Gemfibrozil 1-O-β-glucuronide - ≥99% , CAS No.91683-38-4

CAS: 91683-38-4 Cat. No.: G647264 Formule: C₂₁H₃₀O₉ Poids moléculaire: 426.46 Numéro CE: 823-205-4

QUALITÉ & PURETÉ ≥99%

Synonyms

AKOS027324600 | beta-D-Glucopyranuronic acid, 1-(5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoate) | 1-[5-(2,5-Dimethylphenoxy)-2,2-dimethylpentanoate] beta-D-Glucopyranuroic Acid | BDBM50397663 | Gemfibrozil 1-O- beta -Glucuronide | UNII-954F30WZ3Y | Gemfi

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Vue d’ensemble

Gemfibrozil 1-O-β-Glucuronide, a metabolite of Gemfibrozil (CI-719; HY-B0258), is a potent and competitive P450 (CYP) isoform CYP2C8 inhibitor with an IC 50 of 4.07 μM

In Vitro

Gemfibrozil 1-O-β-Glucuronide significantly inhibits the OATP2 (OATP1B1)-mediated uptake of Cerivastatin (CER; HY-129458) with an IC 50 of 24.3 μM. Gemfibrozil 1-O-β-Glucuronide inhibits CYP2C8-mediated M1, M23 formation with IC 50 s of 5.38 μM, 4.30 μM, and has no effects for CYP2C8-mediated M3 formation. Gemfibrozil 1-O-β-Glucuronide has an IC 50 of 243 μM for the CYP3A4- mediated metabolism. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:CYP3 CYP2C8 4.07 μM (IC 50 )

Spécifications

Synonymes

AKOS027324600 | beta-D-Glucopyranuronic acid, 1-(5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoate) | 1-[5-(2,5-Dimethylphenoxy)-2,2-dimethylpentanoate] beta-D-Glucopyranuroic Acid | BDBM50397663 | Gemfibrozil 1-O- beta -Glucuronide | UNII-954F30WZ3Y | Gemfi

Spécifications et pureté

≥99%

Mécanismes biochimiques et physiologiques

Gemfibrozil 1-O-β-Glucuronide, a metabolite of Gemfibrozil (CI-719; HY-B0258), is a potent and competitive P450 (CYP) isoform CYP2C8 inhibitor with an IC 50 of 4.07 μM.

Conditions de stockage de stockage

Store at -20°C

Expédié en

Ice chest + Ice pads

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Type d'action

INHIBITOR

Pureté

≥99%

Propriétés du produit

pKa

pKa: 2.68 (Predicted)

Ki Data

CYP2C8: Ki= 20 μM (human)

Noms et identifiants

Sourires canoniques

CC1=CC(=C(C=C1)C)OCCCC(C)(C)C(=O)OC2C(C(C(C(O2)C(=O)O)O)O)O

IUPAC Name

(2S,3S,4S,5R,6S)-6-[5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

InChIKey

CJMNXSKEVNPQOK-LVEJAMMSSA-N

INCHI

1S/C21H30O9/c1-11-6-7-12(2)13(10-11)28-9-5-8-21(3,4)20(27)30-19-16(24)14(22)15(23)17(29-19)18(25)26/h6-7,10,14-17,19,22-24H,5,8-9H2,1-4H3,(H,25,26)/t14-,15-,16+,17-,19-/m0/s1

Isomères SMILES

CC1=CC(=C(C=C1)C)OCCCC(C)(C)C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C(=O)O)O)O)O

Poids moléculaire

426.46

Reaxy-Rn

22822346

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=22822346&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Classe Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Sugar acids and derivatives
          • Level6 Glucuronic acid derivatives
            • Level7 Glucuronides
              • Level8 O-glucuronides

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Classe: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Sugar acids and derivatives - Glucuronic acid derivatives - Glucuronides
• Direct Parent: O-glucuronides
• Alternative Parents: Hexoses p-Xylenes Phenoxy compounds Phenol ethers Alkyl aryl ethers Beta hydroxy acids and derivatives Fatty acid esters Pyrans Oxanes Dicarboxylic acids and derivatives Secondary alcohols Carboxylic acid esters Oxacyclic compounds Carboxylic acids Acetals Polyols Carbonyl compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: 1-o-glucuronide - O-glucuronide - Hexose monosaccharide - Phenoxy compound - P-xylene - Xylene - Phenol ether - Alkyl aryl ether - Beta-hydroxy acid - Fatty acid ester - Pyran - Benzenoid - Dicarboxylic acid or derivatives - Oxane - Fatty acyl - Monocyclic benzene moiety - Monosaccharide - Hydroxy acid - Carboxylic acid ester - Secondary alcohol - Ether - Organoheterocyclic compound - Carboxylic acid - Acetal - Carboxylic acid derivative - Oxacycle - Polyol - Carbonyl group - Hydrocarbon derivative - Organic oxide - Alcohol - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Cibles associées (humaines)

CYP2C8 Tchem Cytochrome P450 2C8 (1492 Activities)

Discover Target: CYP2C8

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

U2OS (164939 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Cibles associées (non humaines)

Plasma (328 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: DMSO : 100 mg/mL (234.49 mM; Need ultrasonic)
• Indice de réfraction: n20D1.57 (Predicted)
• Point d'ébullition (°C): ~611.2° C at 760 mmHg (Predicted)
• Point de fusion (°C): 123-130° C
• Poids moléculaire: 426.500 g/mol
• XLogP3: 2.200
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 9
• Exact Mass: 426.189 Da
• Monoisotopic Mass: 426.189 Da
• Topological Polar Surface Area: 143.000 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 593.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Foire aux questions

What is the purity of this product?

This product is supplied at ≥99% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 91683-38-4, the molecular formula is C21H30O9, and the molecular weight is 426.46 g/mol. InChIKey CJMNXSKEVNPQOK-LVEJAMMSSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.