Structure of Spermidine HCl
CAS No.: 334-50-9
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Spermidine, a precursor of spermine, is a polyamine derived from putrescine and could help stabilize some membranes and nucleic acid structures.
Synonyms: Spermidine trihydrochloride; 4-Azaoctamethylenediamine trihydrochloride; Spermidine hydrochloride
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| CAS No. : | 334-50-9 |
| Formula : | C7H22Cl3N3 |
| M.W : | 254.63 |
| SMILES Code : | NCCCCNCCCN.[H]Cl.[H]Cl.[H]Cl |
| Synonyms : |
Spermidine trihydrochloride; 4-Azaoctamethylenediamine trihydrochloride; Spermidine hydrochloride
|
| MDL No. : | MFCD00012918 |
| InChI Key : | LCNBIHVSOPXFMR-UHFFFAOYSA-N |
| Pubchem ID : | 9539 |
| GHS Pictogram: |
|
| Signal Word: | Warning |
| Hazard Statements: | H315-H319 |
| Precautionary Statements: | P305+P351+P338 |
| Description |
Spermidine is essential for maintaining cell membrane stability, enhancing the activities of antioxidant enzymes, improving photosystem II (PSII), and upregulating relevant gene expression. It significantly reduces the contents of hydrogen peroxide (H2O2)[1].
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In Vitro:
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Cell Line
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Concentration | Treated Time | Description | References |
| Primary peritoneal macrophages | 50 µM | 1 hour | Spermidine inhibited NLRP3 and pro-IL-1β expression and ROS generation | Mol Med. 2022 Sep 4;28(1):103. |
| THP-1 macrophages | 50 µM | 1 hour | Spermidine inhibited LPS-induced NLRP3 inflammasome activation and IL-1β production, and reduced NF-κB phosphorylation | Mol Med. 2022 Sep 4;28(1):103. |
| BMDMs | 10 mM | 1 hourr | To evaluate the impact of spermidine on phagocytic uptake, results showed that 10 mM spermidine significantly increased the phagocytic uptake of non-motile mutants. | Elife. 2020 Sep 22;9:e55744. |
| Neonatal astrocytes | 10 µM | 18 hours | To assess the effect of spermidine on astrocyte inflammatory response. Results showed that spermidine reduced the poly I:C-induced release of IL-6, TNF-α, IL-10, IL-12, IL-4 and KC/GRO. | J Neuroinflammation. 2022 Jul 2;19(1):172. |
| RAW 264.7 cells | 100 µM | 24 hours | Evaluate cytocompatibility, results indicate good cytocompatibility up to 100 μM of SPD. | Adv Sci (Weinh). 2024 Jun;11(22):e2310162. |
| Human retinal pigment epithelial cells (ARPE-19) | 10 µM | 24 hours | Spermidine significantly attenuated H2O2-induced cytotoxicity, apoptosis, and G2/M phase cell cycle arrest, and reduced mitochondrial dysfunction. | Int J Mol Sci. 2021 Jan 29;22(3):1361. |
| H1299 cells | 100 µM | 4 hours and 16 hours | To evaluate the effect of spermidine on NRF2 and autophagy pathways. Results showed that SPD increased the protein levels of MAP1S, p62, and NRF2 in a dose-dependent manner, and decreased KEAP1 protein levels. | Hepatology. 2019 Jul;70(1):372-388. |
| Human vascular smooth muscle cells | 0.1, 0.5, 1 µM | 7 days | Spermidine significantly reduced mineral deposition and inhibited osteogenic differentiation markers BMP2 and Runx2 expression | Aging Cell. 2021 Jun;20(6):e13377. |
| Rat vascular smooth muscle cells | 0.1, 0.5, 1 µM | 7 days | Spermidine significantly reduced mineral deposition and inhibited osteogenic differentiation markers BMP2 and Runx2 expression | Aging Cell. 2021 Jun;20(6):e13377. |
In Vivo:
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Species
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Animal Model
|
Administration | Dosage | Frequency | Description | References |
| Drosophila | DSms/C0//C0 Drosophila | Oral | 10 mM | Continuous administration | DFMO extended the lifespan of dSms/C0//C0 Drosophila, with median survival of male flies increasing from 21 to 35 days. | EMBO Mol Med. 2023 Nov 8;15(11):e17833 |
| C57BL/6J mice | High-fat diet-induced obese Mice model | Oral | 20 mg/kg | Once daily for 14 weeks | To evaluate the ameliorative effects of spermidine on metabolic syndrome, results showed spermidine significantly reduced body weight, improved lipid profiles and insulin sensitivity, and promoted white adipose tissue browning | Nat Commun. 2025 Jan 21;16(1):877 |
| Sprague-Dawley rats | Middle-aged rat model | Drinking water | 25 mg/kg | Daily administration for 350 days | To assess the effect of spermidine on behavioral performance and longevity of middle-aged rats. Results showed that spermidine did not significantly extend lifespan but improved body weight, kidney, liver, and heart morphology, reduced anxiety and increased exploratory behavior, enhanced brain autophagy, and decreased expression of inflammatory markers. | Geroscience. 2020 Jun;42(3):937-949 |
| Rats | Subcutaneous implantation model | Subcutaneous implantation | 250 μM | Single implantation, observed up to 21 days | Evaluate the immunomodulatory effects of DN-SPD hydrogel, results show DN-SPD hydrogel significantly reduced inflammatory responses and fibrous encapsulation. | Adv Sci (Weinh). 2024 Jun;11(22):e2310162. |
| Mice | CCl4-induced liver fibrosis model | Drinking water | 3 mM | 5 weeks | To assess the protective effect of spermidine on liver fibrosis. Results showed that SPD significantly alleviated CCl4-induced liver fibrosis, and this protective effect was significantly reduced in NRF2 or p62 single knockout mice and completely abolished in double knockout mice. | Hepatology. 2019 Jul;70(1):372-388. |
| Mice | APPPS1 mice | Oral | 3 mM | Starting at 30 days of age until 120 or 290 days of age | To assess the effect of spermidine on AD pathology. Results showed that spermidine significantly reduced soluble Aβ40 and Aβ42 levels, decreased neuroinflammation, and altered microglial transcriptome and proteome. | J Neuroinflammation. 2022 Jul 2;19(1):172. |
| Rats | Chronic kidney disease model | Drinking water | 3 mM | For 4 weeks | Spermidine significantly attenuated aortic calcification, reduced calcium content, and inhibited osteogenic differentiation markers BMP2 and Runx2 expression | Aging Cell. 2021 Jun;20(6):e13377. |
| C57BL/6 mice | Sepsis-induced acute kidney injury model | Drinking water | 3 mM | Started 1 week before LPS treatment | Spermidine improved sepsis-induced acute kidney injury by modulating macrophage NLRP3 inflammasome activation and mitochondrial respiration | Mol Med. 2022 Sep 4;28(1):103. |
| Mice | ALS (G93A) transgenic mice | Intraperitoneal injection | 5 mg/kg | 4 times per week, from 30 to 120 days of age | Spermidine improved motor neuron survival and neuropathology in ALS mice, delayed disease onset, and prolonged lifespan | J Biomed Sci. 2022 Dec 20;29(1):106 |
| C57BL/6 mice | Sepsis-induced acute kidney injury model | Intraperitoneal injection | 50 mg/kg | Started 30 min or 24 h after LPS treatment, once daily | Spermidine improved sepsis-induced acute kidney injury by modulating macrophage NLRP3 inflammasome activation and mitochondrial respiration | Mol Med. 2022 Sep 4;28(1):103. |
| C57BL/6 mice | B16F10 melanoma model | Intraperitoneal injection | 75 mg/kg | Single administration | Spermidine inhibited anti-CD3/CD28-induced CD8+ T cell activation and proliferation | Proc Natl Acad Sci U S A. 2023 Jun 13;120(24):e2305245120 |
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1mg | 5mg | 10mg |
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1 mM 5 mM 10 mM |
3.93mL 0.79mL 0.39mL |
19.64mL 3.93mL 1.96mL |
39.27mL 7.85mL 3.93mL |
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| Dissolving Methods |
The prepared working fluid is recommended to be prepared now and used up as soon as possible in a short period of time. The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
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Tags: Spermidine | Endogenous Metabolite | cell | membrane | stability | photosystem | 334-50-9
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