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27741-01-1,MFCD00210294
Catalog No.:AA002UJP

27741-01-1 | Geniposidic acid

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Purity
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1mg
98%
in stock  
$6.00   $4.00
- +
5mg
98%
in stock  
$11.00   $8.00
- +
10mg
98%
in stock  
$13.00   $9.00
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50mg
98%
in stock  
$23.00   $16.00
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA002UJP
Chemical Name:
Geniposidic acid
CAS Number:
27741-01-1
Molecular Formula:
C16H22O10
Molecular Weight:
374.3399
MDL Number:
MFCD00210294
SMILES:
OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2C(=CC3)CO)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
Properties
Computed Properties
 
Complexity:
602  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
8  
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
10  
Hydrogen Bond Donor Count:
6  
Rotatable Bond Count:
5  
XLogP3:
-2.7  

Upstream Synthesis Route

[1]OrganicLetters,2009,vol.11,#8,p.1849-1851

[1]ChemicalandPharmaceuticalBulletin,1986,vol.34,#12,p.4933-4938

[1]JournalofAgriculturalandFoodChemistry,2006,vol.54,#9,p.3290-3296

[2]Patent:JP5753373,2015,B2,.Locationinpatent:Paragraph0053

[1]OrganicLetters,2009,vol.11,#8,p.1849-1851

Downstream Synthesis Route

[1]ChemicalandPharmaceuticalBulletin,1986,vol.34,p.4933-4938

daphcalycinosidineC 
 
de-N-oxide-calyciphyllineA 
  27741-01-1 

[1]JournalofNaturalProducts,2004,vol.67,p.1094-1099

[1]JournalofAgriculturalandFoodChemistry,2006,vol.54,p.3290-3296

[2]Patent:JP5753373,2015,B2.Locationinpatent:Paragraph0053

[3]Patent:CN110437291,2019,A.Locationinpatent:Paragraph0020

27741-01-1   
geniposidicacidaglucone 

[1]JournalofAgriculturalandFoodChemistry,2006,vol.54,p.3290-3296

27741-01-1    2577-90-4   
C26H33NO11 

[1]JournalofNaturalProducts,2007,vol.70,p.1312-1316

Literature

Title: Identification of Steroidogenic Components Derived From Gardenia jasminoides Ellis Potentially Useful for Treating Postmenopausal Syndrome.

Journal: Frontiers in pharmacology 20180101

Title: Screening, identification, and potential interaction of active compounds from Eucommia ulmodies leaves binding with bovine serum albumin.

Journal: Journal of agricultural and food chemistry 20120328

Title: Anti-obesity compounds in green leaves of Eucommia ulmoides.

Journal: Bioorganic & medicinal chemistry letters 20110315

Title: Aglycone geniposidic acid, a naturally occurring crosslinking agent, and its application for the fixation of collagenous tissues.

Journal: Journal of biomedical materials research. Part A 20071201

Title: [Determination of geniposidic acid and chlorogenic acid in male flowers and related products of Eucommia ulmoides by reversed-phase high performance liquid chromatography].

Journal: Se pu = Chinese journal of chromatography 20070301

Title: Physicochemical, antimicrobial, and cytotoxic characteristics of a chitosan film cross-linked by a naturally occurring cross-linking agent, aglycone geniposidic acid.

Journal: Journal of agricultural and food chemistry 20060503

Title: Vanillic acid glycoside and quinic acid derivatives from Gardeniae Fructus.

Journal: Journal of natural products 20060401

Title: Iridoid glycosides isolated from Oldenlandia diffusa inhibit LDL-oxidation.

Journal: Archives of pharmacal research 20051001

Title: [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].

Journal: Se pu = Chinese journal of chromatography 20050901

Title: [Study on technology of extracting geniposidic acid from Eucommia ulmiodes and its application].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20040301

Title: Phytochemical constituents from Diodia teres.

Journal: Archives of pharmacal research 20040101

Title: [Simultaneous determination of 3 kinds of components in Gardenia by high-performance liquid chromatography under different UV-vis wave length].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20030701

Title: Complement-inhibiting iridoids from Morinda morindoides.

Journal: Journal of natural products 20030101

Title: Constituents and pharmacological effects of Eucommia and Siberian ginseng.

Journal: Acta pharmacologica Sinica 20011201

Title: Determination of iridoid glycosides by micellar electrokinetic capillary chromatography-mass spectrometry with use of the partial filling technique.

Journal: Electrophoresis 20010801

Title: Flavonoid, iridoid, and lignan glycosides from Putoria calabrica.

Journal: Journal of natural products 20010701

Title: Kim, S.J., et al., Geniposidic acid protects against D-galactosamine and lipopolysaccharide-induced hepatic failure in mice. J Ethnopharmacol, 2013. 146(1): p. 271-7.

Title: Hsu, H.Y., et al., Comparisons of geniposidic acid and geniposide on antitumor and radioprotection after sublethal irradiation. Cancer Lett, 1997. 113(1-2): p. 31-7.

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