poncirin
poncirin
CAS: 14941-08-3
Molecular Formula: C28H34O14
poncirin - Names and Identifiers
| Name | poncirin |
| Synonyms | C09830 poncirin PONCIRIN PONCIRIN WITH HPLC ISOSAKURANETIN-7-NEOHESPERIDOSIDE ISOSAKURANETIN-7-O-NEOHESPERIDOSID ISOSAKURANETIN-7-O-NEOHESPERIDOSIDE (s)-5,7-dihydroxy-4'-methoxyflavanone-7-[2-o-(α-l-rhamnopyranosyl)-β-d-glucopyranoside] (S)-5,7-DIHYDROXY-4'-METHOXYFLAVANONE-7-[2-O-(ALPHA-L-RHAMNOPYRANOSYL)-BETA-D-GLUCOPYRANOSIDE] |
| CAS | 14941-08-3 |
| EINECS | 239-020-1 |
| InChI | InChI=1/C28H34O14/c1-11-21(32)23(34)25(36)27(38-11)42-26-24(35)22(33)19(10-29)41-28(26)39-14-7-15(30)20-16(31)9-17(40-18(20)8-14)12-3-5-13(37-2)6-4-12/h3-8,11,17,19,21-30,32-36H,9-10H2,1-2H3 |
| InChIKey | NLAWPKPYBMEWIR-QMIPVYQNSA-N |
poncirin - Physico-chemical Properties
| Molecular Formula | C28H34O14 |
| Molar Mass | 594.57 |
| Density | 1.59 |
| Melting Point | 210°C |
| Boling Point | 900.1±65.0 °C(Predicted) |
| Specific Rotation(α) | (c, 1 in DMF)-81.7 |
| Flash Point | 296.5°C |
| Solubility | DMSO |
| Vapor Presure | 7.27E-35mmHg at 25°C |
| Appearance | Powder |
| BRN | 74301 |
| pKa | 7.15±0.40(Predicted) |
| Storage Condition | 2-8℃ |
| Refractive Index | 1.677 |
| MDL | MFCD00017476 |
| In vivo study | Poncirin (intraperitoneal administration; 30 mg/kg) markedly reduces the pain behavior in both acetic acid-induced visceral pain and formalin-induced tonic pain models inComplete Freund’s Adjuvant (CFA)-induced inflammatory pain model. |
poncirin - Risk and Safety
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| FLUKA BRAND F CODES | 10 |
| HS Code | 29389090 |
poncirin - Reference
| Reference Show more | 1. [IF=7.514] Jing Zhao et al."A sensitive and practical ELISA for analyzing naringenin in pummelo and herb samples."Food Chem. 2021 Nov;362:130223 2. [IF=6.543] Wang Yue et al."Polymethoxyflavones in Citrus Regulate Lipopolysaccharide-Induced Oscillating Decay of Circadian Rhythm Genes by Inhibiting Nlrp3 Expression."Oxid Med Cell Longev. 2021;2021:8419415 3. [IF=5.279] Jiajing Chen et al."Primary Bitter Taste of Citrus is Linked to a Functional Allele of the 1,2-Rhamnosyltransferase Gene Originating from Citrus grandis."J Agr Food Chem. 2021;69(34):9869–9882 4. [IF=4.952] Si Tan et al."The effects of drying methods on chemical profiles and antioxidant activities of two cultivars of Psidium guajava fruits."Lwt Food Sci Technol. 2020 Jan;118:108723 5. [IF=4.411] Liuyi Yu et al."Systematic Detection and Identification of Bioactive Ingredients from Citrus aurantium L. var. amara Using HPLC-Q-TOF-MS Combined with a Screening Method."Molecules. 2020 Jan;25(2):357 |
poncirin - Reference Information
| overview | citrate (Poncirin) is one of the important components of Chinese traditional Chinese medicine citrate, belonging to flavonoids, also called isoglycyrrhizin. Studies have confirmed that it has a wide range of pharmacological activities such as anti-tumor, anti-virus, anti-free radicals, relaxation of blood vessels, and inhibition of lipid peroxidation. Structural analysis We found that citrarin has the structural characteristics of small molecule inhibitors of neovascularization:(1) there are two or more aromatic groups;(2) there are multiple receptors or ligands that can form hydrogen bonds on aromatic groups;(3) linker bonds are connected between aromatic groups. Therefore, it has the effect of inhibiting tumor angiogenesis to achieve anti-tumor effect. |
| source | citrus is one of the most important fruits in the world, including kumquat, citron, lemon, lemon, pomelo, grapefruit, sweet orange, lime and wide-skinned citrus. China is one of the important origins of citrus fruit trees and has abundant citrus resources. Citrus fruits are rich in flavonoids, such as saccharin, dihydroquercetin, rutin naringin, naringin, hesperidin, neohesperidin, crocetin, quercitrin, holy wort, vanilla glycosides, citrinin, naringin, luteolin, kaempferol, geranum lignin, orange flavone, tangerin, tangerin, etc. |
| Mechanism of inhibiting tumor angiogenesis | Citrin has the effect of preferentially inhibiting the proliferation of vascular endothelial cells. At a lower non-apoptotic dose, it can inhibit the migration and adhesion of HUVEC. This difference is cytotoxic and can interfere with the function of endothelial cells, meet the criteria for screening anti-angiogenic drugs in modern medicine. The inhibitory effect of citrate on angiogenesis was further verified in chick chorioallantoic membrane experiment. The experimental results showed that the compound had a good inhibitory effect on CAM angiogenesis. Preliminary mechanism studies have found that citrate can inhibit the expression of VEGF mRNA in tumor cells. Since VEGF is a key factor in tumor angiogenesis, this result indicates that citrate may affect the expression of VEGF to achieve its anti-tumor and anti-angiogenesis effects. picture: orange herbs |
| references | [1] Zhang Yuanmei, Zhou Zhiqin, Sun Yujing, etc. Simultaneous Determination of 18 Flavonoids in Citrus Fruits by High Performance Liquid Chromatography [J]. Chinese Agricultural Sciences, 2012, 45(17):3558-3565. [2] Li Zeng, Chen Lingzhi, Liu Chen. Study on Inhibitory Effect of Citrus on Angiogenesis [J]. Shi Zhen Guo Yi Guo Yao, 2016(2):277-279. |
| biological activity | Poncirin are isolated from clover and have anti-inflammatory activity. In a mouse model of full Freund's adjuvant (CFA)-induced inflammatory pain, Poncirin significantly reduced mechanical hyperalgesia and allodynia. |
| in vivo research | Poncirin (intraperitoneal administration; 30 mg/kg) markedly reduces the pain behavior in both acid-induced visceral pain and formalin-induced tonic pain models inComplete Freund's Adjuvant (CFA)-induced inflammatory pain model. |
Last Update：2024-04-09 20:49:11
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