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Chemical Structure| 14259-46-2 Chemical Structure| 14259-46-2

Structure of Narirutin
CAS No.: 14259-46-2

Chemical Structure| 14259-46-2

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Narirutin is a flavanone-7-O-glycoside with antiproliferative, anti-depressant and anti-inflammatory properties. It can be isolated from the young fruit of Citrus grandis (L.) Osbeck.

Synonyms: Naringenin-7-O-rutinoside; Isonaringin; Narirutin, Isonaringenin, Isonaringin, Naringenin 7-beta-rutinoside, Naringenin 7-O-rutinoside, (2S)-Narirutin

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Product Details of Narirutin

CAS No. :14259-46-2
Formula : C27H32O14
M.W : 580.53
SMILES Code : O=C1C[C@@H](C2=CC=C(O)C=C2)OC3=C1C(O)=CC(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@H]5[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O5)O4)=C3
Synonyms :
Naringenin-7-O-rutinoside; Isonaringin; Narirutin, Isonaringenin, Isonaringin, Naringenin 7-beta-rutinoside, Naringenin 7-O-rutinoside, (2S)-Narirutin
MDL No. :MFCD00017316
InChI Key :HXTFHSYLYXVTHC-AJHDJQPGSA-N
Pubchem ID :442431

Safety of Narirutin

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
HepG2 cells 80 µM 7 hours To investigate the effect of NR on TFEB nuclear translocation, results showed NR promoted TFEB dephosphorylation and nuclear translocation via the PPP3/calcineurin pathway. Autophagy. 2023 Aug;19(8):2240-2256
Mouse primary hepatocytes 80 µM 8 hours To evaluate the protective effects of NR on APAP-induced cell damage, results showed NR enhanced cell viability, decreased activities of GPT and GOT1, and improved mitochondrial dysfunction. Autophagy. 2023 Aug;19(8):2240-2256
Human embryonic kidney (HEK) 293 cell line 20 µM Overnight Blocks voltage-gated sodium (Na V) channels subtype 1.7 Int J Mol Sci. 2022 Nov 27;23(23):14842
Rat dorsal root ganglion (DRG) neurons 20 µM Overnight Inhibits Veratridine-triggered nociceptor activities Int J Mol Sci. 2022 Nov 27;23(23):14842

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
C57BL/6J mice LPS-induced acute lung injury model Intraperitoneal injection 20 mg/kg and 40 mg/kg Once daily for seven days Narirutin pretreatment alleviates LPS-induced acute lung injury by regulating TLR4/NF-κB mediated inflammation J Inflamm Res. 2024 Oct 21;17:7503-7520
Adult male rats Spared nerve injury (SNI)-induced neuropathic pain model Intrathecal injection 20 μg/20 μL Single administration, effects lasted for about 3 hours Alleviates mechanical allodynia and cold allodynia Int J Mol Sci. 2022 Nov 27;23(23):14842
Rats Depression-like behavior model induced by high sugar diet (HSD) and cafeteria diet Dietary supplementation 30 mg/kg Continuous supplementation during pregnancy and lactation To evaluate the preventive effect of Narirutin on depression-like behavior induced by maternal high sugar diet and cafeteria diet. Results showed that Narirutin supplementation reversed the depression-like behavior induced by cafeteria diet. Nutrients. 2019 Mar 7;11(3):572
BALB/c mice OVA-induced food allergy model Intragastric administration 30 mg/kg and 50 mg/kg Tolerance establishment stage (D0–D4), sensitization stage (D11–D18), and excitation phase (D25–D39) To investigate the protective effects of Narirutin on OVA-induced food allergy, results showed that Narirutin may exert protective effects by increasing Lachnospiraceae abundance Nutrients. 2025 May 8;17(10):1611
C57BL/6J mice APAP-induced liver injury model Intraperitoneal injection 50 mg/kg Administered 1 hour after APAP injection, lasting for 5 or 23 hours To evaluate the protective effects of NR on APAP-induced liver injury and oxidative stress, results showed NR reduced liver necrosis, decreased serum GPT and GOT1 activities, elevated antioxidant enzyme activities, and improved mitochondrial function. Autophagy. 2023 Aug;19(8):2240-2256

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

1.72mL

0.34mL

0.17mL

8.61mL

1.72mL

0.86mL

17.23mL

3.45mL

1.72mL

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