Standard Compound Records

Database Entry: cq_00199

2D-Structure

3D-Structure

(Powered by ChemAxon Marvin)

Basic Information

Name:N-Acetylneuraminate;N-Acetylneuraminic acid;5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-2-nonulosonic acid;Neu5Ac
Synonyms:N-Acetylneuraminate;N-Acetylneuraminic acid;5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-2-nonulosonic acid;Neu5Ac;131-48-6;C00270;(4R,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]tetrahydropyran-2-carboxylic acid;(4R,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid;HMDB00230;;sialic acid;NANA;O-sialic acid;sialate
Molecular Weight:309.26986
Formula:C11H19NO9
CAS:131-48-6
Isomeric SMILES:CC(=O)N[C@@H]1[C@H](CC(O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)O)O
Canonical SMILES:CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)O)O
InChI:InChI=1/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11-/m0/s1
Experimental Water Solubility:
Predicted Water Solubility:222 mg/mL [Predicted by ALOGPS]
Experimental LogP(octanol-water):
Predicted LogP(octanol-water):-2.77 [Predicted by ALOGPS]; -3.7 [Predicted by PubChem via XLOGP]

Biology and Chemistry related

KEGG Compound ID:C00270
PubChem SID:3568
PubChem CID:439197
ChemIDplus:
CHEBI:17012
HMDB:|HMDB00230|
PDB Component ID:|SLB|
MetaCyc ID:|N-ACETYLNEURAMINATE|
UM-BBD ID:
BMRB ID:|N_acetylneuraminic_acid|

NMR related

MMCD Experimental_NMR: expnmr_00102 ||

HMDB_EXPERIMENTAL_HNMR: HMDB00230||

HMDB_PREDICTED_HNMR: HMDB00230 ||

HMDB_PREDICTED_CNMR: HMDB00230 ||

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1C3383439,28,36,189973.376.331N_AN_A
2C3393538,37,29,197754.055.917N_AN_A
3O282438,402121N_AN_AN_AN_A
4C3363238,35,25,168870.076.316N_AN_A
5C3373339,34,26,175568.272.497N_AN_A
6N292539,31,71212N_A131.380N_AN_A
7C4403628,34,30,27111197.1104.478N_AN_A
8C3353136,33,24,156672.772.914N_AN_A
9O252136,41717N_AN_AN_AN_A
10C2343037,40,13,142241.740.404N_AN_A
11O262237,51515N_AN_AN_AN_A
12C4312729,32,2144170.5180.567N_AN_A
13C4302640,22,201010174.5183.068N_AN_A
14O272340,62020N_AN_AN_AN_A
15C2332935,23,11,123364.471.688N_AN_A
16O242035,31616N_AN_AN_AN_A
17C1322831,8,9,101123.623.832N_AN_A
18O2117311414N_AN_AN_AN_A
19O221830,11818N_AN_AN_AN_A
20O2016301918N_AN_AN_AN_A
21O231933,21313N_AN_AN_AN_A
22H181438N_AN_A4.295.063N_AN_A
23H191539N_AN_A3.774.550N_AN_A
24H161236N_AN_A3.614.084N_AN_A
25H171337N_AN_A3.955.180N_AN_A
26H151135N_AN_A3.385.480N_AN_A
27H131034N_AN_A2.0052.884N_AN_A
28H141034N_AN_A2.2553.292N_AN_A
29H11933N_AN_A3.5554.283N_AN_A
30H12933N_AN_A3.8055.298N_AN_A
31H8832N_AN_A2.023.478N_AN_A
32H9832N_AN_A2.023.248N_AN_A
33H10832N_AN_A2.022.618N_AN_A
34H7729N_AN_A8.145.682N_AN_A
35H4425N_AN_A4.815.372N_AN_A
36H5526N_AN_A4.810.158N_AN_A
37H6627N_AN_A2.02.382N_AN_A
38H3324N_AN_A4.812.555N_AN_A
39H1122N_AN_A12.356.511N_AN_A
40H2223N_AN_A4.780.168N_AN_A

Mass Spectra related

HMDB_MASS_SPEC: HMDB00230||

C12N14 Mass data:309.105981214
C13N14 Mass data:320.14288443
C12N15 Mass data:310.103016107
C13N15 Mass data:321.139919323

Miscellanea

Order_Status:DONE
Organism:bba; bfs; bja; cgb; cje; cjr; cpe; cps; ctc; cte; cvi; daga; dbmo; dcin; ddpo; dfru; dre; dtni; ecc; ece; ecj; eco; ecs; fnu; gka; gsu; hdu; hhe; hin; hit; hpy; hsa; ilo; lic; lil; lpf; lpl; lpn; lpp; map; mmu; mmy; msy; neu; nme; nwi; par; pfl; pha; pmu; ppr; rba; rno; sac; sag; sak; sam; san; sar; sas; sau; sav; s; c; sfl; sfx; sha; sme; spa; spb; spg; spm; spn; spr; sps; spt; spy; spz; ssp; stm; stt; sty; syw; vch; vfi; vpa; vvu; vvy; wsu; ype; ypk; ypm; yps; aba; aeh; bfr; cch; cfa; chu; cpf; cpr; dde; dvl; eci; ecp; ecsv; emte; espu; gfo; hac; hch; hpa; hso; hwa; ko; lsa; lsl; mcp; mmr; mta; net; nmu; pat; pca; pfo; pmi; ptr; rha; rpb; rpe; saa; sab; sal; sbo; sdy; sec; spd; sph; spi; spj; spk; sru; ssn; syd; sye; syg; tcx; tdn; xla; ypa; ypn; aaeo63363; aful2234; agro; amar234826; anthra; aper56636; asp62977; asp76114; bant191218; bant260779; bant261594; baph224915; bbac264462; bbro518; bcer1396; bcer226900; bcer288681; bflo203907; bfra295405; bhal86665; bhen283166; bjap224911; blic279010; blon206672; bmal243160; bmel29459; bpar519; bper520; bpse28450; bqui283165; bsp107806; bsub1423; bsui204722; btha57975; bthe226186; cace1488; caulo; cbur227377; ccav227941; cdip1717; ceff196164; cglu196627; cjej192222; cjej195099; cmur83560; cper1502; cpne115711; cpne115713; cpne138677; cpne182082; ctep194439; ctet212717; cvio243365; deth61435; dvul882; ecar218491; ecol199310; ecol83334-1; ecoo157; efae226185; erum254945; erum302405; fnuc190304; frant; gkau235909; gsul35554; gvio251221; hhep235279; hinf281310; hinf71421; hmar272569; hpyl85963; hsp64091; human; iloi283942; lint189518; ljoh257314; llac1360; lmon265669; lpla220668; lpne272624; lpne297245; lpne297246; lxyl281090; mace188937; mcap243233; meta; mgal233150; mgen2097; mjan243232; mkan190192; mlep1769; mlot381; mmar267377; mmaz192952; mmob267748; mmyc44101; mpen28227; msme246196; mtbcdc; mtbrv; mthe187420; mxan246197; nequ228908; neur228410; nfar247156; nmen491; nmen65699; nsp103690; nwin323098; oihe182710; paer287; past100379; pfa; pfur186497; phal326442; phor53953; pint246198; plum243265; pmar167539; pmar59919; pmar74547; pmul747; ppro298386; psp117; psp264201; psyr223283; ptor263820; rcon781; rpal258594; rpro782; rsol305; rtyp257363; saga211110; saur158878; saur158879; saur196620; saur282458; saur282459; saur93062; save227882; sboy300268; scoe1902; sdys300267; selo269084; sent209261; sent295319; sent321314; sent90370; sepi176279; sepi176280; sfle198214; shigella; smel382; sone211586; spne1313; spne170187; spom246200; spyo160490; spyo186103; spyo295319; ssol2287; ssp1148; ssp84588; sthe264199; sthe299768; stok111955; styp99287; taci2303; tden326298; telo197221; tmar2336; tten119072; tthe300852; tvol50339; twhi203267; uure2130; vcho243277; vcho; vfis312309; vvul196600; vvul216895; wpip955; wsp80849; wsuc844; xfas183190; ypes187410; ypes229193; ypes632; ypse273123; zmob264203; apl; cbf; cdf; cjj; ckl; cth; dame; dsy; ecv; fps; gga; gur; hip; mae; mhu; msi; nmc; pmb; pmf; pmg; sah; saj; sao; sbm; sdn; sfv; shn; spf; spu; ssa; vco
Location:
Isomer:
Salt:
Data Source:kegg;hmdb;pdb;biocyc
Similar Structure:|cq_10796||cq_10782|
Comments: