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631-69-6

631-69-6 | b-Boswellic acid

CAS No: 631-69-6 Catalog No: AG003OJP MDL No:MFCD04039448

Product Description

Catalog Number:
AG003OJP
Chemical Name:
b-Boswellic acid
CAS Number:
631-69-6
Molecular Formula:
C30H48O3
Molecular Weight:
456.7003
MDL Number:
MFCD04039448
IUPAC Name:
(3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-3-hydroxy-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-4-carboxylic acid
InChI:
InChI=1S/C30H48O3/c1-18-10-13-26(3)16-17-28(5)20(24(26)19(18)2)8-9-21-27(4)14-12-23(31)30(7,25(32)33)22(27)11-15-29(21,28)6/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21-,22-,23-,24+,26-,27-,28-,29-,30-/m1/s1
InChI Key:
NBGQZFQREPIKMG-PONOSELZSA-N
SMILES:
C[C@@H]1CC[C@]2([C@@H]([C@H]1C)C1=CC[C@H]3[C@@]([C@@]1(CC2)C)(C)CCC1[C@]3(C)CC[C@H]([C@]1(C)C(=O)O)O)C
UNII:
B252M1YO2V

Properties

Complexity:
878  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
11  
Defined Bond Stereocenter Count:
0
Exact Mass:
456.36g/mol
Formal Charge:
0
Heavy Atom Count:
33  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
456.711g/mol
Monoisotopic Mass:
456.36g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
57.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
8.3  

Literature

Title Journal
The synergistic effect of beta-boswellic acid and Nurr1 overexpression on dopaminergic programming of antioxidant glutathione peroxidase-1-expressing murine embryonic stem cells. Neuroscience 20121011
Boswellic acids from frankincense inhibit lipopolysaccharide functionality through direct molecular interference. Biochemical pharmacology 20120101
[Chemopreventive effect of boswellic acid and curcumin on 7,12-dimethyl benzanthracene-induced hamster cheek pouch carcinogenesis]. Zhonghua kou qiang yi xue za zhi = Zhonghua kouqiang yixue zazhi = Chinese journal of stomatology 20111101
Isolation of hypoxia-inducible factor 1 (HIF-1) inhibitors from frankincense using a molecularly imprinted polymer. Investigational new drugs 20111001
The 'MESACA' study: methylsulfonylmethane and boswellic acids in the treatment of gonarthrosis. Advances in therapy 20111001
A cyano analogue of boswellic acid induces crosstalk between p53/PUMA/Bax and telomerase that stages the human papillomavirus type 18 positive HeLa cells to apoptotic death. European journal of pharmacology 20110625
Development and evaluation of vesicular system for curcumin delivery. Archives of dermatological research 20110301
Two new triterpenoids from the resin of Boswellia carterii. Journal of Asian natural products research 20110301
Complexation with phosphatidyl choline as a strategy for absorption enhancement of boswellic acid. Drug delivery 20101101
Identification of human cathepsin G as a functional target of boswellic acids from the anti-inflammatory remedy frankincense. Journal of immunology (Baltimore, Md. : 1950) 20090901
LY294002 enhances boswellic acid-induced apoptosis in colon cancer cells. Anticancer research 20090801
Boswellic acid blocks signal transducers and activators of transcription 3 signaling, proliferation, and survival of multiple myeloma via the protein tyrosine phosphatase SHP-1. Molecular cancer research : MCR 20090101
Boswellic acid inhibits expression of acid sphingomyelinase in intestinal cells. Lipids in health and disease 20090101
Oleanolic acid and its derivatives: new inhibitor of protein tyrosine phosphatase 1B with cellular activities. Bioorganic & medicinal chemistry 20080915
A simple high-performance liquid chromatographic method for the estimation of boswellic acids from the market formulations containing Boswellia serrata extract. Journal of chromatographic science 20080901
Boswellic acids: A leukotriene inhibitor also effective through topical application in inflammatory disorders. Phytomedicine : international journal of phytotherapy and phytopharmacology 20080601
The gastric ulcer protective effect of boswellic acids, a leukotriene inhibitor from Boswellia serrata, in rats. Phytomedicine : international journal of phytotherapy and phytopharmacology 20080601
Identification and functional analysis of cyclooxygenase-1 as a molecular target of boswellic acids. Biochemical pharmacology 20080115
Boswellic acids and glucosamine show synergistic effect in preclinical anti-inflammatory study in rats. Bioorganic & medicinal chemistry letters 20070701
CEC and EKC of natural compounds. Electrophoresis 20070601
Natural products as a gold mine for arthritis treatment. Current opinion in pharmacology 20070601
Anti-inflammatory activities of the triterpene acids from the resin of Boswellia carteri. Journal of ethnopharmacology 20060919
Boswellic acids stimulate arachidonic acid release and 12-lipoxygenase activity in human platelets independent of Ca2+ and differentially interact with platelet-type 12-lipoxygenase. Molecular pharmacology 20060901
Separation and quantification of terpenoids of Boswellia serrata Roxb. extract by planar chromatography techniques (TLC and AMD). Journal of separation science 20060901
Induction of central signalling pathways and select functional effects in human platelets by beta-boswellic acid. British journal of pharmacology 20051001
Boswellia carterii extract inhibits TH1 cytokines and promotes TH2 cytokines in vitro. Clinical and diagnostic laboratory immunology 20050501
Effects of Boswellia serrata in mouse models of chemically induced colitis. American journal of physiology. Gastrointestinal and liver physiology 20050401
Boswellic acid acetate induces apoptosis through caspase-mediated pathways in myeloid leukemia cells. Molecular cancer therapeutics 20050301
Bioactive constituents from Boswellia papyrifera. Journal of natural products 20050201
Coupling of boswellic acid-induced Ca2+ mobilisation and MAPK activation to lipid metabolism and peroxide formation in human leucocytes. British journal of pharmacology 20040101
Immunomodulatory activity of boswellic acids of Boswellia serrata Roxb. Indian journal of experimental biology 20031201
Boswellic acid acetate induces differentiation and apoptosis in highly metastatic melanoma and fibrosarcoma cells. Cancer detection and prevention 20030101
Boswellic acids trigger apoptosis via a pathway dependent on caspase-8 activation but independent on Fas/Fas ligand interaction in colon cancer HT-29 cells. Carcinogenesis 20021201
Keto- and acetyl-keto-boswellic acids inhibit proliferation and induce apoptosis in Hep G2 cells via a caspase-8 dependent pathway. International journal of molecular medicine 20021001
Cytostatic and apoptosis-inducing activity of boswellic acids toward malignant cell lines in vitro. Anticancer research 20020101
[Therapy of active Crohn disease with Boswellia serrata extract H 15]. Zeitschrift fur Gastroenterologie 20010101
Acetyl-boswellic acids are novel catalytic inhibitors of human topoisomerases I and IIalpha. Molecular pharmacology 20000701

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