-
disodium [5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxy}phosphonate
-
ChemBase ID:
155163
-
Molecular Formular:
C16H23N5Na2O16P2
-
Molecular Mass:
649.304782
-
Monoisotopic Mass:
649.0410415
-
SMILES and InChIs
SMILES:
c1nc2c(n1C1C(C(C(O1)COP(=O)([O-])OP(=O)([O-])OC1C(C(C(C(O1)CO)O)O)O)O)O)[nH]c(nc2=O)N.[Na+].[Na+]
Canonical SMILES:
OCC1OC(OP(=O)(OP(=O)(OCC2OC(C(C2O)O)n2cnc3c2[nH]c(N)nc3=O)[O-])[O-])C(C(C1O)O)O.[Na+].[Na+]
InChI:
InChI=1S/C16H25N5O16P2.2Na/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15;;/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28);;/q;2*+1/p-2
InChIKey:
XOAGKSFNHBWACO-UHFFFAOYSA-L
-
Cite this record
CBID:155163 http://www.chembase.cn/molecule-155163.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
|
disodium [5-(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxy}phosphonate
|
|
|
IUPAC Traditional name
|
disodium [5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl phosphonato]oxyphosphonate
|
|
|
Synonyms
|
GDP-Man
|
GDP-mannose
|
Guanosine 5′-diphospho-D-mannose sodium salt from Saccharomyces cerevisiae
|
|
|
CAS Number
|
|
MDL Number
|
|
PubChem SID
|
|
PubChem CID
|
|
DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
Acid pKa
|
1.7325996
|
H Acceptors
|
17
|
H Donor
|
8
|
LogD (pH = 5.5)
|
-9.188681
|
LogD (pH = 7.4)
|
-9.612205
|
Log P
|
-4.7699733
|
Molar Refractivity
|
115.8345 cm3
|
Polarizability
|
47.614273 Å3
|
Polar Surface Area
|
333.09 Å2
|
Rotatable Bonds
|
9
|
Lipinski's Rule of Five
|
false
|
DETAILS
DETAILS
Sigma Aldrich
Sigma Aldrich -
G5131
|
Application Guanosine diphosphate mannose (GDP-mannose) is a nucleotide sugar substrate for glycosyltransferase (mannosylation) reactions mediated by mannosyltransferases. GDP-mannose may be used to study its transport, mannose metabolism, and presence as a component of the sugar nucleotide pools of various cell types. GDP-mannose is used as a precursor of L-ascorbic acid in plants. |
PATENTS
PATENTS
PubChem Patent
Google Patent