f
fumaric acid
Chemical compound
Also known as trans-but-2-enedioic acid · (2E)-2-butenedioic acid · (E)-2-butenedioic acid · trans-1,2-ethylenedicarboxylic acid · E297 · but-2-enedioic acid
- Formula
- C₄H₄O₄
1
- C₄H₄O₄
- Mass
- 116.011 Da
1
- 116.011 Da
- Melting point
- 287°C
Overview
Chemistry
All data
223 statements · 66% with external sources · numbers in brackets are citations
- Isomeric SMILES
- C(=C/C(=O)O)\C(=O)O
1
- C(=C/C(=O)O)\C(=O)O
- Canonical SMILES
- C(=CC(=O)O)C(=O)O
1
- C(=CC(=O)O)C(=O)O
- Safety classification and labelling
- NFPA 704: Standard System for the Identification of the Hazards of Materials for Emergency Response nfpa health: 2 · nfpa fire: 1 · nfpa instability: 0
- Found in taxon
- Rhodiola rosea
- Inula grandis
1
- Diplachne fusca
- Fumaria agraria
- Fumaria capreolata
- Fumaria densiflora
- Fumaria muralis
- Fumaria officinalis
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- Fumaria parviflora
- Fumaria vaillantii
- Lupinus luteus
- Cirsium wallichii
- Pycnandra acuminata
- Chlamydomonas reinhardtii
- Aconitum japonicum
- Arbutus unedo
- Bidens pilosa
1
- Crataegus pinnatifida
- moringa
- Morus nigra
- Tropicoporus linteus
- Phycomyces blakesleeanus
1
- Plantago major
2
Sources- 1.Stated in Plantago Major
- 2.Stated in Contents from Plantago major
- Ranunculus silerifolius
- Rhizopus arrhizus
- Russula cyanoxantha
- Senecio aegyptius
- Senecio glaucus
- potato
- Thymus transcaucasicus
1
- Tripterygium hypoglaucum
- Vaccinium macrocarpon
- Wikstroemia glabra
1
- Homo sapiens
3
Sources- 1.Stated in Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles
- 2.Stated in Recon 2.2: from reconstruction to model of human metabolism
- 3.Stated in A community-driven global reconstruction of human metabolism.
- Adlumia fungosa
- Amanita muscaria
- Asclepias syriaca
1
- Corydalis govaniana
1
- Daviesia latifolia
- Fasciola hepatica
- Papaver somniferum
- Pisum sativum
1
- Pteridium aquilinum
- Scutellaria baicalensis
- Torreya fargesii var. yunnanensis
- Tripterygium wilfordii
- Moringa pterygosperma
- Caenorhabditis elegans
5
Sources- 1.Stated in Modeling Meets Metabolomics-The WormJam Consensus Model as Basis for Metabolic Studies in the Model Organism
- 2.Stated in A metabolomic strategy defines the regulation of lipid content and global metabolism by Δ9 desaturases in Caenorhabditis elegans
- 3.Stated in Cross-Platform Comparison of Caenorhabditis elegans Tissue Extraction Strategies for Comprehensive Metabolome Coverage
- 4.Stated in Network Architecture and Mutational Sensitivity of the C. elegans Metabolome
- 5.Stated in Comparison of proteomic and metabolomic profiles of mutants of the mitochondrial respiratory chain in Caenorhabditis elegans
- Mangifera indica
- Apium graveolens
- Catharanthus roseus
- Spinacia oleracea
- Brassica oleracea
- Phaseolus vulgaris
- Oryza molida
- Triticum aestivum
- Prunus avium
- Capsicum annuum
- Stellera chamaejasme
1
- Platycapnos spicatus
On other databases
66 identifiers linking fumaric acid across the web's reference databases
- AGROVOC IDc_36953
- ATC codeD05AX01
- Brockhaus Enzyklopädie online IDfumarsäure
- CAMEO Chemicals ID3517
- Cannabis Database ID004809
- CAS Registry Number110-17-8
- CCDC Number1161116
- ChEBI ID18012
- ChEMBL IDCHEMBL503160
- ChemSpider ID10197150
- CosIng number33964
- CSD RefcodeFUMAAC01
- Dewey Decimal Classification615.778
- DrugBank IDDB01677
- DrugCentral ID3229
- DSSTOX compound identifierDTXCID601518
- DSSTox substance IDDTXSID3021518
- E numberE297
- EC number203-743-0
- ECHA Substance Infocard ID100.003.404
- Encyclopædia Britannica Online IDscience/fumaric-acid
- Encyclopedia of China (Third Edition) ID (2026)2gBsWm
- Encyclopedia of China (Third Edition) old ID (2021)572353
- FL number08.025
- Freebase ID/m/03fx0v
- Gmelin number49855
- GND ID4155633-1
- Gran Enciclopèdia Catalana IDacid-fumaric
- Gran Enciclopèdia Catalana ID (former scheme)0110637
- Great Norwegian Encyclopedia IDfumarsyre
- HCIS ID2204
- Hrvatska enciklopedija ID20826
- HSDB ID710
- Human Metabolome Database IDHMDB0000134
- ICSC ID1173
- InChIInChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1+
- InChIKeyVZCYOOQTPOCHFL-OWOJBTEDSA-N
- JECFA number618
- KEGG IDD02308
- KNApSAcK IDC00001183
- Lex IDfumarsyre
- MassBank accession IDMSBNK-Osaka_Univ-OUF00233
- Microsoft Academic ID (discontinued)2776163829
- NALT ID33180
- NDF-RT IDN0000148126
- NE.se IDfumarsyra
- NMRShiftDB structure ID10016803
- NSC number2752
- Open Food Facts food additive IDe297-fumaric-acid
- OpenAlex IDC2776163829
- PatientsLikeMe treatment IDfumaric-acid
- PDB ligand IDFUM
- PDB structure ID3SN0
- PesticideInfo chemical IDPRI3389
- PM20 ware ID232741
- Probes And Drugs IDPD073658
- PubChem CID444972
- Reaxys registry number605763
- RxNorm CUI25389
- SPLASHsplash10-0007-0890000000-b1c35cd55deb81254f66
- SureChEMBL ID2518422
- UM-BBD compound IDc0111
- UMLS CUIC0060825
- UNII88XHZ13131
- Yale LUX IDconcept/89f9135d-2653-4543-b501-ebb6b008e51e
- ZVG number33440