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67416-61-9

67416-61-9 Structure

67416-61-9 Structure
IdentificationBack Directory
[Name]

3-ACETYL-11-KETO-BETA-BOSWELLIC ACID
[CAS]

67416-61-9
[Synonyms]

AKBA
AK-BETABA
AKBA, >98%
Boswellic Acid Impurity 3
BOSWELLIC ACID, ACETYL KETO
Acetyl-11-keto-b-boswellic acid
11-keto-β-boswellic acid acetate
3-Acetyl-11-keto-(-boswellicacid
3-ACETYL-11-KETO-B-BOSWELLIC ACID
3-acetyl-11-keto-β-Boswellic Acid
ACETYL-11-KETO-B-BOSWELLIC ACID, 3
ACETYL-11-KETO-BETA-BOSWELLIC ACID
3-O-acetyl-11-keto-β-boswellic acid
3-ACETYL-11-KETO-BETA-BOSWELLIC ACID
Acetyl-11-keto--boswellic acid (AKBA)
3-O-ACETYL-11-KETO-BETA-BOSWELLIC ACID
3α-Acetoxy-11-oxo-12-ursen-24-oic acid
Beta-boswellic acid,3-acetyl,11-keto、AKBA
3-Acetyl-11-Keto-Beta-Boswellic Acid (20 mg)
3-ACETYL-11-KETONE-BETA-ACETYLBOSWELLIC ACID
3-ACETYL-11-KETO-BETA-BOSWELLIC ACID USP/EP/BP
Acetyl-11-keto-β-Boswellic Acid, Boswellia serrata
3-O-Acetyl-11-keto--boswellicacid,Boswelliaserrata
Urs-12-en-23-oic acid, 3-(acetyloxy)-11-oxo-, (3a,4b)-
Urs-12-en-23-oic acid, 3-(acetyloxy)-11-oxo-, (3α,4β)-
3-O-Acetyl-11-keto-β-boswellic acid from Boswellia serrata
3-O-ACETYL-11-KETO-BOSWELLIC ACID, BOSWELLIA SERRATA, >99%
3-Acetyl-11-keto-β-boswellic acid, 98%, from Boswellia carterii Birdw
[Molecular Formula]

C32H48O5
[MDL Number]

MFCD03788777
[MOL File]

67416-61-9.mol
[Molecular Weight]

512.72
Chemical PropertiesBack Directory
[Melting point ]

271℃
[Boiling point ]

600.3±55.0 °C(Predicted)
[density ]

1.13±0.1 g/cm3(Predicted)
[storage temp. ]

−20°C
[solubility ]

Chloroform (Sparingly), Methanol (Slightly)
[form ]

neat
[pka]

4.28±0.70(Predicted)
[color ]

White to Off-White
[biological source]

Boswellia serrata
[Major Application]

food and beverages
[InChIKey]

HMMGKOVEOFBCAU-BCDBGHSCSA-N
[SMILES]

C[C@@H]1CC[C@]2(C)CC[C@]3(C)C(=CC(=O)[C@@H]4[C@@]5(C)CC[C@@H](OC(C)=O)[C@@](C)([C@@H]5CC[C@@]34C)C(O)=O)[C@@H]2[C@H]1C
[LogP]

7.418 (est)
Safety DataBack Directory
[Risk Statements ]

36/37/38
[Safety Statements ]

26
[WGK Germany ]

3
[HS Code ]

2918300000
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

3-acetyl-11-keto-β-Boswellic acid is a naturally occurring pentacyclic triterpene isolated from the gum resin exudate from the stem of the tree B. serrata (frankincense). It selectively inhibits 5-lipoxygenase (IC50 = 1.5 μM) in an enzyme-directed, nonredox, and noncompetitive manner. 3-acetyl-11-keto-β-Boswellic acid and other members of the boswellic acid family have been studied for potential use in the control of inflammatory diseases, including arthritis and cancer.
[Uses]

Shows antitumor and anti-inflammatory activities. Potent non-redox, noncompetitive 5-lipoxygenase and topoisomerase I and IIa inhibitor leading to apoptosis. 10-times more potent than 3-O-acetyl-β-boswellic acid . Exhibits in vivo efficacy in tumor growth and inhibition.
[Definition]

ChEBI: 3-Acetyl-11-keto-beta-boswellic acid is a triterpenoid.
[in vitro]

akba exerted a time- and concentration -dependent cytotoxicity on androgen-independent prostate cancer cells. akba blocked proliferation and elicited apoptosis in the chemoresistant and androgen-independent human pc-3 prostate cancer cells by the release of mitochondrial cytochrome c and dna fragmentation. also, akba concentration-dependently inhibited nf-κb signaling, yet it did not directly affect the nf-κb binding to dna. additionally, akba suppressed inhibitor κb kinase and nf-κb-dependent antiapoptotic gene products in pc-3 cells [1].
[in vivo]

pc-3 xenotransplanted male nmri/nu-nu mice were injected intraperitoneally at 100 μmol/kg daily for three weeks. akba dampened growth and proliferation of pc-3 xenografts in nude mice and elicited apoptosis. moreover, compared with the control group, akba reduced the tumor volume and the invasiveness of the tumor into the surrounding tissues [1].
[IC 50]

1.5 μm
[References]

[1]. syrovets, t., gschwend, j., buchele, b., laumonnier, y., zugmaier, w., genze, f., & simmet, t. inhibition of iκb kinase activity by acetyl-boswellic acids promotes apoptosis in androgen-independent pc-3 prostate cancer cells in vitro and in vivo. journal of biological chemistry. 2004; 280(7): 6170-6180.
Spectrum DetailBack Directory
[Spectrum Detail]

3-ACETYL-11-KETO-BETA-BOSWELLIC ACID(67416-61-9)MS
3-ACETYL-11-KETO-BETA-BOSWELLIC ACID(67416-61-9)1HNMR
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