Standard Compound Records

Database Entry: cq_00091

2D-Structure

3D-Structure

(Powered by ChemAxon Marvin)

Basic Information

Name:Oxidized glutathione;Glutathione disulfide;GSSG;Oxiglutatione
Synonyms:Oxidized glutathione;Glutathione disulfide;GSSG;Oxiglutatione;10421-65-5;121-24-4;27025-41-8;Bi(glutathion-S-yl);Bis(gamma-glutamyl-L-cysteinylglycine) disulfide;CCRIS 780;EINECS 248-170-7;Glutamine, N,N'-(dithiobis(1-((carboxymethyl)carbamoyl)ethylene))di-, L-;Glutathione disulphide;Glutathione, oxidized;Glutathione-ssg;Glutathone disulfide;Glycine, L-gamma-glutamyl-L-cysteinyl-, (2,2')-disulfide;L-Oxidized glutathione;N,N'-(Dithiobis((R)-1-((carboxymethyl)carbamoyl)ethylene))di-L-glutamine;N-(N-gamma-Glutamyl-cysteinyl)glycine-(2,2)-disulfide;Oxiglutationa [INN-Spanish];Oxiglutatione [INN];Oxiglutationum [INN-Latin];Oxigluthione;S,S'-Ethylenebis(glutathione);(2S)-2-amino-4-[[(1R)-2-[(2R)-2-[[(4S)-4-amino-4-carboxy-butanoyl]amino]-2-(carboxymethylcarbamoyl)ethyl]disulfanyl-1-(carboxymethylcarbamoyl)ethyl]carbamoyl]butanoic acid;(2S)-2-amino-4-[[[(1R)-2-[(2R)-2-[[(4S)-4-amino-4-carboxy-1-oxo-butyl]amino]-2-[(carboxymethylamino)-oxo-methyl]ethyl]disulfanyl-1-[(carboxymethylamino)-oxo-methyl]ethyl]amino]-oxo-methyl]butanoic acid
Molecular Weight:612.63108
Formula:C20H32N6O12S2
CAS:10421-65-5;121-24-4;27025-41-8
Isomeric SMILES:C(CC(=O)N[C@@H](CSSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)C(=O)NCC(=O)O)[C@@H](C(=O)O)N
Canonical SMILES:C(CC(=O)NC(CSSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)C(=O)NCC(=O)O)C(C(=O)O)N
InChI:InChI=1/C20H32N6O12S2/c21-9(19(35)36)1-3-13(27)25-11(17(33)23-5-15(29)30)7-39-40-8-12(18(34)24-6-16(31)32)26-14(28)4-2-10(22)20(37)38/h9-12H,1-8,21-22H2,(H,23,33)(H,24,34)(H,25,27)(H,26,28)(H,29,30)(H,31,32)(H,35,36)(H,37,38)/t9-,10-,11-,12-/m0/s1
Experimental Water Solubility:
Predicted Water Solubility:300 mg/mL at 25 oC [MEYLAN,WM et al. (1996)]; 0.4 mg/mL [Predicted by ALOGPS]
Experimental LogP(octanol-water):
Predicted LogP(octanol-water):-3.60 [Predicted by ALOGPS]; -13.1 [Predicted by PubChem via XLOGP]; -7.89 [MEYLAN,WM & HOWARD,PH (1995)]

Biology and Chemistry related

KEGG Compound ID:C00127
PubChem SID:207340
PubChem CID:65359
ChemIDplus:027025418
CHEBI:17858
HMDB:|HMDB03337|
PDB Component ID:|GDS|
MetaCyc ID:|OXIDIZED-GLUTATHIONE|
UM-BBD ID:
BMRB ID:|L_glutathione_oxidized|

NMR related

MMCD Experimental_NMR: expnmr_00162 ||

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1C3713151,59,61,31111151.2N_AN_AN_A
2N512171,57,112525N_AN_AN_AN_A
3C4592571,49,391717172.0N_AN_AN_A
4C2612671,45,13,147742.0N_AN_AN_A
5C4572451,65,371313172.5N_AN_AN_A
6N492059,63,92323N_AN_AN_AN_A
7O3915593333N_AN_AN_AN_A
8S451861,463939N_AN_AN_AN_A
9C2652857,67,21,223330.4N_AN_AN_A
10O3714572727N_AN_AN_AN_A
11C2632749,53,17,185542.9N_AN_AN_A
12S461845,624039N_AN_AN_AN_A
13C2672965,69,25,261129.6N_AN_AN_A
14C4532263,41,331515173.0N_AN_AN_A
15C2622646,72,15,168742.0N_AN_AN_A
16C3693067,55,47,299954.8N_AN_AN_A
17O411653,12929N_AN_AN_AN_A
18O3312533029N_AN_AN_AN_A
19C3723162,52,60,32121151.2N_AN_AN_A
20C4552369,43,351919175.0N_AN_AN_A
21N471969,5,62121N_AN_AN_AN_A
22N522172,58,122625N_AN_AN_AN_A
23C4602572,50,401817172.0N_AN_AN_A
24O431755,33535N_AN_AN_AN_A
25O3513553635N_AN_AN_AN_A
26C4582452,66,381413172.5N_AN_AN_A
27N502060,64,102423N_AN_AN_AN_A
28O4015603433N_AN_AN_AN_A
29C2662858,68,23,244330.4N_AN_AN_A
30O3814582827N_AN_AN_AN_A
31C2642750,54,19,206542.9N_AN_AN_A
32C2682966,70,27,282129.6N_AN_AN_A
33C4542264,42,341615173.0N_AN_AN_A
34C3703068,56,48,3010954.8N_AN_AN_A
35O421654,23129N_AN_AN_AN_A
36O3412543229N_AN_AN_AN_A
37C4562370,44,362019175.0N_AN_AN_A
38N481970,7,82221N_AN_AN_AN_A
39O441756,43735N_AN_AN_AN_A
40O3613563835N_AN_AN_AN_A
41H311171N_AN_A4.81N_AN_AN_A
42H13661N_AN_A2.935N_AN_AN_A
43H14661N_AN_A3.185N_AN_AN_A
44H21865N_AN_A2.18N_AN_AN_A
45H22865N_AN_A2.18N_AN_AN_A
46H17763N_AN_A4.14N_AN_AN_A
47H18763N_AN_A4.14N_AN_AN_A
48H25967N_AN_A2.06N_AN_AN_A
49H26967N_AN_A2.06N_AN_AN_A
50H15662N_AN_A2.935N_AN_AN_A
51H16662N_AN_A3.185N_AN_AN_A
52H291069N_AN_A3.49N_AN_AN_A
53H321172N_AN_A4.81N_AN_AN_A
54H23866N_AN_A2.18N_AN_AN_A
55H24866N_AN_A2.18N_AN_AN_A
56H19764N_AN_A4.14N_AN_AN_A
57H20764N_AN_A4.14N_AN_AN_A
58H27968N_AN_A2.06N_AN_AN_A
59H28968N_AN_A2.06N_AN_AN_A
60H301070N_AN_A3.49N_AN_AN_A
61H11551N_AN_A8.32N_AN_AN_A
62H9449N_AN_A9.04N_AN_AN_A
63H1141N_AN_A12.35N_AN_AN_A
64H5347N_AN_A8.81N_AN_AN_A
65H6347N_AN_A8.81N_AN_AN_A
66H12552N_AN_A8.32N_AN_AN_A
67H3243N_AN_A12.35N_AN_AN_A
68H10450N_AN_A9.04N_AN_AN_A
69H2142N_AN_A12.35N_AN_AN_A
70H7348N_AN_A8.81N_AN_AN_A
71H8348N_AN_A8.81N_AN_AN_A
72H4244N_AN_A12.35N_AN_AN_A

Mass Spectra related

C12N14 Mass data:612.151961904
C13N14 Mass data:632.21905866
C12N15 Mass data:618.134171263
C13N15 Mass data:638.201268019

Miscellanea

Order_Status:DONE
Organism:aci; ago; ama; ana; atc; ath; atu; ava; baa; ban; bar; bat; bba; bbr; bca; bce; bcl; bcz; bfs; bha; bhe; bja; bld; bli; bma; bmb; bme; bms; bpa; bpe; bps; bqu; bsu; bth; btk; bur; cac; cal; ccr; cdi; cef; cel; cgb; cgl; cho; cjk; cme; cne; cpe; cps; cpv; cvi; daga; dame; dar; dbmo; dcbr; dcgr; dcin; dcnb; ddha; ddi; ddpo; dfru; dkla; dkwa; dme; dmgr; dncr; dps; dpyo; dre; dsba; dsmi; dspd; dtan; dtni; dyli; eath; eba; ebna; eca; ecc; ece; ecj; eco; ecs; ecsi; ecu; efa; egar; egma; egra; ehan; ehvu; elco; eles; elsa; emtr; eosa; epba; eppa; epta; esbi; esof; estu; etae; evvi; ezma; fnu; ftu; gka; gox; gvi; hdu; hin; hit; sa; ilo; lac; lic; lil; lin; ljo; lla; lmf; lmo; lpf; lpl; lpn; lpp; mac; map; mba; mbo; mca; mlo; mma; mmu; mpa; msu; mtc; mtu; neu; nfa; nma; nme; noc; nwi; oih; pae; par; pfa; pfl; pha; plu; pma; pmm; pmn; pmt; pmu; ppr; ppu; psb; psp; pst; pub; rba; reu; rno; rpa; rso; rsp; sac; sag; sak; sam; san; sar; sas; sau; av; sce; sco; sec; sep; ser; sfl; sfx; sha; sil; sma; sme; smu; son; spa; spb; spg; spm; spn; spo; spr; sps; spt; spy; spz; ssp; stc; stl; stm; stt; sty; syc; syn; syw; tbr; tcr; tde; tel; tfu; vch; vfi; vpa; vvu; vvy; xac; xcb; xcc; xcv; xfa; xft; xoo; ype; ypk; ypm; yps; zmo; aav; aba; abo; aha; art; azo; bam; bbk; bch; bcn; bfr; bmf; bpm; bta; bte; bxe; chu; cpf; cpr; csa; eci; ecp; ecsv; emte; esja; espu; fal; fra; ftf; fth; ftl; gbe; gfo; hch; hne; hsa; hso; ko; lma; lsa; lwe; mag; mav; mes; msm; mxa; nar; net; nha; osa; pat; pcr; pen; pfo; pmi; pol; ppd; ptr; rde; ret; rfr; rha; rle; rme; rpb; rpc; rpd; rpe; rru; saa; sab; sal; sav; saz; sbo; sde; sdn; sdy; sfr; sgl; she; shm; shw; spd; sph; spi; spj; spk; ssc; ssn; sus; syd; sye; syf; syg; tcx; xla; xtr; ypa; ypn; afer243159; agro; amar234826; anthra; asp62977; avar240292; bant260779; bant261594; bbac264462; bbro518; bcer1396; bcer226900; bcer288681; bfra295405; bhal86665; bhen283166; bjap224911; blic279010; bmal243160; bmel29459; bmel359391; bpar519; bper520; bpse28450; bqui283165; bsub1423; bsui204722; btha57975; bthe226186; cace1488; caulo; cdip1717; ceff196164; cglu196627-1; cglu196627; cjei306537; cpel335992; cper1502; cpne182082; cvio243365; ecan269484; ecar218491; ecol199310; ecoo157; efae226185; fnuc190304; frant; gkau235909; gmet269799; goxy290633; gvio251221; hduc233412; hinf281310; hinf71421; human; laci272621; lint189518; llac1360; lmon265669; lpla220668; lpne272624; lpne297245; lpne297246; lxyl281090; mace188937; mbar269797; mcap243233; meta; mlot381; mmaz192952; msme246196; mtbcdc; mtbrv; mxan246197; neur228410; nfar247156; nmen491; nmen65699; noce323261; nsp103690; nwin323098; oihe182710; paer287; parc259536; pflu205922; pfur186497; phal326442; pint246198; plum243265; pmar167539; pmar59919; pmar74546; pmar74547; ppro298386; psp117; psyr223283; reut264198; rpal258594; rrub269796; rsol305; rsph272943; saur158878; saur158879; saur196620; saur282458; saur282459; saur93062; save227882; scoe1902; selo1140; selo269084; sent209261; sent295319; sent90370; sepi176279; sepi176280; sfle198214; shigella; smel382; sone211586; spne1313; spne170187; spom246200; spyo160490; spyo186103; spyo295319; ssol2287; ssp1131-1; ssp1131; ssp1148; ssp84588; sthe264199; sthe299768; styp99287; tcru317025; tden243275; telo197221; tmar2336; tten119072; tthe300852; tvol50339; twhi203267; uure2130; vcho243277; vcho; vfis312309; vpar223926; vvul196600; vvul216895; wsuc844; xaxo190486; xcam314565; ypes187410; ypes229193; ypes632; ypse273123; afm; ajs; ani; aor; apl; bay; bbt; bcy; bml; bmn; bmv; bov; bpd; bpl; bra; bvi; cbe; cfa; dpkn; ecv; eli; ent; fps; ftw; gga; har; hip; jan; kra; llm; lsl; maq; mmc; mmr; mms; mmw; mpt; nmc; pau; pic; pmb; pmc; pme; pmf; pmg; pna; ppf; rrs; sao; sbl; sbm; sen; sfv; shn; sit; slo; spc; spf; spu; ssa; swi; syr; syx; tet; vco; vok; xau; xom; ypi; ypp
Location:
Isomer:
Salt:
Data Source:kegg;tair;pdb;biocyc;hmdb
Similar Structure:
Comments: