rosmanol
 
Notes:
Isol. from rosemary leaves (Rosmarinus officinalis)
  • BOC Sciences
    • BOC Sciences
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      Product(s):
      80225-53-2 Rosmanol
      Rosmanol is a novel antioxidant found in Rosemary.
       
       
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CAS Number: 80225-53-2Picture of molecule3D/inchi
FDA UNII: F25TV383OC
Nikkaji Web: J56.290D
XlogP3-AA: 3.40 (est)
Molecular Weight: 346.42322000
Formula: C20 H26 O5
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
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:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 828.2 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:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
Rosmanol
Odor: characteristic
Use: Rosmanol is a novel antioxidant found in Rosemary.
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Safety Information:
 
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: natural substances and extractives
Recommendation for rosmanol usage levels up to:
 not for fragrance use.
 
Recommendation for rosmanol flavor usage levels up to:
 not for flavor use.
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Safety References:
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 : 13966122
National Institute of Allergy and Infectious Diseases: Data
Chemidplus: 0080225532
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References:
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 13966122
Pubchem (cas): 80225-53-2
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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
CHEMBL: View
HMDB (The Human Metabolome Database): HMDB35812
FooDB: FDB014574
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: 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
 sage plant
Search Trop  Picture
 sage sap
Search Trop  Picture
 sage shoot
Search Trop  Picture
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Synonyms:
2H-10,4a-(epoxymethano)phenanthren-12-one, 1,3,4,9,10,10a-hexahydro-5,6,9-trihydroxy-1,1-dimethyl-7-(1-methylethyl)-, (4aR,9S,10S,10aS)-
(4bR,8aS,9S,10S)-3,4,10-trihydroxy-2-isopropyl-8,8-dimethyl-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epoxymethano)phenanthren-12-one
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Articles:
PubMed: NMR, HS-SPME-GC-MS and HPLC-MS(n) analyses of phytoconstituents and aroma profile of Rosmarinus eriocalyx L.
PubMed: Determination and Pharmacokinetic Study of Three Diterpenes in Rat Plasma by UHPLC-ESI-MS/MS after Oral Administration of Rosmarinus officinalis L. Extract.
PubMed: Phytochemical Profiling of Flavonoids, Phenolic Acids, Terpenoids, and Volatile Fraction of a Rosemary (Rosmarinus officinalis L.) Extract.
PubMed: Antidepressant, Anxiolytic and Antinociceptive Activities of Constituents from Rosmarinus Officinalis.
PubMed: Diterpenes from rosemary (Rosmarinus officinalis): Defining their potential for anti-cancer activity.
PubMed: New terpenoid glycosides obtained from Rosmarinus officinalis L. aerial parts.
PubMed: Relevance of the carnosic acid/carnosol ratio for the level of rosemary diterpene transfer and for improving lamb meat antioxidant status.
PubMed: Bioavailability of the major bioactive diterpenoids in a rosemary extract: metabolic profile in the intestine, liver, plasma, and brain of Zucker rats.
PubMed: Structure activity relationship of phenolic diterpenes from Salvia officinalis as activators of the nuclear factor E2-related factor 2 pathway.
PubMed: Phenolic diterpenes derived from Hyptis incana induce apoptosis and G(2)/M arrest of neuroblastoma cells.
PubMed: Role of macrophage CCAAT/enhancer binding protein delta in the pathogenesis of rheumatoid arthritis in collagen-induced arthritic mice.
PubMed: Comparison of different extraction procedures for the comprehensive characterization of bioactive phenolic compounds in Rosmarinus officinalis by reversed-phase high-performance liquid chromatography with diode array detection coupled to electrospray time-of-flight mass spectrometry.
PubMed: Rosmanol potently induces apoptosis through both the mitochondrial apoptotic pathway and death receptor pathway in human colon adenocarcinoma COLO 205 cells.
PubMed: Rosmanol potently inhibits lipopolysaccharide-induced iNOS and COX-2 expression through downregulating MAPK, NF-kappaB, STAT3 and C/EBP signaling pathways.
PubMed: Semisynthesis and biological evaluation of abietane-type diterpenes. Revision of the structure of rosmaquinone.
PubMed: Neuroprotective and neurotrophic effects of isorosmanol.
PubMed: Characterization of two unknown compounds in methanol extracts of rosemary oil.
PubMed: [Chemical diversity of the biological active ingredients of salvia officinalis and some closely related species].
PubMed: Abietane diterpenoids from Salvia pachyphylla and S. clevelandii with cytotoxic activity against human cancer cell lines.
PubMed: Recovery of antioxidant activity from carnosol quinone: antioxidants obtained from a water-promoted conversion of carnosol quinone.
PubMed: Antioxidant activity of organic extracts from aqueous infusions of sage.
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 capacity of abietanes from Sphacele salviae.
PubMed: Semisynthesis of rosmanol and its derivatives. Easy access to abietatriene diterpenes isolated from the genus Salvia with biological activities.
PubMed: Antioxidant activity of chemical components from sage (Salvia officinalis L.) and thyme (Thymus vulgaris L.) measured by the oil stability index method.
PubMed: Antioxidant properties of phenolic diterpenes from Rosmarinus officinalis.
PubMed: Apianane terpenoids from Salvia officinalis.
PubMed: Response of abietane diterpenes to stress in Rosmarinus officinalis L.: new insights into the function of diterpenes in plants.
PubMed: Atmospheric pressure chemical ionization (APcI) liquid chromatography-mass spectrometry: characterization of natural antioxidants.
PubMed: Inhibition of lipid peroxidation and superoxide generation by diterpenoids from Rosmarinus officinalis.
PubMed: Inhibitory effect of carnosic acid on HIV-1 protease in cell-free assays [corrected].
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