Introduction：Basic information about Neohesperidin CAS 13241-33-3, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Neohesperidin Basic information
| Product Name: | Neohesperidin |
| Synonyms: | HESPERETIN-7-NEOHESPERIDOSIDE;HESPERETIN-7-O-NEOHESPERIDOSIDE;Neohesperidin HPLC 96% Min;(s)-a-d-glucopyranosyl)oxy)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl);4h-1-benzopyran-4-one,2,3-dihydro-7-((2-o-(6-deoxy-alpha-l-mannopyranosyl)-bet;Neohesperidin≥ 98% (HPLC);7-[[4,5-dihydroxy-6-(hydroxymethyl)-3-[(3,4,5-trihydroxy-6-methyl-2-oxanyl)oxy]-2-oxanyl]oxy]-5-hydroxy-2-(3-hydroxy-5-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one;Neohesperidin 95% HPLC |
| CAS: | 13241-33-3 |
| MF: | C28H34O15 |
| MW: | 610.56 |
| EINECS: | 236-216-9 |
| Product Categories: | CITRIMORE;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Flavanones;Inhibitors |
| Mol File: | 13241-33-3.mol |
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Neohesperidin Chemical Properties
| Melting point | 239-243°C |
| Boiling point | 933.7±65.0 °C(Predicted) |
| density | 1.65±0.1 g/cm3(Predicted) |
| vapor pressure | 0Pa at 20℃ |
| storage temp. | Sealed in dry,2-8°C |
| solubility | DMSO (Slightly), Pyridine (Slightly) |
| pka | 7.14±0.40(Predicted) |
| form | Solid |
| color | White to Off-White |
| biological source | plant (orange) |
| Water Solubility | 3.98mg/L at 20℃ |
| BRN | 74945 |
| Cosmetics Ingredients Functions | SKIN CONDITIONING |
| InChIKey | ARGKVCXINMKCAZ-RTFRIYMLSA-N |
| SMILES | COc1ccc(cc1O)[C@@H]2CC(=O)c3c(O)cc(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)cc3O2 |
| LogP | -0.69 at 20℃ |
| CAS DataBase Reference | 13241-33-3(CAS DataBase Reference) |
Safety Information
| Safety Statements | 22-24/25 |
| WGK Germany | 3 |
| RTECS | DJ2981400 |
| F | 10-21 |
| HS Code | 29389090 |
| Storage Class | 13 - Non Combustible Solids |
Neohesperidin Usage And Synthesis
| Description | Neohesperidin is a flavonoid found in citrus fruit peel that has diverse biological activities. In vitro, it inhibits osteoclast differentiation, bone resorption, calcium oscillations, and activation of NF-κB and nuclear factor of activated T cells (NFAT) by receptor activator of NF-κB ligand (RANKL). In vivo, neohesperidin administration protects ovariectomized mice from bone loss. Neohesperidin acts as a hypolipidemic agent, reducing lipid accumulation in HepG2 cells and reversing hyperlipidemia in a mouse model of diet-induced obesity. In a mouse model of diabetes, neohesperidin increases glucose tolerance and decreases insulin resistance while simultaneously decreasing serum triglycerides and total cholesterol and inhibiting lipid accumulation in livers in vivo. |
| Chemical Properties | White powder, easily soluble in methanol and almost insoluble in ether, derived from trifoliate orange peel, sour orange immature fruit, and various citrus fruits. |
| Uses | Neohesperidin can be used in cosmetic products and as a sweetening agent in food & beverages, an antioxidant flavanone glycoside |
| Uses | Neohesperidin exhibits lipid-regulating effects in vivo and in vitro. It is a main flavonoid in citrus byproducts (CBP) which possesses anti-oxidant activity. |
| Definition | ChEBI: Neohesperidin is a flavanone glycoside that is hesperitin having an 2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety attached to the 7-hydroxy group. It has a role as an antineoplastic agent and a plant metabolite. It is a neohesperidoside, a disaccharide derivative, a dihydroxyflavanone, a member of 3'-hydroxyflavanones, a monomethoxyflavanone, a flavanone glycoside and a member of 4'-methoxyflavanones. It is functionally related to a hesperetin. |
| References | [1] ZHEN TAN . Neohesperidin suppresses osteoclast differentiation, bone resorption and ovariectomised-induced osteoporosis in mice[J]. Molecular and Cellular Endocrinology, 2017, 439: Pages 369-378. DOI: 10.1016/j.mce.2016.09.026
[2] HAOSHU WU. Neohesperidin Exerts Lipid-Regulating Effects in vitro and in vivo via Fibroblast Growth Factor 21 and AMP-Activated Protein Kinase/Sirtuin Type 1/Peroxisome Proliferator-Activated Receptor Gamma Coactivator 1α Signaling Axis.[J]. Pharmacology, 2017, 100 3-4: 115-126. DOI: 10.1159/000452492
[3] JIA S, HU Y, ZHANG W, et al. Hypoglycemic and hypolipidemic effects of neohesperidin derived from Citrus aurantium L. in diabetic KK-Ay mice[J]. Food & Function, 2015, 3: 878-886. DOI: 10.1039/c4fo00993b |
Neohesperidin Preparation Products And Raw materials
| Raw materials | Isovanillin-->L-Proline-->Catechol |
| Preparation Products | Neosperidin dihydrochalcone |
