Mycophenolic Acid Acyl-β-D-glucuronide - Moligand™,≥95% , CAS No.99043-04-6

CAS: 99043-04-6 Cat. No.: M356530 Molecular Weight: 496.46 PubChem CID: 10028772

GRADE & PURITY Moligand™, ≥95%

Synonyms

B96732OXNA | .BETA.-D-GLUCOPYRANURONIC ACID, 1-((4E)-6-(1,3-DIHYDRO-4-HYDROXY-6-METHOXY-7-METHYL-3-OXO-5-ISOBENZOFURANYL)-4-METHYL-1-OXO-4-HEXENOATE) | mycophenolic acid-O-acyl-beta-D-glucopyranuronoside | DTXSID501343826 | CHEBI:64689 | UNII-B96732OXNA |

Storage

Store at -20°C,Argon charged,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Mycophenolic Acid Acyl-β-D-glucuronide is a metabolite of the immunosuppressant Mycophenolic acid .

Specifications

Synonyms

B96732OXNA | .BETA.-D-GLUCOPYRANURONIC ACID, 1-((4E)-6-(1, 3-DIHYDRO-4-HYDROXY-6-METHOXY-7-METHYL-3-OXO-5-ISOBENZOFURANYL)-4-METHYL-1-OXO-4-HEXENOATE) | mycophenolic acid-O-acyl-beta-D-glucopyranuronoside | DTXSID501343826 | CHEBI:64689 | UNII-B96732OXNA |

Specifications & Purity

Moligand™, ≥95%

Storage

Store at -20°C, Argon charged, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 504765201
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504765201
• Canonical Smiles: CC1=C2COC(=O)C2=C(C(=C1OC)CC=C(C)CCC(=O)OC3C(C(C(C(O3)C(=O)O)O)O)O)O
• IUPAC Name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoyl]oxyoxane-2-carboxylic acid
• InChIKey: QBMSTEZXAMABFF-UEARNRKISA-N
• INCHI: 1S/C23H28O12/c1-9(4-6-11-15(25)14-12(8-33-22(14)31)10(2)19(11)32-3)5-7-13(24)34-23-18(28)16(26)17(27)20(35-23)21(29)30/h4,16-18,20,23,25-28H,5-8H2,1-3H3,(H,29,30)/b9-4+/t16-,17-,18+,20-,23+/m0/s1
• Isomeric SMILES: CC1=C2COC(=O)C2=C(C(=C1OC)C/C=C(\C)/CCC(=O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)C(=O)O)O)O)O)O
• PubChem CID: 10028772
• Molecular Weight: 496.46

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class 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
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Sugar acids and derivatives - Glucuronic acid derivatives - Glucuronides
• Direct Parent: O-glucuronides
• Alternative Parents: Phthalides Tricarboxylic acids and derivatives Anisoles Alkyl aryl ethers Beta hydroxy acids and derivatives Fatty acid esters Pyrans Oxanes Monosaccharides Vinylogous acids Secondary alcohols Carboxylic acid esters Lactones Carboxylic acids Acetals Oxacyclic compounds Polyols Carbonyl compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 1-o-glucuronide - O-glucuronide - Isobenzofuranone - Phthalide - Isocoumaran - Tricarboxylic acid or derivatives - Anisole - Alkyl aryl ether - Beta-hydroxy acid - Fatty acid ester - Fatty acyl - Hydroxy acid - Benzenoid - Monosaccharide - Pyran - Oxane - Vinylogous acid - Secondary alcohol - Lactone - Carboxylic acid ester - Acetal - Organoheterocyclic compound - Ether - Carboxylic acid - Carboxylic acid derivative - Oxacycle - Polyol - Carbonyl group - Hydrocarbon derivative - Organic oxide - Alcohol - Aromatic heteropolycyclic 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: carboxylic ester - phenols - gamma-lactone - beta-D-glucosiduronic acid

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

Chemical and Physical Properties

• Solubility: Soluble in Methanol and Water
• Sensitivity: Moisture sensitive.
• Boil Point(°C): ~805.0° C at 760 mmHg (Predicted)
• Melt Point(°C): 90-93° C
• Molecular Weight: 496.500 g/mol
• XLogP3: 1.600
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 9
• Exact Mass: 496.158 Da
• Monoisotopic Mass: 496.158 Da
• Topological Polar Surface Area: 189.000 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 827.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

1. Chaoji Li, Min Zhang, Yanni Zhao, Dan Yang, Mei Zhao, Leyuan Shang, Xiaodong Sun, Shuo Zhang, Pengjiao Wang, Xiuli Gao.  (2024)  Exploring the Impact of Pharmaceutical Excipient PEG400 on the Pharmacokinetics of Mycophenolic Acid Through In Vitro and In Vivo Experiments.  INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES,  26  (1): (72).  [PMID:39795931] [10.3390/ijms26010072]