Introduction：Basic information about CAS 53158-73-9|Delphinidin-3-sambubioside chloride, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Delphinidin-3-sambubioside chloride |
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| CAS Number | 53158-73-9 | Molecular Weight | 632.95200 |
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| Density | / | Boiling Point | / |
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| Molecular Formula | C26H29ClO16 | Melting Point | / |
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| MSDS | / | Flash Point | / |
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Names
| Name | delphinidin 3-O-β-D-sambubioside |
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| Synonym | More Synonyms |
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Delphinidin-3-sambubioside chloride BiologicalActivity
| Description | Delphinidin-3-sambubioside (Dp3‐Sam) chloride is an anthocyanin that has orally active anti-inflammatory activity. Delphinidin-3-sambubioside chloride inhibits LPS-induced inflammatory factors release. Delphinidin-3-sambubioside chloride also alleviates hepatic lipid accumulation in HFD rats. Delphinidin-3-sambubioside chloride can be isolated from Hibiscus sabdariffa L.[1][3]. |
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| Related Catalog | Signaling Pathways >>Others >>OthersResearch Areas >>Inflammation/ImmunologyResearch Areas >>Metabolic Disease |
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| In Vitro | Delphinidin-3-sambubioside chloride (50-200 μM, 30 min) inhibits LPS-induced iNOS expression in RAW264.7 cells[1]. Delphinidin-3-sambubioside chloride (50-200 μM, 30 min) suppresses the phosphorylation of ERK1/2 and MEK1/2 in RAW264.7 cells[1]. Delphinidin-3-sambubioside chloride (50-200 μM, 30 min) downregulates NF-κB signaling pathway in RAW264.7 cells[1]. Delphinidin-3-sambubioside chloride (24 h) inhibits HL-60 cells proliferation by inducing apoptosis, with an IC50 of 75 μM[2]. Delphinidin-3-sambubioside chloride (100-200 µg/mL, 24 h) decreases intracellular TG levels and lipid accumulation in oleic acid-treated HepG2 cells[2]. Western Blot Analysis[1] Cell Line: RAW264.7 cells Concentration: 50, 100, 200 μM Incubation Time: 30 min Result: Suppressed the degradation of IκB, and the phosphorylation of p65. |
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| In Vivo | Delphinidin-3-sambubioside chloride (15 μmol/kg, i.p.) inhibits mouse paw edema induced by LPS[1]. Delphinidin-3-sambubioside chloride (30 mg/kg body, oral gavage, daily for eight weeks) decreases lipid accumulation in HFD rats[3]. Animal Model: Delphinidin-3-sambubioside chloride (15 μmol/kg, i.p.) 抑制 LPS 诱导的小鼠爪水肿[1]. Delphinidin-3-sambubioside chloride (30 mg/kg body，灌胃，每日一次，持续八周) 减少 HFD 大鼠的脂质积累[3]。 Dosage: 15 μmol/kg Administration: Intraperitoneal injection (i.p.), for 4 days. Result: Reduced the LPS-induced paw thickness. Decreased the edema by 89.3%. Decreased the levels of LPS induced serum IL-6, MCP-1 and TNF-α. Animal Model: HFD-fed rats[3] Dosage: 30 mg/kg Administration: Oral gavage, daily for eight weeks. Result: Reduced the body weight gain, visceral fat, and abdominal fat and decreased hepatic lipid deposits. |
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| References | [1]. Sogo T, et al. Anti-inflammatory activity and molecular mechanism of delphinidin 3-sambubioside, a Hibiscus anthocyanin. Biofactors. 2015 Jan-Feb;41(1):58-65. [2]. Hou DX, et al. Delphinidin 3-sambubioside, a Hibiscus anthocyanin, induces apoptosis in human leukemia cells through reactive oxygen species-mediated mitochondrial pathway. Arch Biochem Biophys. 2005 Aug 1;440(1):101-9. [3]. Long Q, et al. Delphinidin-3-sambubioside from Hibiscus sabdariffa. L attenuates hyperlipidemia in high fat diet-induced obese rats and oleic acid-induced steatosis in HepG2 cells. Bioengineered. 2021 Dec;12(1):3837-3849. https://pubmed.ncbi.nlm.nih.gov/34281481/ |
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Chemical & Physical Properties
| Molecular Formula | C26H29ClO16 |
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| Molecular Weight | 632.95200 |
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| Exact Mass | 632.11400 |
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| PSA | 275.42000 |
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| InChIKey | TWYYVOVDSNRIJM-AFAGGVQESA-O |
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| SMILES | OCC1OC(Oc2cc3c(O)cc(O)cc3[o+]c2-c2cc(O)c(O)c(O)c2)C(OC2OCC(O)C(O)C2O)C(O)C1O |
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| Storage condition | 20°C |
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Synonyms
| delphinidin 3-O-beta-D-sambubioside |
| 5,7-Dihydroxy-2-(3,4,5-trihydroxyphenyl)-3-chromeniumyl 6-O-β-D-x ylopyranosyl-β-D-glucopyranoside chloride |
