Bilirubin diglucuronide
Bilirubin diglucuronide is a bilirubin glycoside conjugate with a 1-O-acyl β-D-glucuronide structure. Bilirubin diglucuronide is the major conjugated bilirubin (HY-N0323) and predominant pigment excreted in the bile of adult humans, rats, dogs and cats. Bilirubin diglucuronide is mainly synthesized via UDP-glucuronosyltransferase-mediated transfer of glucuronic acid from UDP-glucuronic acid to bilirubin monoglucuronide, or via enzymatic disproportionation of two moles of bilirubin monoglucuronide (predominantly producing the IXα configuration). In addition, Bilirubin diglucuronide can also be synthesized from bilirubin or its monoglucuronide in a UDP-glucuronic acid-dependent manner. Pretreatment with phenobarbital significantly enhances the formation process of Bilirubin diglucuronide.
For research use only. We do not sell to patients.
- CAS No.: 17459-92-6
- Formula: C45H52N4O18
- Molecular Weight:936.91
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Bilirubin diglucuronide (0.18 mM; 30 min) is generated by incubating human liver homogenate with unconjugated bilirubin[1].
Bilirubin diglucuronide (30-35 nmoles bilirubin monoglucuronide; 5-20 min) is generated by incubating human liver homogenate with bilirubin monoglucuronide and 14C-UDP glucuronic acid[1].
Bilirubin diglucuronide (30-35 nmol bilirubin monoglucuronide (BMG); 3 min) forms upon incubation of human liver homogenate with bilirubin monoglucuronide (IXα configuration) at pH 6.6[1].
Bilirubin diglucuronide (34 μM BMG substrate; 20 min) is synthesized from 34 μM bilirubin monoglucuronide (BMG) by digitonin-activated in vitro liver microsomes in a UDP-glucuronic acid-dependent manner[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 17459-92-6
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Molecular Weight 936.91
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Formula C45H52N4O18
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SMILES
OC([C@H]([C@H]([C@@H]([C@H]1O)O)O)O[C@H]1OC(CCC(C(C)=C(N2)/C=C3C(C=C)=C(C(N/3)=O)C)=C2CC4=C(C(C)=C(N4)/C=C5C(C)=C(C(N/5)=O)C=C)CCC(O[C@@H]6O[C@@H]([C@H]([C@@H]([C@H]6O)O)O)C(O)=O)=O)=O)=O
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
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Data Sheet (278 KB)
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SDS (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
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Handling Instructions (2659 KB)
References
[1]. Chowdhury JR, et al. Bilirubin mono- and diglucuronide formation by human liver in vitro: assay by high-pressure liquid chromatography. Hepatology. 1981;1(6):622-627. [Content Brief]
[2]. Blanckaert N, et al. Bilirubin diglucuronide synthesis by a UDP-glucuronic acid-dependent enzyme system in rat liver microsomes. Proc Natl Acad Sci U S A. 1979;76(4):2037-2041. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Bilirubin diglucuronide Related Classifications
HY-N11424 Related Classifications
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