β-Elemonic acid - ≥98% , CAS No.28282-25-9

CAS: 28282-25-9 Cat. No.: E334593 Fórmula: C₃₀H₄₆O₃ Peso molecular: 454.68 Número CE: 805-141-9

GRAU & PUREZA ≥98%

Synonyms

BETA-ELEMONICACID|(2S)-6-methyl-2-[(5R,10S,13S,14S,17S)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-5-enoic acid|b-Elemonic acid|Elemonic acid|3-Oxotirucallenoic Acid|beta-elemonic|beta-Elemonic acid|3-oxo Tirucallic Acid|Elemadienonic acid

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Visão geral

Application:

β-Elemonic acid is a triterpene isolated from Boswellia that exhibits anticancer activity. It inhibits growth of non-small cell lung cancer (NSCLC) A549 cells (IC50 = 6.92 µM) in vitro. β-Elemonic acid induces apoptosis and cytotoxicity in A549 cells in a dose-dependent manner but has no effect on normal epithelial WI-38 cells. It inhibits phosphorylation of p42/44, MAPK/JNK, and p38 and induces production of reactive oxygen species (ROS) and COX-2 expression in vitro. β-Elemonic acid also inhibits prolyl endopeptidase (IC50 = 39.74 µM) in vitro.

Especificações

Sinónimos

BETA-ELEMONICACID | (2S)-6-methyl-2-[(5R,10S,13S,14S,17S)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-5-enoic acid | b-Elemonic acid | Elemonic acid | 3-Oxotirucallenoic Acid | beta-elemonic | beta-Elemonic acid | 3-oxo Tirucallic Acid | Elemadienonic acid

Especificações e pureza

≥98%

Condições de armazenamento de armazenamento

Protected from light,Store at -20°C

Enviado em

Ice chest + Ice pads

Este produto requer transporte de cadeia fria. Serviços terrestres e outros serviços econômicos não estão disponíveis.

Pureza

≥98%

Nomes e identificadores

Pubchem Sid

504767898

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504767898

Sorrisos canónicos

CC(=CCCC(C1CCC2(C1(CCC3=C2CCC4C3(CCC(=O)C4(C)C)C)C)C)C(=O)O)C

IUPAC Name

(2S)-6-methyl-2-[(5R,10S,13S,14S,17S)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,7,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-5-enoic acid

InChIKey

XLPAINGDLCDYQV-SDTWUMECSA-N

INCHI

1S/C30H46O3/c1-19(2)9-8-10-20(26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h9,20-21,24H,8,10-18H2,1-7H3,(H,32,33)/t20-,21-,24-,28+,29-,30+/m0/s1

SMILES isoméricas

CC(=CCC[C@@H]([C@@H]1CC[C@]2([C@]1(CCC3=C2CC[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)C)C)C(=O)O)C

Peso molecular

454.68

Reaxy-Rn

42764299

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=42764299&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Classe: Prenol lipids
• Subclass: Triterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Triterpenoids
• Alternative Parents: Bile acids, alcohols and derivatives Steroid acids 3-oxo-5-alpha-steroids Medium-chain fatty acids Unsaturated fatty acids Cyclic ketones Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Triterpenoid - Bile acid, alcohol, or derivatives - Steroid acid - 3-oxosteroid - Oxosteroid - 3-oxo-5-alpha-steroid - Steroid - Medium-chain fatty acid - Fatty acyl - Fatty acid - Unsaturated fatty acid - Ketone - Cyclic ketone - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organooxygen compound - Organic oxygen compound - Carbonyl group - Organic oxide - Hydrocarbon derivative - Aliphatic homopolycyclic compound
• Descrição: 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

Mecanismos de ação

Propriedades químicas e físicas

• Solubilidade: 30 mg/ml in DMF；5 mg/ml in DMSO & Ethanol
• Peso molecular: 454.700 g/mol
• XLogP3: 7.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 454.345 Da
• Monoisotopic Mass: 454.345 Da
• Topological Polar Surface Area: 54.400 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 904.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 6
• 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