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Acetyl-11-keto-β-Boswellic Acid - ≥98%, high purity , CAS No.67416-61-9
a 5-LO and topo I and II inhibitor
Basic Description
Synonyms
ACETYL-11-OXO-beta-BOSWELLIC ACID | AKBA cpd | 3-Acetyl-11-keto-.beta.-boswellic acid | 3alpha-acetoxy-11-keto-beta-boswellic acid | 3-O-Acetyl-11-keto-b-boswellic acid | FS-1494 | DTXSID601303401 | H-D-Phg(4-Br)-(C#CH2)OH | 3alpha-Acetyl-11-keto-beta-bos
Specifications & Purity
Moligand™, ≥98%
Biochemical and Physiological Mechanisms
Acetyl-11 keto group- β- Mastic acid (AKBA) has antibacterial and biofilm activity against Staphylococcus epidermidis and Staphylococcus aureus, respectively. It is an activator of nuclear factor E2 related factor (Nrf2) and has neuroprotective properties
Source
Boswellia serrata
Storage Temp
Store at 2-8°C
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
Moligand™
Product Description
AKBA (Acetyl-11-keto-β-boswellic acid) is an active triterpenoid compound from the extract of Boswellia serrate and a novel Nrf2 activator.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Lipids and lipid-like molecules
Class
Prenol lipids
Subclass
Triterpenoids
Intermediate Tree Nodes
Not available
Direct Parent
Triterpenoids
Alternative Parents
Hydroxysteroids Cyclohexenones Dicarboxylic acids and derivatives Carboxylic acid esters Carboxylic acids Organic oxides Hydrocarbon derivatives
Molecular Framework
Aliphatic homopolycyclic compounds
Substituents
Triterpenoid - 15-hydroxysteroid - Hydroxysteroid - Steroid - Cyclohexenone - Dicarboxylic acid or derivatives - Carboxylic acid ester - Ketone - Carboxylic acid derivative - Carboxylic acid - Organic oxide - Carbonyl group - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aliphatic homopolycyclic compound
Description
This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
External Descriptors
Not available
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Product Properties
pKa
pKa: 4.28 (Predicted)
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
Pubchem Sid
504766105
Pubchem Sid Url
https://pubchem.ncbi.nlm.nih.gov/substance/504766105
IUPAC Name
(3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bS)-3-acetyloxy-4,6a,6b,8a,11,12,14b-heptamethyl-14-oxo-1,2,3,4a,5,6,7,8,9,10,11,12,12a,14a-tetradecahydropicene-4-carboxylic acid
INCHI
InChI=1S/C32H48O5/c1-18-9-12-28(4)15-16-30(6)21(25(28)19(18)2)17-22(34)26-29(5)13-11-24(37-20(3)33)32(8,27(35)36)23(29)10-14-31(26,30)7/h17-19,23-26H,9-16H2,1-8H3,(H,35,36)/t18-,19+,23-,24-,25+,26-,28-,29+,30-,31-,32-/m1/s1
InChIKey
HMMGKOVEOFBCAU-BCDBGHSCSA-N
Smiles
CC1CCC2(CCC3(C(=CC(=O)C4C3(CCC5C4(CCC(C5(C)C(=O)O)OC(=O)C)C)C)C2C1C)C)C
Isomeric SMILES
C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC(=O)[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@H]([C@]5(C)C(=O)O)OC(=O)C)C)C)[C@@H]2[C@H]1C)C)C
WGK Germany
3
Molecular Weight
512.74
Reaxy-Rn
25999391
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25999391&ln=
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Solubility
Soluble in chloroform, alcohol, DMSO (10 mg/ml), acetone, dichloromethane, and diethyl ether.
Refractive Index
n20D1.55 (Predicted)
Boil Point(°C)
600.29° C at 760 mmHg (Predicted)
Molecular Weight
512.700 g/mol
XLogP3
7.200
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
3
Exact Mass
512.35 Da
Monoisotopic Mass
512.35 Da
Topological Polar Surface Area
80.700 Ų
Heavy Atom Count
37
Formal Charge
0
Complexity
1060.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
11
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
Citations of This Product
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