548-83-4
galangin
CAS: 548-83-4
Molecular Formula: C15H10O5
548-83-4 - Names and Identifiers
| Name | galangin |
| Synonyms | Galengin galangin Galangin Standard 3,5,7-Trihydroxyflavone Galangin, froM Alpinia officinaruM 3,5,7-trihydroxy-2-phenyl-4H-chromen-4-one 3,5,7-Trihydroxy-2-phenyl-4H-chroMen-4-one 3,5,7-Trihydroxy-2-phenyl-4h-benzopyran-4-one 4H-1-Benzopyran-4-one,3,5,7-trihydroxy-2-phenyl |
| CAS | 548-83-4 |
| EINECS | 208-960-4 |
| InChI | InChI=1/C15H10O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,16-17,19H |
| InChIKey | VCCRNZQBSJXYJD-UHFFFAOYSA-N |
548-83-4 - Physico-chemical Properties
| Molecular Formula | C15H10O5 |
| Molar Mass | 270.24 |
| Density | 1.2319 (rough estimate) |
| Melting Point | 214-215°C(lit.) |
| Boling Point | 333.35°C (rough estimate) |
| Flash Point | 202°C |
| Solubility | Slightly soluble in ethanol and ether, soluble in DMSO, hot methanol, methanol and chloroform mixed solvent, insoluble in petroleum ether and chloroform. |
| Vapor Presure | 2.24E-11mmHg at 25°C |
| Appearance | Pale yellow needle crystal |
| Color | Light Yellow to Yellow |
| Merck | 14,4339 |
| BRN | 272179 |
| pKa | 6.32±0.40(Predicted) |
| Storage Condition | room temp |
| Refractive Index | 1.6000 (estimate) |
| MDL | MFCD00006833 |
| Physical and Chemical Properties | Light yellow crystalline powder, soluble in ethanol, ether, derived from the root of Alpinia officinarum Hance. |
| In vitro study | Galangin (Norizalpinin)inhibits the catabolic breakdown of DMBA, as measured by thin-layer chromatography, in a dose-dependent manner.Galanginalso inhibits the formation of DMBA-DNA adducts, and prevents DMBA-induced inhibition of cell growth.Galangincauses a potent, dose-dependent inhibition ofCYP1A1activity, as measured by ethoxyresorufin-O-deethylaseactivity, in intact cells and in microsomes isolated from DMBA-treated cells. Analysis of the inhibition kinetics by double-reciprocal plot demonstrates thatgalangininhibits CYP1A1activityin a noncompetitive manner.Galangincauses an increase in the level ofCYP1A1mRNA, indicating that it may be anagonistof thearylhydrocarbonreceptor, but it inhibits the induction ofCYP1A1mRNA by DMBA or by 2,3,5,7-tetrachlorodibenzo-p-dioxin (TCDD).Galanginalso inhibits the DMBA- or TCDD-induced transcription of a reporter vector containing theCYP1A1promoter. Galangin treatment inhibits cell proliferation and induced autophagy (130 μM) and apoptosis (370 μM). In particular, galangin treatment in HepG2 cells causes (1) an accumulation of autophagosomes, (2) elevated levels of microtubule-associated protein light chain 3, and (3) an increased percentage of cells with vacuoles. p53 expression is also increased. The galangin-induced autophagy is attenuated by the inhibition of p53 in HepG2 cells, and overexpression of p53 in Hep3B cells restored the galangin-induced higher percentage of cells with vacuoles to normal level. |
548-83-4 - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
| RTECS | LK9275500 |
| FLUKA BRAND F CODES | 10 |
| HS Code | 29329990 |
548-83-4 - Reference
| Reference Show more | 1. Longqin Lin Dingguang, Hu Jiali, et al. Study on HPLC fingerprint and determination of index components in different cultivars of galangal [J]. Journal of Guangzhou University of Traditional Chinese Medicine, 2019 036(001):109-114. 2. Zhang Xiping, Tang Huaying, Zhao Lijuan, et al. Effects of mangiferin and galangin on the morphology and secretion of BCBL-1 in IL-4 cells [J]. Journal of Youjiang Medical College for Nationalities, 2016, 38(6):563-563. 3. Chang Guanhua, thin Yingyi, Cui Jie, Xu Lulu, Zhao Ziyan, Wang Wenquan, Hou Junling. Analysis of the main chemical components of the aerial parts of licorice based on UPLC-Q-Exactive Orbitrap-MS [J]. Chinese Journal of Traditional Chinese Medicine, 2021,46(06):1449-1459. 4. Chen, Guangxin, et al. "Galangin reductions the loss of dopaminergic neurons in an LPS-evoked model of Parkinson's disease in rats." International journal of molecular sciences 19.1 (2018): 12.https://doi.org/10.3390/ijms19010012 5. Huang, Haizhi, et al. "Dietary compounds galangin and myricetin suppress ovarian cancer cell angiogenesis." Journal of functional foods 15 (2015): 464-475.https://doi.org/10.1016/j.jff.2015.03.051 6. Zhang, Cao, et al. "Chemical structures of polyphenols that critically influence the toxicity of ZnO nanoparticles." Journal of agricultural and food chemistry 66.7 (2018): 1714-1722.https://doi.org/10.1021/acs.jafc.8b00368 7. Qian, Suhong et al. "Apigenin restricts FMDV infection and inhibits viral IRES driven translational activity." Viruses 7.4 (2015): 1613-1626.https://doi.org/10.3390/v7041613 8. [IF=5.279] Cao Zhang et al."Chemical Structures of Polyphenols That Critically Influence the Toxicity of ZnO Nanoparticles."J Agr Food Chem. 2018;66(7):1714-1722 9. [IF=4.379] Wang Jinghui et al."A New Strategy for Deleting Animal drugs from Traditional Chinese Medicines based on Modified Yimusake Formula."Sci Rep-Uk. 2017 May;7(1):1-22 10. [IF=4.183] Guangxin Chen et al."Galangin Reduces the Loss of Dopaminergic Neurons in an LPS-Evoked Model of Parkinson's Disease in Rats."Int J Mol Sci. 2018 Jan;19(1):12 11. [IF=3.811] Suhong Qian et al."Apigenin Restricts FMDV Infection and Inhibits Viral IRES Driven Translational Activity."Viruses-Basel. 2015 Apr;7(4):1613-1626 12. [IF=3.701] Haizhi Huang et al."Dietary compounds galangin and myricetin suppress ovarian cancer cell angiogenesis."J Funct Foods. 2015 May;15:464 13. [IF=5.833] Zhou Zhidu et al."Ultra-sensitive amperometric determination of quercetin by using a glassy carbon electrode modified with a nanocomposite prepared from aminated graphene quantum dots, thiolated β-cyclodextrin and gold nanoparticles."Microchim Acta. 2020 14. [IF=4.879] Yang Liu et al."UV-B Radiation Largely Promoted the Transformation of Primary Metabolites to Phenols in Astragalus mongholicus Seedlings."Biomolecules. 2020 Apr;10(4):504 15. [IF=3.935] Jingyun Zheng et al."A systematic investigation on free phenolic acids and flavonoids profiles of commonly consumed edible flowers in China."J Pharmaceut Biomed. 2019 Aug;172:268 16. [IF=3.361] Mengmeng Yuan et al."The interaction of dietary flavonoids with xanthine oxidase in vitro: molecular property-binding affinity relationship aspects."Rsc Adv. 2019 Apr;9(19):10781-10788 17. [IF=3.267] Haizhi Huang et al."Galangin a Flavonoid from Lesser Galangal, Induced Apoptosis via p53-Dependent Pathway in Ovarian Cancer Cells."Molecules. 2020 Jan;25(7):1579 18. [IF=1.554] Yafen Fu et al."Electrochemical evaluation of the antioxidant capacity of natural compounds on glassy carbon electrode modified with guanine-, polythionine-, and nitrogen-doped graphene."Open Chem. 2020 Jan;18(1):1054-1063 19. [IF=6.576] Junkun Pan et al."Inhibition of Dipeptidyl Peptidase-4 by Flavonoids: Structure-Activity Relationship, Kinetics and Interaction Mechanism."Frontiers in Nutrition. 2022; 9: 892426 |
548-83-4 - Reference Information
| use | galangal is a flavane found in galangal, galangal and propolis. Galangal has been shown to inhibit the proliferation of estrogen receptor positive MCF-7 human breast cancer cells and delay the occurrence of breast tumors. galangin has antiviral, analgesic and antiemetic effects. used for content determination/identification/pharmacological experiment, etc. Pharmacological effect: It has antiviral effect and can mutagenize Salmonella typhimurium TA98 and TA100. |
| biological activity | Galangin (Norizalpinin) is a modulator of arylhydrocarbon receptors and inhibits the activity of CYP1A1. |
Last Update：2024-04-09 21:54:55
Supplier List
Featured ProductsSpot supply
Product Name: Galangin Visit Supplier Webpage Request for quotationCAS: 548-83-4
Tel: +86-18821248368
Email: Int06@meryer.com
Mobile: +86-18821248368
QQ: 495145328
WhatsApp: +86-18821248368
Spot supply
Product Name: galangin Request for quotationCAS: 548-83-4
Tel: 021-60556179
Email: 18721521379@163.com
Mobile: +86-18721521379
Wechat: 18721521379
Product Name: galangin Request for quotation
CAS: 548-83-4
Tel: 0513-66814854
Email: pules.cn@gmail.com
Mobile: +86-17551318830
CAS: 548-83-4
Tel: 0513-66814854
Email: pules.cn@gmail.com
Mobile: +86-17551318830
Spot supply
Product Name: galangin Request for quotationCAS: 548-83-4
Tel: +86-13776910623
Email: r@reformchem.com
Mobile: +86-13776910623
QQ: 3785839865
Wechat: chemical6666
Spot supply
Product Name: Galangin Request for quotationCAS: 548-83-4
Tel: 400-968-2212
Email: 3623107365@qq.com
Mobile: 18916960931
QQ: 3623107365
Wechat: 18916960931
Spot supply
Product Name: Galangin Visit Supplier Webpage Request for quotationCAS: 548-83-4
Tel: +86-400-900-4166
Email: product@acmec-e.com
Mobile: +86-18621343501
QQ: 2881950922
Wechat: 18621343501
WhatsApp: +86-18621343501
Multiple SpecificationsSpot supply
Product Name: Galangin (Standard) Visit Supplier Webpage Request for quotationCAS: 548-83-4
Tel: 609-228-6898
Email: sales@medchemexpress.com
tech@medchemexpress.com
Mobile: 609-228-6898
Spot supply
Product Name: Galangin Visit Supplier Webpage Request for quotationCAS: 548-83-4
Tel: +16314854226
Email: info@bocsci.com
Mobile: +16314854226
Linkedin: https://www.linkedin.com/company/boc-sciences
Product List: View Catalog
Spot supply
Product Name: Galangin Visit Supplier Webpage Request for quotationCAS: 548-83-4
Tel: +86 0571-86722205
Email: sales@chinaskyrun.com
Mobile: +8618958170122
QQ: 2531159185
Wechat: chinaskyrun
Multiple SpecificationsSpot supply
Product Name: Galangin Visit Supplier Webpage Request for quotationCAS: 548-83-4
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Featured ProductsSpot supply
Product Name: Galangin Visit Supplier Webpage Request for quotationCAS: 548-83-4
Tel: +86-18821248368
Email: Int06@meryer.com
Mobile: +86-18821248368
QQ: 495145328
WhatsApp: +86-18821248368
Spot supply
Product Name: galangin Request for quotationCAS: 548-83-4
Tel: 021-60556179
Email: 18721521379@163.com
Mobile: +86-18721521379
Wechat: 18721521379
Product Name: galangin Request for quotation
CAS: 548-83-4
Tel: 0513-66814854
Email: pules.cn@gmail.com
Mobile: +86-17551318830
CAS: 548-83-4
Tel: 0513-66814854
Email: pules.cn@gmail.com
Mobile: +86-17551318830
Spot supply
Product Name: galangin Request for quotationCAS: 548-83-4
Tel: +86-13776910623
Email: r@reformchem.com
Mobile: +86-13776910623
QQ: 3785839865
Wechat: chemical6666
Spot supply
Product Name: Galangin Request for quotationCAS: 548-83-4
Tel: 400-968-2212
Email: 3623107365@qq.com
Mobile: 18916960931
QQ: 3623107365
Wechat: 18916960931
Spot supply
Product Name: Galangin Visit Supplier Webpage Request for quotationCAS: 548-83-4
Tel: +86-400-900-4166
Email: product@acmec-e.com
Mobile: +86-18621343501
QQ: 2881950922
Wechat: 18621343501
WhatsApp: +86-18621343501
Multiple SpecificationsSpot supply
Product Name: Galangin (Standard) Visit Supplier Webpage Request for quotationCAS: 548-83-4
Tel: 609-228-6898
Email: sales@medchemexpress.com
tech@medchemexpress.com
Mobile: 609-228-6898
Spot supply
Product Name: Galangin Visit Supplier Webpage Request for quotationCAS: 548-83-4
Tel: +16314854226
Email: info@bocsci.com
Mobile: +16314854226
Linkedin: https://www.linkedin.com/company/boc-sciences
Product List: View Catalog
Spot supply
Product Name: Galangin Visit Supplier Webpage Request for quotationCAS: 548-83-4
Tel: +86 0571-86722205
Email: sales@chinaskyrun.com
Mobile: +8618958170122
QQ: 2531159185
Wechat: chinaskyrun
Multiple SpecificationsSpot supply
Product Name: Galangin Visit Supplier Webpage Request for quotationCAS: 548-83-4
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
View History