Acetyl-11-keto-β-Boswellic Acid - Moligand™, ≥98% , CAS No.67416-61-9

CAS: 67416-61-9 Cat. No.: A329474 Peso molecular: 512.74 Número EC: 614-060-6

GRADE & PURITY Moligand™, ≥98%

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

Storage

Store at 2-8°C

Shipped In

Wet ice

Descripción general

AKBA (Acetyl-11-keto-β-boswellic acid) is an active triterpenoid compound from the extract of Boswellia serrate and a novel Nrf2 activator.

Specifications

Sinónimos

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

Especificaciones y pureza

Moligand™, ≥98%

Mecanismos bioquímicos y fisiológicos

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

Fuente

Boswellia serrata

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Moligand™

Tipo de acción

INHIBITOR

Pureza

≥98%

Propiedades del producto

• pKa: pKa: 4.28 (Predicted)

Nombres e identificadores

• Pubchem Sid: 504766105
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504766105
• Sonrisas canónicas: CC1CCC2(CCC3(C(=CC(=O)C4C3(CCC5C4(CCC(C5(C)C(=O)O)OC(=O)C)C)C)C2C1C)C)C
• 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
• InChIKey: HMMGKOVEOFBCAU-BCDBGHSCSA-N
• 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
• Isómeros 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 Alemania: 3
• Peso molecular: 512.74
• Reaxy-Rn: 25999391
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25999391&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Clase Prenol lipids
      • Subclass Triterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: 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
• Descripción: 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.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (humanos)

ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

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PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

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PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

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ALOX15B Tchem Arachidonate 15-lipoxygenase, type II (7244 Activities)

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KDR Tclin Vascular endothelial growth factor receptor 2 (20924 Activities)

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PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)

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Caco-2 (12174 Activities)

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COLO 205 (50209 Activities)

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DU-145 (51482 Activities)

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HL-60 (67320 Activities)

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HT-29 (80576 Activities)

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MCF7 (126967 Activities)

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PC-3 (62116 Activities)

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HEp-2 (3859 Activities)

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A2780 (11979 Activities)

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HUVEC (11049 Activities)

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LNCaP (8286 Activities)

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HeLa (62764 Activities)

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SW-620 (52400 Activities)

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PBMC (10003 Activities)

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Objetivos asociados (no humanos)

Hsd11b1 11-beta-hydroxysteroid dehydrogenase 1 (202 Activities)

Discover Target: Hsd11b1

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PTGES Prostaglandin E synthase (10 Activities)

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PREP Prolyl endopeptidase (14 Activities)

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Hdac6 Histone deacetylase 6 (222 Activities)

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Hsd11b2 11-beta-hydroxysteroid dehydrogenase 2 (82 Activities)

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Mus musculus (284745 Activities)

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RAW264.7 (28094 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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Brain (1 Activities)

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Plasma (328 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in chloroform, alcohol, DMSO (10 mg/ml), acetone, dichloromethane, and diethyl ether.
• Índice de refracción: n20D1.55 (Predicted)
• Punto de ebullición (°C): 600.29° C at 760 mmHg (Predicted)
• Peso molecular: 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

Referencias

1. Aiwen Shi, Bin Qi, Xiaolei Tang, Li Liu, Chang Wang, Ziyi Jia.  (2025)  Qualitative and quantitative analysis of the changes in chemical composition of frankincense before and after stir-frying using GC-MS and LC-MS.  Analytical Methods,      [PMID:39963767] [10.1039/D4AY01742K]