Standard Compound Records

Database Entry: cq_00004

2D-Structure

3D-Structure

(Powered by ChemAxon Marvin)

Basic Information

Name:NADPH;TPNH
Synonyms:NADPH;TPNH;22046-90-8;3545-01-5;53-57-6;Adenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'-5'-ester with 1,4-dihydro-1-beta-D-ribofuranosyl-3-pyridinecarboxamide;Dihydronicotinamide-adenine dinucleotide phosphate;EINECS 200-177-6;Nicotinamide adenine dinucleotide phosphate;[(2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-[[[[(2S,3S,4R,5R)-5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-4-hydroxy-tetrahydrofuran-3-yl]oxyphosphonic acid;[(2R,3R,4S,5S)-5-[[[[(2S,3S,4R,5R)-5-(3-aminocarbonyl-4H-pyridin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-2-(6-aminopurin-9-yl)-4-hydroxy-oxolan-3-yl]oxyphosphonic acid;[(2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-[[[[(2S,3S,4R,5R)-5-(3-carbamoyl-4H-pyridin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-4-hydroxy-oxolan-3-yl]oxyphosphonic acid;HMDB00221;HMDB00799;;2'-(dihydrogen phosphate) 5'-(trihydrogen pyrophosphate) Adenosine 5'-ester with 1,4-dihydro-1-b-D-ribofuranosylnicotinamide;Adenosine 5'-(trihydrogen diphosphate) 2'-(dihydrogen phosphate) P'-5'-ester with 1,4-dihydro-1-beta-D-ribofuranosyl-3-pyridinecarboxamide;Dihydrocodehydrogenase II;NADP;NADP-red;NADP-reduced;NADPH+H+;NADPH2;Nicotinamide-adenine dinucleotide phosphate reduced;Nicotinamide-adenine-dinucleotide-phosphorate;Nicotinamide-adenine-dinucleotide-phosphoric acid;Reduced codehydrogenase II;Reduced nicotinamide adenine dinucleotide phosphate;Reduced triphosphopyridine nucleotide;Triphosphopyridine nucleotide reduced;b-NADPH;b-Nicotinamide-adenine-dinucleotide-phosphorate;b-Nicotinamide-adenine-dinucleotide-phosphoric acid;b-TPNH;dihydronicotinamide adenine dinucleotide phosphate;dihydronicotinamide adenine dinucleotide phosphate reduced;dihydronicotinamide adenine dinucleotide-P;dihydrotriphosphopyridine nucleotide;dihydrotriphosphopyridine nucleotide reduced;reduced Codehydrase II;reduced Coenzyme II;reduced Cozymase II;[(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-[[[[(2R,3R,4R,5R)-5-(3-carbamoyl-4H-
Molecular Weight:745.420883
Formula:C21H30N7O17P3
CAS:22046-90-8;3545-01-5;53-57-6;2646-71-1
Isomeric 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=C4N=CN=C5N)OP(=O)(O)O)O)O)O
Canonical SMILES:C1C=CN(C=C1C(=O)N)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OCC3C(C(C(O3)N4C=NC5=C4N=CN=C5N)OP(=O)(O)O)O)O)O
InChI:InChI=1/C21H30N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1,3-4,7-8,10-11,13-16,20-21,29-31H,2,5-6H2,(H2,23,32)(H,36,37)(H,38,39)(H2,22,24,25)(H2,33,34,35)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
Experimental Water Solubility:
Predicted Water Solubility:5.61 mg/mL [Predicted by ALOGPS]
Experimental LogP(octanol-water):
Predicted LogP(octanol-water):-1.13 [Predicted by ALOGPS]; -6.8 [Predicted by PubChem via XLOGP]

Biology and Chemistry related

KEGG Compound ID:C00005
PubChem SID:148687
PubChem CID:5884
ChemIDplus:000053576
CHEBI:16474
HMDB:|HMDB00221||HMDB00799|
PDB Component ID:
MetaCyc ID:|NADPH|
UM-BBD ID:
BMRB ID:|NADPH|

NMR related

MMCD Experimental_NMR: expnmr_00099 ||

HMDB_EXPERIMENTAL_HNMR: HMDB00221||

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1C3554848,49,1277152.5163.139N_AN_A
2C3564950,54,1388140.5143.391N_AN_A
3C2676060,64,21,222225.224.505N_AN_A
4C3605367,57,1611103.0110.711N_AN_A
5C3575060,53,1433129.5132.508N_AN_A
6C3585164,53,1544145.0145.080N_AN_A
7C2665974,45,19,206661.870.585N_AN_A
8C2655873,44,17,185562.174.329N_AN_A
9C4635661,62,501212119.5124.639N_AN_A
10C4615463,52,481717156.0162.292N_AN_A
11C4625563,49,541919150.0156.605N_AN_A
12C3746766,72,43,29111180.989.778N_AN_A
13C3736665,71,42,28101081.685.096N_AN_A
14C3726574,75,37,27141472.675.547N_AN_A
15C3716473,70,36,26131375.777.152N_AN_A
16C3706371,68,35,25151574.080.801N_AN_A
17C3756872,69,46,30161674.785.246N_AN_A
18C3696275,54,43,24212187.990.432N_AN_A
19C3686170,53,42,23202094.8107.821N_AN_A
20C4645767,58,5999116.5105.539N_AN_A
21C4595264,51,311818171.0173.629N_AN_A
22N524561,10,112222N_A93.177N_AN_A
23N514459,8,92323N_A99.674N_AN_A
24N484155,612424N_A266.273N_AN_A
25N494255,622525N_A243.849N_AN_A
26N504356,632626N_A260.729N_AN_A
27N544756,62,692828N_A165.745N_AN_A
28N534657,58,682727N_A126.690N_AN_A
29O373172,33030N_AN_AN_AN_A
30O363071,22929N_AN_AN_AN_A
31O352970,13131N_AN_AN_AN_A
32O383276,43333N_AN_AN_AN_A
33O393276,53433N_AN_AN_AN_A
34O413478,73838N_AN_AN_AN_A
35O403377,63636N_AN_AN_AN_A
36O3125593232N_AN_AN_AN_A
37O3226763533N_AN_AN_AN_A
38O3428783938N_AN_AN_AN_A
39O3327773736N_AN_AN_AN_A
40O433674,694343N_AN_AN_AN_A
41O423573,684242N_AN_AN_AN_A
42O453866,784141N_AN_AN_AN_A
43O443765,774040N_AN_AN_AN_A
44O463975,764444N_AN_AN_AN_A
45O474078,774545N_AN_AN_AN_A
46P766938,39,32,464646N_A5.308N_AN_A
47P787141,34,45,474848N_A-3.391N_AN_A
48P777040,33,44,474747N_A-1.647N_AN_A
49H211667N_AN_A3.153.614N_AN_A
50H221667N_AN_A3.153.874N_AN_A
51H191566N_AN_A4.0355.341N_AN_A
52H201566N_AN_A4.2855.142N_AN_A
53H171465N_AN_A4.0355.397N_AN_A
54H181465N_AN_A4.2855.569N_AN_A
55H292374N_AN_A3.915.691N_AN_A
56H282273N_AN_A3.914.790N_AN_A
57H272172N_AN_A3.654.904N_AN_A
58H262071N_AN_A3.654.185N_AN_A
59H251970N_AN_A3.894.795N_AN_A
60H302475N_AN_A3.665.705N_AN_A
61H241869N_AN_A6.038.064N_AN_A
62H231768N_AN_A4.965.773N_AN_A
63H12955N_AN_A8.1610.169N_AN_A
64H131056N_AN_A8.689.117N_AN_A
65H161360N_AN_A4.425.917N_AN_A
66H141157N_AN_A5.736.961N_AN_A
67H151258N_AN_A6.658.670N_AN_A
68H10852N_AN_A6.515.561N_AN_A
69H11852N_AN_A6.518.249N_AN_A
70H8751N_AN_A7.164.439N_AN_A
71H9751N_AN_A7.165.126N_AN_A
72H3337N_AN_A4.814.622N_AN_A
73H2236N_AN_A4.814.345N_AN_A
74H1135N_AN_A4.816.713N_AN_A
75H4438N_AN_A2.04.489N_AN_A
76H5439N_AN_A2.04.114N_AN_A
77H7641N_AN_A2.06.285N_AN_A
78H6540N_AN_A2.04.077N_AN_A

Mass Spectra related

HMDB_MASS_SPEC: HMDB00221||

C12N14 Mass data:745.091102105
C13N14 Mass data:766.161553699
C12N15 Mass data:752.070346358
C13N15 Mass data:773.140797951

Miscellanea

Order_Status:DONE
Organism:aae; aci; ago; ama; ana; ape; atc; ath; atu; ava; baa; bab; ban; bar; bas; bat; bba; bbr; bca; bce; bcl; bcz; bfs; bha; bhe; bja; bld; bli; blo; bma; bmb; bme; bms; bpa; bpe; bps; bqu; bsu; bth; btk; buc; bur; cal; cbu; ccr; cdi; cef; cel; cgb; cgl; cjk; cme; cne; cps; cte; cvi; daga; dame; dar; dbmo; dcbr; dcgr; dc; n; dcnb; ddha; ddi; ddpo; dfru; dkla; dkwa; dme; dmgr; dncr; dpyo; dra; dre; dsba; dsmi; dspd; dtan; dtni; dyli; eath; eba; ebna; eca; ecc; ece; ecj; ecn; eco; ecs; ecsi; ecu; efa; egar; egma; egra; ehan; ehvu; elco; eles; elsa; emtr; eosa; epba; eppa; epta; eru; erw; esbi; esof; estu; etae; evvi; ezma; ftu; ka; gox; gsu; gvi; hdu; hin; hit; hma; hpj; hpy; hsa; ilo; lac; lic; lil; lin; ljo; lla; lmf; lmo; lpf; lpl; lpn; lpp; lxx; mac; map; mba; mbo; mca; mle; mlo; mma; mmu; mpa; msu; mtc; mtu; neu; nfa; ngo; nma; nme; noc; nph; nwi; oih; pac; pae; pai; par; pcu; pfa; pfl; pha; plu; pma; pmm; pmn; pmt; pmu; ppr; ppu; psb; sp; pst; pto; pub; rba; rco; reu; rfe; rno; rpa; rpr; rso; rsp; rty; sac; sag; sai; sak; sam; san; sar; sas; sau; sav; sce; sco; sec; sep; ser; sfl; sfx; sha; sil; sma; sme; smu; son; spa; spb; spg; spm; spn; spo; spr; sps; spt; spy; spz; sso; ssp; stc; sth; stl; stm; sto; stt; sty; syc; syn; syw; tac; tbr; tcr; tel; fu; tma; tpv; tte; tth; ttj; tvo; twh; tws; vch; vfi; vpa; vvu; vvy; wbm; xac; xcb; xcc; xcv; xfa; xft; xoo; ype; ypk; ypm; yps; zmo; aau; aav; aba; abo; ace; ade; aeh; aha; art; azo; bam; bch; bci; bcn; bfr; bmf; bpm; bta; bte; btl; bxe; cch; chu; cph; csa; cya; cyb; dcin; dde; dge; eci; ecp; ecsv; emte; esja; espu; fal; fra; ftf; fth; ftl; gbe; gfo; gka; gme; hac; hch; hne; hpa; hso; hwa; jan; ko; ldb; lma; lsa; lsl; lwe; mag; mav; mes; mfa; mgm; mkm; mmc; mmr; msm; mta; mva; mxa; nar; nca; net; nha; nmu; osa; pat; pca; pcr; pde; pen; pfo; pin; plt; pmi; pol; ppd; psp; ptr; rbe; rde; reh; ret; rfr; rha; rle; rme; rpb; rpc; rpd; rpe; rru; rxy; saa; sab; sal; sao; saz; sbo; sde; sdn; sdy; sfr; sgl; she; shm; shn; shw; sit; spd; sph; spi; spj; spk; sru; ssc; ssn; sus; syd; sye; syf; syg; tbd; tcx; tdn; ter; tfu; xla; xtr; ypa; ypn; aaeo63363; afer243159; aful2234; amar234826; anae240017; aper56636; apha212042; asp62977; asp76114; avar240292; babo262698; bant191218; baph198804; baph224915; bbac264462; bbro518; bbur139; bflo203907; bfra295405; bgar290434; bhal86665; bhen283166; bjap224911; blic279010; blon206672; bmal243160; bmel359391; bpar519; bper520; bpse28450; bqui283165; bsp107806; bsub1423; bsui204722; bthe226186; cace1488; caulo; cblo203907; cblo291272; cbur227377; ccav227941; cdip1717; ceff196164; cglu196627-1; cglu196627; cjei306537; cjej192222; cjej195099; cmur83560; cpel335992; cper1502; cpne115711; cpne115713; cpne138677; cpne182082; ctep194439; ctet212717; cvio243365; daro159087; ddes207559; deth61435; dpsy177439; dvul882; ecan269484; echa205920; ecol83334-1; erum254945; erum302405; fnuc190304; frant; gkau235909; gmet269799; goxy290633; gsul35554; gvio251221; hduc233412; hhep235279; hinf281310; hinf71421; hmar272569; hpyl85963; hsp64091; human; iloi283942; laci272621; linn1642; lint189518; ljoh257314; llac1360; lmon169963; lmon265669; lpla220668; lpne272624; lpne297245; lpne297246; lxyl281090; mace188937; mbar269797; mcap243233; mgal233150; mgen2097; mhyo295358; mjan243232; mkan190192; mlep1769; mlot381; mmar267377; mmob267748; mmyc44101; mpen28227; mpul2107; mtbcdc; mtbrv; mthe187420; mxan246197; nequ228908; neur228410; nfar247156; ngon242231; nmen491; nmen65699; nmul323848; noce323261; npha348780; nsen222891; nsp103690; nwin323098; oihe182710; pacn267747; paer178306; paer287; parc259536; past100379; pcar338963; pfur186497; pgin242619; phor53953; pint246198; plum243265; pmar167539; pmar59919; pmar74546; pmar74547; pmul747; ppro298386; psp117; psp264201; ptor263820; rcon781; reut264198; rfel315456; rpro782; rsph272943; rtyp257363; saga211110; saur158878; saur158879; saur196620; saur282458; saur282459; saur93062; save227882; sboy300268; scoe1902; sdys300267; selo1140; selo269084; sent209261; sent295319; sent90370; sepi176279; sepi176280; sfle198214; smel382; sone211586; spne1313; spne170187; spom246200; spyo160490; spyo186103; spyo295319; ssol2287; ssp1131-1; ssp1131; ssp84588; sthe264199; sthe292459; sthe299768; stok111955; taci2303; tcru317025; tden243275; tden292415; telo197221; tkod69014; tmar2336; tten119072; tthe300852; tvol50339; twhi203267; uure2130; vcho243277; vcho; vfis312309; vpar223926; vvul216895; wpip955; wsp80849; wsuc844; xaxo190486; xcam314565; xfas183190; ypes187410; ypes632; ypse273123; zmob264203; acr; afm; afw; ajs; amt; ang; ani; aor; apl; asu; bay; bbk; bbt; bml; bmn; bmv; bov; bpd; bpl; bra; bvi; cbd; cbe; cfa; cjd; cjj; cmi; dno; dpkn; drm; dsy; ech; ecv; eli; ent; fjo; fps; ftn; ftw; gga; gur; har; hha; hip; hiq; kra; lbu; llm; lre; maq; mbb; mgi; mjl; mms; mmw; mpt; nis; nmc; oan; pap; pau; pic; pla; pmb; pmc; pme; pmf; pmg; pmy; pna; pnu; ppf; prw; pvi; rrs; rsh; rsq; sah; saj; sbl; sbm; sen; sfv; slo; smd; spc; spf; spu; ssa; stp; sun; swi; syr; syx; tan; tet; tpt; vco; vei; vok; xau; xom; ypi; ypp
Location:
Isomer:
Salt:
Data Source:kegg;tair;hmdb;biocyc
Similar Structure:|cq_14561|
Comments: