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6902-77-8

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  • High Quality 99% Cyclopenta[c]pyran-4-carboxylicacid, 1,4a,5,7a-tetrahydro-1-hydroxy-7-(hydroxymethyl)-, methyl ester,(1R,4aS,7aS)- 6902-77-8 ISO Producer

    Cas No: 6902-77-8

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6902-77-8 Usage

Chemical Properties

White powder

Uses

Different sources of media describe the Uses of 6902-77-8 differently. You can refer to the following data:
1. Genipin is an active aglycone derived from an iridoid glycoside called geniposide, which is found in the fruit of Gardenia jasminoides Ellis. Genipin is a hydrolytic product of geniposide. Genipin has been used in traditional Chinese medicine. Genipin is
2. Genipin is an inhibitor of uncoupling protein 2 (UCP2).
3. Genipin has been used:in chemosensitivity assayin the preparation of recombinant human (rh)-odontogenic ameloblast-associated protein (ODAM) -impregnated collagen gel and in vitro mineralization assayin genipin gel preparation

General Description

Genipin is a natural cross linking agent, which is extracted from gardenia fruit. It prevents lipid peroxidation and production of nitric oxide. Genipin protects the hippocampal neurons from the toxicity of Alzheimer′s amyloid β protein. It has anti-inflammatory and anti-angiogenesis effects. Genipin is involved in drug delivery system.

Biochem/physiol Actions

Genipin stimulates insulin secretion in UCP2-dependent manner (Uncoupling protein 2). Genipin is a protein, collagen, gelatin, and chitosan cross-linker.

Check Digit Verification of cas no

The CAS Registry Mumber 6902-77-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,9,0 and 2 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 6902-77:
(6*6)+(5*9)+(4*0)+(3*2)+(2*7)+(1*7)=108
108 % 10 = 8
So 6902-77-8 is a valid CAS Registry Number.
InChI:InChI=1/C11H14O5/c1-15-10(13)8-5-16-11(14)9-6(4-12)2-3-7(8)9/h2,5,7,9,11-12,14H,3-4H2,1H3/t7-,9-,11-/m1/s1

6902-77-8 Well-known Company Product Price

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  • TCI America

  • (G0458)  Genipin  >97.0%(GC)

  • 6902-77-8

  • 25mg

  • 490.00CNY

  • Detail
  • TCI America

  • (G0458)  Genipin  >97.0%(GC)

  • 6902-77-8

  • 100mg

  • 1,590.00CNY

  • Detail
  • Sigma

  • (G4796)  Genipin  ≥98% (HPLC), powder

  • 6902-77-8

  • G4796-25MG

  • 1,102.14CNY

  • Detail
  • Sigma

  • (G4796)  Genipin  ≥98% (HPLC), powder

  • 6902-77-8

  • G4796-125MG

  • 4,413.24CNY

  • Detail

6902-77-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Genipin

1.2 Other means of identification

Product number -
Other names Methyl (1,2,6)-2-Hydroxy-9-(hydroxymethyl)-3-oxabicyclo[4.3.0]nona-4,8-diene-5-carboxylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:6902-77-8 SDS

6902-77-8Relevant articles and documents

Physical stability of the blue pigments formed from geniposide of gardenia fruits: Effects of ph, temperature, and light

Paik, Young-Sook,Lee, Chang-Min,Cho, Man-Ho,Hahn, Tae-Ryong

, p. 430 - 432 (2001)

Fruits of Gardenia jasminoides contain geniposide which can be transformed to blue pigments by a simple modification. Colorless geniposide obtained from gardenia, fruits by charcoal and silica gel column chromatographies was hydrolyzed with β-glucosidase to yield genipin. The resulting genipin was transformed to blue pigments by reaction with amino acids (glycine, lysine, or phenylalanine). The stability of the blue pigments against heat, light, and pH was studied to examine the blue dye for possible use as' a value-added food colorant. Thermal degradation reactions at temperatures of 60-90 °C were carried out at different pH levels within the range 5.0-9.0 (pH 5.0, acetate buffer; pH 7.0, phosphate buffer; and pH 9.0, CHES buffer). The blue pigments remained Stable after 10 h at temperatures of 60-90 °c, and in some cases, more new pigments formed. The pigments were more stable at alkaline pH than neutral and acidic pH. Similarly, the pigments were stable under light irradiance of 5000-20 000 lux. In this case, pH effect was not significant.

IRIDOIDS OF GARRYA ELLIPTICA AS PLANT GROWTH INHIBITORS

Cameron, Donald W.,Feutrill, Geoffrey I.,Perlmutter, Patrick,Sasse, Jenneth M.

, p. 533 - 536 (1984)

Extracts from catkins of Garrya elliptica inhibit the growth of wheat embryos.The components responsible for this activity have been identified as the iridoids geniposide and geniposidic acid together with their aglucones.Key Word Index - Garrya elliptica; Garryaceae; iridoids; aglucones; genipin; geniposide; geniposide acid; plant growth inhibitors.

Two new iridoid glycosides from Gardeniae Fructus

Shu, Penghua,Yu, Mengzhu,Zhu, Huiqing,Luo, Yuehui,Li, Yamin,Li, Nianci,Zhang, Hui,Zhang, Jialong,Liu, Guangwei,Wei, Xialan,Yi, Wenhan

, (2021/02/26)

Two new iridoid glycosides, genipin 1,10-di-O-α-L-rhamnoside (1) and genipin 1,10-di-O-β-D-xylopyranoside (2), along with thirteen known compounds (3–15) were isolated from Gardeniae Fructus. Their structures were elucidated by physical data analyses such as NMR, UV, IR, HR-ESI-MS, as well as chemical hydrolysis. All compounds were tested for their tyrosinase inhibitory and antioxidant activities. At a concentration of 25 μM, compound 13 showed obvious mushroom tyrosinase inhibition activity with % inhibition value of 36.52 ± 1.98%, with kojic acid used as the positive control (46.09 ± 1.29%). At a concentration of 1 mM, compounds 8 and 9 exhibited considerable DPPH radical scavenging activities, with radical scavenging rates of 48.54 ± 0.47%, 58.59 ± 0.39%, respectively, with L-ascorbic acid used as the positive control (59.02 ± 0.77%).

A PROCESS FOR PRODUCING GARDENIA BLUE PIGMENT FORM GENIPOSIDE

-

Page/Page column 6, (2018/03/06)

A process for producing the gardenia blue pigment comprising treating geniposide with a glycosidase to obtain a hydrolysate, extracting the hydrolysate with a solvent and removing the solvent after the extraction to obtain a product comprising genipin, reacting the product comprising genipin with an amino acid and/or a salt thereof under an atmosphere of inert gas, and introducing oxygen after genipin is consumed to produce the gardenia blue pigment. The process is easy-to-workup and suitable for industry and the obtained gardenia blue pigment is bright and suitable for industrial application.

Enhancement of active compound, genipin, from Gardeniae Fructus using immobilized glycosyl hydrolase family 3 β-glucosidase from Lactobacillus antri

Kim, Young Soo,Lee, Chung-Jo,Ma, Jin Yeul

, (2017/03/24)

Geniposide is an iridoid glycoside, which is abundant in Gardeniae Fructus. Despite the various pharmaceutical effects of geniposide on a human body, its hydrolysis into a smaller molecule, genipin, by β-glucosidase produced by bacteria in the intestines is particularly important to improve geniposide uptake into the body. Since geniposide is much more abundant in Gardeniae Fructus than its aglycone genipin, we herein transformed geniposide into genipin using purified recombinant β-glucosidase from Lactobacillus antri (rBGLa), which was expressed in Escherichia coli to enhance the genipin content. Purified rBGLa was characterized using p-nitrophenyl β-d-glucopyranoside, and the optimal temperature and pH for its β-glucosidase activity were found to be 45?°C and 6.0. When the enzyme was immobilized, rBGLa was active at higher temperatures than the free enzyme, and we confirmed that its stability upon changes in pH and temperature was highly improved. Using 0.5?μg/mL free rBGLa, single compound of 0.4?mM geniposide was efficiently converted into genipin within 2?h, and the immobilized rBGLa also successfully transformed geniposide in a hot-water extract of Gardeniae Fructus into the aglycone, which makes it applicable to the food and pharmaceutical industries.

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