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CHEBI:64084 - (S)-NADPHX

ChEBI IDCHEBI:64084
ChEBI Name(S)-NADPHX
Stars
ASCII Name(S)-NADPHX
DefinitionA tetrahydronicotinamide adenine dinucleotide obtained by formal stereo- and regioselective hydration across the 2,3-double bond in the nicotinyl ring of NADPH, with the hydroxy group located at position 2, having (S)-configuration.
Last Modified28 July 2014
SubmitterSteve
DownloadsMolfile
FormulaC21H32N7O18P3
Net Charge0
Average Mass763.440
Monoisotopic Mass763.10167
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](OP(=O)(O)O)[C@@H]3O)[C@@H](O)[C@H]2O)[C@@H](O)CC1
InChIInChI=1S/C21H32N7O18P3/c22-17-12-19(25-6-24-17)28(7-26-12)21-16(45-47(34,35)36)14(31)10(44-21)5-42-49(39,40)46-48(37,38)41-4-9-13(30)15(32)20(43-9)27-3-8(18(23)33)1-2-11(27)29/h3,6-7,9-11,13-16,20-21,29-32H,1-2,4-5H2,(H2,23,33)(H,37,38)(H,39,40)(H2,22,24,25)(H2,34,35,36)/t9-,10-,11+,13-,14-,15-,16-,20-,21-/m1/s1
InChIKeySZKXTJUOKARGIY-VPHRTNKSSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
fundamental metabolite  Any metabolite produced by all living cells.
coenzyme  A low-molecular-weight, non-protein organic compound participating in enzymatic reactions as dissociable acceptor or donor of chemical groups or electrons.
coenzyme  A low-molecular-weight, non-protein organic compound participating in enzymatic reactions as dissociable acceptor or donor of chemical groups or electrons.
ChEBI Ontology
Outgoing Relation(s)
(S)-NADPHX (CHEBI:64084) has functional parent NADPH (CHEBI:16474)
(S)-NADPHX (CHEBI:64084) is a hemiaminal (CHEBI:73080)
(S)-NADPHX (CHEBI:64084) is a tetrahydronicotinamide adenine dinucleotide (CHEBI:26916)
(S)-NADPHX (CHEBI:64084) is conjugate acid of (S)-NADPHX(4−) (CHEBI:64076)
Incoming Relation(s)
(S)-NADPHX(4−) (CHEBI:64076) is conjugate base of (S)-NADPHX (CHEBI:64084)
IUPAC Name 
2'-O-phosphonoadenosine 5'-(3-{5-[(2S)-5-carbamoyl-2-hydroxy-3,4-dihydropyridin-1-yl]-5-deoxy-β-D-ribofuranosyl} dihydrogen diphosphate)
Synonym  Source
(6S)-6β-hydroxy-1,4,5,6-tetrahydronicotinamide adenine dinucleotide phosphateChEBI
Manual XrefsDatabases
C04899KEGG COMPOUND
Citations