carnosic acid
(4aR,10aS)-5,6-dihydroxy-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic acid
 
Notes:
a biocyclic diterpenoid; from sage and rosemary (lamiaceae). Isol. from Salvia officinalis (sage) and Rosamarinus officinalis (rosemary)
  • BOC Sciences
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      Product(s):
      3650-09-7 Carnosic Acid >98%
      Carnosic acid is a natural diterpenoid compound isolated from the herb of Rosmarinus officinalis L. Carnosic acid has protection against carcinogens in animals' studies and shows the activities of
      antimicrobial and antioxidant. antimicrobial, antioxidant
       
       
  • Foreverest Resources
    • Foreverest Resources Ltd.
      Leading pine based chemicals supplier
      Supplying turpentine based and natural/extracted flavor & fragrance ingredients.
      FOREVERESTA® F&F RAW MATERIALS is a range of natural extracts and synthetic aroma chemicals based on the rich material resources and great supply network from China, which was applied for specialty chemicals industry. The markets cover application areas on food, beverage, custom fragrance, fine perfume, personal care, cosmetics, etc.
      Foreverest Resources Ltd. is a materials supplier, exporting gum turpentine based, terpene derivertives and natural/extracted monomers and intermediates from China since 1988. We offers high quality raw materials for flavors and fragrances synthetic manufacturing in the world.
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      Product(s):
      Carnosic Acid 10∼90%
      Carnosic acid (Salvin), is a natural benzenediol abietane diterpene found in rosemary and common sage. It used as an efficient and stable (high temperature durable) green food additive with non-toxic oil-soluble antioxidants. It can be added into oil and fatty food, pharmaceutical, chemical, cosmetics and feed, etc.
       
       
  • Jiangyin Healthway
Synonyms   Articles   Notes   Search
CAS Number: 3650-09-7Picture of molecule3D/inchi
FDA UNII: LI791SXT24
Nikkaji Web: J16.357K
MDL: MFCD02259459
XlogP3-AA: 4.90 (est)
Molecular Weight: 332.43996000
Formula: C20 H28 O4
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: antioxidants
 
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
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Appearance: yellow powder (est)
Assay: 92.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 499.00 to  503.00 °C. @ 760.00 mm Hg
Flash Point: 525.00 °F. TCC ( 273.89 °C. )
logP (o/w): 5.405 (est)
Shelf Life: 6.00 month(s) or longer if stored properly.
Storage: refrigerate in tightly sealed containers.
Soluble in:
 alcohol
 water, 2.727 mg/L @ 25 °C (est)
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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: antioxidants
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Suppliers:
Alfa Biotechnology
For experimental / research use only.
Carnosic acid 98%
BOC Sciences
For experimental / research use only.
Carnosic Acid >98%
Odor: characteristic
Use: Carnosic acid is a natural diterpenoid compound isolated from the herb of Rosmarinus officinalis L. Carnosic acid has protection against carcinogens in animals' studies and shows the activities of
antimicrobial and antioxidant. antimicrobial, antioxidant
Coompo
For experimental / research use only.
Carnosic Acid from Plants ≥98%
Odor: characteristic
Use: Carnosic acid has medicinal properties, is a potent antioxidant and protects skin cells against UV-A radiation (photoprotection). Studies in animals have also found a protection against carcinogens. They found that cells treated with carnosic acid triggered antioxidant enzyme production in the cells, which in turn lowered levels of reactive oxygen and nitrogen species (cell-damaging free radicals and peroxides). carnosic acid substantially inhibited pancreatic lipase activity with IC50 values of 12 g/mL (36 M). Carnosic acid significantly inhibited triglyceride elevation in olive oil-loaded mice at doses of 5-20 mg/kg (p.o.). Furthermore, carnosic acid (20 mg/kg/day, p.o.) reduced the gain of body weight and the accumulation of epididymal fat weight in high fat diet-fed mice after 14 days.
ExtraSynthese
For experimental / research use only.
Carnosic Acid (HPLC) ≥90%
Foreverest Resources
Carnosic Acid 10∼90%
Odor: characteristic
Use: Carnosic acid (Salvin), is a natural benzenediol abietane diterpene found in rosemary and common sage. It used as an efficient and stable (high temperature durable) green food additive with non-toxic oil-soluble antioxidants. It can be added into oil and fatty food, pharmaceutical, chemical, cosmetics and feed, etc.
Jiangyin Healthway
Carnosic Acid
New functional food ingredients
Jiangyin Healthway
Deoxypicrosalvinic acid ( Carnosic acid)
Layn Natural ingredients
Rosemary Extract Carnosic Acid / Rosmarinic Acid / Ursolic Acid
Santa Cruz Biotechnology
For experimental / research use only.
Carnosic Acid ≥95%
Sigma-Aldrich: Sigma
For experimental / research use only.
Carnosic acid from Rosmarinus officinalis ≥91%, powder
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Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 22 - Do not breath dust.
S 24/25 - Avoid contact with skin and eyes.
 
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: antioxidants
Recommendation for carnosic acid usage levels up to:
 not for fragrance use.
 
Recommendation for carnosic acid flavor usage levels up to:
 not for flavor use.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
Use of rosemary extracts as a food additive - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 65126
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 (4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic acid
Chemidplus: 0003650097
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References:
 (4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 65126
Pubchem (sid): 135022653
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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
HMDB (The Human Metabolome Database): HMDB02358
FooDB: FDB014905
MedlinePlusSupp: View
Typical G.C.
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:
 antioxidants 
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Occurrence (nature, food, other): note
 rosemary leaf
Search Trop  Picture
 rosemary plant
Search Trop  Picture
 sage leaf
Search Trop  Picture
 sage plant
Search Trop  Picture
 sage sap
Search Trop  Picture
 sage shoot
Search Trop  Picture
 salvia lavandulifolia vahl. leaf oil @ 2.70%
Data  GC  Search Trop  Picture
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Synonyms:
(4aR,10aS)-5,6-dihydroxy-1,1-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic acid
(4aR,10aS)-5,6-dihydroxy-7-isopropyl-1,1-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-4a-carboxylic acid
 salvin
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Articles:
PubMed: Carnosic acid attenuates obesity-induced glucose tolerance and hepatic fat accumulation by modulating genes of lipid metabolism in C57BL/6J-ob/ob mice.
J-Stage: Antiangiogenic Effect of Carnosic Acid and Carnosol, Neuroprotective Compounds in Rosemary Leaves
PubMed: Competitive reduction of perferrylmyoglobin radicals by protein thiols and plant phenols.
PubMed: Carnosic acid inhibits TLR4-MyD88 signaling pathway in LPS-stimulated 3T3-L1 adipocytes.
PubMed: Carnosic acid induces apoptosis associated with mitochondrial dysfunction and Akt inactivation in HepG2 cells.
PubMed: Carnosic acid suppresses colon tumor formation in association with antiadipogenic activity.
PubMed: Comprehensive foodomics study on the mechanisms operating at various molecular levels in cancer cells in response to individual rosemary polyphenols.
PubMed: Improving the sensory and oxidative stability of cooked and chill-stored lamb using dietary rosemary diterpenes.
PubMed: Stability of α-tocotrienol and α-tocopherol in salami-type sausages and curing brine depending on nitrite and pH.
PubMed: Carnosic acid inhibits the epithelial-mesenchymal transition in B16F10 melanoma cells: a possible mechanism for the inhibition of cell migration.
PubMed: Expression of microRNA-15b and the glycosyltransferase GCNT3 correlates with antitumor efficacy of Rosemary diterpenes in colon and pancreatic cancer.
PubMed: A rosemary extract rich in carnosic acid selectively modulates caecum microbiota and inhibits β-glucosidase activity, altering fiber and short chain fatty acids fecal excretion in lean and obese female rats.
PubMed: The mechanisms of carnosic acid attenuates tumor necrosis factor-α-mediated inflammation and insulin resistance in 3T3-L1 adipocytes.
PubMed: Rosemary (Rosmarinus officinalis) extract modulates CHOP/GADD153 to promote androgen receptor degradation and decreases xenograft tumor growth.
PubMed: A rosemary extract enriched in carnosic acid improves circulating adipocytokines and modulates key metabolic sensors in lean Zucker rats: Critical and contrasting differences in the obese genotype.
PubMed: Relevance of the carnosic acid/carnosol ratio for the level of rosemary diterpene transfer and for improving lamb meat antioxidant status.
PubMed: Shelf life of meat from lambs given essential oil-free rosemary extract containing carnosic acid plus carnosol at 200 or 400 mg kg⁻¹.
PubMed: Dietary carnosic acid suppresses hepatic steatosis formation via regulation of hepatic fatty acid metabolism in high-fat diet-fed mice.
PubMed: Anticholinesterase activity of phenolic acids and their derivatives.
PubMed: Relationship between the solubility, dosage and antioxidant capacity of carnosic acid in raw and cooked ground buffalo meat patties and chicken patties.
PubMed: Antioxidant activity of carnosic acid and rosmarinic acid in raw and cooked ground chicken patties.
PubMed: Bioavailability of the major bioactive diterpenoids in a rosemary extract: metabolic profile in the intestine, liver, plasma, and brain of Zucker rats.
PubMed: Antiadipogenic effect of carnosic acid, a natural compound present in Rosmarinus officinalis, is exerted through the C/EBPs and PPARγ pathways at the onset of the differentiation program.
PubMed: Rosmarinus officinalis extract suppresses Propionibacterium acnes-induced inflammatory responses.
PubMed: Effect of dietary carnosic acid on the fatty acid profile and flavour stability of meat from fattening lambs.
PubMed: Isolation of carnosic acid from rosemary extracts using semi-preparative supercritical fluid chromatography.
PubMed: Anti-Campylobacter activities and resistance mechanisms of natural phenolic compounds in Campylobacter.
PubMed: Carnosic acid attenuates lipopolysaccharide-induced liver injury in rats via fortifying cellular antioxidant defense system.
PubMed: Phenolic antioxidant scavenging of myosin radicals generated by hypervalent myoglobin.
PubMed: Phytochemical profile of Rosmarinus officinalis and Salvia officinalis extracts and correlation to their antioxidant and anti-proliferative activity.
PubMed: Effects of optimized mixtures containing phenolic compounds on the oxidative stability of sausages.
PubMed: Effect of Rosemarinus officinalis L. on MMP-9, MCP-1 levels, and cell migration in RAW 264.7 and smooth muscle cells.
PubMed: Acute and 30-day oral toxicity studies of administered carnosic acid.
PubMed: Relevance of carnosic acid, carnosol, and rosmarinic acid concentrations in the in vitro antioxidant and antimicrobial activities of Rosmarinus officinalis (L.) methanolic extracts.
PubMed: Degradation study of carnosic acid, carnosol, rosmarinic acid, and rosemary extract (Rosmarinus officinalis L.) assessed using HPLC.
PubMed: Inhibition of gastric lipase as a mechanism for body weight and plasma lipids reduction in Zucker rats fed a rosemary extract rich in carnosic acid.
PubMed: Concentration of antioxidant polyphenols from Thymus capitatus extracts by membrane process technology.
PubMed: Meat texture and antioxidant status are improved when carnosic acid is included in the diet of fattening lambs.
PubMed: Optimization of ultrasound assisted extraction of antioxidant compounds from marjoram (Origanum majorana L.) using response surface methodology.
PubMed: Carnosic acid dietary supplementation at 0.12% rates slows down meat discoloration in gluteus medius of fattening lambs.
PubMed: Effects of heat and ultraviolet radiation on the oxidative stability of pine nut oil supplemented with carnosic acid.
PubMed: Rosemary and cancer prevention: preclinical perspectives.
PubMed: Carnosic acid attenuates renal injury in an experimental model of rat cisplatin-induced nephrotoxicity.
PubMed: Oxidative stability of fish oil supplemented with carnosic acid compared with synthetic antioxidants during long-term storage.
PubMed: Structure and function of the oxidation products of polyphenols and identification of potent lipoxygenase inhibitors from Fe-catalyzed oxidation of resveratrol.
PubMed: Carnosic acid-rich rosemary (Rosmarinus officinalis L.) leaf extract limits weight gain and improves cholesterol levels and glycaemia in mice on a high-fat diet.
PubMed: Storage method, drying processes and extraction procedures strongly affect the phenolic fraction of rosemary leaves: an HPLC/DAD/MS study.
PubMed: The canine sand maze: an appetitive spatial memory paradigm sensitive to age-related change in dogs.
PubMed: Chemical stabilization of oils rich in long-chain polyunsaturated fatty acids during storage.
PubMed: Anti-inflammatory effects of supercritical carbon dioxide extract and its isolated carnosic acid from Rosmarinus officinalis leaves.
PubMed: Carnosic acid prevents obesity and hepatic steatosis in ob/ob mice.
PubMed: Rosmanol potently induces apoptosis through both the mitochondrial apoptotic pathway and death receptor pathway in human colon adenocarcinoma COLO 205 cells.
PubMed: Importance of extract standardization and in vitro/ex vivo assay selection for the evaluation of antioxidant activity of botanicals: a case study on three Rosmarinus officinalis L. extracts.
PubMed: Introduction of distillate rosemary leaves into the diet of the Murciano-Granadina goat: transfer of polyphenolic compounds to goats' milk and the plasma of suckling goat kids.
PubMed: Inhibition of heterocyclic amine formation in beef patties by ethanolic extracts of rosemary.
PubMed: Flavonoids and phenolic compounds from Rosmarinus officinalis.
PubMed: Investigation of antioxidant and rosmarinic acid variation in the sage collection of the genebank in Gatersleben.
PubMed: Testing and enhancing the in vitro bioaccessibility and bioavailability of Rosmarinus officinalis extracts with a high level of antioxidant abietanes.
PubMed: Bactericidal activity of glutaraldehyde-like compounds from olive products.
PubMed: Relationship between the antioxidant capacity and effect of rosemary (Rosmarinus officinalis L.) polyphenols on membrane phospholipid order.
PubMed: Variations in essential oil, phenolic compounds, and antioxidant activity of tunisian cultivated Salvia officinalis L.
PubMed: In vitro antimicrobial and antioxidant activity of commercial rosemary extract formulations.
PubMed: The immature stages and natural history of Veladyris pardalis (Salvin, 1869) in Eastern Ecuador (Lepidoptera: Nymphalidae: Lthomiinae).
PubMed: Effect of marinades on the formation of heterocyclic amines in grilled beef steaks.
PubMed: Antioxidant effect rosemary (Rosmarinus officinalis L.) and oregano (Origanum vulgare L.) extracts on TBARS and colour of model raw pork batters.
PubMed: Synergistic antileukemic activity of carnosic acid-rich rosemary extract and the 19-nor Gemini vitamin D analogue in a mouse model of systemic acute myeloid leukemia.
PubMed: Polyphenolic transmission to Segureno lamb meat from ewes' diet supplemented with the distillate from rosemary (Rosmarinus officinalis) leaves.
PubMed: [Enhancement of differentiation induction of HL-60 cells by 1,25-dihydroxyvitamin D3 in combination with carnosic acid].
PubMed: Direct determination of carnosic acid in a new active packaging based on natural extract of rosemary.
PubMed: Enhanced carnosic acid levels in two rosemary accessions exposed to cold stress conditions.
PubMed: Characterization of two unknown compounds in methanol extracts of rosemary oil.
PubMed: Low-density lipoprotein, collagen, and thrombin models reveal that Rosemarinus officinalis L. exhibits potent antiglycative effects.
PubMed: Potential of rosemary (Rosemarinus officinalis L.) diterpenes in preventing lipid hydroperoxide-mediated oxidative stress in Caco-2 cells.
PubMed: Carnosic acid from rosemary extracts: a potential chemoprotective agent against aflatoxin B1. An in vitro study.
PubMed: Rosemary (Rosmarinus officinalis) diterpenes affect lipid polymorphism and fluidity in phospholipid membranes.
PubMed: Isolation of functional ingredients from rosemary by preparative-supercritical fluid chromatography (Prep-SFC).
PubMed: Liquid chromatograpic-mass spectrometric analysis of phenolics and free radical scavenging activity of rosemary extract from different raw material.
PubMed: Radioprotective-antimutagenic effects of rosemary phenolics against chromosomal damage induced in human lymphocytes by gamma-rays.
PubMed: Antioxidant activity of a catechol derived from abietic acid.
PubMed: Cooperative antitumor effects of vitamin D3 derivatives and rosemary preparations in a mouse model of myeloid leukemia.
PubMed: Pressurized liquid extraction-capillary electrophoresis-mass spectrometry for the analysis of polar antioxidants in rosemary extracts.
PubMed: Phenolic and triterpenoid antioxidants from Origanum majorana L. herb and extracts obtained with different solvents.
PubMed: Relevance of carnosic acid concentrations to the selection of rosemary, Rosmarinus officinalis (L.), accessions for optimization of antioxidant yield.
PubMed: Potential for the use of ultrasound in the extraction of antioxidants from Rosmarinus officinalis for the food and pharmaceutical industry.
PubMed: Antioxidant activity of organic extracts from aqueous infusions of sage.
PubMed: Phenolic diterpenes, flavones, and rosmarinic acid distribution during the development of leaves, flowers, stems, and roots of Rosmarinus officinalis. Antioxidant activity.
PubMed: Rapid quantitative enrichment of carnosic acid from rosemary (Rosmarinus officinalis L.) by isoelectric focused adsorptive bubble chromatography.
PubMed: Subcritical water extraction of antioxidant compounds from rosemary plants.
PubMed: Recovery mechanism of the antioxidant activity from carnosic acid quinone, an oxidized sage and rosemary antioxidant.
PubMed: Antioxidant activity of chemical components from sage (Salvia officinalis L.) and thyme (Thymus vulgaris L.) measured by the oil stability index method.
PubMed: Apianane terpenoids from Salvia officinalis.
PubMed: Antioxidant mechanism of carnosic acid: structural identification of two oxidation products.
PubMed: Carnosic acid and promotion of monocytic differentiation of HL60-G cells initiated by other agents.
PubMed: Subcellular compartmentation of the diterpene carnosic acid and its derivatives in the leaves of rosemary.
PubMed: Activities of antioxidants are affected by colloidal properties of oil-in-water and water-in-oil emulsions and bulk oils.
PubMed: Development of in vitro models for cellular and molecular studies in toxicology and chemoprevention.
PubMed: An evaluation of the antioxidant and antiviral action of extracts of rosemary and Provençal herbs.
PubMed: Antioxidative constituents of Rosmarinus officinalis and Salvia officinalis. II. Isolation of carnosic acid and formation of other phenolic diterpenes.
PubMed: Protection by albumin against the pro-oxidant actions of phenolic dietary components.
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