Maleic Acid
PubChem CID: 444266
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| Compound Synonyms | maleic acid, 110-16-7, cis-butenedioic acid, Toxilic acid, Maleinic acid, Malenic acid, (2Z)-but-2-enedioic acid, (Z)-Butenedioic acid, 2-Butenedioic acid (Z)-, maleate, 2-Butenedioic acid (2Z)-, cis-1,2-Ethylenedicarboxylic acid, Kyselina maleinova, (Z)-2-Butenedioic acid, Butenedioic acid, (Z)-, 2-Butenedioic acid, (Z)-, (Z)-but-2-enedioic acid, 2-Butenedioic acid, cis-2-Butenedioic acid, 1,2-Ethylenedicarboxylic acid, (Z), H2male, CCRIS 1115, HSDB 666, cis-but-2-enedioic acid, Malezid CM, AI3-01002, (2Z)-2-Butenedioic acid, EINECS 203-742-5, MFCD00063177, NSC 25940, UNII-91XW058U2C, BRN 0605762, Scotchbond Multipurpose Etchant, DTXSID8021517, CHEBI:18300, 91XW058U2C, NSC-25940, DTXCID201517, EC 203-742-5, 4-02-00-02199 (Beilstein Handbook Reference), NSC25940, MALEIC ACID (II), MALEIC ACID [II], (Z)-2-Butenedioate, MALEIC ACID (MART.), MALEIC ACID [MART.], MAE, MALEIC ACID (USP-RS), MALEIC ACID [USP-RS], (2Z)-but-2-enedioate, MALEIC ACID (EP MONOGRAPH), MALEIC ACID (USP IMPURITY), MALEIC ACID [EP MONOGRAPH], MALEIC ACID [USP IMPURITY], Polymaleic Acid (Aqueous Solution), Kyselina maleinova [Czech], CAS-110-16-7, Maleic acid [NF], MALIC ACID IMPURITY B (EP IMPURITY), MALIC ACID IMPURITY B [EP IMPURITY], MALEICACID, NA2215, SODIUM AUROTHIOMALATE IMPURITY A (EP IMPURITY), SODIUM AUROTHIOMALATE IMPURITY A [EP IMPURITY], (2Z)-Butene-2-dioic acid, maleic-acid, Cis-butenedioate, 2-Butenedioate, (z)-butenedioate, 1ahy, 1tok, NCGC00091192-02, cis-2-Butenedioate, bis-hydrogen maleate, Maleic acid [NA2215] [Corrosive], cis-but-2-enedioate, Maleic acid, 99%, Maleic acid (8CI), CIS-MALEIC ACID, (2Z)-2-Butenedioate, Butenedioic acid,(Z)-, Maleic Acid (Standard), 10237-70-4, (2Z)-Butene-2-dioate, MALEIC ACID [MI], SCHEMBL613, bmse000212, Maleic acid [NA2215], WLN: QV1U1VQ-C, MALEIC ACID [HSDB], MLS002153468, 2-butenedioic acid, (2Z)-, MALEIC ACID [WHO-DD], (2Z)-2-Butenedioic acid #, CHEMBL539648, GTPL9630, HY-Y0367R, HMS2236F09, Maleic acid, for synthesis, 99%, HY-Y0367, STR03481, Tox21_113105, Tox21_202193, Tox21_303045, 1,2-Ethylenedicarboxylic acid, cis-, 2-Butenedioic acid (2Z)- (9CI), s3086, AKOS000268822, Tox21_113105_1, DB04299, FM29309, FP45020, Maleic acid [NA2215] [Corrosive], Polymaleic acid, 48% aqueous solution, NCGC00090970-01, NCGC00090970-02, NCGC00090970-03, NCGC00257215-01, NCGC00259742-01, (Z)-BUT-2-ENE-1,4-DIOIC ACID, Maleic acid, tested according to Ph.Eur., SMR001230824, (Z)-1,2-ETHYLENEDICARBOXYLIC ACID, CIS-ETHYLENE-1,2-DICARBOXYLIC ACID, DB-248216, CS-0015079, M0006, Maleic acid, SAJ special grade, >=99.0%, Maleic acid, Vetec(TM) reagent grade, 98%, NS00008966, 1,2-ETHYLENEDICARBOXYLIC ACID, (Z)-, 1, (Z), C01384, EN300-305309, Q42038, Maleic acid, ReagentPlus(R), >=99.0% (HPLC), F2191-0240, 3B685B85-C1F3-4E32-9DBC-3854162A8DE1, Maleic acid, European Pharmacopoeia (EP) Reference Standard, Maleic acid, Standard for quantitative NMR, TraceCERT(R), Maleic acid, United States Pharmacopeia (USP) Reference Standard, Maleic acid, Pharmaceutical Secondary Standard, Certified Reference Material, PMA, (Z)-2-Butenedioic acid homopolymer, Hydrolyzed polymaleic anhydride, 203-742-5 |
|---|---|
| Topological Polar Surface Area | 74.6 |
| Hydrogen Bond Donor Count | 2.0 |
| Heavy Atom Count | 8.0 |
| Pathway Kegg Map Id | map00330, map00250, map00020, map00190, map00360, map00350 |
| Description | Maleic acid is an industrial raw material for the production of glyoxylic acid by ozonolysis. Maleic acid is an organic compound which is a dicarboxylic acid (molecule with two carboxyl groups). The molecule consists of an ethylene group flanked by two carboxylic acid groups. Maleic acid is the cis isomer of butenedioic acid, whereas fumaric acid is the trans isomer. The cis isomer is the less stable one of the two, the difference in heat of combustion is 22.7 kJ/mol. The physical properties of maleic acid are very different from that of fumaric acid. Maleic acid is soluble in water whereas fumaric acid is not and the melting point of maleic acid (130 - 131 degree centigrade) is also much lower than that of fumaric acid (287 degree centigrade). Both properties of maleic acid can be explained on account of the intramolecular hydrogen bonding that takes place at the expense of intermolecular interactions. Maleic acid is converted into maleic anhydride by dehydration, to malic acid by hydration, and to succinic acid by hydrogenation. It reacts with thionyl chloride or phosphorus pentachloride to give the maleic acid chloride (it is not possible to isolate the mono acid chloride). Maleic acid is a reactant in many Diels-Alder reactions. [HMDB]. Maleic acid is found in many foods, some of which are cocoa bean, lovage, roselle, and corn. |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 119.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Enzyme Uniprot Id | P30566, P04424, P07954 |
| Uniprot Id | P16473, P04637, O75164, O75496, Q16236, P11308, P0DTD1, n.a. |
| Iupac Name | (Z)-but-2-enedioic acid |
| Prediction Hob | 1.0 |
| Class | Carboxylic acids and derivatives |
| Target Id | NPT210, NPT539 |
| Xlogp | -0.3 |
| Superclass | Organic acids and derivatives |
| Subclass | Dicarboxylic acids and derivatives |
| Molecular Formula | C4H4O4 |
| Prediction Swissadme | 0.0 |
| Inchi Key | VZCYOOQTPOCHFL-UPHRSURJSA-N |
| Fcsp3 | 0.0 |
| Logs | 0.52 |
| Rotatable Bond Count | 2.0 |
| State | Solid |
| Logd | -0.129 |
| Synonyms | (2Z)-2-Butenedioate, (2Z)-2-Butenedioic acid, (2Z)-But-2-enedioate, (2Z)-But-2-enedioic acid, (2Z)-Butene-2-dioate, (2Z)-Butene-2-dioic acid, (Z)-2-Butenedioate, (Z)-2-Butenedioic acid, (Z)-2-Butenedioic acid, 9CI, (Z)-Butenedioate, (Z)-Butenedioic acid, 2-Butenedioate, 2-Butenedioic acid, cis-1,2-Ethylenedicarboxylate, cis-1,2-Ethylenedicarboxylic acid, cis-2-Butenedioate, cis-2-Butenedioic acid, cis-But-2-enedioate, cis-But-2-enedioic acid, cis-Butenedioate, cis-Butenedioic acid, cis-Ethylene-1,2-dicarboxylic acid, H2Male, Kyselina maleinova, Maleate, Maleinic acid, Malenic acid, Malezid cm, Scotchbond multipurpose etchant, Toxilate, (2e)-2-Butenedioate, (2E)-2-Butenedioic acid, (2E)-But-2-enedioate, (2E)-But-2-enedioic acid, (E)-2-Butenedioate, (e)-2-Butenedioic acid, (E)-2-Butenedioic acid, 9CI, 2-(E)-Butenedioate, 2-(E)-Butenedioic acid, Allomaleate, Allomaleic acid, Boletate, Boletic acid, E297, FC 33, FEMA 2488, Fumarate, Fumarsaeure, Glaucic acid, Lichenate, Lichenic acid, Paramaleic acid, Toxilic acid, trans-1,2-Ethylenedicarboxylate, trans-1,2-Ethylenedicarboxylic acid, trans-2-Butenedioate, trans-2-Butenedioic acid, trans-But-2-enedioate, trans-But-2-enedioic acid, trans-Butenedioate, trans-Butenedioic acid, trans-Ethylene-1,2-dicarboxylic acid, Tumaric acid, MAE, Malezid CM, Maleic acid, disodium salt, Maleic acid, monocopper (2+) salt, Maleic acid, potassium salt, Maleic acid, sodium salt, Sodium maleate, Hydrogen maleate, Maleic acid, ammonium salt, Maleic acid, calcium salt, Maleic acid, iron salt, Maleic acid, neodymium salt, Maleic acid, dipotassium salt, Maleic acid, monoammonium salt, Maleic acid, monosodium salt |
| Substituent Name | Fatty acyl, Fatty acid, Unsaturated fatty acid, Dicarboxylic acid or derivatives, Carboxylic acid, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Aliphatic acyclic compound |
| Compound Name | Maleic Acid |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 116.011 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 116.011 |
| Hydrogen Bond Acceptor Count | 4.0 |
| Molecular Weight | 116.07 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 0.0 |
| Total Bond Stereocenter Count | 1.0 |
| Molecular Framework | Aliphatic acyclic compounds |
| Esol | -0.21344639999999987 |
| Inchi | InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1- |
| Smiles | C(=C\C(=O)O)\C(=O)O |
| Nring | 0.0 |
| Defined Bond Stereocenter Count | 1.0 |
| Taxonomy Direct Parent | Dicarboxylic acids and derivatives |
- 1. Outgoing r'ship
FOUND_INto/from Abelmoschus Manihot (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 2. Outgoing r'ship
FOUND_INto/from Allium Cepa (Plant) Rel Props:Source_db:fooddb_chem_all - 3. Outgoing r'ship
FOUND_INto/from Allium Schoenoprasum (Plant) Rel Props:Source_db:fooddb_chem_all - 4. Outgoing r'ship
FOUND_INto/from Apium Graveolens (Plant) Rel Props:Source_db:fooddb_chem_all - 5. Outgoing r'ship
FOUND_INto/from Arabidopsis Thaliana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 6. Outgoing r'ship
FOUND_INto/from Averrhoa Carambola (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all - 7. Outgoing r'ship
FOUND_INto/from Brassica Oleracea (Plant) Rel Props:Source_db:fooddb_chem_all - 8. Outgoing r'ship
FOUND_INto/from Bupleurum Chinense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 9. Outgoing r'ship
FOUND_INto/from Bupleurum Falcatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 10. Outgoing r'ship
FOUND_INto/from Bupleurum Scorzonerifolium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 11. Outgoing r'ship
FOUND_INto/from Carica Papaya (Plant) Rel Props:Source_db:fooddb_chem_all - 12. Outgoing r'ship
FOUND_INto/from Chlamydomonas Reinhardtii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 13. Outgoing r'ship
FOUND_INto/from Cicer Arietinum (Plant) Rel Props:Source_db:fooddb_chem_all - 14. Outgoing r'ship
FOUND_INto/from Daucus Carota (Plant) Rel Props:Source_db:fooddb_chem_all - 15. Outgoing r'ship
FOUND_INto/from Ficus Carica (Plant) Rel Props:Source_db:fooddb_chem_all - 16. Outgoing r'ship
FOUND_INto/from Foeniculum Vulgare (Plant) Rel Props:Source_db:fooddb_chem_all - 17. Outgoing r'ship
FOUND_INto/from Glochidion Zeylanicum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 18. Outgoing r'ship
FOUND_INto/from Glycine Max (Plant) Rel Props:Source_db:fooddb_chem_all - 19. Outgoing r'ship
FOUND_INto/from Helianthus Annuus (Plant) Rel Props:Source_db:fooddb_chem_all - 20. Outgoing r'ship
FOUND_INto/from Hibiscus Sabdariffa (Plant) Rel Props:Source_db:fooddb_chem_all - 21. Outgoing r'ship
FOUND_INto/from Levisticum Officinale (Plant) Rel Props:Source_db:fooddb_chem_all - 22. Outgoing r'ship
FOUND_INto/from Lycopersicon Esculentum (Plant) Rel Props:Source_db:fooddb_chem_all - 23. Outgoing r'ship
FOUND_INto/from Malus Domestica (Plant) Rel Props:Source_db:fooddb_chem_all - 24. Outgoing r'ship
FOUND_INto/from Petroselinum Crispum (Plant) Rel Props:Source_db:fooddb_chem_all - 25. Outgoing r'ship
FOUND_INto/from Pisum Sativum (Plant) Rel Props:Source_db:fooddb_chem_all - 26. Outgoing r'ship
FOUND_INto/from Pogostemon Cablin (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 27. Outgoing r'ship
FOUND_INto/from Prunus Avium (Plant) Rel Props:Source_db:npass_chem_all - 28. Outgoing r'ship
FOUND_INto/from Prunus Cerasus (Plant) Rel Props:Source_db:fooddb_chem_all - 29. Outgoing r'ship
FOUND_INto/from Punica Granatum (Plant) Rel Props:Source_db:fooddb_chem_all - 30. Outgoing r'ship
FOUND_INto/from Salvia Officinalis (Plant) Rel Props:Source_db:fooddb_chem_all - 31. Outgoing r'ship
FOUND_INto/from Solanum Tuberosum (Plant) Rel Props:Source_db:fooddb_chem_all - 32. Outgoing r'ship
FOUND_INto/from Sphaeranthus Indicus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 33. Outgoing r'ship
FOUND_INto/from Theobroma Cacao (Plant) Rel Props:Source_db:fooddb_chem_all - 34. Outgoing r'ship
FOUND_INto/from Tussilago Farfara (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 35. Outgoing r'ship
FOUND_INto/from Vicia Faba (Plant) Rel Props:Source_db:fooddb_chem_all - 36. Outgoing r'ship
FOUND_INto/from Vitis Vinifera (Plant) Rel Props:Source_db:fooddb_chem_all - 37. Outgoing r'ship
FOUND_INto/from Zea Mays (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all