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L-Malic Acid

PubChem CID: 222656

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Compound Synonyms 97-67-6, L-Malic acid, L-(-)-Malic acid, (S)-2-hydroxysuccinic acid, (2S)-2-Hydroxybutanedioic acid, (S)-Malic acid, L(-)-Malic acid, (-)-Malic acid, (-)-Hydroxysuccinic acid, S-(-)-Malic acid, L-Apple acid, L-Hydroxybutanedioic acid, Apple acid, L-malate, S-2-Hydroxybutanedioic acid, Malic acid, L-, Butanedioic acid, hydroxy-, (2S)-, Malic acid L-(-)-form, Hydroxysuccinnic acid (-), L-2-Hydroxybutanedioic acid, MFCD00064213, Hydroxybutanedioic acid, (S)-, J3TZF807X5, CHEBI:30797, (-)-L-Malic acid, NSC9232, 2-Hydroxybutanedioic acid, (S)-, NSC 9232, (S)-malate, EINECS 202-601-5, Butanedioic acid, 2-hydroxy-, (2S)-, L-Hydroxysuccinic acid, L-MALIC ACID [FHFI], (S)-(-)-Hydroxysuccinic acid, L-MALIC ACID [WHO-DD], CHEMBL1234046, DTXSID30273987, (S)-(-)-2-Hydroxysuccinic acid, NSC-9232, MALIC ACID L-(-)-FORM [MI], MALIC ACID, L-(II), MALIC ACID, L-[II], (S)-Hydroxybutanedioic acid, (-)-(S)-Malic acid, Hydroxybutanedioic acid, (-)-, UNII-J3TZF807X5, malic-acid, 2yfa, 4elc, 4ipi, 4ipj, L-Hydroxysuccinate, (2s)-malic acid, L-Hydroxybutanedioate, nchembio867-comp7, L-(-) malic acid, (-)-Hydroxysuccinate, L-(-)-Apple Acid, S-(-)-Malate, (S)-Hydroxybutanedioate, S-2-Hydroxybutanedioate, (-)-(S)-Malate, (S)-(-)-malic acid, (S)-hydroxy-Butanedioate, (S)-Hydroxysuccinic acid, L(-)MALIC ACID, (S)-2-hydroxysuccinicacid, bmse000238, MALIC ACID [HSDB], MALIC ACID, (L), (S)-(-)-Hydroxysuccinate, (-)-Hydroxybutanedioic Acid, (S)-Malic acid (Standard), (S)-hydroxy-Butanedioic acid, SCHEMBL256122, MALIC ACID, L- [II], HY-Y1069R, (-)-(s)-hydroxybutanedioic acid, DTXCID10819943, (2S)-(-)-hydroxybutanedioic acid, hydron, (2S)-2-hydroxybutanedioate, HY-Y1069, BDBM50510127, s6292, AKOS006346693, CS-W020132, FM25004, L-(-)-Malic acid, BioXtra, >=95%, AS-18628, L-(-)-Malic acid, >=95% (titration), (S)-E 296, (-)-1-Hydroxy-1,2-ethanedicarboxylic acid, M0022, NS00068391, EN300-93424, C00149, L-(-)-Malic acid, purum, >=99.0% (T), L-(-)-Malic acid, ReagentPlus(R), >=99%, SBI-0633490.0002, 35F9ECA9-BBE6-463D-BF3F-275FACC5D14E, L-(-)-Malic acid, SAJ special grade, >=99.0%, L-(-)-Malic acid, Vetec(TM) reagent grade, 97%, Q27104150, Z1201618618, (S)-(-)-2-Hydroxysuccinic acid, L-Hydroxybutanedioic acid, L-(-)-Malic acid, 97%, optical purity ee: 99% (GLC), L-(-)-Malic acid, certified reference material, TraceCERT(R), L-(-)-Malic acid, BioReagent, suitable for cell culture, suitable for insect cell culture, 202-601-5, 26999-59-7
Topological Polar Surface Area 94.8
Hydrogen Bond Donor Count 3.0
Heavy Atom Count 9.0
Pathway Kegg Map Id map00020, map00620
Description Occurs naturally in apples and various other fruits. Flavour enhancer, pH control agent. L-Malic acid is found in many foods, some of which are mulberry, black cabbage, european plum, and fig.
Isotope Atom Count 0.0
Molecular Complexity 129.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 1.0
Enzyme Uniprot Id P07954
Uniprot Id P48163, P40926, Q16798, P40925, P07954, P23368, B1ANK7, Q84406
Iupac Name (2S)-2-hydroxybutanedioic acid
Prediction Hob 1.0
Class Fatty Acyls
Xlogp -1.3
Superclass Lipids and lipid-like molecules
Subclass Fatty acids and conjugates
Molecular Formula C4H6O5
Prediction Swissadme 0.0
Inchi Key BJEPYKJPYRNKOW-REOHCLBHSA-N
Fcsp3 0.5
Logs 0.114
Rotatable Bond Count 3.0
State Solid
Logd -1.459
Synonyms (-)-(s)-malate, (-)-(s)-malic acid, (-)-hydroxysuccinate, (-)-hydroxysuccinic acid, (-)-L-Malate, (-)-l-malic acid, (-)-malic acid, (2S)-2-Hydroxybutanedioate, (2S)-2-Hydroxybutanedioic acid, (S)-(-)-2-Hydroxysuccinic acid, (s)-(-)-hydroxysuccinate, (s)-(-)-hydroxysuccinic acid, (s)-hydroxy-butanedioate, (s)-hydroxy-butanedioic acid, (s)-hydroxybutanedioate, (s)-hydroxybutanedioic acid, (s)-malate, (s)-malic acid, Apple acid, Butanedioic acid, hydroxy-, (s)-, FEMA 2655, L-(-)-malic acid, L-2-Hydroxybutanedioate, L-2-Hydroxybutanedioic acid, L-apple acid, L-hydroxybutanedioate, L-hydroxybutanedioic acid, L-hydroxysuccinate, L-hydroxysuccinic acid, L-malate, L-Malic acid, Malic acid, Malic acid, (l), Malic acid, 8CI, L-form, Malic acid, l-, S-(-)-malate, S-(-)-malic acid, S-2-Hydroxybutanedioate, S-2-Hydroxybutanedioic acid, (+-)-1-Hydroxy-1,2-ethanedicarboxylic acid, (+-)-hydroxysuccinic acid, (+-)-malic acid, (+/-)-2-Hydroxysuccinic acid, DL-hydroxybutanedioic acid, DL-malate, DL-malic acid, Hydroxybutanedioic acid, (+-)-, Malic acid, DL-, Malic acid,(DL), R,S-malate, R,S-malic acid, (-)-L-Malic acid, (S)-(-)-Hydroxysuccinic acid, L-Apple acid, Malate, L-Malate, (S)-(-)-Hydroxysuccinate, (-)-(S)-Malate, (-)-(S)-Malic acid, (-)-Hydroxysuccinate, (-)-Hydroxysuccinic acid, (-)-Malic acid, (S)-Hydroxy-butanedioate, (S)-Hydroxy-butanedioic acid, (S)-Hydroxybutanedioate, (S)-Hydroxybutanedioic acid, (S)-Malic acid, L-(-)-Malic acid, L-Hydroxybutanedioate, L-Hydroxybutanedioic acid, L-Hydroxysuccinate, L-Hydroxysuccinic acid, S-(-)-Malate, S-(-)-Malic acid, (S)-Malate, (2S)-2-Hydroxysuccinic acid, (2S)-Malic acid, (S)-2-Hydroxysuccinic acid, 2-Hydroxybutanedioic acid, 2-Hydroxyethane-1,2-dicarboxylic acid, 2-Hydroxysuccinic acid, Deoxytetraric acid, Hydroxybutanedioic acid, Hydroxysuccinic acid, Monohydroxybutanedioic acid, alpha-Hydroxysuccinic acid, α-Hydroxysuccinic acid
Substituent Name Hydroxy fatty acid, Short-chain hydroxy acid, Beta-hydroxy acid, Hydroxy acid, Dicarboxylic acid or derivatives, Alpha-hydroxy acid, Secondary alcohol, Carboxylic acid, Carboxylic acid derivative, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Alcohol, Aliphatic acyclic compound
Compound Name L-Malic Acid
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 134.022
Formal Charge 0.0
Monoisotopic Mass 134.022
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 134.09
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic acyclic compounds
Esol 0.32046060000000015
Inchi InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m0/s1
Smiles C([C@@H](C(=O)O)O)C(=O)O
Nring 0.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Beta hydroxy acids and derivatives

  • 1. Outgoing r'ship FOUND_IN to/from Aconitum Seravschanicum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Aconitum Tasiromontanum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Adansonia Grandidieri (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Aloe Africana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Aloe Barbadensis (Plant) Rel Props:Source_db:npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Aloe Ferox (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Aloe Spicata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Aloe Vera (Plant) Rel Props:Source_db:cmaup_ingredients
  • 9. Outgoing r'ship FOUND_IN to/from Alstonia Muelleriana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Ananas Comosus (Plant) Rel Props:Source_db:fooddb_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Angelica Acutiloba (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Angelica Gigas (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Angelica Sinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 14. Outgoing r'ship FOUND_IN to/from Aphyllocladus Denticulatus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 15. Outgoing r'ship FOUND_IN to/from Artemisia Cina (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 16. Outgoing r'ship FOUND_IN to/from Aster Sedifolius (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 17. Outgoing r'ship FOUND_IN to/from Bassia Muricata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 18. Outgoing r'ship FOUND_IN to/from Bupleurum Chinense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 19. Outgoing r'ship FOUND_IN to/from Bupleurum Falcatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 20. Outgoing r'ship FOUND_IN to/from Bupleurum Scorzonerifolium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 21. Outgoing r'ship FOUND_IN to/from Capsicum Annuum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 22. Outgoing r'ship FOUND_IN to/from Chelidonium Majus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 23. Outgoing r'ship FOUND_IN to/from Cichorium Glandulosum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 24. Outgoing r'ship FOUND_IN to/from Cichorium Intybus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 25. Outgoing r'ship FOUND_IN to/from Coreopsis Nodosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 26. Outgoing r'ship FOUND_IN to/from Cornus Officinalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 27. Outgoing r'ship FOUND_IN to/from Dacrydium Cupressinum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 28. Outgoing r'ship FOUND_IN to/from Dendriopoterium Menendezii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 29. Outgoing r'ship FOUND_IN to/from Dodonaea Viscosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 30. Outgoing r'ship FOUND_IN to/from Dysoxylum Cumingianum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 31. Outgoing r'ship FOUND_IN to/from Enceliopsis Argophylla (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 32. Outgoing r'ship FOUND_IN to/from Eria Mollis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 33. Outgoing r'ship FOUND_IN to/from Flacourtia Jangomas (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 34. Outgoing r'ship FOUND_IN to/from Glycine Tomentella (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 35. Outgoing r'ship FOUND_IN to/from Haematococcus Lacustris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 36. Outgoing r'ship FOUND_IN to/from Hippophae Rhamnoides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 37. Outgoing r'ship FOUND_IN to/from Homalomena Occulta (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 38. Outgoing r'ship FOUND_IN to/from Isatis Tinctoria (Plant) Rel Props:Source_db:cmaup_ingredients
  • 39. Outgoing r'ship FOUND_IN to/from Justicia Secunda (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 40. Outgoing r'ship FOUND_IN to/from Lavandula Vera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 41. Outgoing r'ship FOUND_IN to/from Malus Domestica (Plant) Rel Props:Source_db:fooddb_chem_all
  • 42. Outgoing r'ship FOUND_IN to/from Melia Azedarach (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 43. Outgoing r'ship FOUND_IN to/from Miliusa Velutina (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 44. Outgoing r'ship FOUND_IN to/from Neobalanocarpus Heimii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 45. Outgoing r'ship FOUND_IN to/from Nicotiana Undulata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 46. Outgoing r'ship FOUND_IN to/from Onobrychis Arenaria (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 47. Outgoing r'ship FOUND_IN to/from Paeonia Suffruticosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 48. Outgoing r'ship FOUND_IN to/from Panax Schinseng (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 49. Outgoing r'ship FOUND_IN to/from Passiflora Incarnata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 50. Outgoing r'ship FOUND_IN to/from Persicaria Tinctoria (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 51. Outgoing r'ship FOUND_IN to/from Phyllanthus Emblica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 52. Outgoing r'ship FOUND_IN to/from Physalis Alkekengi (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 53. Outgoing r'ship FOUND_IN to/from Polygonum Cuspidatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 54. Outgoing r'ship FOUND_IN to/from Prunus Mume (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 55. Outgoing r'ship FOUND_IN to/from Prunus Persica (Plant) Rel Props:Source_db:fooddb_chem_all
  • 56. Outgoing r'ship FOUND_IN to/from Psidium Guajava (Plant) Rel Props:Source_db:fooddb_chem_all
  • 57. Outgoing r'ship FOUND_IN to/from Psychotria Stachyoides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 58. Outgoing r'ship FOUND_IN to/from Punica Granatum (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 59. Outgoing r'ship FOUND_IN to/from Rehmannia Glutinosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 60. Outgoing r'ship FOUND_IN to/from Rubia Akane (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 61. Outgoing r'ship FOUND_IN to/from Schisandra Chinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 62. Outgoing r'ship FOUND_IN to/from Schisandra Sphenanthera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 63. Outgoing r'ship FOUND_IN to/from Senecio Paludaffinis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 64. Outgoing r'ship FOUND_IN to/from Senecio Subdentatus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 65. Outgoing r'ship FOUND_IN to/from Skimmia Laureola (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 66. Outgoing r'ship FOUND_IN to/from Taraxacum Borealisinense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 67. Outgoing r'ship FOUND_IN to/from Taraxacum Coreanum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 68. Outgoing r'ship FOUND_IN to/from Taraxacum Mongolicum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 69. Outgoing r'ship FOUND_IN to/from Taraxacum Officinale (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 70. Outgoing r'ship FOUND_IN to/from Taraxacum Platycarpum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 71. Outgoing r'ship FOUND_IN to/from Teucrium Yemense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 72. Outgoing r'ship FOUND_IN to/from Trigonella Grandiflora (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 73. Outgoing r'ship FOUND_IN to/from Tripolium Pannonicum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 74. Outgoing r'ship FOUND_IN to/from Tussilago Farfara (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 75. Outgoing r'ship FOUND_IN to/from Uvaria Calamistrata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 76. Outgoing r'ship FOUND_IN to/from Ziziphus Jujuba (Plant) Rel Props:Source_db:cmaup_ingredients