3H-Naphtho[2,3-b]furan-2-one, 4-hydroxy-4a,5-dimethyl-3-methylene-3a,4,4a,5,6,7,9,9a-octahydro-
| Compound Structure: |
|
||||||||||||||||||||||||||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Synonyms: | 3H-Naphtho[2,3-b]furan-2-one, 4-hydroxy-4a,5-dimethyl-3-methylene-3a,4,4a,5,6,7,9,9a-octahydro-;4-hydroxy-4a,5-dimethyl-3-methylene-3a,4,4a,5,6,7,9,9a-octahydro-3h-naphtho[2,3-b]furan-2-one | ||||||||||||||||||||||||||||||||||||||
| Compound ID: | NMPC-415 | ||||||||||||||||||||||||||||||||||||||
| PubChem ID: | |||||||||||||||||||||||||||||||||||||||
| Molecular Formula: | C15H20O3 | ||||||||||||||||||||||||||||||||||||||
| Canonical SMILES: | CC1CCC=C2C1(C(C3C(C2)OC(=O)C3=C)O)C | ||||||||||||||||||||||||||||||||||||||
| InChIKey: | YCGJWERFZRIVQQ-UHFFFAOYSA-N | ||||||||||||||||||||||||||||||||||||||
| About the compound: | Catechingallate is composed of the catechin moiety (a type of flavonoid) esterified with gallic acid. The "(+)" in its name indicates that it is the positive enantiomer, meaning it rotates plane-polarized light in a clockwise direction.(+)-CatechinGallate is found in green tea. The Camellia sinensis plant, from which green tea is derived, contains a mix of catechins, and CG is one of them, albeit in lesser amounts than the more abundant EGCG (EpigallocatechinGallate). Catechins, such as catechin gallate, are polyphenolic substances found across a wide range of plants, including tea, apples, persimmons, cacao, grapes, and berries. Originating from Acacia catechu L., these compounds are integral to the catechin group and celebrated for their beneficial health effects. The designation "catechin" refers to a family of chemicals based on this structure, with catechin gallate being a prominent variant. Research has extensively explored catechins for their potential in promoting health, showing antioxidant, anticancer, anti-obesity, antidiabetic, anticardiovascular, anti-infectious, liver-protective, and brain-protective benefits[1]. Among catechins, epigallocatechin gallate (EGCG) stands out as the most studied catechin in green tea, particularly for its potential in cancer prevention and therapy. It is known for its antioxidant and anti-inflammatory attributes, playing a pivotal role in disease management and prevention. EGCG's ability to inhibit various stages of cancer development, including initiation, promotion, and progression, is significant. It influences cellular signaling pathways, affecting cell growth, apoptosis, blood vessel growth, and the destruction of diverse cancer cell types. When used alongside other chemopreventive substances, EGCG can lessen side effects and bolster anticancer activities. Nonetheless, its poor bioavailability poses a challenge in cancer prevention efforts. Studies have indicated that nanotechnology, through encapsulation and nanoparticle use, can enhance EGCG's bioavailability, improving its efficacy in cancer care[2]. The encouraging findings from epidemiological, clinical, cell-based, and animal studies lay a robust foundation for further exploration of catechins like catechin gallate and EGCG. These investigations reveal the sophisticated ways catechins work, involving both antioxidant and pro-oxidant activities, along with the modulation of cellular signaling pathways. Despite obstacles like bioavailability and the difficulty of applying test-tube results directly to living organisms, the exploration of catechins in disease prevention and treatment remains a dynamic field of study [1,2]. References: 1. Isemura, M. (2019). Catechin in Human Health and Disease. Molecules, 24(3), 528. https://www.mdpi.com/1420-3049/24/3/528 2. Almatroodi, S. A., Almatroudi, A., Khan, A. A., Alhumaydhi, F. A., Alsahli, M. A., & Rahmani, A. H. (2020). Potential Therapeutic Targets of Epigallocatechin Gallate (EGCG), the Most Abundant Catechin in Green Tea, and Its Role in the Therapy of Various Types of Cancer. Molecules, 25(14), 3146. https://www.mdpi.com/1420-3049/25/14/3146 |
||||||||||||||||||||||||||||||||||||||
| Properties: |
Chemical and Physical Properties
Source: PubChem |
||||||||||||||||||||||||||||||||||||||
| Source Species: |