3-O-acetyl-11-keto-beta-boswellic acid
(3a)-3-acetoxy-11-oxours-12-en-24-oic acid
 
Notes:
Isol. from Boswellia serrata (Indian olibanum)
  • BOC Sciences
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      Product(s):
      67416-61-9 3-O-Acetyl-11-keto--boswellic acid >98%
      AKBA is an active triterpenoid compound from the extract of Boswellia serrate and a novel Nrf2 activator.
       
       
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CAS Number: 67416-61-9Picture of molecule3D/inchi
Other(deleted CASRN): 187945-03-5
FDA UNII: BS16QT99Q1
Nikkaji Web: J38.478J
MDL: MFCD03788777
XlogP3-AA: 7.20 (est)
Molecular Weight: 512.73056000
Formula: C32 H48 O5
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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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
Boiling Point: 600.29 °C. @ 760.00 mm Hg (est)
Flash Point: 364.00 °F. TCC ( 184.40 °C. ) (est)
logP (o/w): 7.418 (est)
Soluble in:
 water, 0.0002815 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:
Alfa Biotechnology
For experimental / research use only.
3-Acetyl-11-keto-beta-boswellic Acid 98%
BOC Sciences
For experimental / research use only.
3-O-Acetyl-11-keto--boswellic acid >98%
Odor: characteristic
Use: AKBA is an active triterpenoid compound from the extract of Boswellia serrate and a novel Nrf2 activator.
Carbosynth
For experimental / research use only.
3-Acetyl-11-keto-beta-boswellic acid
EMD Millipore
For experimental / research use only.
Acetyl-11-keto-β-Boswellic Acid, Boswellia serrata
ExtraSynthese
For experimental / research use only.
3-O-Acetyl-11-keto-beta-Boswellic acid (HPLC) ≥95%
Matrix Scientific
For experimental / research use only.
Acetyl-11-keto-beta-boswellic acid, 95+%
Santa Cruz Biotechnology
For experimental / research use only.
3-O-Acetyl-11-keto-β-Boswellic Acid, Boswellia serrata
Sigma-Aldrich: Sigma
For experimental / research use only.
3-Acetyl-11-keto-β-boswellic acid from Boswellia serrata
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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: natural substances and extractives
Recommendation for 3-O-acetyl-11-keto-beta-boswellic acid usage levels up to:
 not for fragrance use.
 
Recommendation for 3-O-acetyl-11-keto-beta-boswellic acid 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 : 11168203
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 (3a)-3-acetoxy-11-oxours-12-en-24-oic acid
Chemidplus: 0067416619
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References:
 (3a)-3-acetoxy-11-oxours-12-en-24-oic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 11168203
Pubchem (sid): 42222953
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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): HMDB36672
FooDB: FDB015602
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:
None Found
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Occurrence (nature, food, other): note
 boswellia serrata
Search Trop  Picture
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Synonyms:
(3a)-3-acetoxy-11-oxours-12-en-24-oic acid
3-acetyl-11-keto-beta-boswellic acid
(3a)-3-(acetyloxy)-11-oxours-12-en-24-oic acid
 urs-12-en-24-oic acid, 3-(acetyloxy)-11-oxo-, (3a)-
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Articles:
PubMed: 3-O-acetyl-11-keto-?-boswellic acid exerts anti-tumor effects in glioblastoma by arresting cell cycle at G2/M phase
PubMed: 3-O-Acetyl-11-keto- ? -boswellic acid ameliorated aberrant metabolic landscape and inhibited autophagy in glioblastoma
PubMed: A Validated LC-MS/MS Method for Simultaneous Determination of 3-O-Acetyl-11-Keto-?-Boswellic Acid (AKBA) and its Active Metabolite Acetyl-11-Hydroxy-?-Boswellic Acid (Ac-11-OH-BA) in Rat Plasma: Application
PubMed: Understanding the role of 3-O-Acetyl-11-keto-?-boswellic acid in conditions of oxidative-stress mediated hepatic dysfunction during benzo(a)pyrene induced toxicity
PubMed: Anti-inflammatory and anti-cancer activities of frankincense: Targets, treatments and toxicities
PubMed: The major Boswellia serrata active 3-acetyl-11-keto-?-boswellic acid strengthens interleukin-1à upregulation of matrix metalloproteinase-9 via JNK MAP kinase activation
PubMed: Ring A-modified Derivatives from the Natural Triterpene 3-O-acetyl-11-keto-?-Boswellic Acid and their Cytotoxic Activity
PubMed: In silico analysis of aqueous root extract of Rotula aquatica Lour for docking analysis of the compound 3-O-acetyl-11-keto-?-boswellic acid contents
PubMed: A double blind, randomized, placebo controlled study of the efficacy and safety of 5-Loxin for treatment of osteoarthritis of the knee
PubMed: Urease inhibitory activities of ?-boswellic acid derivatives
PubMed: Synthesis of new boswellic acid derivatives as potential antiproliferative agents
PubMed: Estimation of boswellic acids in herbal formulations containing Boswellia serrata extract and comprehensive characterization of secondary metabolites using UPLC-Q-Tof-MS(e)
PubMed: Safety and Toxicological Evaluation of a Novel, Standardized 3-O-Acetyl-11-keto-beta-Boswellic Acid (AKBA)-Enriched Boswellia serrata Extract (5-Loxin(R))
PubMed: Comparison of the irritation potentials of Boswellia serrata gum resin and of acetyl-11-keto-beta-boswellic acid by in vitro cytotoxicity tests on human skin-derived cell lines
PubMed: Defined Structure-Activity Relationships of Boswellic Acids Determine Modulation of Ca2+ Mobilization and Aggregation of Human Platelets by Boswellia serrata Extracts
PubMed: Pharmacological evidences for cytotoxic and antitumor properties of Boswellic acids from Boswellia serrata
PubMed: [Effect of acetyl-11-keto-?-boswellic acid on proliferation, apoptosis and cell cycle of human acute myeloid leukemia cell line HL-60]
PubMed: Simultaneous quantification of triterpenoic acids by high performance liquid chromatography method in the extracts of gum resin of Boswellia serrata obtained by different extraction techniques
PubMed: Anti-tumor and anti-carcinogenic activities of triterpenoid, beta-boswellic acid
PubMed: Workup-dependent formation of 5-lipoxygenase inhibitory boswellic acid analogues
PubMed: Synthesis of new analogs of AKBA and evaluation of their anti-inflammatory activities
PubMed: Frankincense ( r? xi?ng; boswellia species): from the selection of traditional applications to the novel phytotherapy for the prevention and treatment of serious diseases
PubMed: High-performance thin layer chromatographic analysis of anti-inflammatory triterpenoids from Boswellia serrata Roxb
PubMed: Boswellic acids target the human immune system-modulating antimicrobial peptide LL-37
PubMed: Inhibitory activity of boswellic acids from Boswellia serrata against human leukemia HL-60 cells in culture
PubMed: Quantification of AKBA in Boswellia sacra Using NIRS Coupled with PLSR as an Alternative Method and Cross-Validation by HPLC
PubMed: Cytostatic and apoptosis-inducing activity of boswellic acids toward malignant cell lines in vitro
PubMed: In Vivo Osteoinduction: Evaluating 2-Beta Coxatene as an Immunoinductive Compound and Novel Ingredient for Joint Support
PubMed: Pharmacokinetics of solid lipid Boswellia serrata particles in healthy subjects
PubMed: Cellular and molecular mechanisms of anti-inflammatory effect of Aflapin: a novel Boswellia serrata extract
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