GENIPIN

Synonyms. Genipin; 1,4a-alpha,5,7a-alpha-Tetrahydro-1-hydroxy-7-(hydroxymethyl)cyclopenta(c) pyran-4- carboxylic acid methyl ester; Methyl (1S,2R,6S)-2-hydroxy-9-(hydroxymethyl)-3-oxabicyclo [4.3.0]nona- 4,8-diene- 5-carboxylate;

GENIPIN

Click for original image

 

PRODUCT IDENTIFICATION

CAS RN

6902-77-8

EINECS RN

 

FORMULA

 C11H14O5

MOLE WEIGHT

226.23

H.S CODE

 2932.99.9090

SMILES

 C=1([C@@H]2[C@@H](C(=CO[C@@H]2O)C(OC)=O)CC1)CO

CLASSIFICATION

Iridoid

EXTRA NOTES

 A natural cross-linker for proteins, collagen, gelatin, and chitosan cross-linking.

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE.

white to off-white crystalline powder

MELTING POINT

120 ~ 122 C

BOILING POINT

 

DENSITY

 

SOLUBILITY IN WATER

Insoluble

SOLVENT SOLUBILITY Soluble in DMSO, dimethyl formamide, ethanol (5mg/ml), methanol or ethyl acetate

VAPOR DENSITY

 

log P(octanol-water)

  

VAPOR PRESSURE

  

AUTOIGNITION TEMP

  
pH

 

REFRACTIVE INDEX

 

FLASH POINT

 

 
STABILITY AND REACTIVITY
STABILITY Stable under normal conditions.

INCOMPATIBLE MATERIALS

Strong oxidizing agents.

POLYMERIZATION

Has not been reported

NFPA RATINGS

Health: 2, Flammability: 0, Reactivity: 0

 

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking - Genipin

Google Scholar Search - Genipin

Drug Information Portal (U.S. National Library of Medicine) - Genipin

PubChem Compound Summary - Genipin

Drug Bank -  Genipin

KEGG (Kyoto Encyclopedia of Genes and Genomes) - Genipin

http://www.ebi.ac.uk/ - Genipin

http://www.ncbi.nlm.nih.gov/ - Genipin

http://www.wou.edu/
Genipin is a naturally occurring material that shows great potential as a use in biomaterials and also as a fingerprint reagent. As stated earlier genipin crosslinked material has been use as a bioadhesive, in wound dressing materials, and as a bone substitute. In addition to these studies, studies have also been conducted to investigate genipin crosslinked gelatin as a conduit for peripheral nerve regeneration17 and genipin crosslinked chitosan for protein drug delivery18. Based on these novel experiments, I believe that genipin will become an important crosslinking reagent for biomaterials in the future. I also believe it can be valuable as a reagent to develop latent fingerprints...

http://library-resources.cqu.edu.au/
Genipin, the hydrolytic product of geniposide, which is extracted from gardenia fruit, shows good potential as a fingerprint reagent. It develops latent fingerprints on paper as blue impressions with good contrast and resolution. Even very faint impressions that are barely visible in ambient light will fluoresce brightly upon illumination at ca. 590 nm and are best viewed with a barrier filter above 630 nm. Potential advantages of genipin are the combination of colorimetric and fluorogenic activity in one reagent as well as its being a safe and environmentally friendly natural product....

 

SALES SPECIFICATION

APPEARANCE

white to off-white crystalline powder

ASSAY

98.0% min ( sum of beta form 85% ~ 90% and alpha form 10% ~ 20%)

MELTING POINT

120 ~ 122 C
MOISTURE

1.0% max

HEAVY METALS

10ppm max
RESIDUE ON IGNITION

0.2% max

 

TRANSPORT & REGULATORY INFORMATION

UN NO.

2811

HAZARD CLASS

 6.1
PACKING GROUP III

 

SAFETY INFORMATION

HAZARD OVERVIEW

OSHA Hazards:Toxic by ingestion. Causes eye irritation

GHS

  

SIGNAL WORD

Danger

PICTOGRAMS

HAZARD STATEMENTS

H301-H319

P STATEMENTS

P301 + P310-P305 + P351 + P338

EC DIRECTIVES

 

HAZARD CODES

Xn

RISK PHRASES

22

SAFETY PHRASES

  

 

PACKING