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Geniposidic acid

Supplier Sponsors

CAS Number: 27741-01-1Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J17.202B
MDL:MFCD00210294
XlogP3-AA:-2.70 (est)
Molecular Weight:374.34334000
Formula:C16 H22 O10
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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US Patents:Search
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Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 1e+006 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Geniposidic acid 98%
BOC Sciences
For experimental / research use only.
Geniposidic acid >98%
Odor: characteristic
Use: Geniposidic acid is a natural chemical compound, classified as an iridoid glucoside, found in a variety of plants including Eucommia ulmoides and Gardenia jasminoides, used to treat inflammation, jaundice and hepatic disorders.
Sigma-Aldrich: Sigma
For experimental / research use only.
Geniposidic Acid ≥98% (HPLC)
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for Geniposidic acid usage levels up to:
 not for fragrance use.
 
Recommendation for Geniposidic acid flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :443354
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(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-carboxylic acid
Chemidplus:0027741011
 
References:
 (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-carboxylic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):443354
Pubchem (cas):27741-01-1
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C11673
HMDB (The Human Metabolome Database):HMDB34942
FooDB:FDB013535
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 gardenia fructus
Search Trop Picture
 genipa americana
Search Trop Picture
 
Synonyms:
 cyclopenta(c)pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, (1S,4aS,7aS)-
(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-carboxylic acid
 

Articles:

PubMed:Comparison of Multiple Bioactive Constituents in Different Parts of Eucommia ulmoides Based on UFLC-QTRAP-MS/MS Combined with PCA.
PubMed:[Chemical constituents from hypoglycemic active part of Plantaginis Semen].
PubMed:Iridoids and sfingolipids from Hedyotis diffusa.
PubMed:[Difference of chemical constituents in Eucommiae Cortex from different habitats by LC-QTOF MS/MS].
PubMed:[Analysis on pharmacokinetics-pharmacodynamics correlation of effective ingredients of Qing'e wan].
PubMed:Mid-infrared and near-infrared spectroscopy for rapid detection of Gardeniae Fructus by a liquid-liquid extraction process.
PubMed:Online microdialysis-ultra performance liquid chromatography-mass spectrometry method for comparative pharmacokinetic investigation on iridoids from Gardenia jasminoides Ellis in rats with different progressions of type 2 diabetic complications.
PubMed:Research survey on iridoid and phenylethanoid glycosides among seven populations of Euphrasia rostkoviana Hayne from the Alps.
PubMed:Preventive effect of Eucommia leaf extract on aortic media hypertrophy in Wistar-Kyoto rats fed a high-fat diet.
PubMed:A novel UPLC-MS/MS method for simultaneous determination of 10 effective constituents in the Jixingshizhen preparation.
PubMed:Application of a quantitative1H-NMR (1H-qNMR) method for the determination of geniposidic acid and acteoside in Plantaginis semen.
PubMed:Pharmacokinetics and Disposition of Circulating Iridoids and Organic Acids in Rats Intravenously Receiving ReDuNing Injection.
PubMed:Morinlongosides A-C, Two New Naphthalene Glycoside and a New Iridoid Glycoside from the Roots of Morinda longissima.
PubMed:Simultaneous Determination of Catalpol, Aucubin, and Geniposidic Acid in Different Developmental Stages of Rehmannia glutinosa Leaves by High Performance Liquid Chromatography.
PubMed:Comprehensive Evaluation of the Metabolism of Genipin-1-β-d-gentiobioside in Vitro and in Vivo by Using HPLC-Q-TOF.
PubMed:Pharmacokinetics and tissue distribution of five active ingredients of Eucommiae cortex in normal and ovariectomized mice by UHPLC-MS/MS.
PubMed:Two standardized fractions of Gardenia jasminoides Ellis with rapid antidepressant effects are differentially associated with BDNF up-regulation in the hippocampus.
PubMed:Simultaneous Determination of 11 Components in Yinzhihuang Preparations and Their Constituent Herbs by High-Performance Liquid Chromatography with Diode Array Detector.
PubMed:Metabolic profile of Fructus Gardeniae in human plasma and urine using ultra high-performance liquid chromatography coupled with high-resolution LTQ-orbitrap mass spectrometry.
PubMed:Geniposidic acid protected against ANIT-induced hepatotoxity and acute intrahepatic cholestasis, due to Fxr-mediated regulation of Bsep and Mrp2.
PubMed:[Study on quality standard of Eucommia ulmoides based on absorbed active components in rat plasma].
PubMed:Simultaneous quantitation and validation of method for the quality evaluation of Eucommiae cortex by HPLC/UV.
PubMed:Quality control of Gardeniae Fructus by HPLC-PDA fingerprint coupled with chemometric methods.
PubMed:Herb extracts and collagen hydrolysate improve skin damage resulting from ultraviolet-induced aging in hairless mice.
PubMed:A UPLC-MS Method for Simultaneous Determination of Geniposidic Acid, Two Lignans and Phenolics in Rat Plasma and its Application to Pharmacokinetic Studies of Eucommia ulmoides Extract in Rats.
PubMed:UPLC-MS/MS determination and gender-related pharmacokinetic study of five active ingredients in rat plasma after oral administration of Eucommia cortex extract.
PubMed:[Determination of eleven major components and fingerprint chromatography for Reduning injection by UPLC].
PubMed:[Investigation on chemical constituents of processed products of Eucommiae Cortex].
PubMed:Systematic separation and purification of iridoid glycosides and crocetin derivatives from Gardenia jasminoides Ellis by high-speed counter-current chromatography.
PubMed:[UPLC-MS/MS determination of content of three iridoids of xingnaojing oral preparation in rat brains and study on their brain pharmacokinetics].
PubMed:Simultaneous multi-component quantitation of Chinese herbal injection Yin-zhi-huang in rat plasma by using a single-tube extraction procedure for mass spectrometry-based pharmacokinetic measurement.
PubMed:[Study on chemical constituents of iridoids from eucommiae folium].
PubMed:Iridoid glycosides isolated from Scrophularia dentata Royle ex Benth. and their anti-inflammatory activity.
PubMed:LC/MS/MS determination and pharmacokinetic studies of six compounds in rat plasma following oral administration of the single and combined extracts of Eucommia ulmoides and Dipsacus asperoides.
PubMed:Anti-atherosclerotic effect of geniposidic acid in a rabbit model and related cellular mechanisms.
PubMed:Development and validation of high liquid performance chromatography-tandem mass spectrometry method for simultaneous determination of geniposidic acid and aucubin in rat plasma for pharmacokinetic study after oral administration of Du-zhong tea extract.
PubMed:Effects of fructus psoraleae extract on the intestinal absorption kinetics of geniposide and geniposidic acid in rat.
PubMed:Isolation and characterisation of (-)-genifuranal: the principal antimicrobial component in traditional smoking applications of Eremophila longifolia (Scrophulariaceae) by Australian aboriginal peoples.
PubMed:Geniposide and its iridoid analogs exhibit antinociception by acting at the spinal GLP-1 receptors.
PubMed:Simultaneous determination of bioactive marker compounds from Gardeniae fructus by high performance liquid chromatography.
PubMed:Quality control and producing areas differentiation of Gardeniae Fructus for eight bioactive constituents by HPLC-DAD-ESI/MS.
PubMed:Simultaneous ligand fishing and identification of human serum albumin binders from Eucommia ulmoides bark using surface plasmon resonance-high performance liquid chromatography-tandem mass spectrometry.
PubMed:Anti-inflammatory activity of iridoids and verbascoside isolated from Castilleja tenuiflora.
PubMed:Heat shock factor 1 inducers from the bark of Eucommia ulmoides as cytoprotective agents.
PubMed:Identification and quantification of phytochemical composition and anti-inflammatory, cellular antioxidant, and radical scavenging activities of 12 Plantago species.
PubMed:Preparative isolation and purification of seven main antioxidants from Eucommia ulmoides Oliv. (Du-zhong) leaves using HSCCC guided by DPPH-HPLC experiment.
PubMed:A sensitive liquid chromatographic-mass spectrometric method for simultaneous quantification of six iridoid glycosides from Zhi-zi-chi Decoction in rat plasma and its application to a pharmacokinetic study.
PubMed:Determination and pharmacokinetics of geniposidic acid in rat plasma after oral administration of Gardenia jasminoides fruit crude extract and Zhi-zi-chi decoction.
PubMed:Seasonal difference in antioxidant capacity and active compounds contents of Eucommia ulmoides oliver leaf.
PubMed:Geniposidic acid protects against D-galactosamine and lipopolysaccharide-induced hepatic failure in mice.
PubMed:Iridoids from Bellardia trixago (L.) All.
PubMed:[Simultaneous determination of eight iridoid glycosides in Gardeniae fructus by HPLC].
PubMed:Screening, identification, and potential interaction of active compounds from Eucommia ulmodies leaves binding with bovine serum albumin.
PubMed:Determination of geniposidic acid in rat plasma by LC-MS/MS and its application to in vivo pharmacokinetic studies.
PubMed:Asperuloside stimulates metabolic function in rats across several organs under high-fat diet conditions, acting like the major ingredient of Eucommia leaves with anti-obesity activity.
PubMed:A new carotenoid glycoside from Rehmannia glutinosa.
PubMed:[Study on absorption ingredients of Plantaginis semen by in vitro everted intestinal sac method].
PubMed:Secondary metabolites from Asperula lutea subsp. rigidula.
PubMed:Anti-obesity compounds in green leaves of Eucommia ulmoides.
PubMed:Quality control of a herbal medicinal preparation using high-performance liquid chromatographic and capillary electrophoretic methods.
PubMed:Identification and determination of the major constituents in traditional Chinese medicine Longdan Xiegan Pill by HPLC-DAD-ESI-MS.
PubMed:Scyphiphin D, a new iridoid glucoside dimer from Scyphiphora hydrophyllacea.
PubMed:[Chemical constituents of stems and branches of Adina polycephala].
PubMed:[Study of geniposide-acid on anti-inflammatory action for adjuvant-induced arthritis rats and mechanism of synoviocyte apoptosis in vitro].
PubMed:Melanogenesis inhibitory activities of iridoid-, hemiterpene-, and fatty acid-glycosides from the fruits of Morinda citrifolia (Noni).
PubMed:Studies on the antioxidant activity and phenolic compounds of enzyme-assisted water extracts from Du-zhong (Eucommia ulmoides Oliv.) leaves.
PubMed:Protective effects of Eucommia ulmoides Oliv. bark and leaf on amyloid β-induced cytotoxicity.
PubMed:Focused microwave-assisted solvent extraction and HPLC determination of effective constituents in Eucommia ulmodies Oliv. (E. ulmodies).
PubMed:Inhibitory Potencies of Several Iridoids on Cyclooxygenase-1, Cyclooxygnase-2 Enzymes Activities, Tumor Necrosis factor-α and Nitric Oxide Production In Vitro.
PubMed:Iridoid glucosides with insecticidal activity from Galium melanantherum.
PubMed:[Determination of geniposidic acid and chlorogenic acid in male flowers and related products of Eucommia ulmoides by reversed-phase high performance liquid chromatography].
PubMed:Aglycone geniposidic acid, a naturally occurring crosslinking agent, and its application for the fixation of collagenous tissues.
PubMed:Bioassay-guided isolation of anti-inflammatory and antinociceptive glycoterpenoids from the flowers of Verbascum lasianthum Boiss. ex Bentham.
PubMed:Physicochemical, antimicrobial, and cytotoxic characteristics of a chitosan film cross-linked by a naturally occurring cross-linking agent, aglycone geniposidic acid.
PubMed:Simultaneous determination of key bioactive components in Hedyotis diffusa by capillary electrophoresis.
PubMed:[Isolation, purification and identification of geniposidic acid in Eucommia ulmoides oliv. by silica column chromatography, reversed-phase high performance liquid chromatography, liquid chromatography-electrospray ionization mass spectrometry and nuclear magnetic resonance].
PubMed:Iridoid glycosides isolated from Oldenlandia diffusa inhibit LDL-oxidation.
PubMed:Iridoid glucosides from the fruit of Genipa americana.
PubMed:[Study on technology of extracting geniposidic acid from Eucommia ulmiodes and its application].
PubMed:Phytochemical constituents from Diodia teres.
PubMed:Effects of Eucommiae Cortex on osteoblast-like cell proliferation and osteoclast inhibition.
PubMed:[Simultaneous determination of 3 kinds of components in Gardenia by high-performance liquid chromatography under different UV-vis wave length].
PubMed:[Studies on chemical constituents of Cistanche tubulosa (Schenk) R. Wight].
PubMed:[A study on chemical composition of Gardenia sootepensis Hutch--quantitative determination of iridoid compounds by RP-HPLC].
PubMed:[Chemical constituents of fruits of Gardenia sootepensis Hutch].
PubMed:Iridoids from Avicennia marina.
PubMed:Constituents and pharmacological effects of Eucommia and Siberian ginseng.
PubMed:Determination of iridoid glycosides by micellar electrokinetic capillary chromatography-mass spectrometry with use of the partial filling technique.
PubMed:Selective sequestration of iridoid glycosides from their host plants in Longitarsus flea beetles.
PubMed:Iridoid glycosides from Globularia trichosantha.
PubMed:An iridoid glucoside from Euphrasia pectinata.
PubMed:Triterpene saponins and iridoid glucosides from galium rivale.
PubMed:Iridoid glycosides from Gmelina philippensis.
PubMed:Aquaticol, a bis-sesquiterpene and iridoid glucosides from Veronica anagallis-aquatica.
PubMed:The promoting effect of eucommiol from Eucommiae cortex on collagen synthesis.
PubMed:Improvement in the turnover rate of the stratum corneum in false aged model rats by the administration of geniposidic acid in Eucommia ulmoides Oliver Leaf.
PubMed:The promoting effects of geniposidic acid and aucubin in Eucommia ulmoides Oliver leaves on collagen synthesis.
PubMed:Comparisons of geniposidic acid and geniposide on antitumor and radioprotection after sublethal irradiation.
PubMed:Antimutagenicity of Tochu tea (an aqueous extract of Eucommia ulmoides leaves): 1. The clastogen-suppressing effects of Tochu tea in CHO cells and mice.
PubMed:Cardioactive compounds from Eremophila species.
PubMed:Enzymic studies on the animal and intestinal bacterial metabolism of geniposide.
PubMed:[HPLC determination of iridoids in Cape jasmine Frvit (Zhizi)].
PubMed:Production of anti-tumor-promoting iridoid glucosides in Genipa americana and its cell cultures.
PubMed:Determination of geniposide, gardenoside, geniposidic acid and genipin-1-beta-gentiobioside in Gardenia jasminoides by high-performance liquid chromatography.
PubMed:Radiatoside B and C, Two New Bisiridoid Glucosides from Argylia radiata1.
PubMed:Studies on monoterpene glucosides and related natural products.
PubMed:Iridoids from Premna latifolia.
 
Notes:
None found
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