Home > Compound List > Compound details
103301-73-1 molecular structure
click picture or here to close

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

Collapse All Expand All

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
103301-73-1
MDL Number
MFCD00070120
PubChem SID
24895196
162249301
PubChem CID
71312088

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
G5131 external link Add to cart Please log in.
Data Source Data ID
PubChem 71312088 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 1.7325996  H Acceptors 17 
H Donor 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
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
≥97% (HPLC) expand Show data source
Type
Type I expand Show data source
Linear Formula
C16H23N5O16P2Na2 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - G5131 external link
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.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
    No data available
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle