A mixture of bilirubin metabolites
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Urobilinogens

Item No. 21432

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-(2-((3-(2-carboxyethyl)-4-methyl-5-((3-methyl-5-oxo-4-vinyl-2,5-dihydro-1H-pyrrol-2-yl)methyl)-1H-pyrrol-2-yl)methyl)-5-((3-ethyl-4-methyl-5-oxo-2,5-dihydro-1H-pyrrol-2-yl)methyl)-4-methyl-1H-pyrrol-3-yl)propanoic acid
CAS Number
11000-27-4
Molecular Formula
C33H44N4O6 (for D-Urobilinogen)
Formula Weight
592.7
Purity
A mixture of urobilinogens
Formulation (Request formulation change)
A 25 mg/ml solution in sodium hydroxide
Solubility(Learn about Variance in Solubility)
NaOH (aq): Soluble: ≥10 mg/ml
SMILES
CC1=C(CC2NC(C(C=C)=C2C)=O)NC(CC3=C(CCC(O)=O)C(C)=C(CC4NC(C(C)=C4CC)=O)N3)=C1CCC(O)=O
InChi Code
InChI=1S/C33H42N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h8,26-27,34-35H,2,7,9-15H2,1,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)
InChi Key
KSQFFJKKJAEKTB-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    5 mg

    $32

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    10 mg

    $58

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    25 mg

    $128

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    50 mg

    $447

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    Product Description

    Urobilinogens is a mixture of the bilirubin metabolites D-urobilinogen, L-urobilinogen, also known as stercobilinogen, and i-urobilinogen, also known as mesobilirubinogen.1,2,3 They are formed from bilirubin by gut microbiota. Cecal levels of D-urobilinogen, L-urobilinogen, and i-urobilinogen are increased in mice fed a high-fat diet.4 Increased fecal levels of L-urobilinogen are negatively correlated with decreased blood levels of hemoglobin in patients with heterozygous β-thalassemia.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hall, B., Levy, S., Dufault-Thompson, K., et al. BilR is a gut microbial enzyme that reduces bilirubin to urobilinogen. Nat. Microbiol. 9(1), 173-184 (2024).

    2. Vítek, L., Majer, F., Muchová, L., et al. Identification of bilirubin reduction products formed by Clostridium perfringens isolated from human neonatal fecal flora. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 833(2), 149-157 (2006).

    3. Sekera, E.R., Rudolph, H.L., Carro, S.D., et al. Depletion of stercobilin in fecal matter from a mouse model of autism spectrum disorders. Metabolomics 13(11), 132 (2017).

    4. Daniel, H., Gholami, A.M., Berry, D., et al. High-fat diet alters gut microbiota physiology in mice. ISME J. 8(2), 295-308 (2014).

    5. Gallo, E., Pich, P., Ricco, G., et al. The relationship between anemia, fecal stercobilinogen, erythrocyte survival, and globin synthesis in heterozygotes for β-thalassemia. Blood 46(5), 693-698 (1975).