1. Metabolic Enzyme/Protease Epigenetics
  2. Drug Metabolite Glycosyltransferase
  3. 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.

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Bilirubin diglucuronide

Bilirubin diglucuronide Chemische Struktur

CAS. Nr. : 17459-92-6

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Beschreibung

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[1][2].

In Vitro

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.

Molekulargewicht

936.91

Formel

C45H52N4O18

CAS. Nr.
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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Room temperature in continental US; may vary elsewhere.

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Bilirubin diglucuronide
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