Mycophenolic acid acyl glucuronide

Base Information

• Chemical Name: Mycophenolic acid acyl glucuronide
• CAS No.: 99043-04-6
• Molecular Formula: C₂₃H₂₈O₁₂
• Molecular Weight: 496.468
• Hs Code.: 2938909090
• UNII: B96732OXNA
• DSSTox Substance ID: DTXSID501343826
• Nikkaji Number: J1.068.871J,J2.031.855D
• Wikidata: Q27133380
• Metabolomics Workbench ID: 63463
• Mol file: 99043-04-6.mol

Synonyms:mycophenolic acid acyl glucuronide;99043-04-6;mycophenolic acid O-acyl-glucuronide;UNII-B96732OXNA;AcMPAG;B96732OXNA;mycophenolic acid acyl-glucuronide;(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;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;Mycophenolic Acid Acyl-beta-D-glucuronide;1-O-[(4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoyl]-beta-D-glucopyranuronic acid;Mycophenolic acid acyl-b-D-glucuronide;Mycophenolic Acid Acyl-|A-D-glucuronide;CHEBI:64689;DTXSID501343826;Mycophenolic Acid Acyl-?-D-glucuronide;Mycophenolic Acid Acyl- beta -D-glucuronide;C20383;W-204182;Q27133380;.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);6-(7-Hydroxy-1,3-dihydro-5-methoxy-4-methyl-1-oxoisobenzofuran-6-yl)-4-methyl-4-hexenoic acid beta-D-glucopyranuronosyl ester

Chemical Property of Mycophenolic acid acyl glucuronide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 94-96°C
• Storage Temp.: -20?C Freezer, Under Inert Atmosphere
• Solubility.: Methanol (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 9
• Exact Mass: 496.15807632
• Heavy Atom Count: 35
• Complexity: 827

Purity/Quality:

95% ^*data from raw suppliers

Mycophenolic acid acyl-b-D-glucuronide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• 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
• 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
• Uses: A metabolite of Mycophenolic Acid A metabolite of Mycophenolic Acid.

Technology Process of Mycophenolic acid acyl glucuronide

There total 6 articles about Mycophenolic acid acyl glucuronide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

mycophenolic acid-O-acyl-β-D-glucopyranuronoside benzyl ester → Mycophenolic acid acyl glucuronide (99043-04-6)

Guidance literature:

With cyclohexa-1,4-diene; palladium on activated charcoal; In tetrahydrofuran; isopropyl alcohol; for 2h; Heating;

DOI:10.1016/j.tet.2007.05.050

Reference yield: 80.0%

(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[(E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-isobenzofuran-5-yl)-4-methyl-hex-4-enoyloxy]-tetrahydro-pyran-2-carboxylic acid allyl ester (860615-39-0) → Mycophenolic acid acyl glucuronide (99043-04-6)

Guidance literature:

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran;

DOI:10.1021/ol0507165

Reference yield:

sodium mycophenolate + UDP-glucuronic acid → Mycophenolic acid 7-O-glucuronide (31528-44-6) + Mycophenolic acid acyl glucuronide (99043-04-6)

Guidance literature:

With sodium hydroxide; horse liver homogenate; magnesium chloride; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid; UDPGA-transferase; In water; dimethyl sulfoxide; at 37 ℃; for 20h; pH=7; Further Variations:; Temperatures; pH-values; Reagents; ratio of catalyst; Product distribution; Enzymatic reaction;

DOI:10.1002/adsc.200303044

upstream raw materials:

(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[(E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-isobenzofuran-5-yl)-4-methyl-hex-4-enoyloxy]-tetrahydro-pyran-2-carboxylic acid allyl ester

mycophenolic acid

allyl (2S,3S,4S,5R)-3,4,5,6-tetrahydroxytetrahydropyran-2-carboxylate