CHEBI:44236 - (S)-NADHX

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ChEBI Name (S)-NADHX
ChEBI ID CHEBI:44236
ChEBI ASCII Name (S)-NADHX
Definition A tetrahydronicotinamide adenine dinucleotide obtained by formal stereo- and regioselective hydration across the 5,6-double bond in the nicotinyl ring of NADH, with the hydroxy group located at position 6, having (S)-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H31N7O15P2
Net Charge 0
Average Mass 683.45630
Monoisotopic Mass 683.13534
InChI InChI=1S/C21H31N7O15P2/c22-17-12-19(25-6-24-17)28(7-26-12)21-16(33)14(31)10(42-21)5-40-45(37,38)43-44(35,36)39-4-9-13(30)15(32)20(41-9)27-3-8(18(23)34)1-2-11(27)29/h3,6-7,9-11,13-16,20-21,29-33H,1-2,4-5H2,(H2,23,34)(H,35,36)(H,37,38)(H2,22,24,25)/t9-,10-,11+,13-,14-,15-,16-,20-,21-/m1/s1
InChIKey IDBZKGQRLBFUFQ-VPHRTNKSSA-N
SMILES NC(=O)C1=CN([C@@H](O)CC1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n2cnc3c(N)ncnc23)[C@@H](O)[C@H]1O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): fundamental metabolite
Any metabolite produced by all living cells.
(via NAD )
coenzyme
A low-molecular-weight, non-protein organic compound participating in enzymatic reactions as dissociable acceptor or donor of chemical groups or electrons.
(via NAD(P) )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (S)-NADHX (CHEBI:44236) has functional parent NADH (CHEBI:16908)
(S)-NADHX (CHEBI:44236) is a hemiaminal (CHEBI:73080)
(S)-NADHX (CHEBI:44236) is a tetrahydronicotinamide adenine dinucleotide (CHEBI:26916)
(S)-NADHX (CHEBI:44236) is conjugate acid of (S)-NADHX(1−) (CHEBI:57458)
(S)-NADHX (CHEBI:44236) is conjugate base of (S)-NADHX(1+) (CHEBI:15644)
Incoming (S)-NADHX(1+) (CHEBI:15644) is conjugate acid of (S)-NADHX (CHEBI:44236)
(S)-NADHX(1−) (CHEBI:57458) is conjugate base of (S)-NADHX (CHEBI:44236)
IUPAC Name
adenosine 5'-(3-{5-[(2S)-5-carbamoyl-2-hydroxy-3,4-dihydropyridin-1-yl]-5-deoxy-β-D-ribofuranosyl} dihydrogen diphosphate)
Synonyms Sources
(6S)-6β-hydroxy-1,4,5,6-tetrahydronicotinamide adenine dinucleotide ChEBI
6beta-Hydroxy-1,4,5,6-tetrahydronicotinamide-adenine dinucleotide KEGG COMPOUND
BETA-6-HYDROXY-1,4,5,6-TETRHYDRONICOTINAMIDE ADENINE DINUCLEOTIDE PDBeChem
Manual Xrefs Databases
C04856 KEGG COMPOUND
CPD-653 MetaCyc
HMDB0059644 HMDB
NAX PDBeChem
View more database links
Citation Waiting for Citations Type Source
21994945 PubMed citation Europe PMC
Last Modified
13 December 2016