SMB01357

Curcumin glucuronide

• Szinonimák: 4-[(1E,6E)-7-(4-Hydroxy-3-methoxyphenyl)-3,5-dioxo-1,6-heptadien-1-yl]-2-methoxyphenyl β-D-glucopyranosiduronic acid, Curcumin-beta-D-glucuronide
• Tapasztalati képlet (Hill-képlet): C₂₇H₂₈O₁₂
• CAS-szám: 227466-72-0
• Molekulatömeg: 544.50
• UNSPSC kód: 12352205
• NACRES: NA.22

Tulajdonságok

• Forma: powder
• Minőségi szint: 200
• tárolási hőmérséklet: 2-8°C
• SMILES string: O[C@@H]1[C@@H](O)[C@H](OC2=CC=C(/C=C/C(CC(/C=C/C3=CC=C(O)C(OC)=C3)=O)=O)C=C2OC)O[C@H](C(O)=O)[C@H]1O
• InChI: 1S/C27H28O12/c1-36-20-11-14(5-9-18(20)30)3-7-16(28)13-17(29)8-4-15-6-10-19(21(12-15)37-2)38-27-24(33)22(31)23(32)25(39-27)26(34)35/h3-12,22-25,27,30-33H,13H2,1-2H3,(H,34,35)/b7-3+,8-4+/t22-,23-,24+,25-,27+/m0/s1
• Nemzetközi kémiai azonosító kulcs: BNSAVBGHRVFVNN-XSCLDSQRSA-N

Leírás

Általános leírás

Curcumin glucuronide, a diarylheptanoid, is a major conjugated metabolite of Curcumin, present in hepatic tissue, human blood plasma, and urine following oral intake. Curcumin, a potent antioxidant and anti-inflammatory agent, faces bioavailability challenges due to poor solubility and rapid metabolism. Curcumin glucuronide, featuring a glucuronic acid moiety attached to curcumin′s phenolic hydroxyl groups, offers improved solubility and stability, making it a promising candidate for drug discovery research in the fields of biochemical and biomedical sciences. Additionally, it regulates enzymes involved in fatty acid and cholesterol metabolism, impacts transcription factors, and interacts with immune system regulators. Its potential in combating inflammation, oxidative stress, and cell death is of interest for researching cardiovascular disease, cancer, diabetes, Alzheimer′s disease, and cognitive function. Intriguingly, while in vitro studies suggest conjugated curcumin′s reduced efficacy against tumor cells, in vivo, these metabolites significantly enhance curcumin′s therapeutic activity, due to enzymes like β-glucuronidase/sulfatases swiftly activating the curcumin compound.

Alkalmazás

Curcumin glucuronide finds application in metabolomics, oncology, phytochemical and drug discovery research.

Biokémiai/fiziológiai hatások

Studies have demonstrated that Curcumin β-D-glucuronide exhibits anticancer properties in mouse tumor models and human metastatic colorectal cancer cell lines by promoting apoptosis. Additionally, it has shown potential as a colon cancer prevention agent through metabolism by rat liver microsomes. This compound also possesses anti-inflammatory attributes attributed to its ability to inhibit prostaglandin E2 (PGE2) levels in humans.

Tulajdonságok és előnyök

• High quality compound suitable for multiple research applications
• Compatible with a wide variety of chromatographic and spectrometry techniques

Egyéb megjegyzések

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This product is intended for research purposes only, and it is not meant for human consumption.

Biztonsági adatok

• Tárolási osztály kódja: 11 - Combustible Solids
• WGK: WGK 3
• Lobbanási pont (F): Not applicable
• Lobbanási pont (C): Not applicable