We collect cookies for vital website function and to better serve our customers. By continuing to browse you agree to the storing of cookies on your device. See our privacy policy for details.

Glycoursodeoxycholic Acid

Item № 21698
CAS № 64480-66-6
Purity ≥98%
product image
                (CAS 64480-66-6)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     100 mg $25.00 0.00
     250 mg $59.00 0.00
     500 mg $113.00 0.00
     1 g $200.00 0.00

Pricing updated 2019-07-23. Prices are subject to change without notice.

Description
Synonyms
  • GUDCA
  • Ursodeoxycholyl Glycine

Glycoursodeoxycholic acid (GUDCA) is a glycine-conjugated form of the secondary bile acid ursodeoxycholic acid (UDCA; Item No. 15121).1,2 It has antioxidant effects in vitro in Barrett’s esophagus cells and primary cultured rat neurons.3,4 GUDCA reduces the levels of inflammatory cytokines and prevents cell death induced by unconjugated bilirubin in an astroglial cell model of neonatal hyperbilirubinemia.5 Oral administration of GUDCA (500 mg/kg per day) decreases the severity of symptoms and increases the amount of A. muciniphila, a bacterial species commonly decreased in patients with inflammatory bowel disease (IBD), in a mouse model of colitis.2

Recommended Products

Related Products
View Related Product Categories
Technical Information
Formal Name
N-[(3α,5β,7β)-3,7-dihydroxy-24-oxocholan-24-yl]-glycine
CAS Number
64480-66-6
Synonyms
  • GUDCA
  • Ursodeoxycholyl Glycine
Molecular Formula
C26H43NO5
Formula Weight
449.6
Purity
≥98%
Formulation
A crystalline solid
λmax
204 nm
SMILES
C[C@H](CCC(NCC(O)=O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C
InChI Code
InChI=1S/C26H43NO5/c1-15(4-7-22(30)27-14-23(31)32)18-5-6-19-24-20(9-11-26(18,19)3)25(2)10-8-17(28)12-16(25)13-21(24)29/h15-21,24,28-29H,4-14H2,1-3H3,(H,27,30)(H,31,32)/t15-,16+,17-,18-,19+,20+,21+,24+,25+,26-/m1/s1
InChI Key
GHCZAUBVMUEKKP-XROMFQGDSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
Downloads & Resources
Product Downloads

Download Product Insert

Download Safety Data Sheet (SDS)

Download free InChI Key generation software

Additional Information

View the Cayman Structure Database for chemical structure definitions for many Cayman products

Get Batch-Specific Data and Documents by Batch Number

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data pack, and GC-MS data.

References & Product Citations
Product Description References

1. Lefebvre, P., Cariou, B., Lien, F., et al. Role of bile acids and bile acid receptors in metabolic regulation Physiol. Rev. 89(1), 147-191 (2009).

2. Van den Bossche, L., Hindryckx, P., Devisscher, L., et al. Ursodeoxycholic acid and its taurine- or glycine-conjugated species reduce colitogenic dysbiosis and equally suppress experimental colitis in mice Appl. Environ. Microbiol. 83(7), e02766-02716 (2017).

3. Goldman, A., Condon, A., Adler, E., et al. Protective effects of glycoursodeoxycholic acid in Barrett’s esophagus cells Dis. Esophagus 23(2), 83-93 (2010).

4. Brito, M.A., Lima, S., Fernandes, A., et al. Bilirubin injury to neurons: Contribution of oxidative stress and rescue by glycoursodeoxycholic acid Neurotoxicology 29(2), 259-269 (2008).

5. Fernandes, A., Vaz, A.R., Falcao, A.S., et al. Glycoursodeoxycholic acid and interleukin-10 modulate the reactivity of rat cortical astrocytes to unconjugated bilirubin J. Neuropathol. Exp. Neurol. 66(9), 789-798 (2007).

Technical Support
Contact Us
  • Toll Free Phone (USA and Canada Only): (888) 526-5351
  • Direct Phone: (734) 975-3888
Cayman Contract Services

We work with scientists to accelerate their research, drug discovery, and drug development needs through our expertise in the following areas:

Cayman Chemical

1180 East Ellsworth Road

Ann Arbor, Michigan 48108 USA

Toll Free: (800) 364-9897

(USA and Canada Only)

Fax: (734) 971-3640