CHEBI:64084 - (S)-NADPHX

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (S)-NADPHX
ChEBI ID CHEBI:64084
ChEBI ASCII Name (S)-NADPHX
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C21H32N7O18P3
Net Charge 0
Average Mass 763.43620
Monoisotopic Mass 763.10167
InChI InChI=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
InChIKey SZKXTJUOKARGIY-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](OP(O)(O)=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)-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 (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 phosphate ChEBI
Manual Xref Database
C04899 KEGG COMPOUND
View more database links
Citation Waiting for Citations Type Source
21994945 PubMed citation Europe PMC
Last Modified
28 July 2014