Introduction：Basic information about Geniposide CAS 24512-63-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Geniposide Basic informationPharmacological effects
| Product Name: | Geniposide |
| Synonyms: | GENIPOSIDE;Methyl (1R,2S,6S)-9-(hydroxymethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,8-diene-5-carboxylate;glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-,methyl ester, (1S,4aS,7aS)-;(1S)-1α-(β-D-Glucopyranosyloxy)-1,4aα,5,7aα-tetrahydro-7-hydroxymethylcyclopenta[c]pyran-4-carboxylic acid methyl ester;1α-(β-D-Glucopyranosyloxy)-1,4aα,5,7aα-tetrahydro-7-(hydroxymethyl)cyclopenta[c]pyran-4-carboxylic acid methyl ester;Geniposide ,98%;Olea europaea L;Geniposidic |
| CAS: | 24512-63-8 |
| MF: | C17H24O10 |
| MW: | 388.37 |
| EINECS: | |
| Product Categories: | Inhibitors;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Glucagon receptor and related;Natural Plant Extract;Standard extract;Iridoids |
| Mol File: | 24512-63-8.mol |
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Geniposide Chemical Properties
| Melting point | 160.0 to 164.0 °C |
| Boiling point | 641.4±55.0 °C(Predicted) |
| density | 1.54±0.1 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | H2O: ≥5mg/mL |
| form | powder |
| pka | 12.80±0.70(Predicted) |
| color | white to beige |
| Water Solubility | H2O: ≥5mg/mL |
| Stability: | Hygroscopic |
| InChIKey | IBFYXTRXDNAPMM-BWBTYKGONA-N |
| SMILES | C12C(CO)=CCC1C(C(=O)OC)=CO[C@H]2O[C@H]1[C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O |&1:14,16,17,19,20,22,r| |
| LogP | -1.920 (est) |
| CAS DataBase Reference | 24512-63-8(CAS DataBase Reference) |
Safety Information
| Safety Statements | 24/25 |
| WGK Germany | 3 |
| HS Code | 29389090 |
| Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects |
| Hazard Classifications | Acute Tox. 3 Oral |
Geniposide Usage And Synthesis
| Pharmacological effects | Geniposide, also known as Gardenia glycosides, geniposide. It is a brown to white crystalline powder, with little flavor and no bitter taste, a cycloolefin ether glycoside compound extracted from the dry and ripe fruit of Rubiaceae Gardenia. Geniposide has a significant role in promoting bile secretion, and can reduce blood bilirubin, as well as promote rapid excretion of bilirubin in the blood. It has an inhibitory effect on Streptococcus hemolyticus and skin fungi. It also has antipyretic, analgesic, sedative, antihypertensive and hemostatic effects. Geniposide has the function of purging pathogenic fire and eliminating restlessness, clearing heat and eliminating damp, decreasing swellinging to relieving pain. The Indications of Geniposide are heat disease, dysphoria, coma delirium, jaundice, heat stranguria, heat in blood, swelling and pain of eye, pathopyretic ulcer, and sprain. |
| Chemical Properties | White powder |
| Uses | Geniposide is an iridoid glycoside isolated from the fruit of Gardenia jasminoides Ellis. Geniposide is one of the biologically active ingredients of gardenia fruit. Geniposide is widely used in multi-component injection in the treatment of cerebrovascula |
| Definition | ChEBI: Geniposide is a terpene glycoside. |
| General Description | This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG |
| Biochem/physiol Actions | Geniposide is an iridoid glycoside with a variety of biological activities including neuroprotective, anti-diabetic, antiproliferative, and antioxidative activity. Geniposide has been shown to regulate Nrf2 translocation and upregulate downstream antioxidant protein HO-1 expression through the PI3K/Akt signaling pathway, which may account for its neuroprotective and antioxidative activity. Glucagon-like peptide 1 (GLP-1) receptor may also play a critical role in geniposide induced HO-1 expression. |
Geniposide Preparation Products And Raw materials
| Preparation Products | Geniposidic acid |
