Standard Compound Records

Database Entry: cq_00348

2D-Structure

3D-Structure

(Powered by ChemAxon Marvin)

Basic Information

Name:Shikimate;Shikimic acid;3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid
Synonyms:Shikimate;Shikimic acid;3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid;(3R,4S,5R)-3,4,5-Trihydroxycyclohex-1-enecarboxylic acid;1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-, (3R-(3alpha,4alpha,5beta))-;1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-, (3R-(3alpha,4alpha,5beta))- (9CI);138-59-0;3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid;3alpha,4alpha,5beta-Trihydroxy-1-cyclohexene-1-carboxylic acid;Bracken fern toxic component;CCRIS 7681;EINECS 205-334-2;HSDB 3537;NSC 59257;SHIKIMIC ACID;(3R,4S,5R)-3,4,5-trihydroxycyclohexene-1-carboxylic acid;(-)-Shikimate;(-)-Shikimic acid;L-Shikimate;L-Shikimic acid;Skikimate;Skikimic acid
Molecular Weight:174.1513
Formula:C7H10O5
CAS:138-59-0
Isomeric SMILES:C1[C@H]([C@@H]([C@@H](C=C1C(=O)O)O)O)O
Canonical SMILES:C1C(C(C(C=C1C(=O)O)O)O)O
InChI:InChI=1/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)/t4-,5-,6-/m1/s1
Experimental Water Solubility:150 mg/mL at 21 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
Predicted Water Solubility:209 mg/mL [Predicted by ALOGPS]
Experimental LogP(octanol-water):
Predicted LogP(octanol-water):-1.70 [Predicted by ALOGPS]; -1.3 [Predicted by PubChem via XLOGP]; -1.34 [MEYLAN,WM & HOWARD,PH (1995)]

Biology and Chemistry related

KEGG Compound ID:C00493
PubChem SID:151900
PubChem CID:8742
ChemIDplus:000138590
CHEBI:16119
HMDB:|HMDB03070|
PDB Component ID:|SKM|
MetaCyc ID:|SHIKIMATE|
UM-BBD ID:
BMRB ID:|shikimic_acid|

NMR related

MMCD Experimental_NMR: expnmr_00115 ||

HMDB_EXPERIMENTAL_HSQC: HMDB03070||

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1C4181719,17,1633127.5135.955N_AN_A
2C2191818,21,6,72229.134.771N_AN_A
3C3171618,20,511140.5153.169N_AN_A
4C4161518,12,1177171.5177.338N_AN_A
5C3212019,22,14,95567.171.531N_AN_A
6C3201917,22,13,84467.471.135N_AN_A
7O121116,11111N_AN_AN_AN_A
8O1110161211N_AN_AN_AN_A
9C3222121,20,15,106677.576.044N_AN_A
10O141321,399N_AN_AN_AN_A
11O131220,288N_AN_AN_AN_A
12O151422,41010N_AN_AN_AN_A
13H6619N_AN_A1.9853.055N_AN_A
14H7619N_AN_A2.2353.384N_AN_A
15H9821N_AN_A3.464.343N_AN_A
16H8720N_AN_A3.775.716N_AN_A
17H10922N_AN_A3.544.704N_AN_A
18H5517N_AN_A7.08.751N_AN_A
19H1112N_AN_A12.556.269N_AN_A
20H3314N_AN_A4.810.878N_AN_A
21H2213N_AN_A4.140.337N_AN_A
22H4415N_AN_A4.812.759N_AN_A

Mass Spectra related

HMDB_MASS_SPEC: HMDB03070||

C12N14 Mass data:174.052823432
C13N14 Mass data:181.076307296
C12N15 Mass data:174.052823432
C13N15 Mass data:181.076307296

Miscellanea

Order_Status:DONE
Organism:aae; aci; afu; ago; ana; ape; atc; ath; atu; ava; baa; bab; ban; bar; bas; bat; bba; bbr; bca; bce; bcl; bcz; bfl; bfs; 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; cgb; cgl; chy; cje; cjk; cjr; cme; cmu; cne; cpa; cpe; cpj; cpn; cps; cpt; cta; ctc; cte; ctr; cvi; dar; ddha; deh; det; dmgr; dncr; dps; dra; dvu; eath; eba; eca; ecc; ece; ecj; eco; ecs; ecsi; efa; egar; egma; egra; ehan; ehvu; elco; eles; emtr; eosa; epba; epta; esbi; esof; estu; etae; evvi; ezma; fnu; ftu; gka; gox; gsu; gvi; hal; hdu; hhe; hin; hit; hma; hpj; hpy; ilo; l; c; lil; lin; lla; lmf; lmo; lpf; lpl; lpn; lpp; lxx; mac; map; mba; mbo; mca; mja; mka; mle; mlo; mma; mmp; mpa; msu; mtc; mth; mtu; neu; nfa; ngo; nma; nme; noc; nph; nwi; oih; pab; pac; pae; pai; par; pcu; pfl; pfo; pfu; pgi; pha; plu; pma; pmm; pmn; pmt; pmu; ppr; ppu; psb; psp; pst; pto; pub; rba; reu; rpa; rso; r; p; 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; tbd; tde; tel; tfu; tko; tma; tte; tth; ttj; tvo; twh; tws; vch; vfi; vpa; vvu; v; y; wbr; wsu; xac; xcb; xcc; xcv; xfa; xft; xoo; ype; ypk; ypm; yps; zmo; aau; aav; aba; abo; ace; ade; aeh; aha; ajs; art; azo; bam; bbk; bcc; bch; bci; bcn; bfr; bmf; bpm; bpn; bte; btl; bxe; cch; cff; chu; cno; cpf; cph; cpr; csa; cya; cyb; dde; dge; dsy; dvl; eci; ecp; eli; fal; fra; ftf; fth; ftl; gbe; gfo; gme; hac; hch; hha; hne; hpa; hso; hwa; jan; ko; lic; lsa; lsl; lwe; mag; maq; mav; mbu; mes; mfa; mgm; mhu; mkm; mmc; mmr; msm; mst; mta; mtp; mva; nar; nca; net; nha; nmu; osa; pat; pca; pcr; pde; pen; pin; pis; plt; pmi; pna; pol; ppd; rde; reh; ret; rfr; rha; rle; rma; rme; rpb; rpc; rpd; rpe; rru; rsp; rxy; saa; sab; sal; sao; sat; saz; sbo; sde; sdn; sdy; sfr; sfu; sgl; she; shm; shw; sit; spd; sph; spi; spj; spk; sru; ssn; sus; swo; syd; sye; syf; syg; tcx; tdn; ter; vvy; ypa; ypn; hsa; aaeo63363; afer243159; aful2234; agro; amar234826; anae240017; anthra; apha212042; asp62977; asp76114; avar240292; bant260779; bant261594; baph198804; baph224915; bbac264462; bbro518; bcer1396; bcer226900; bcer288681; bflo203907; bfra295405; bhal86665; bhen283166; bjap224911; blic279010; blon206672; bmal243160; bmel29459; bmel359391; bpar519; bper520; bpse28450; bqui283165; bsp107806; bsub1423; bsui204722; btha57975; 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; ecar218491; echa205920; ecol199310; ecol83334-1; ecoo157; efae226185; erum254945; erum302405; fnuc190304; frant; gkau235909; gmet269799; goxy290633; gsul35554; gvio251221; hche349521; hduc233412; hhep235279; hinf281310; hinf71421; hmar272569; hpyl85963; hsp64091; iloi283942; linn1642; lint189518; llac1360; lmon169963; lmon265669; lpla220668; lpne272624; lpne297245; lpne297246; lxyl281090; mace188937; mbar269797; mcap243233; meta; mjan243232; mkan190192; mlep1769; mlot381; mmar267377; mmaz192952; msme246196; mtbcdc; mtbrv; mthe187420; mxan246197; neur228410; nfar247156; ngon242231; nmen491; nmen65699; nmul323848; noce323261; npha348780; nsen222891; nsp103690; nwin323098; oihe182710; pacn267747; paer178306; paer287; parc259536; pcar338963; pchl-e25-01; pfa; pflu205922; pfur186497; pgin242619; phal326442; pint246198; plum243265; pmar167539; pmar59919; pmar74546; pmar74547; ppro298386; psp117; psp264201; psyr223283; ptor263820; reut264198; rpal258594; rrub269796; rsol305; rsph272943; saur158878; saur158879; saur196620; saur282458; saur282459; saur93062; save227882; sboy300268; scoe1902; sdys300267; selo1140; selo269084; sent209261; sent295319; sent321314; sent90370; sepi176279; sepi176280; sfle198214; shigella; smel382; sone211586; spne1313; spne170187; spom246200; spyo160490; spyo186103; spyo295319; ssol2287; ssp1131-1; ssp1131; ssp1148; ssp84588; sthe264199; sthe292459; sthe299768; styp99287; taci2303; tcru317025; tden243275; tden292415; tden326298; telo197221; tkod69014; tmar2336; tten119072; tthe300852; tvol50339; twhi203267; vcho243277; vcho; vfis312309; vpar223926; vvul196600; vvul216895; wsuc844; xaxo190486; xcam314565; xfas183190; ypes187410; ypes229193; ypes632; ypse273123; zmob264203; afm; afw; amt; aor; apl; asu; bay; bbt; bcy; bml; bmn; bmv; bov; bpd; bpl; bra; bvi; cba; cbd; cbe; cbf; cbh; cbo; ccv; cdf; cfe; cha; cjd; cjj; ckl; csc; cth; deb; dno; drm; ecv; ent; fjo; fps; ftn; ftw; gur; har; hip; hiq; kpn; kra; lip; llm; mae; mbb; mbn; mem; mgi; mjl; mms; mmw; mpt; mse; msi; mxa; nis; nmc; oan; pas; pau; pcl; pla; pmb; pmc; pme; pmf; pmg; pmy; pnu; ppf; prw; pvi; rci; rrs; rsh; rsq; sah; saj; sbl; sbm; sen; sfv; shn; slo; smd; spc; spf; ssa; stp; sun; swi; syr; syx; tpt; vco; vei; vok; xau; xom; yen; ypi; ypp
Location:
Isomer:
Salt:
Data Source:kegg;tair;pdb;hmdb;biocyc
Similar Structure:
Comments: