CAS 29741-09-1

Apigenin 7-O-glucuronide

Description:

Apigenin 7-O-glucuronide is a flavonoid glycoside, specifically a glucuronide derivative of apigenin, which is a naturally occurring flavonoid found in various plants, including parsley, chamomile, and celery. This compound is characterized by its glucuronic acid moiety attached to the hydroxyl group at the 7-position of the apigenin structure. It exhibits various biological activities, including antioxidant, anti-inflammatory, and potential anticancer properties, making it of interest in pharmacological research. Apigenin 7-O-glucuronide is soluble in water due to its glucuronide group, which enhances its bioavailability compared to its aglycone form. The compound is often studied for its role in plant metabolism and its effects on human health, particularly in relation to dietary intake of flavonoids. Its stability and reactivity can be influenced by factors such as pH and temperature, which are important considerations in both natural and synthetic contexts. Overall, apigenin 7-O-glucuronide represents a significant area of interest in the study of phytochemicals and their health benefits.

Formula: C₂₁H₁₈O₁₁

InChI: InChI=1S/C21H18O11/c22-9-3-1-8(2-4-9)13-7-12(24)15-11(23)5-10(6-14(15)31-13)30-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21-23,25-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1

InChI key: InChIKey=JBFOLLJCGUCDQP-ZFORQUDYSA-N

SMILES: O=C1C=2C(OC(=C1)C3=CC=C(O)C=C3)=CC(O[C@@H]4O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]4O)=CC2O

Synonyms:

• 4H-1-benzopyran-4-one, 7-(beta-D-glucopyranuronosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-
• 5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl β-<span class="text-smallcaps">D</span>-glucopyranosiduronic acid
• Apigenin 7-O-glucuronide
• Apigenin 7-O-β-<span class="text-smallcaps">D</span>-glucuronide
• Apigenin 7-O-β-<span class="text-smallcaps">D</span>-glucuronopyranoside
• Apigenin 7-O-β-glucuronide
• Apigenin 7-glucuronide
• Apigenin 7-β-glucuronide
• Apigenin-7-O-β-D glucuronoside
• Glucopyranosiduronic acid, 5-hydroxy-2-(p-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl, β-<span class="text-smallcaps">D</span>-
• Scutellarin A
• β-<span class="text-smallcaps">D</span>-Glucopyranosiduronic acid, 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl
• 5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl β-D-glucopyranosiduronic acid
• β-D-Glucopyranosiduronic acid, 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl

β-D-Glucopyranosiduronic acid, 5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl

CAS: 29741-09-1

Formula: C₂₁H₁₈O₁₁

Purity: 98%

Color and Shape: Solid

Molecular weight: 446.3610

Ref: IN-DA002Z99

Apigenin-7-Glucuronide

CAS: 29741-09-1

Apigenin-7-Glucuronide

Purity: 98%

Molecular weight: 446.36g/mol

Ref: 54-OR1024405

Apigenin 7-O-Glucuronide

CAS: 29741-09-1

Formula: C₂₁H₁₈O₁₁

Molecular weight: 446.36

Ref: 4Z-A-743

Apigenin-7-glucuronide

CAS: 29741-09-1

Apigenin-7-glucuronide

Purity: ≥95%

Molecular weight: 446.36g/mol

Ref: 54-BUP04678

Apigenin 7-O-Glucuronide-d4

CAS: 29741-09-1

Formula: C₂₁H₁₄D₄O₁₁

Molecular weight: 450.39

Ref: 4Z-A-749

Apigenin-7-O-glucuronide

CAS: 29741-09-1

Apigenin 7-O-β-D-glucuronide(AG), an active flavonoid derivative isolated from the agricultural residue of Juglans sigillata fruit husks, possesses multiple pharmacological activities, including anti-oxidant, anti-complement, and aldose reductase inhibitory activities; AG protects mice from LPS-induced endotoxin shock by inhibiting proinflammatory cytokine production, suggests that AG may be used as a source of anti-inflammatory agents as well as a dietary complement for health promotion.

Formula: C₂₁H₁₈O₁₁

Purity: 95%~99%

Color and Shape: Yellow powder

Molecular weight: 446.364

Ref: BP-BP0179

Apigenin-7-glucuronide

CAS: 29741-09-1

Apigenin-7-glucuronide: antioxidant, anti-inflammatory, inhibits MMP-3/8/9/13 (IC50: 12.87/22.39/17.52/0.27 μM).

Formula: C₂₁H₁₈O₁₁

Purity: 99.27% - 99.59%

Color and Shape: Solid

Molecular weight: 446.36

Ref: TM-T5S1026

Apigenin 7-glucuronide

CAS: 29741-09-1

Formula: C₂₁H₁₈O₁₁

Purity: ≥ 95.0%

Color and Shape: Yellow powder

Molecular weight: 446.36

Ref: 7W-GL6788

Apigenin-d5 7-O-Glucuronide

CAS: 29741-09-1

Formula: C₂₁H₁₃D₅O₁₁

Molecular weight: 451.39

Ref: 4Z-A-745

Apigenin 7-glucuronide

CAS: 29741-09-1

Natural glycoside

Formula: C₂₁H₁₈O₁₁

Purity: ≥ 90.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 446.37

Ref: 5G-83471

Apigenin 7-Glucuronide

CAS: 29741-09-1

Applications Apigenin 7-Glucuronide is a metabolite of Apigenin, which induces the reversion of transformed phenotypes of v-H-ras-transformed NIH 3T3 cells at low concentration (12.5 uM) by inhibiting MAP kinase activity. Also inhibits the proliferation of malignant tumor cells by G2/M arrest and induces morphological differentiation. Apigenin has also been reported to enhance the gap juntion intracellular communication in liver cells.
References Chaumontet, C., et al.: Carcinogenesis, 15, 2325 (1994), Sato, F., et al.: Biochem. Biophys. Res. Commun., 204, 578 (1994), Kuo, M.L. et al.: Biochem. Biophys. Res. Commun., 212, 767 (1995)

Formula: C₂₁H₁₈O₁₁

Color and Shape: Neat

Molecular weight: 446.36

Ref: TR-A726505

Apigenin-7-O-glucronide

CAS: 29741-09-1

Apigenin-7-O-glucronide is a flavonoid derivative, which is a bioactive compound found naturally in various plants, particularly in those used medicinally or as nutritional supplements. Its source includes a variety of plant species, where it exists as part of the plant's secondary metabolites, often contributing to the plant's defense mechanisms.

Formula: C₂₁H₁₈O₁₁

Purity: Min. 98 Area-%

Color and Shape: Powder

Molecular weight: 446.36 g/mol

Ref: 3D-MA74543

Apigenin-d5 7-Glucuronide

Controlled Product

CAS: 29741-09-1

Formula: C₂₁H₁₃D₅O₁₁

Color and Shape: Neat

Molecular weight: 451.39

Ref: TR-A726507

Apigenin 7-O-Glucuronide

CAS: 29741-09-1

Formula: C₂₁H₁₈O₁₁

Molecular weight: 446.36

Ref: ST-EA-CP-A205004