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102623-14-3 molecular structure
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(2S,3S,4S,5R,6S)-6-[3-(butylamino)-4-phenoxy-5-sulfamoylbenzoyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

ChemBase ID: 163103
Molecular Formular: C23H28N2O11S
Molecular Mass: 540.54022
Monoisotopic Mass: 540.14138073
SMILES and InChIs

SMILES:
c1(cc(c(c(c1)S(=O)(=O)N)Oc1ccccc1)NCCCC)C(=O)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O
Canonical SMILES:
CCCCNc1cc(cc(c1Oc1ccccc1)S(=O)(=O)N)C(=O)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O
InChI:
InChI=1S/C23H28N2O11S/c1-2-3-9-25-14-10-12(11-15(37(24,32)33)19(14)34-13-7-5-4-6-8-13)22(31)36-23-18(28)16(26)17(27)20(35-23)21(29)30/h4-8,10-11,16-18,20,23,25-28H,2-3,9H2,1H3,(H,29,30)(H2,24,32,33)/t16-,17-,18+,20-,23-/m0/s1
InChIKey:
MXEVQINQQGRZRQ-RZUKHUMYSA-N

Cite this record

CBID:163103 http://www.chembase.cn/molecule-163103.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S,3S,4S,5R,6S)-6-[3-(butylamino)-4-phenoxy-5-sulfamoylbenzoyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
IUPAC Traditional name
(2S,3S,4S,5R,6S)-6-[3-(butylamino)-4-phenoxy-5-sulfamoylbenzoyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
Synonyms
1-[3-(Aminosulfonyl)-5-(butylamino)-4-phenoxybenzoate]-β-D-glucopyranuronic Acid
Bumetanide Glucuronide
Bumetanide β-D-Glucuronide
CAS Number
102623-14-3
PubChem SID
162257238
PubChem CID
71314302

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
TRC B689605 external link Add to cart
PubChem 71314302 external link
Data Source Data ID Price
TRC
B689605 external link Add to cart Please log in.
Data Source Data ID
PubChem 71314302 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 1.8081998  H Acceptors 10 
H Donor LogD (pH = 5.5) -2.0988731 
LogD (pH = 7.4) -2.7301953  Log P 0.16301988 
Molar Refractivity 128.0789 cm3 Polarizability 50.687973 Å3
Polar Surface Area 214.94 Å2 Rotatable Bonds 11 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
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Certificate of Analysis
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - B689605 external link
A metabolite of Bumetanide (B689550).

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Van Breemen, R.B., et al.: Drug Metab. Dispos., 14, 197 (1986)
  • • Han, K.S., et al.: Biopharma. Drug Dispos., 14, 533 (1986)
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PATENTS

PATENTS

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INTERNET

INTERNET

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