1.0 2010-04-08 22:07:54 UTC 2025-11-18 23:06:26 UTC FDB008060 (E)-2-Heptenal 2-heptenal known as trans-2-heptenal or 3-butylacrolein, belongs to the class of organic compounds known as medium-chain aldehydes. These are aldehydes with a chain length containing between 6 and 12 carbon atoms. Thus, 2-heptenal is considered to be a fatty aldehyde. 2-heptenal is a very hydrophobic, neutral molecule, it exists as a clear, colorless liquid and is practically insoluble in water. 2-heptenal occurs in two isomeric forms (trans - and cis -2-heptenal), with the trans form being of greater importance. 2-heptenal is found in the peel of Malaysian pink and white pomelo peel. The trans-form of 2-heptenal is also found in the scent gland secretion of the rice stink bug Oebalus pugnax (PMID: 17739573). 2-heptenal has been found in pulses (such as peas and other legumes) and has been isolated from soya bean oil (Glycine max) as well as safflower oil. 2-heptenal has also been detected, but not quantified in, several different fruits, grains and other foods, such as common grapes, oats, roselles, and watermelons. 2-heptenal has a green, fatty, fruit odor and a green, sweet, fresh or apple like flavor. 2-heptenal is also a known uremic toxin (PMID: 22626821). Uremic toxins tend to accumulate in the blood either through dietary excess or through poor filtration by the kidneys. As a uremic toxin, this compound can cause uremic syndrome. Chronic exposure to uremic toxins can lead to a number of conditions including renal damage, chronic kidney disease and cardiovascular disease. This seems to be mediated by the direct binding or inhibition by uremic toxins of the enzyme NADPH oxidase (especially NOX4 which is abundant in the kidneys and heart) (A7868). Shortness of breath from fluid buildup in the space between the lungs and the chest wall (pleural effusion) can also be present in individuals suffering from uremia. Uremia or uremic syndrome can also cause changes in mental status, such as confusion, reduced awareness, agitation, psychosis, seizures, and coma. (2E)-2-Heptenal (2E)-Heptenal (E)-2-Hepten-1-al (E)-2-Heptenal (E)-Hept-2-enal 2-Heptenal, (2E)- 2-Heptenal, (E)- 2-trans-Heptenal Hept-(E)-2-enal Hept-2(E)-enal Hept-trans-2-enal n-Hept-trans-2-enal trans-2-Hepten-1-al trans-2-Heptenal C7H12O 112.1696 112.088815006 (2E)-hept-2-enal 2-heptenal, (2E)- 18829-55-5 CCCC\C=C\C=O InChI=1S/C7H12O/c1-2-3-4-5-6-7-8/h5-7H,2-4H2,1H3/b6-5+ NDFKTBCGKNOHPJ-AATRIKPKSA-N belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. Medium-chain aldehydes Organic compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds Aliphatic acyclic compounds Enals Hydrocarbon derivatives Organic oxides Aliphatic acyclic compound Alpha,beta-unsaturated aldehyde Enal Hydrocarbon derivative Medium-chain aldehyde Organic oxide Fatty aldehydes logp 2.30 ALOGPS logs -1.99 ALOGPS solubility 1.14e+00 g/l ALOGPS logp 2.09 ChemAxon pka_strongest_basic -4.2 ChemAxon iupac (2E)-hept-2-enal ChemAxon average_mass 112.1696 ChemAxon mono_mass 112.088815006 ChemAxon smiles CCCC\C=C\C=O ChemAxon formula C7H12O ChemAxon inchi InChI=1S/C7H12O/c1-2-3-4-5-6-7-8/h5-7H,2-4H2,1H3/b6-5+ ChemAxon inchikey NDFKTBCGKNOHPJ-AATRIKPKSA-N ChemAxon polar_surface_area 17.07 ChemAxon refractivity 35.84 ChemAxon polarizability 13.59 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 1694 Specdb::CMs 3331 Specdb::CMs 29218 Specdb::CMs 101410 Specdb::CMs 155411 Specdb::MsIr 6283 Specdb::MsIr 6284 Specdb::MsMs 72609 Specdb::MsMs 72610 Specdb::MsMs 72611 Specdb::MsMs 131580 Specdb::MsMs 131581 Specdb::MsMs 131582 Specdb::MsMs 2733090 Specdb::MsMs 2733091 Specdb::MsMs 2733092 Specdb::MsMs 2972385 Specdb::MsMs 2972386 Specdb::MsMs 2972387 Specdb::NmrOneD 3854 Specdb::NmrOneD 123118 Specdb::NmrOneD 123119 Specdb::NmrOneD 123120 Specdb::NmrOneD 123121 Specdb::NmrOneD 123122 Specdb::NmrOneD 123123 Specdb::NmrOneD 123124 Specdb::NmrOneD 123125 Specdb::NmrOneD 123126 Specdb::NmrOneD 123127 Specdb::NmrOneD 123128 Specdb::NmrOneD 123129 Specdb::NmrOneD 123130 Specdb::NmrOneD 123131 Specdb::NmrOneD 123132 Specdb::NmrOneD 123133 Specdb::NmrOneD 123134 Specdb::NmrOneD 123135 Specdb::NmrOneD 123136 Specdb::NmrOneD 123137 HMDB0033827 546195 Blackberry Type 1 specific Rubus Cherry tomato Type 1 specific Solanum lycopersicum var. cerasiforme 195583 Common grape Type 1 specific Vitis vinifera 29760 Corn Type 1 specific Zea mays 4577 0.0 0.0 0.0 mg/100 g Cucumber Type 1 specific Cucumis sativus 3659 Evergreen blackberry Type 1 specific Rubus laciniatus Garden tomato Type 1 specific Solanum lycopersicum 4081 Garden tomato (var.) Type 1 specific Solanum lycopersicum var. lycopersicum 397755 Oat Type 1 specific Avena sativa 4498 Roselle Type 1 specific Hibiscus sabdariffa 183260 Safflower Type 1 specific Carthamus tinctorius 4222 0.003 0.004 0.002 mg/100 g Taco Type 2 specific 0.0 0.0 0.0 mg/100 g Tortilla Type 2 specific 0.0 0.0 0.0 mg/100 g Watermelon Type 1 specific Citrullus lanatus 3654 almond fat fatty fresh green pungent soap vegetable