malol
3beta-hydroxyurs-12-en-28-oic acid
 
Notes:
Found in wax of apples, pears and other fruits. V. widely distributed in plants Ursolic acid is a pentacyclic triterpene acid, used in cosmetics, that is also capable of inhibiting various types of cancer cells by inhibiting the STAT3 activation pathway and human fibrosarcoma cells by reducing the expression of matrix metalloproteinase-9 by acting through the glucocorticoid receptor.; Ursolic acid is a ubiquitous triterpenoid in plant kingdom, medicinal herbs, and is an integral part of the human diet. During the last decade over 700 research articles have been published on triterpenoids research, reflecting tremendous interest and progress in our understanding of these compounds. This included the isolation and purification of these tritepernoids from various plants and herbs, the chemical modifications to make more effective and water soluble derivatives, the pharmacological research on their beneficial effects, the toxicity studies, and the clinical use of these triterpenoids in various diseases including anticancer chemotherapies. Ursolic acid (UA), a pentacyclic triterpene acid, has been isolated from many kinds of medicinal plants, such as Eriobotrya japonica, Rosmarinns officinalis, Melaleuca leucadendron, Ocimum sanctum and Glechoma hederaceae. UA has been reported to produce antitumor activities and antioxidant activity, and is reported to have an antioxidant activity. UA may play an important role in regulating the apoptosis induced by high glucose presumably through scavenging of ROS (reactive oxygen species). It has been found recently that ursolic acid treatment affects growth and apoptosis in cancer cells. (PMID: 15994040, 17516235, 17213663); Ursolic acid is also known as Prunol, Malol, Urson, beta-Ursolic acid, NSC4060, CCRIS 7123, CHEBI:9908, TOS-BB-0966, and 3-Beta-Hydroxy-Urs-12-En-28-Oic Acid. As medicine it is well tolerated and can be used topically and orally.
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      77-52-1 Ursolic Acid >98%
      Ursolic acid is a natural pentacyclic triterpenoid carboxylic acid. It exerts anti-tumor effects and is an effective compound for cancer prevention and therapy.
       
       
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      Product(s):
      U0065 Ursolic Acid >90.0%(GC)
       
Synonyms   Articles   Notes   Search
CAS Number: 77-52-1Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 201-034-0
FDA UNII: P3M2575F3F
Nikkaji Web: J4.206D
Beilstein Number: 2228563
MDL: MFCD00009621
XlogP3-AA: 7.30 (est)
Molecular Weight: 456.71016000
Formula: C30 H48 O3
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: cosmetic and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 90.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 280.00 to  284.00 °C. @ 760.00 mm Hg
Boiling Point: 552.00 to  555.00 °C. @ 760.00 mm Hg (est)
Flash Point: 580.00 °F. TCC ( 304.70 °C. ) (est)
logP (o/w): 8.731 (est)
Soluble in:
 alcohol
 water, 0.001876 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: fragrance
perfuming agents
skin conditioning
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Suppliers:
Alfa Biotechnology
For experimental / research use only.
Ursolic acid 98%
BASF
Micromerol w™
BOC Sciences
For experimental / research use only.
Ursolic Acid >98%
Odor: characteristic
Use: Ursolic acid is a natural pentacyclic triterpenoid carboxylic acid. It exerts anti-tumor effects and is an effective compound for cancer prevention and therapy.
EMD Millipore
For experimental / research use only.
Ursolic Acid
ExtraSynthese
For experimental / research use only.
Ursolic acid (HPLC) ≥98%
Glentham Life Sciences
Ursolic acid
Layn Natural ingredients
Rosemary Extract Carnosic Acid / Rosmarinic Acid / Ursolic Acid
Plant Extracts
Ursolic Acid
Santa Cruz Biotechnology
For experimental / research use only.
Ursolic Acid ≥98%
Sigma-Aldrich: Aldrich
For experimental / research use only.
Ursolic acid ≥90%
TCI AMERICA
For experimental / research use only.
Ursolic Acid >90.0%(GC)
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: cosmetic and fragrance agents
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
 
Recommendation for malol flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Daily Med: search
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 77-52-1
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 64945
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: nwg
 (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
Chemidplus: 0000077521
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References:
 (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
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 77-52-1
Pubchem (cid): 64945
Pubchem (sid): 135021666
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
Golm Metabolome Database: Search
KEGG (GenomeNet): C08988
HMDB (The Human Metabolome Database): HMDB02395
FooDB: FDB014373
Export Tariff Code: 2918.19.9000
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 apple pericarp
Search Trop  Picture
 apple wax
Search Trop  Picture
 basil flower
Search Trop  Picture
 basil leaf
Search Trop  Picture
 basil sprout
Search Trop  Picture
 basil stem
Search Trop  Picture
 bilberry fruit
Search Trop  Picture
 bilberry leaf
Search Trop  Picture
 blueberry plant
Search Trop  Picture
 cherry sour cherry fruit
Search Trop  Picture
 cherry sweet cherry
Search Trop  Picture
 cranberry
Search Trop  Picture
 cranberry fruit
Search Trop  Picture
 elder black elder bark
Search Trop  Picture
 elder black elder flower
Search Trop  Picture
 elder black elder leaf
Search Trop  Picture
 grape fruit
Search Trop  Picture
 guava fruit
Search Trop  Picture
 guava leaf
Search Trop  Picture
 hyssop plant
Search Trop  Picture
 jackfruit root
Search Trop  Picture
 lemon balm plant
Search Trop  Picture
 loquat leaf
Search Trop  Picture
 malus spp.
Search Trop  Picture
 marjoram plant
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 olive
Search Trop  Picture
 oregano plant
Search Trop  Picture
 peach leaf
Search Trop  Picture
 pear fruit
Search Trop  Picture
 pomegranate
Search Trop  Picture
 pomegranate flower
Search Trop  Picture
 pomegranate fruit
Search Trop  Picture
 pomegranate leaf
Search Trop  Picture
 pomegranate pericarp
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 pomegranate seed
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 rosemary
Search Trop  Picture
 rosemary leaf
Search Trop  Picture
 rosemary plant
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 rosemary shoot
Search Trop  Picture
 sage leaf
Search Trop  Picture
 sage plant
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 sage root
Search Trop  Picture
 sage stem
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 savory summer savory leaf
Search Trop  Picture
 savory summer savory stem
Search Trop  Picture
 savory winter savory leaf
Search Trop  Picture
 savory winter savory plant
Search Trop  Picture
 spearmint plant
Search Trop  Picture
 spearmint shoot
Search Trop  Picture
 thyme
Search Trop  Picture
 thyme plant
Search Trop  Picture
 verbena plant
Search Trop  Picture
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Synonyms:
(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
3beta-hydroxyurs-12-en-28-oic acid
 hydroxyursenoic acid
 malol
 micromerol
 micromerol W
 ursolic acid
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