geniposide

genipin 1-glucoside

CAS: 24512-63-8 C17 H24 O10 MW: 388.37028000

Identification

Namegeniposide
IUPACmethyl (1S,4aS,7aS)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
CAS Number24512-63-8
FDA UNII145295QLXY
Molecular FormulaC17 H24 O10
Molecular Weight388.37028000
MDL NumberMFCD16036219
Nikkaji NumberJ16.693F

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 641.40 °C. @ 760.00 mm Hg (est)
Flash Point 449.00 °F. TCC ( 231.50 °C. ) (est)
logP (o/w) -1.920 (est)
Soluble in water, 3.724e+005 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for geniposide usage levels up tonot for fragrance use.
Recommendation for geniposide flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

cyclopenta(c)pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, methyl ester, (1S,4aS,7aS)- cyclopenta(c)pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, methyl ester, (1S-(1alpha,4aalpha,7aalpha))- genipin 1-glucoside jasminoidin methyl (1S,4aS,7aS)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate PubMed: Influence of the Stage of Ripeness on the Composition of Iridoids and Phenolic Compounds in Genipap (Genipa americana L.). PubMed: Effects of intestinal microbiota on the bioavailability of geniposide in rats. PubMed: Genipin inhibits IL-1β-induced CCL20 and IL-6 production from human periodontal ligament cells. PubMed: Preparative separation of crocins and geniposide simultaneously from gardenia fruits using macroporous resin and reversed-phase chromatography. PubMed: Variations in target gene expression and pathway profiles in the mouse hippocampus following treatment with different effective compounds for ischemia-reperfusion injury. PubMed: Enrichment and purification of gardenia yellow from Gardenia jasminoides var. radicans Makino by column chromatography technique. PubMed: Monoamine Oxidase and Dopamine β-Hydroxylase Inhibitors from the Fruits of Gardenia jasminoides. PubMed: Eucommia ulmoides bark protects against renal injury in cadmium-challenged rats. PubMed: Elucidation of anti-inflammatory potencies of Eucommia ulmoides bark and Plantago asiatica seeds. PubMed: Biotransformation of ginsenoside Rb1, crocin, amygdalin, geniposide, puerarin, ginsenoside Re, hesperidin, poncirin, glycyrrhizin, and baicalin by human fecal microflora and its relation to cytotoxicity against tumor cells. PubMed: Metabolism and pharmacokinetics of genipin and geniposide in rats. PubMed: Simultaneous determination of geniposide and its metabolites genipin and genipinine in culture of Aspergillus niger by HPLC. PubMed: A 13-week oral dose subchronic toxicity study of gardenia yellow containing geniposide in rats. PubMed: [Research and development of Fructus Gardeniae]. PubMed: Crocetin esters, picrocrocin and its related compounds present in Crocus sativus stigmas and Gardenia jasminoides fruits. Tentative identification of seven new compounds by LC-ESI-MS. PubMed: Isolation and characterization of water-soluble intermediates of blue pigments transformed from geniposide of Gardenia jasminoides. PubMed: Genotoxicity of gardenia yellow and its components. PubMed: Physical stability of the blue pigments formed from geniposide of gardenia fruits: effects of pH, temperature, and light. PubMed: Modulation of cytochrome P-450-dependent monooxygenases, glutathione and glutathione S-transferase in rat liver by geniposide from Gardenia jasminoides. PubMed: Hepatotoxicity of geniposide in rats.