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CHEBI:57945 - NADH(2−)

ChEBI IDCHEBI:57945
ChEBI NameNADH(2−)
Stars
ASCII NameNADH(2-)
DefinitionDianion of NADH arising from deprotonation of the two diphosphate OH groups; major species at pH 7.3.
Last Modified26 July 2019
DownloadsMolfile
FormulaC21H27N7O14P2
Net Charge-2
Average Mass663.430
Monoisotopic Mass663.11022
SMILESNC(=O)C1=CN([C@@H]2O[C@H](COP(=O)([O-])OP(=O)([O-])OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)C=CC1
InChIInChI=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)/p-2/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
InChIKeyBOPGDPNILDQYTO-NNYOXOHSSA-L
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (24678285) Source: yeast.sf.net
Roles Classification
Chemical Role:
electron donor  A molecular entity that can transfer an electron to another molecular entity.
Biological Roles:
cofactor  An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
ChEBI Ontology
Outgoing Relation(s)
NADH(2−) (CHEBI:57945) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
NADH(2−) (CHEBI:57945) has role cofactor (CHEBI:23357)
NADH(2−) (CHEBI:57945) has role human metabolite (CHEBI:77746)
NADH(2−) (CHEBI:57945) is a hydrogen donor (CHEBI:17499)
NADH(2−) (CHEBI:57945) is a nucleotide-sugar oxoanion (CHEBI:59737)
NADH(2−) (CHEBI:57945) is conjugate base of NADH (CHEBI:16908)
Incoming Relation(s)
(R)-NADHX(2−) (CHEBI:64075) has functional parent NADH(2−) (CHEBI:57945)
(S)-NADHX(2−) (CHEBI:64074) has functional parent NADH(2−) (CHEBI:57945)
5'-end NADH(2−) residue (CHEBI:143948) has functional parent NADH(2−) (CHEBI:57945)
NADH (CHEBI:16908) is conjugate acid of NADH(2−) (CHEBI:57945)
IUPAC Name 
adenosine 5'-{3-[1-(3-carbamoyl-1,4-dihydropyridin-1-yl)-1,4-anhydro-D-ribitol-5-yl] diphosphate}
Synonym  Source
NADH dianionChEBI
UniProt Name  Source
NADHUniProt
Registry NumbersSources
Beilstein:3869564Beilstein