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(2S,3S,4S,5R,6S)-6-({5-[(2E)-5-carboxy-3-methylpent-2-en-1-yl]-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
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ChemBase ID:
174874
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Molecular Formular:
C23H28O12
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Molecular Mass:
496.46122
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Monoisotopic Mass:
496.15807634
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SMILES and InChIs
SMILES:
c1(c(c(c2c(c1O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)O)O)O)O)C(=O)OC2)C)OC)C/C=C(/CCC(=O)O)\C
Canonical SMILES:
COc1c(C/C=C(/CCC(=O)O)\C)c(O[C@@H]2O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]2O)O)O)c2c(c1C)COC2=O
InChI:
InChI=1S/C23H28O12/c1-9(5-7-13(24)25)4-6-11-18(32-3)10(2)12-8-33-22(31)14(12)19(11)34-23-17(28)15(26)16(27)20(35-23)21(29)30/h4,15-17,20,23,26-28H,5-8H2,1-3H3,(H,24,25)(H,29,30)/b9-4+/t15-,16-,17+,20-,23+/m0/s1
InChIKey:
BYFGTSAYQQIUCN-HGIHDBQLSA-N
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Cite this record
CBID:174874 http://www.chembase.cn/molecule-174874.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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(2S,3S,4S,5R,6S)-6-({5-[(2E)-5-carboxy-3-methylpent-2-en-1-yl]-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
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IUPAC Traditional name
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(2S,3S,4S,5R,6S)-6-({5-[(2E)-5-carboxy-3-methylpent-2-en-1-yl]-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-4-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
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Synonyms
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5-[(2E)-5-Carboxy-3-methyl-2-penten-1-yl]-1,3-dihydro-6-methoxy-7-methyl-3-oxo-4-isobenzofuranyl β-D-Glucopyranosiduronic Acid
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Mycophenolic Acid Glucosiduronate
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Mycophenolic Acid Glucuronide
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MPAG
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Mycophenolic Acid β-D-Glucuronide
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CAS Number
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PubChem SID
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PubChem CID
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
Data Source
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Data ID
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Price
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TRC
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CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
Acid pKa
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2.739151
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H Acceptors
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11
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H Donor
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5
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LogD (pH = 5.5)
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-3.6937711
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LogD (pH = 7.4)
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-5.941499
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Log P
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0.9298039
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Molar Refractivity
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117.2452 cm3
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Polarizability
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45.854965 Å3
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Polar Surface Area
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189.28 Å2
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Rotatable Bonds
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9
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Lipinski's Rule of Five
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false
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DETAILS
DETAILS
TRC
Toronto Research Chemicals -
M831520
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A metabolite of Mycophenolic Acid, an antibiotic produced by Penicillium brevi-compactum, P. Stoloniferum and related spp. A selective inhibitor of lymphocyte proliferation by blocking inosine monophosphate dehydrogenase, an enzyme involved in the de nov |
REFERENCES
REFERENCES
From Suppliers
Google Scholar
PubMed
Google Books
- • Senda, M., et al.: Transplantation, 60, 1143 (1995)
- • Nimmesgern, E., et al.: J. Biol. Chem., 271, 19421 (1995)
- • Gummert, J.F., et al.: J. Pharmacol. Exp. Ther., 291, 1100 (1995)
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PATENTS
PATENTS
PubChem Patent
Google Patent