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NADH

CAT: 0931-TN7997-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0931-TN7997-01Size:10 mg
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CAS Number
58-68-4
Target
Endogenous Metabolite
Related Pathways
Metabolism
Bioactivity
NADH is a reduced coenzyme that can be taken orally. It serves as a donor of ADP-ribose units in ADP-ribosylation reactions and is a precursor of cyclic ADP-ribose. Additionally, NADH functions as a regenerative electron donor in cellular energy metabolism, including glycolysis, β-oxidation, and the tricarboxylic acid (TCA) cycle.
Smiles
O[C@H]1[C@H](N2C=3C(N=C2)=C(N)N=CN3)O[C@H](COP(OP(OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)N5C=C(C(N)=O)CC=C5)(=O)O)(=O)O)[C@H]1O
Molecular Formula
C21H29N7O14P2
Molecular Weight
665.44
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Nadh

NADH is a coenzyme found in all living cells; consists of two nucleotides joined through their 5'-phosphate groups, with one nucleotide containing an adenine base and the other containing nicotinamide. It has a role as a cofactor and a fundamental metabolite. It is a NAD and a NAD(P)H. It is a conjugate acid of a NADH(2-).

CAS Number58-68-4
PubChem CID439153
IUPAC Name[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate
Molecular FormulaC21H29N7O14P2
Molecular Weight665.4
XLogP-5.7
Topological Polar Surface Area318
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count19
Rotatable Bond Count11
Heavy Atom Count44
Formal Charge0
Complexity1230
SMILES
C1C=CN(C=C1C(=O)N)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)N4C=NC5=C(N=CN=C54)N)O)O)O)O
InChI
InChI=1S/C21H29N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1,3-4,7-8,10-11,13-16,20-21,29-32H,2,5-6H2,(H2,23,33)(H,34,35)(H,36,37)(H2,22,24,25)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
InChIKey
BOPGDPNILDQYTO-NNYOXOHSSA-N
Chemical Structure
2D Structure
2D structure of Nadh
CAS: 58-68-4
CID: 439153
Formula: C21H29N7O14P2
MW: 665.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight665.4
XLogP3-5.7
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count19
Rotatable Bond Count11
Exact Mass665.12477262
Monoisotopic Mass665.12477262
Topological Polar Surface Area318 Ų
Heavy Atom Count44
Formal Charge0
Complexity1230
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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