organic solvents such as DMSO, ethanol, acetone
Refractive Index:~1.49 estimate
Log P:High lipophilicity ~7–9 region
pKa:~4.7 predicted
CAS Number:77-52-1
Chem/IUPAC Name:Urs-12-en-28-oic acid, 3-hydroxy-, (3beta)-; 3b-Hydroxyurs-12-en-28-oic Acid; Hydroxyursenoic acid
EINECS/ELINCS No:201-034-0
COSING REF No:59989

FIRST AID MEASURES of URSOLIC ACID:
-Description of first-aid measures
*General advice:
Show this material safety data sheet to the doctor in attendance.
*If inhaled:
After inhalation: 
Fresh air.
*In case of skin contact: 
Take off immediately all contaminated clothing. 
Rinse skin with
water/ shower.
*In case of eye contact:
After eye contact: 
Rinse out with plenty of water. 
Call in ophthalmologist. 
Remove contact lenses.
*If swallowed:
After swallowing: 
Immediately make victim drink water (two glasses at most). 
Consult a physician.
-Indication of any immediate medical attention and special treatment needed.
No data available

ACCIDENTAL RELEASE MEASURES of URSOLIC ACID:
-Environmental precautions:
Do not let product enter drains.
-Methods and materials for containment and cleaning up:
Cover drains. 
Collect, bind, and pump off spills. 
Observe possible material restrictions. 
Take up dry. 
Dispose of properly. 
Clean up affected area.

FIRE FIGHTING MEASURES of URSOLIC ACID:
-Extinguishing media:
*Suitable extinguishing media:
Carbon dioxide (CO2) 
Foam 
Dry powder
*Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
-Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.

EXPOSURE CONTROLS/PERSONAL PROTECTION of URSOLIC ACID:
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection. 
Safety glasses
*Body Protection:
protective clothing
*Respiratory protection:
Recommended Filter type: Filter A 
-Control of environmental exposure:
Do not let product enter drains.

HANDLING and STORAGE of URSOLIC ACID:
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed. 
Dry.

STABILITY and REACTIVITY of URSOLIC ACID:
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature).
-Possibility of hazardous reactions:
No data available