Standard Compound Records

Database Entry: cq_00027

2D-Structure

3D-Structure

(Powered by ChemAxon Marvin)

Basic Information

Name:UDP-N-acetyl-D-glucosamine;UDP-N-acetylglucosamine
Synonyms:UDP-N-acetyl-D-glucosamine;UDP-N-acetylglucosamine;16426-39-4;28508-02-3;528-04-1;5547-44-4;83332-40-5;URIDINE DIPHOSPHATE N-ACETYLGLUCOSAMINE;Udp acetylglucosamine;Udpgnac;Uridine 5'-(trihydrogen diphosphate), P'-(2-(acetylamino)-2-deoxy-alpha-D-glucopyranosyl) ester;Uridine diphosphate-N-acetylglucosamine;Uridine diphospho-N-acetylglucosamine;Uridine pyrophosphoacetylglucosamine;[[(2R,3R,4R,5R,6S)-3-acetamido-4,5-dihydroxy-6-methylol-tetrahydropyran-2-yl]oxy-hydroxy-phosphoryl]oxy-[[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy]phosphinic acid;[[(2R,3R,4R,5R,6S)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-hydroxy-phosphoryl]oxy-[[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy]phosphinic acid;[[(2R,3R,4R,5R,6S)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-hydroxy-phosphoryl]oxy-[[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy]phosphinic acid;HMDB00290;;N-[2-[[[5-[(2,4-dioxo-1H-pyrimidin-1-yl)]-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide;UDP-GlcNAc;UDP-N-acetyl-glucosamine;UDP-a-D-N-acetylglucosamine;UDP-acetyl-D-glucosamine;UDP-acetylglucosamine;UPPAG;Uridine 5'-diphospho-N-acetylglucosamine;Uridine diphosphate N-acetyl-D-glucosamine;Uridine diphospho-2-acetamido-2-deoxy-D-glucose;Uridine diphospho-N-acetyl-D-glucosamine;Uridine pyrophosphate 2-acetamido-2-deoxy-a-D-glucopyranosyl ester;[[3-acetylamino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-hydroxy-phosphoryl]oxy-[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy]phosphinate;[[3-acetylamino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-hydroxy-phosphoryl]oxy-[[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy]phosphinic acid;uridine diphosphoacetylglucosamine;Uridine 5'-Diphospho-N-Acetlyglucosamine;[[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy
Molecular Weight:607.353702
Formula:C17H27N3O17P2
CAS:16426-39-4;28508-02-3;528-04-1;5547-44-4;83332-40-5
Isomeric SMILES:CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OP(=O)(O)OP(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)O)O)CO)O)O
Canonical SMILES:CC(=O)NC1C(C(C(OC1OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)CO)O)O
InChI:InChI=1/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/t7-,8-,10-,11-,12-,13-,14-,15-,16+/m1/s1
Experimental Water Solubility:
Predicted Water Solubility:12.4 mg/mL [Predicted by ALOGPS]
Experimental LogP(octanol-water):
Predicted LogP(octanol-water):-1.41 [Predicted by ALOGPS]; -6.3 [Predicted by PubChem via XLOGP]

Biology and Chemistry related

KEGG Compound ID:C00043
PubChem SID:154007
PubChem CID:10705
ChemIDplus:000528041
CHEBI:16264
HMDB:|HMDB00290|
PDB Component ID:|UD1|
MetaCyc ID:|UDP-N-ACETYL-D-GLUCOSAMINE|
UM-BBD ID:
BMRB ID:|uridine_5_diphospho_N_acetlyglucosamine|

NMR related

MMCD Experimental_NMR: expnmr_00188 ||

HMDB_EXPERIMENTAL_HNMR: HMDB00290||

HMDB_EXPERIMENTAL_HSQC: HMDB00290||

HMDB_PREDICTED_HNMR: HMDB00290 ||

HMDB_PREDICTED_CNMR: HMDB00290 ||

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1C1534952,12,13,141123.6N_AN_AN_A
2C3514749,50,1122102.5N_AN_AN_A
3C3494551,47,1033141.0N_AN_AN_A
4C2545062,33,15,164461.9N_AN_AN_A
5C2555163,42,17,185562.1N_AN_AN_A
6C4504651,45,2999163.5N_AN_AN_A
7C4484445,47,281717151.0N_AN_AN_A
8C3625854,60,40,257776.9N_AN_AN_A
9C3635955,59,41,268880.8N_AN_AN_A
10C3646061,56,46,27101056.0N_AN_AN_A
11C3605662,61,36,23111172.3N_AN_AN_A
12C3595563,58,35,22121274.9N_AN_AN_A
13C3615764,60,37,24131370.8N_AN_AN_A
14C3585459,57,34,21141472.9N_AN_AN_A
15C3575358,47,41,20151590.6N_AN_AN_A
16C3565264,40,43,19161693.9N_AN_AN_A
17C4524853,46,3066170.5N_AN_AN_A
18N454150,48,81919N_AN_AN_AN_A
19N464264,52,91818N_AN_AN_AN_A
20N474349,48,572020N_AN_AN_AN_A
21O332954,12121N_AN_AN_AN_A
22O363260,42424N_AN_AN_AN_A
23O353159,32525N_AN_AN_AN_A
24O373361,52626N_AN_AN_AN_A
25O343058,22727N_AN_AN_AN_A
26O383465,62929N_AN_AN_AN_A
27O393566,73131N_AN_AN_AN_A
28O2925502323N_AN_AN_AN_A
29O2824482828N_AN_AN_AN_A
30O3026522222N_AN_AN_AN_A
31O3127653029N_AN_AN_AN_A
32O3228663231N_AN_AN_AN_A
33O403662,563535N_AN_AN_AN_A
34O413763,573434N_AN_AN_AN_A
35O423855,653333N_AN_AN_AN_A
36O433956,663636N_AN_AN_AN_A
37O444065,663737N_AN_AN_AN_A
38P656138,31,42,443838N_AN_AN_AN_A
39P666239,32,43,443939N_AN_AN_AN_A
40H121253N_AN_A2.02N_AN_AN_A
41H131253N_AN_A2.02N_AN_AN_A
42H141253N_AN_A2.02N_AN_AN_A
43H151354N_AN_A3.535N_AN_AN_A
44H161354N_AN_A3.785N_AN_AN_A
45H171455N_AN_A4.035N_AN_AN_A
46H181455N_AN_A4.285N_AN_AN_A
47H252162N_AN_A3.76N_AN_AN_A
48H262263N_AN_A3.91N_AN_AN_A
49H272364N_AN_A3.86N_AN_AN_A
50H231960N_AN_A3.4N_AN_AN_A
51H221859N_AN_A3.65N_AN_AN_A
52H242061N_AN_A4.03N_AN_AN_A
53H211758N_AN_A4.28N_AN_AN_A
54H201657N_AN_A5.93N_AN_AN_A
55H191556N_AN_A5.95N_AN_AN_A
56H111151N_AN_A5.76N_AN_AN_A
57H101049N_AN_A7.79N_AN_AN_A
58H8845N_AN_A11.1N_AN_AN_A
59H9946N_AN_A8.14N_AN_AN_A
60H1133N_AN_A4.78N_AN_AN_A
61H4436N_AN_A4.81N_AN_AN_A
62H3335N_AN_A4.81N_AN_AN_A
63H5537N_AN_A4.81N_AN_AN_A
64H2234N_AN_A4.81N_AN_AN_A
65H6638N_AN_A2.0N_AN_AN_A
66H7739N_AN_A2.0N_AN_AN_A

Mass Spectra related

C12N14 Mass data:607.081569478
C13N14 Mass data:624.138601721
C12N15 Mass data:610.072674158
C13N15 Mass data:627.1297064

Miscellanea

Order_Status:DONE
Organism:aae; aci; ago; ama; ana; atc; ath; atu; ava; baa; bab; ban; bar; bas; bat; bba; bbr; bbu; bca; bce; bcl; bcz; bfl; bfr; bfs; bga; bha; bhe; bja; bld; bli; blo; bma; bmb; bme; bms; bpa; bpe; bps; bqu; bsu; bth; btk; buc; bur; cab; cac; cal; cbu; cca; ccr; cdi; cef; cel; cgb; cgl; cho; chy; cje; cjk; cjr; cmu; cne; cpa; cpe; cpj; cpn; cps; cpt; cpv; cta; ctc; cte; ctr; cvi; daga; dame; dar; dbmo; dcbr; dcgr; dcin; dcnb; ddha; ddi; ddpo; dfru; dkla; dkwa; dme; dmgr; dncr; dps; dpyo; dra; dre; dsba; dsmi; dspd; dtan; dtni; dvu; dyli; eath; eba; eca; ecc; ece; ecj; eco; ecs; efa; egra; ehi; ehvu; eles; eppa; esof; estu; etae; fn; ftu; gka; gox; gsu; gvi; hdu; hhe; hin; hit; hma; hpj; hpy; hsa; ilo; lac; lic; lil; lin; ljo; lla; lmf; lmo; lpf; lpl; lpn; lpp; lxx; map; map; mba; mbo; mca; mja; mka; mle; mlo; mma; mmp; mmu; mpa; msu; mtc; mth; mtu; neu; nfa; ngo; nma; nme; noc; nwi; oih; pab; pac; pae; par; pcu; pfa; pfl; pfu; pgi; pha; pho; pl; pma; pmm; pmn; pmt; pmu; ppr; ppu; psb; psp; pst; pub; rba; rco; reu; rfe; rno; rpa; rpr; rso; rsp; rty; sac; sag; 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; ssp; stc; sth; stl; stm; stt; sty; syc; syn; sy; tbd; tcr; tde; tel; tfu; tko; tma; tpa; tpv; tte; tth; ttj; twh; tws; vch; vfi; vpa; vvu; vvy; wbm; wbr; wol; wsu; xac; xcb; xcc; xcv; xfa; xft; xoo; ype; ypk; ypm; yps; zmo; aau; aav; aba; abo; ace; ade; aeh; aha; ajs; azo; baf; bam; bbk; bch; bci; bcn; bmf; bpm; bpn; bta; bte; btl; bxe; cch; cff; chu; cno; cpf; cph; cpr; csa; cya; cyb; dde; dge; dsy; dvl; eci; ecp; ecsv; egma; eli; emte; emte; emtr; eosa; esbi; esja; esja; espu; espu; fal; fnu; fra; ftf; fth; ftl; gbe; gfo; gme; hac; hch; hha; hne; hpa; hso; jan; ko; ko; ldb; lip; lma; lma; lsa; lsl; lwe; mag; mav; mbu; mes; mfa; mgm; mhu; mkm; mmc; mmr; msm; mst; mta; mtp; mva; mxa; nar; nca; net; nha; nmu; osa; osa; pat; pca; pcr; pde; pen; pfo; pin; plt; plu; pmi; pol; ppd; ptr; rbe; rde; reh; ret; rfr; rha; rle; rma; rme; rpb; rpc; rpd; rpe; rru; rxy; saa; sab; sal; sao; sat; saz; sbo; sde; sdn; sdy; sfr; sgl; she; shm; shw; sit; spd; sph; spi; spj; spk; sru; ssn; sus; swo; syd; sye; syf; syg; syw; tbr; tcx; tdn; ter; tpe; xla; xla; xom; xtr; ypa; ypn; afer243159; aful2234; amar234826; anae240017; apha212042; asp62977; avar240292; bant191218; baph198804; baph224915; bflo203907; bhen283166; bmel359391; bqui283165; bsp107806; bsui204722; caulo; cblo203907; cblo291272; cbur227377; cglu196627-1; cjei306537; cjej192222; cjej195099; cpel335992; daro159087; ddes207559; deth61435; dpsy177439; erum254945; erum302405; frant; gmet269799; goxy290633; hduc233412; hhep235279; hinf281310; hpyl85963; hsp64091; human; iloi283942; laci272621; lint189518; ljoh257314; lpne297245; lpne297246; mbar269797; mgal233150; mgen2097; mjan243232; mkan190192; mlep1769; mmyc44101; mpen28227; mtbcdc; mtbrv; mthe187420; nequ228908; ngon242231; nmen491; nmen65699; nmul323848; noce323261; npha348780; nsen222891; nwin323098; pacn267747; paer178306; parc259536; past100379; pcar338963; pmar74546; pmul747; rcon781; reut264198; rfel315456; rpro782; rsph272943; rtyp257363; saga211110; saur158879; saur282458; saur282459; saur93062; sboy300268; sdys300267; selo1140; sepi176279; spom246200; ssp1131-1; ssp1131; sthe292459; tcru317025; tden292415; tkod69014; twhi203267; uure2130; vcho243277; vcho; vfis312309; vpar223926; wpip955; wsp80849; wsuc844; xaxo190486; xcam314565; xfas183190; acr; afm; afw; amt; ani; aor; apl; asu; bay; bbt; bcy; bml; bmn; bmv; bov; bpd; bpl; bra; bvi; cba; cbd; cbe; cbf; cbh; cbo; ccv; cdf; cfa; cfe; cha; cjd; cjj; ckl; cmi; csc; cth; dno; dpkn; drm; ecv; ent; fjo; fno; fps; ftn; ftw; gur; har; hip; hiq; kra; lbj; lbu; llm; lme; lre; mae; maq; mbb; mem; mjl; mmq; mms; mmw; mmz; mpt; msi; mvn; nis; nmc; oan; ots; pap; pau; pic; pla; pmb; pmc; pme; pmf; pmg; pmy; pna; pnu; ppf; prw; pvi; rci; rrs; rsh; rsq; sah; saj; sbl; sbm; sen; sfv; shn; slo; smd; spc; spf; spu; ssa; sun; swi; syr; syx; tan; tet; tme; tpt; vco; vei; vok; xau; yen; ypi; ypp
Location:
Isomer:
Salt:
Data Source:kegg;tair;hmdb;pdb;biocyc
Similar Structure:|cq_00146||cq_00801|
Comments: