Galangin
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MedKoo CAT#: 584446

CAS#: 548-83-4

Description: Galangin inhibits Ca2+ entry into TRPC5 expressing cells and also induces autophagy.

Chemical Structure

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Galangin
CAS# 548-83-4
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 584446
Name: Galangin
CAS#: 548-83-4
Chemical Formula: C15H10O5
Exact Mass: 270.05
Molecular Weight: 270.240
Elemental Analysis: C, 66.67; H, 3.73; O, 29.60

Price and Availability

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25mg USD 280
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Synonym: Galangin; Norizalpinin

IUPAC/Chemical Name: 3,5,7-Trihydroxy-2-phenyl-4-benzopyrone

InChi Key: VCCRNZQBSJXYJD-UHFFFAOYSA-N

InChi Code: InChI=1S/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

SMILES Code: O=C1C(O)=C(C2=CC=CC=C2)OC3=CC(O)=CC(O)=C13

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:
Product Data
Instruction:
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Biological target: Galangin (Norizalpinin) is an agonist/antagonist of the arylhydrocarbon receptor. Galangin (Norizalpinin) also shows inhibition of CYP1A1 activity.
In vitro activity: HG induced RAS activation, oxidative stress, while inhibited cell viability. Gal (galangin) suppressed oxidative stress-mediated apoptosis of HK-2 cells under the stimulation of HG via inhibiting RAS activation. Reference: Toxicol Res (Camb). 2021 May 17;10(3):551-560. https://pubmed.ncbi.nlm.nih.gov/34141169/
In vivo activity: Iron overload model was established in male Wistar rats via intraperitoneal injection of 150 mg/kg iron-dextran subdivided over a ten-day experimental period. Galangin was administered in a daily oral dose of 15 mg/kg throughout the experimental period. Galangin significantly reduced liver iron content and serum ferritin level, and alleviated the iron-evoked oxidative stress. It enhanced the liver cell integrity as reflected by decreased serum activity of the liver enzymes. Mechanistically, galangin up-regulated the redox-regulating transcription factor Nrf2 and its responsive proteins HO-1 and NQO1. Interestingly, galangin up-regulated the antioxidant and anti-inflammatory protein PPARγ and serum hepcidin levels under the iron overload conditions. Reference: Life Sci. 2021 Jul 27;283:119856. https://pubmed.ncbi.nlm.nih.gov/34329667/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 36.8 136.03
DMF 30.0 111.01
Ethanol 21.8 80.52
Ethanol:PBS (pH 7.2) (1:3) 0.3 0.93

Preparing Stock Solutions

The following data is based on the product molecular weight 270.24 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Liao J, Liu B, Chen K, Hu S, Liu ZY, Li YX, Yang ZM, Zhang M, Chen X. Galangin attenuates oxidative stress-mediated apoptosis in high glucose-induced renal tubular epithelial cells through modulating renin-angiotensin system and PI3K/AKT/mTOR pathway. Toxicol Res (Camb). 2021 May 17;10(3):551-560. doi: 10.1093/toxres/tfab009. PMID: 34141169; PMCID: PMC8201591. 2. Li X, Jiang J, Yang Z, Jin S, Lu X, Qian Y. Galangin suppresses RANKL-induced osteoclastogenesis via inhibiting MAPK and NF-κB signalling pathways. J Cell Mol Med. 2021 Jun;25(11):4988-5000. doi: 10.1111/jcmm.16430. Epub 2021 May 3. PMID: 33939240; PMCID: PMC8178255. 3. Salama SA, Elshafey MM. Galangin mitigates iron overload-triggered liver injury: Up-regulation of PPARγ and Nrf2 signaling, and abrogation of the inflammatory responses. Life Sci. 2021 Jul 27;283:119856. doi: 10.1016/j.lfs.2021.119856. Epub ahead of print. PMID: 34329667. 4. Sangaraju R, Alavala S, Nalban N, Jerald MK, Sistla R. Galangin ameliorates Imiquimod-Induced psoriasis-like skin inflammation in BALB/c mice via down regulating NF-κB and activation of Nrf2 signaling pathways. Int Immunopharmacol. 2021 Jul;96:107754. doi: 10.1016/j.intimp.2021.107754. Epub 2021 May 24. PMID: 34162135.
In vitro protocol: 1. Liao J, Liu B, Chen K, Hu S, Liu ZY, Li YX, Yang ZM, Zhang M, Chen X. Galangin attenuates oxidative stress-mediated apoptosis in high glucose-induced renal tubular epithelial cells through modulating renin-angiotensin system and PI3K/AKT/mTOR pathway. Toxicol Res (Camb). 2021 May 17;10(3):551-560. doi: 10.1093/toxres/tfab009. PMID: 34141169; PMCID: PMC8201591. 2. Li X, Jiang J, Yang Z, Jin S, Lu X, Qian Y. Galangin suppresses RANKL-induced osteoclastogenesis via inhibiting MAPK and NF-κB signalling pathways. J Cell Mol Med. 2021 Jun;25(11):4988-5000. doi: 10.1111/jcmm.16430. Epub 2021 May 3. PMID: 33939240; PMCID: PMC8178255.
In vivo protocol: 1. Salama SA, Elshafey MM. Galangin mitigates iron overload-triggered liver injury: Up-regulation of PPARγ and Nrf2 signaling, and abrogation of the inflammatory responses. Life Sci. 2021 Jul 27;283:119856. doi: 10.1016/j.lfs.2021.119856. Epub ahead of print. PMID: 34329667. 2. Sangaraju R, Alavala S, Nalban N, Jerald MK, Sistla R. Galangin ameliorates Imiquimod-Induced psoriasis-like skin inflammation in BALB/c mice via down regulating NF-κB and activation of Nrf2 signaling pathways. Int Immunopharmacol. 2021 Jul;96:107754. doi: 10.1016/j.intimp.2021.107754. Epub 2021 May 24. PMID: 34162135.

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Naylor et al (2016) Natural and synthetic flavonoid modulation of TRPC5 channels. Br.J.Pharmacol. 173 562 PMID: 26565375

Chen et al (2017) Galangin reduces the loss of dopaminergic neurons in an LPS-evoked model of Parkinson's disease in rats. Int.J.Mol.Sci. 19 PMID: 29267220

So et al (1996) Inhibition of human breast cancer cell proliferation and delay of mammary tumorigenesis by flavonoids and citrus juices. Nutr.Cancer. 26 167 PMID: 8875554

Wen et al (2012) Galangin induces autophagy through upregulation of p53 in HepG2 cells. Pharmacology. 89 247 PMID: 22507894