1.0 2010-04-08 22:06:16 UTC 2020-09-17 15:35:56 UTC FDB004502 Hex-trans-2-en-1-al 2-Hexenal, also known as 2-hexenaldehyde, 3-propyl-acrolein or leaf aldehyde, 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. 2-Hexenal occurs in two isomeric forms (trans - and cis -2-hexenal), with the trans form being of greater importance. trans-2-Hexenal is an inflammable, colorless, light and air sensitive liquid. As an odorant, 2-hexnal has a sharp, vegetable-green smell with a slight sharpness that smells like acrolein. When diluted, however, it smells pleasantly green and apple-like. Indeed, 2-hexenal is one of the aldehydes that contribute to the taste of apples and is often referred to as green notes (the taste of green apples, such as Granny Smith). It has a sweet, berry, apple-like taste and a fresh, floral green odor. 2-Hexenal is one of the major volatile compounds in ripe tomatoes. It also contributes to the aroma of cherries. 2-Hexenal has been detected, but not quantified in, several different fruits, vegetables, spices and nuts, such as soybeans, cucumbers, blackcurrants, ginkgo nuts, green tea and common walnuts. 2-Hexenal is used as a food additive and in perfuming agents. Specifically, it is used in perfume compositions as part of fresh-green, natural topnote complexes, particularly in delicately floral or fruity fragrance types, and in general as a fresh top note. 2-Hexenal is a potentially toxic compound as it can be flammable, harmful to skin contact and irritates the eyes. 2-Hexenal is 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). 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. C6H10O 98.145 98.073164942 (2E)-hex-2-enal (E)-2-hexenal [H]\C(CCC)=C(\[H])C=O InChI=1S/C6H10O/c1-2-3-4-5-6-7/h4-6H,2-3H2,1H3/b5-4+ MBDOYVRWFFCFHM-SNAWJCMRSA-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 2-hexenal Fatty aldehydes logp 1.80 ALOGPS logs -1.49 ALOGPS solubility 3.20e+00 g/l ALOGPS logp 1.65 ChemAxon pka_strongest_basic -4.2 ChemAxon iupac (2E)-hex-2-enal ChemAxon average_mass 98.145 ChemAxon mono_mass 98.073164942 ChemAxon smiles [H]\C(CCC)=C(\[H])C=O ChemAxon formula C6H10O ChemAxon inchi InChI=1S/C6H10O/c1-2-3-4-5-6-7/h4-6H,2-3H2,1H3/b5-4+ ChemAxon inchikey MBDOYVRWFFCFHM-SNAWJCMRSA-N ChemAxon polar_surface_area 17.07 ChemAxon refractivity 31.24 ChemAxon polarizability 11.57 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 92611 Specdb::CMs 146037 Specdb::NmrOneD 164169 Specdb::NmrOneD 164170 Specdb::NmrOneD 164171 Specdb::NmrOneD 164172 Specdb::NmrOneD 164173 Specdb::NmrOneD 164174 Specdb::NmrOneD 164175 Specdb::NmrOneD 164176 Specdb::NmrOneD 164177 Specdb::NmrOneD 164178 Specdb::NmrOneD 164179 Specdb::NmrOneD 164180 Specdb::NmrOneD 164181 Specdb::NmrOneD 164182 Specdb::NmrOneD 164183 Specdb::NmrOneD 164184 Specdb::NmrOneD 164185 Specdb::NmrOneD 164186 Specdb::NmrOneD 164187 Specdb::NmrOneD 164188 Specdb::MsMs 91143 Specdb::MsMs 91144 Specdb::MsMs 91145 Specdb::MsMs 154473 Specdb::MsMs 154474 Specdb::MsMs 154475 Specdb::MsMs 1470781 Specdb::MsMs 1470834 Specdb::MsMs 2351617 Specdb::MsMs 2351618 Specdb::MsMs 2351619 Specdb::MsMs 2584595 Specdb::MsMs 2584596 Specdb::MsMs 2584597 Bilberry Type 1 specific Vaccinium myrtillus 180763 0.006 0.006 0.006 mg/100 g Black tea Type 1 1361.225 2595.0 127.45 mg/100 g Common wheat Type 1 specific Triticum aestivum 4565 Corn Type 1 specific Zea mays 4577 6800.0 6800.0 6800.0 mg/100 g Ginkgo nuts Type 1 specific Ginkgo biloba 3311 Green tea Type 1 1361.225 2595.0 127.45 mg/100 g Herbal tea Type 1 1361.225 2595.0 127.45 mg/100 g Red tea Type 1 1361.225 2595.0 127.45 mg/100 g Spearmint Type 1 specific Mentha spicata 29719 Sunflower Type 1 specific Helianthus annuus 4232 Tea Type 1 specific Camellia sinensis 4442 1361.225 2595.0 127.45 mg/100 g Watermelon Type 1 specific Citrullus lanatus 3654