Cafestol palmitate - ≥98% , CAS No.81760-46-5

CAS: 81760-46-5 Cat. No.: C274886 Peso molecular: 554.43

GRADE & PURITY ≥98%

Synonyms

Cafesterol palmitate | HEXADECANOIC ACID, ((3BS,5AS,7R,8R,10AR,10BS)-3B,4,5,6,7,8,9,10,10A,10B,11,12-DODECAHYDRO-7-HYDROXY-10B-METHYL-5A,8-METHANO-5AH-CYCLOHEPTA(5,6)NAPHTHO(2,1-B)FURAN-7-YL)METHYL ESTER | UNII-P8W9M3T86Y | P8W9M3T86Y | HEXADECANOIC ACID,

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Descripción general

Cafestol is a diterpene initially found in brewed, unfiltered coffee that exhibits anti-angiogenic, anticancer, chemopreventive, neuromodulatory, anti-inflammatory, and hyperlipidemic activities. Cafestol inhibits proliferation, migration, and tube formation in vitro, potentially through decreasing phosphorylation of FAK and Akt. In renal carcinoma cells, cafestol induces G1 phase cell cycle arrest and apoptosis, decreases the mitochondrial membrane potential, increases activation of caspase 3, downregulates expression of Bcl-2, Bcl-cl, Mcl-1, and FLIP, suppresses Akt pathway signaling, and inhibits cellular proliferation. In other cellular models, cafestol decreases aflatoxin B1-induced DNA adduct formation and increases levels of glutathione-S-transferase. Additionally, cafestol activates Nrf2 and displays protective benefit in models of Parkinson’s disease. In LPS-stimulated macrophages, this compound inhibits ERK2 and MEK1 and decreases production of COX-2 and prostaglandin E2 (PGE2). In vivo, cafestol upregulates expression of genes involved in cholesterol homeostasis by acting as an agonist at the farnesoid X receptor (FXR) and pregnane X receptor (PXR).

Specifications

Sinónimos

Cafesterol palmitate | HEXADECANOIC ACID, ((3BS, 5AS, 7R, 8R, 10AR, 10BS)-3B, 4, 5, 6, 7, 8, 9, 10, 10A, 10B, 11, 12-DODECAHYDRO-7-HYDROXY-10B-METHYL-5A, 8-METHANO-5AH-CYCLOHEPTA(5, 6)NAPHTHO(2, 1-B)FURAN-7-YL)METHYL ESTER | UNII-P8W9M3T86Y | P8W9M3T86Y | HEXADECANOIC ACID,

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

Glutathione S-transferase activator and N-acetyltransferase inhibitor. Naturally occurring ester present in green coffee beans. Active in vivo.

Condiciones de almacenamiento de almacenamiento

Store at -20°C, Desiccated

Enviado en

Ice chest + Ice pads

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

Nota

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Pureza

≥98%

Nombres e identificadores

• Sonrisas canónicas: CCCCCCCCCCCCCCCC(=O)OCC1(CC23CCC4C5=C(CCC4(C2CCC1C3)C)OC=C5)O
• IUPAC Name: [(1S,4S,12S,13R,16R,17R)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6-dien-17-yl]methyl hexadecanoate
• InChIKey: DGPMHJKMSANHDM-SMDVAALKSA-N
• INCHI: 1S/C36H58O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-33(37)40-27-36(38)26-35-23-19-30-29-21-24-39-31(29)20-22-34(30,2)32(35)18-17-28(36)25-35/h21,24,28,30,32,38H,3-20,22-23,25-27H2,1-2H3/t28-,30-,32+,34-,35+,36+/m1/s1
• Isómeros SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@]1(C[C@@]23CC[C@@H]4C5=C(CC[C@]4([C@@H]2CC[C@@H]1C3)C)OC=C5)O
• Peso molecular: 554.43
• Reaxy-Rn: 13858408
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=13858408&ln=

Propiedades químicas y físicas

• Solubilidad: Soluble in methanol, ethanol, ether. Insoluble in water.