Standard Compound Records

Database Entry: cq_01113

2D-Structure

3D-Structure

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Basic Information

Name:Mesaconate;2-Methylfumarate;Mesaconic acid;Methylfumaric acid
Synonyms:Mesaconate;2-Methylfumarate;Mesaconic acid;Methylfumaric acid;2-Butenedioic acid, 2-methyl-, (2E)-;2-Butenedioic acid, 2-methyl-, (E)- (9CI);2-Methylfumaric acid;4-02-00-02231 (Beilstein Handbook Reference);498-24-8;BRN 1722680;Butenedioic acid, methyl-, (E)-;EINECS 207-859-2;Fumaric acid, methyl-;Kyselina mesakonova [Czech];MESACONIC ACID;NSC 65438;trans-1-Propene-1,2-dicarboxylic acid;trans-2-Methyl-2-butenedioic acid;2-methylbut-2-enedioic acid;HMDB00749;;(2E)-2-Methyl-2-butenedioate;(2E)-2-Methyl-2-butenedioic acid;(E)-Citraconate;(E)-Citraconic acid;Citronate;Citronic acid;Methylfumarate;trans-1-Propene-1,2-dicarboxylate;trans-2-Methyl-2-butenedioate;(E)-2-methylbut-2-enedioic acid;(E)-2-methyl-2-butanedionic acid;2-Butenedioic acid, 2-methyl-, (E)-
Molecular Weight:130.09874
Formula:C5H6O4
CAS:498-24-8
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:26.3 mg/mL at 18 oC [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:C01732
PubChem SID:153625
PubChem CID:874
ChemIDplus:000498248
CHEBI:16600
HMDB:|HMDB00749|
PDB Component ID:
MetaCyc ID:|MESACONATE|
UM-BBD ID:
BMRB ID:|mesaconic_acid|

NMR related

MMCD Experimental_NMR: expnmr_00759 ||

HMDB_PREDICTED_HNMR: HMDB00749 ||

HMDB_PREDICTED_CNMR: HMDB00749 ||

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: HMDB00749||

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:bbr; bpa; bpe; chy; ctc; ece; ecs; hal; hma; map; mlo; tde; hsa; ko; sdy; anthra; bbro518; bpar519; bper520; ctet212717; ecol199310; ecol83334-1; ecoo157; fnuc190304; frant; hmar272569; hsp64091; meta; mtbcdc; mtbrv; pacn267747; pint246198; sdys300267; tden243275; tten119072; afm; amt; aor; drm; dsy; yen
Location:
Isomer:
Salt:
Data Source:kegg;hmdb;biocyc
Similar Structure:|cq_01405||cq_14286|
Comments: