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74784-45-5 molecular structure
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{[(2R,3S,5R)-2-(6-amino-9H-purin-9-yl)-5-[({[({[(2R,4S,5R)-5-[(4S)-3-carbamoyl-1,4-dihydro(4-2H1)pyridin-1-yl]-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}phosphonic acid

ChemBase ID: 174904
Molecular Formular: C21H30N7O17P3
Molecular Mass: 745.420883
Monoisotopic Mass: 745.09110243
SMILES and InChIs

SMILES:
C([C@@H]1C(O)[C@H](OP(=O)(O)O)[C@@H](O1)n1c2c(nc1)c(ncn2)N)OP(=O)(OP(=O)(OC[C@@H]1C([C@@H]([C@@H](O1)N1C=C(CC=C1)C(=O)N)O)O)O)O
Canonical SMILES:
O[C@H]1C(O)[C@H](O[C@H]1N1C=CCC(=C1)C(=O)N)COP(=O)(OP(=O)(OC[C@H]1O[C@H]([C@H](C1O)OP(=O)(O)O)n1cnc2c1ncnc2N)O)O
InChI:
InChI=1S/C21H30N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35)/t10-,11-,13?,14?,15+,16+,20-,21-/m1/s1
InChIKey:
ACFIXJIJDZMPPO-WWRWIPRPSA-N

Cite this record

CBID:174904 http://www.chembase.cn/molecule-174904.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
{[(2R,3S,5R)-2-(6-amino-9H-purin-9-yl)-5-[({[({[(2R,4S,5R)-5-[(4S)-3-carbamoyl-1,4-dihydro(4-2H1)pyridin-1-yl]-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxy}phosphonic acid
IUPAC Traditional name
[(2R,3S,5R)-2-(6-aminopurin-9-yl)-5-{[({[(2R,4S,5R)-5-[(4S)-3-carbamoyl(4-2H1)-4H-pyridin-1-yl]-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]methyl}-4-hydroxyoxolan-3-yl]oxyphosphonic acid
Synonyms
Adenosine 5'-(trihydrogen diphosphate) 2'-(Dihydrogen Phosphate) P'-5'-Ester with (4S)-1,4-Dihydro-1-β-d-ribofuranosyl-3-pyridine-4-d-carboxamide
Dihydro-codehydrogenase II-d
β-NADPH-d
β-Nicotinamide-adenine-dinucleotide-phosphoric Acid-d
β-TPNH-d
Triphosphopyridine Nucleotide-d Reduced
β-NADPH-D
CAS Number
74784-45-5
PubChem SID
164230814
PubChem CID
71750887

DATA SOURCES

DATA SOURCES

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Data Source Data ID
TRC N201502 external link Add to cart
PubChem 71750887 external link
Data Source Data ID Price
TRC
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Data Source Data ID
PubChem 71750887 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 0.6552744  H Acceptors 18 
H Donor LogD (pH = 5.5) -10.989815 
LogD (pH = 7.4) -12.689332  Log P -6.4180613 
Molar Refractivity 153.8726 cm3 Polarizability 61.29122 Å3
Polar Surface Area 364.15 Å2 Rotatable Bonds 13 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
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DETAILS

DETAILS

TRC TRC
Toronto Research Chemicals - N201502 external link
One of the biologically active forms of nicotinic acid. Differs from NAD by an additional phosphate group at the 2’-position of the adenosine moiety. Serves as a coenzyme of hydrogenases and dehydrogenases. Present in living cells primarily in the reduced

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Bartlett, G.R., et al.: J. Biol. Chem., 234, 449 (1959)
  • • Dixon, M., et al.: Science, 132, 1548 (1959)
  • • Heyes, D., et al.: Biochemistry, 43, 8265 (1959)
  • • Dietzek, B., et al.: Chem. Phys. Chem., 7, 1727 (1959)
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PATENTS

PATENTS

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INTERNET

INTERNET

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