Standard Compound Records

Database Entry: cq_01405

2D-Structure

3D-Structure

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Basic Information

Name:2-Methylmaleate;Citraconate;Citraconic acid;Methylmaleic acid
Synonyms:2-Methylmaleate;Citraconate;Citraconic acid;Methylmaleic acid;(Z)-2-Methyl-2-butenedioic acid;2-Butenedioic acid, 2-methyl-, (Z)- (9CI);2-Methyl-2-butenedioic acid;4-02-00-02230 (Beilstein Handbook Reference);498-23-7;BRN 1722679;CITRACONIC ACID;EINECS 207-858-7;Kyselina citrakonova [Czech];METHYLMALEIC ACID;Maleic acid, methyl-;NSC 32949;cis-Methylbutenedioic acid;2-methylbut-2-enedioic acid;HMDB00634;
Molecular Weight:130.09874
Formula:C5H6O4
CAS:498-23-7
Isomeric SMILES:CC(=CC(=O)O)C(=O)O
Canonical SMILES:CC(=CC(=O)O)C(=O)O
InChI:InChI=1/C5H6O4/c1-3(5(8)9)2-4(6)7/h2H,1H3,(H,6,7)(H,8,9)/b3-2+
Experimental Water Solubility:783.0 mg/mL [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
Predicted Water Solubility:16.1 mg/mL [Predicted by ALOGPS]
Experimental LogP(octanol-water):
Predicted LogP(octanol-water):0.21 [Predicted by ALOGPS]; -0.3 [Predicted by PubChem via XLOGP]; 0.60 [MEYLAN,WM & HOWARD,PH (1995)]

Biology and Chemistry related

KEGG Compound ID:C02226
PubChem SID:153624
PubChem CID:874
ChemIDplus:000498237
CHEBI:30719
HMDB:|HMDB00634|
PDB Component ID:
MetaCyc ID:|MESACONATE|
UM-BBD ID:
BMRB ID:|citraconic_acid|

NMR related

MMCD Experimental_NMR: expnmr_00218 ||

HMDB_EXPERIMENTAL_HNMR: HMDB00634||

HMDB_EXPERIMENTAL_HSQC: HMDB00634||

HMDB_PREDICTED_HNMR: HMDB00634 ||

HMDB_PREDICTED_CNMR: HMDB00634 ||

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1C1151314,4,5,61110.8N_AN_AN_A
2C4141215,11,1333144.5N_AN_AN_A
3C311914,12,322133.0N_AN_AN_A
4C4121011,7,944170.5N_AN_AN_A
5O751266N_AN_AN_AN_A
6O9712,176N_AN_AN_AN_A
7C4131114,8,1055171.5N_AN_AN_A
8O861388N_AN_AN_AN_A
9O10813,298N_AN_AN_AN_A
10H4415N_AN_A1.93N_AN_AN_A
11H5415N_AN_A1.93N_AN_AN_A
12H6415N_AN_A1.93N_AN_AN_A
13H3311N_AN_A6.75N_AN_AN_A
14H119N_AN_A12.55N_AN_AN_A
15H2210N_AN_A12.55N_AN_AN_A

Mass Spectra related

HMDB_MASS_SPEC: HMDB00634||

C12N14 Mass data:130.026608681
C13N14 Mass data:135.04338287
C12N15 Mass data:130.026608681
C13N15 Mass data:135.04338287

Miscellanea

Order_Status:DONE
Organism:map; hsa; aae; abo; aci; ade; aeh; afu; ago; ana; atc; ath; atu; ava; baa; bab; ban; bar; bat; bbr; bca; bce; bcl; bcz; bfl; bfr; bfs; bha; bja; bld; bli; blo; bma; bmb; bme; bmf; bms; bpa; bpe; bpm; bpn; bps; bsu; bte; bth; btk; buc; bur; cac; cal; cch; ccr; cdi; cef; cgb; cgl; chu; chy; cje; cjk; cjr; cme; cne; cps; crp; cte; cvi; cya; cyb; dame; dar; dbmo; dcgr; dcnb; dde; ddha; deh; det; dkla; dkwa; dmgr; dncr; dps; dra; dsba; dsmi; dspd; dvu; dyli; eath; eba; ebna; eca; ecc; ece; eci; ecj; eco; ecp; ecs; ecsi; egma; egra; ehan; ehvu; elco; eles; elsa; emtr; eosa; epba; eppa; epta; esbi; esof; espu; estu; etae; evvi; ezma; fal; fra; ftl; gbe; gka; gme; gox; gsu; gvi; hch; hhe; hin; hit; hma; hso; jan; ko; lic; lil; lin; lla; lmf; lmo; lxx; mac; mag; mba; mbo; mca; mes; mja; mka; mle; mlo; mma; mmp; mpa; mst; msu; mta; mtc; mth; mtu; net; neu; nfa; ngo; nma; nme; nmu; noc; nph; nwi; oih; osa; pab; pac; pae; pai; par; pat; pca; pfl; pfo; pfu; pha; pho; plt; plu; pma; pmi; pmm; pmn; pmt; pmu; pol; ppr; ppu; psb; psp; pst; pto; pub; rba; reh; ret; reu; rfr; rha; rme; rpa; rpb; rpc; rru; rso; rsp; saa; sab; sac; sai; sam; sar; sas; sau; sav; sbo; sce; sco; sde; sdy; sec; sep; sfl; sfx; sgl; sha; she; shm; sil; sma; sme; smu; son; spn; spo; spr; spt; sru; ssn; sso; ssp; stc; sth; stl; stm; sto; stt; sty; syc; syd; sye; syf; syn; syw; tbd; tcx; tdn; tel; ter; tfu; tko; tma; tte; tth; ttj; vch; vfi; vpa; vvu; vvy; wsu; xac; xcb; xcc; xcv; xfa; xft; xoo; ypa; ype; ypk; ypm; ypn; yps; anthra; bbro518; bpar519; bper520; ctet212717; ecol199310; ecol83334-1; ecoo157; fnuc190304; frant; hmar272569; hsp64091; meta; mtbcdc; mtbrv; pacn267747; pint246198; sdys300267; tden243275; tten119072; aba; afm; aha; ani; aor; bam; bcn; bxe; csa; dge; dsy; ecv; eli; hne; hwa; mbu; mfa; mhu; mmc; mmr; nar; nha; pau; pcr; pen; rde; rpd; rpe; sal; sao; sat; sdn; sfr; sfv; shn; sit; swo; xom; zmo
Location:
Isomer:
Salt:
Data Source:kegg;hmdb;biocyc
Similar Structure:|cq_01113||cq_14286|
Comments: