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22457-89-2 molecular structure
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{[(3E)-4-{N-[(4-amino-2-methylpyrimidin-5-yl)methyl]formamido}-3-[(E)-benzoylsulfanyl]pent-3-en-1-yl]oxy}phosphonic acid

ChemBase ID: 104138
Molecular Formular: C19H23N4O6PS
Molecular Mass: 466.447881
Monoisotopic Mass: 466.10759211
SMILES and InChIs

SMILES:
Cc1ncc(CN(C=O)/C(=C(\CCOP(=O)(O)O)/SC(=O)c2ccccc2)/C)c(N)n1
Canonical SMILES:
O=CN(/C(=C(/SC(=O)c1ccccc1)\CCOP(=O)(O)O)/C)Cc1cnc(nc1N)C
InChI:
InChI=1S/C19H23N4O6PS/c1-13(23(12-24)11-16-10-21-14(2)22-18(16)20)17(8-9-29-30(26,27)28)31-19(25)15-6-4-3-5-7-15/h3-7,10,12H,8-9,11H2,1-2H3,(H2,20,21,22)(H2,26,27,28)
InChIKey:
BTNNPSLJPBRMLZ-UHFFFAOYSA-N

Cite this record

CBID:104138 http://www.chembase.cn/molecule-104138.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
{[(3E)-4-{N-[(4-amino-2-methylpyrimidin-5-yl)methyl]formamido}-3-[(E)-benzoylsulfanyl]pent-3-en-1-yl]oxy}phosphonic acid
[(4-{N-[(4-amino-2-methylpyrimidin-5-yl)methyl]formamido}-3-(benzoylsulfanyl)pent-3-en-1-yl)oxy]phosphonic acid
IUPAC Traditional name
benfotiamine
(4-{N-[(4-amino-2-methylpyrimidin-5-yl)methyl]formamido}-3-(benzoylsulfanyl)pent-3-en-1-yl)oxyphosphonic acid
Synonyms
S-Benzoylthiamine O-monophosphate
Benfotiamine
S-BENZOYLTHIAMINE O-MONOPHOSPHATE
''S''-benzoylthiamine O-monophosphate
Benfotiamine
S-Benzoylthiamine O-monophosphate
CAS Number
22457-89-2
EC Number
245-013-4
MDL Number
MFCD00057343
PubChem SID
24892147
162092733
PubChem CID
5282168
3032771
ATC CODE
A11DA03
Chemspider ID
2297665
Unique Ingredient Identifier
Y92OUS2H9B
Wikipedia Title
Benfotiamine

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 1.6822021  H Acceptors
H Donor LogD (pH = 5.5) -2.153027 
LogD (pH = 7.4) -2.5593069  Log P -2.202912 
Molar Refractivity 121.5394 cm3 Polarizability 44.88746 Å3
Polar Surface Area 155.94 Å2 Rotatable Bonds 10 
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Storage Condition
2-8°C expand Show data source
RTECS
DH6910000 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
2 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
2-8°C expand Show data source
Target
Others expand Show data source
Salt Data
Free Base expand Show data source
Certificate of Analysis
Download expand Show data source
Empirical Formula (Hill Notation)
C19H23N4O6PS expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich
MP Biomedicals - 02154835 external link
(Benfotiamine)
Sigma Aldrich - B9636 external link
Biochem/physiol Actions
Benfotiamine is an amphiphilic S-acyl thiamine derivative used as a lipid soluble alternative source of bioavailable thiamine. Benfotiamine is being investigated in a variety of therapeutic applications.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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