Caproic Acid
PubChem CID: 8892
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| Compound Synonyms | HEXANOIC ACID, Caproic acid, 142-62-1, n-Caproic acid, n-Hexanoic acid, Capronic acid, 1-Hexanoic acid, Butylacetic acid, Pentylformic acid, Hexoic acid, n-Hexylic acid, n-Hexoic acid, Pentiformic acid, 1-Pentanecarboxylic acid, Pentanecarboxylic acid, Hexacid 698, Hexylic acid, Kyselina kapronova, Hexanoic acid (natural), FEMA No. 2559, Acid C6, NSC 8266, CCRIS 1347, HSDB 6813, EINECS 205-550-7, UNII-1F8SN134MX, MFCD00004421, BRN 0773837, 1F8SN134MX, C6:0, DTXSID7021607, CHEBI:30776, AI3-07701, NSC8266, NSC-8266, NCIOpen2_005355, CHEMBL14184, CH3-[CH2]4-COOH, DTXCID101607, 1-PENTANE CARBOXYLIC ACID, EC 205-550-7, butylacetate, capronate, hexylate, pentylformate, 4-02-00-00917 (Beilstein Handbook Reference), hexanoic acid (caproic acid), n-caproate, n-hexoate, n-hexylate, NSC-35598, HEXANOIC ACID (CAPROIC ACID), 1-hexanoate, 1-pentanecarboxylate, CH3-(CH2)4-COOH, Kyselina kapronova [Czech], CAS-142-62-1, UN2829, Hexanoic, hexansäure, 2-Butylacetic acid, 6NA, EINECS 274-509-3, fatty acid 6:0, Caproic Acid,(S), ethyl 4-butanoic acid, Hexanoic acid, 99%, methyl 5-pentanoic acid, Pentane-1-carboxylic acid, Hexanoic acid, >=99%, n-C5H11COOH, Hexanoic acid Caproic acid, bmse000351, SCHEMBL3867, WLN: QV5, CH3(CH2)4COOH, CAPROIC ACID [HSDB], HEXANOIC ACID [FCC], HEXANOIC ACID [FHFI], N-CAPROIC ACID [MI], Propyl, 3-carboxy-1-ethyl-, BDBM16433, MSK1704, DTXSID301311019, Hexanoic acid, analytical standard, FCA32068, STR10048, EINECS 267-013-3, EINECS 271-676-4, Tox21_201517, Tox21_300406, FA 6:0, LMFA01010006, Caproic acid Natural (Hexanoic acid), Hexanoic acid, >=98%, FCC, FG, AKOS000119844, 1ST1704, FA(6:0), Caproic acid [UN2829] [Corrosive], Caproic acid Deironized (Hexanoic acid), Hexanoic acid, natural, >=98%, FCC, NCGC00248020-01, NCGC00248020-02, NCGC00254504-01, NCGC00259067-01, FC145216, Hexanoic acid, purum, >=98.0% (GC), Hexanoic acid 10 microg/mL in Acetonitrile, H0105, Hexanoic acid, natural, >=98%, FCC, FG, NS00003820, EN300-21589, C01585, EC 271-676-4, Caproic acid Natural Deironized (Hexanoic acid), CAPROIC ACID (CONSTITUENT OF SAW PALMETTO), Q422597, 25401AB4-1ECB-481F-AC91-EAAFC9329BDD, CAPROIC ACID (CONSTITUENT OF SAW PALMETTO) [DSC], Z104503532, InChI=1/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8, 205-550-7, 56279-38-0 |
|---|---|
| Ghose Rule | False |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 37.3 |
| Hydrogen Bond Donor Count | 1.0 |
| Pfizer 3 75 Rule | False |
| Np Classifier Class | Branched fatty acids, Unsaturated fatty acids |
| Deep Smiles | CCCCCC=O)O |
| Heavy Atom Count | 8.0 |
| Pathway Kegg Map Id | map01040 |
| Classyfire Class | Fatty acyls |
| Description | Caproic acid, also known as hexanoate or caproate, is a member of the class of compounds known as medium-chain fatty acids. Medium-chain fatty acids are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Thus, caproic acid is considered to be a fatty acid lipid molecule. Caproic acid is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Caproic acid can be found in a number of food items such as common persimmon, yellow pond-lily, mammee apple, and fox grape, which makes caproic acid a potential biomarker for the consumption of these food products. Caproic acid can be found primarily in most biofluids, including saliva, blood, feces, and urine. Caproic acid exists in all living species, ranging from bacteria to humans. In humans, caproic acid is involved in a couple of metabolic pathways, which include beta oxidation of very long chain fatty acids and fatty acid biosynthesis. Caproic acid is also involved in a couple of metabolic disorders, which include mitochondrial beta-oxidation of short chain saturated fatty acids and short-chain 3-hydroxyacyl-coa dehydrogenase deficiency (SCHAD). Moreover, caproic acid is found to be associated with medium Chain Acyl-CoA Dehydrogenase Deficiency. Caproic acid is a non-carcinogenic (not listed by IARC) potentially toxic compound. Hexanoic acid (caproic acid) is the carboxylic acid derived from hexane with the chemical formula CH 3(CH 2) 4COOH. It is a colorless oily liquid with an odor that is fatty, cheesy, waxy, and like that of goats or other barnyard animals. It is a fatty acid found naturally in various animal fats and oils, and is one of the chemicals that give the decomposing fleshy seed coat of the ginkgo its characteristic unpleasant odor. It is also one of the components of vanilla. The primary use of hexanoic acid is in the manufacture of its esters for artificial flavors, and in the manufacture of hexyl derivatives, such as hexylphenols . |
| Classyfire Subclass | Fatty acids and conjugates |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 68.9 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Enzyme Uniprot Id | Q9UKG9, P23786, O43772 |
| Uniprot Id | Q9UKG9, P23786, O43772, Q08AH1, Q6P461, Q08AH3, Q68CK6, Q53FZ2, Q6NUN0, P0C7M7, P15121, Q8VC69, Q80UJ1, Q9HAW8, Q9HAW9, O42275, P81908 |
| Iupac Name | hexanoic acid |
| Prediction Hob | 1.0 |
| Class | Fatty Acyls |
| Veber Rule | True |
| Classyfire Superclass | Lipids and lipid-like molecules |
| Target Id | NPT41 |
| Xlogp | 1.9 |
| Superclass | Lipids and lipid-like molecules |
| Subclass | Fatty acids and conjugates |
| Gsk 4 400 Rule | True |
| Molecular Formula | C6H12O2 |
| Prediction Swissadme | 0.0 |
| Inchi Key | FUZZWVXGSFPDMH-UHFFFAOYSA-N |
| Silicos It Class | Soluble |
| Fcsp3 | 0.8333333333333334 |
| Logs | -1.245 |
| Rotatable Bond Count | 4.0 |
| State | Solid |
| Logd | 1.216 |
| Synonyms | 1-Hexanoate, 1-Hexanoic acid, 1-Pentanecarboxylate, 1-Pentanecarboxylic acid, 6:0, Butylacetate, Butylacetic acid, C6:0, Caproate, Caproic acid, Capronate, Capronic acid, CH3-[CH2]4-COOH, FEMA 2559, Hexanoate, Hexoate, Hexoic acid, Hexylate, Hexylic acid, N-Caproate, N-Caproic acid, N-Hexanoate, N-Hexanoic acid, N-Hexoate, N-Hexoic acid, N-Hexylate, N-Hexylic acid, Pentane-1-carboxylic acid, Pentanecarboxylate, Pentanecarboxylic acid, Pentiformate, Pentiformic acid, Pentylformate, Pentylformic acid, Hexanoic acid, Hexanoic acid, calcium salt, Hexanoic acid, sodium salt, 1-(11)C-labeled, Hexanoic acid, nickel (2+) salt, Hexanoic acid, sodium salt, Bismuth(III)hexanoate, Hexanoic acid, copper (2+) salt, Hexanoic acid, manganese (2+) salt, Bi(ohex)3, Hexanoic acid, barium salt, Hexanoic acid, potassium salt, Hexanoic acid, rhodium (2+) salt, FA(6:0), Calcium N-hexanoate, Hexanoic acid, sodium salt (1:1), Sodium capronate, Calcium hexanoate, Caproic acid sodium salt, Sodium caproate, Sodium hexanoate, caproic (hexanoic) acid, caproic acid, caproic acid (c6), caproic acid(oil), caproic acids, caproic-acid, capronic acid, capronic-acid, hexanoic acid, hexanoic acid, hexanoic acid b, n-caproic acid, n-hexanoic acid |
| Substituent Name | Medium-chain fatty acid, Straight chain fatty acid, Monocarboxylic acid or derivatives, Carboxylic acid, Carboxylic acid derivative, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Aliphatic acyclic compound |
| Esol Class | Very soluble |
| Functional Groups | CC(=O)O |
| Compound Name | Caproic Acid |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 116.084 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 116.084 |
| Hydrogen Bond Acceptor Count | 2.0 |
| Molecular Weight | 116.16 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 0.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aliphatic acyclic compounds |
| Lipinski Rule Of 5 | True |
| Esol | -1.5057919999999998 |
| Inchi | InChI=1S/C6H12O2/c1-2-3-4-5-6(7)8/h2-5H2,1H3,(H,7,8) |
| Smiles | CCCCCC(=O)O |
| Nring | 0.0 |
| Np Classifier Biosynthetic Pathway | Fatty acids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | Medium-chain fatty acids |
| Np Classifier Superclass | Fatty Acids and Conjugates |
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FOUND_INto/from Panax Notoginseng (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 109. Outgoing r'ship
FOUND_INto/from Panax Quinquefolius (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 110. Outgoing r'ship
FOUND_INto/from Pandanus Odorifer (Plant) Rel Props:Reference:ISBN:9788171360536 - 111. Outgoing r'ship
FOUND_INto/from Panicum Miliaceum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 112. Outgoing r'ship
FOUND_INto/from Papaver Somniferum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 113. Outgoing r'ship
FOUND_INto/from Pavonia Odorata (Plant) Rel Props:Reference:ISBN:9788190595216 - 114. Outgoing r'ship
FOUND_INto/from Petasites Japonicus (Plant) Rel Props:Source_db:fooddb_chem_all - 115. Outgoing r'ship
FOUND_INto/from Phyllosma Capensis (Plant) Rel Props:Source_db:npass_chem_all - 116. Outgoing r'ship
FOUND_INto/from Piper Nigrum (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all - 117. Outgoing r'ship
FOUND_INto/from Polygala Senega (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.2730100408 - 118. Outgoing r'ship
FOUND_INto/from Premna Serratifolia (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1998.9700905 - 119. Outgoing r'ship
FOUND_INto/from Prosopis Chilensis (Plant) Rel Props:Reference:ISBN:9788185042145 - 120. Outgoing r'ship
FOUND_INto/from Proustia Ilicifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 121. Outgoing r'ship
FOUND_INto/from Prunus Armeniaca (Plant) Rel Props:Source_db:fooddb_chem_all - 122. Outgoing r'ship
FOUND_INto/from Prunus Cornuta (Plant) Rel Props:Reference:ISBN:9788172362461 - 123. Outgoing r'ship
FOUND_INto/from Prunus Dulcis (Plant) Rel Props:Source_db:fooddb_chem_all - 124. Outgoing r'ship
FOUND_INto/from Prunus Mahaleb (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1596 - 125. Outgoing r'ship
FOUND_INto/from Prunus Persica (Plant) Rel Props:Source_db:fooddb_chem_all - 126. Outgoing r'ship
FOUND_INto/from Psidium Guajava (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2009.9700131 - 127. Outgoing r'ship
FOUND_INto/from Rheum Palmatum (Plant) Rel Props:Reference:https://doi.org/10.1002/(sici)1099-1026(199601)11:1<57::aid-ffj549>3.0.co;2-k - 128. Outgoing r'ship
FOUND_INto/from Rhus Coriaria (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1993.9698267 - 129. Outgoing r'ship
FOUND_INto/from Robinia Pseudoacacia (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2017.1329670 - 130. Outgoing r'ship
FOUND_INto/from Rosmarinus Officinalis (Plant) Rel Props:Source_db:fooddb_chem_all - 131. Outgoing r'ship
FOUND_INto/from Rubus Idaeus (Plant) Rel Props:Source_db:fooddb_chem_all - 132. Outgoing r'ship
FOUND_INto/from Saccharum Officinarum (Plant) Rel Props:Reference:ISBN:9788172362140 - 133. Outgoing r'ship
FOUND_INto/from Sambucus Nigra (Plant) Rel Props:Source_db:fooddb_chem_all - 134. Outgoing r'ship
FOUND_INto/from Schisandra Chinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 135. Outgoing r'ship
FOUND_INto/from Senna Alexandrina (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 136. Outgoing r'ship
FOUND_INto/from Serenoa Repens (Plant) Rel Props:Reference:ISBN:9780387706375 - 137. Outgoing r'ship
FOUND_INto/from Solanum Tuberosum (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all - 138. Outgoing r'ship
FOUND_INto/from Sonchus Oleraceus (Plant) Rel Props:Reference:ISBN:9788172363093; ISBN:9788185042145 - 139. Outgoing r'ship
FOUND_INto/from Spondias Dulcis (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.2730100608 - 140. Outgoing r'ship
FOUND_INto/from Spondias Mombin (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2005.9698933 - 141. Outgoing r'ship
FOUND_INto/from Syzygium Aromaticum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 142. Outgoing r'ship
FOUND_INto/from Tamarindus Indica (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1998.9700886 - 143. Outgoing r'ship
FOUND_INto/from Taxus Wallichiana (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.1682 - 144. Outgoing r'ship
FOUND_INto/from Tetradium Glabrifolium (Plant) Rel Props:Reference:https://doi.org/10.1080/0972060x.2014.894893 - 145. Outgoing r'ship
FOUND_INto/from Theobroma Cacao (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 146. Outgoing r'ship
FOUND_INto/from Tilia Cordata (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.2730010204 - 147. Outgoing r'ship
FOUND_INto/from Trifolium Alexandrinum (Plant) Rel Props:Reference:ISBN:9788185042138 - 148. Outgoing r'ship
FOUND_INto/from Triticum Aestivum (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2007.9699245 - 149. Outgoing r'ship
FOUND_INto/from Uvaria Narum (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1997.9699463 - 150. Outgoing r'ship
FOUND_INto/from Vaccinium Corymbosum (Plant) Rel Props:Source_db:fooddb_chem_all;npass_chem_all - 151. Outgoing r'ship
FOUND_INto/from Vaccinium Myrtillus (Plant) Rel Props:Source_db:fooddb_chem_all;npass_chem_all - 152. Outgoing r'ship
FOUND_INto/from Viscum Album (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1996.9701029 - 153. Outgoing r'ship
FOUND_INto/from Vitis Vinifera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 154. Outgoing r'ship
FOUND_INto/from Zanthoxylum Armatum (Plant) Rel Props:Reference:https://doi.org/10.1002/ffj.3381 - 155. Outgoing r'ship
FOUND_INto/from Zanthoxylum Nitidum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 156. Outgoing r'ship
FOUND_INto/from Zanthoxylum Rhetsa (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.2000.9699492 - 157. Outgoing r'ship
FOUND_INto/from Zea Mays (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 158. Outgoing r'ship
FOUND_INto/from Zingiber Officinale (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 159. Outgoing r'ship
FOUND_INto/from Ziziphus Jujuba (Plant) Rel Props:Source_db:cmaup_ingredients