Indole-3-carboxaldehyde

1H-indole-3-carbaldehyde

C9H7NO (145.0528)


Indole-3-carboxaldehyde (IAld or I3A), also known as 3-formylindole or 3-indolealdehyde, belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of a pyrrole ring fused to benzene to form 2,3-benzopyrrole. In humans, I3A is a biologically active metabolite which acts as a receptor agonist at the aryl hydrocarbon receptor in intestinal immune cells. It stimulates the production of interleukin-22 which facilitates mucosal reactivity (PMID:27102537). I3A is a microbially derived tryptophan metabolite produced by Clostridium and Lactobacillus (PMID:30120222, 27102537). I3A has also been found in the urine of patients with untreated phenylketonuria (PMID:5073866). I3A has been detected, but not quantified, in several different foods, such as beans, Brussels sprouts, cucumbers, cereals and cereal products, and white cabbages. This could make I3A a potential biomarker for the consumption of these foods. Indole-3-carbaldehyde is a heteroarenecarbaldehyde that is indole in which the hydrogen at position 3 has been replaced by a formyl group. It has a role as a plant metabolite, a human xenobiotic metabolite, a bacterial metabolite and a marine metabolite. It is a heteroarenecarbaldehyde, an indole alkaloid and a member of indoles. Indole-3-carboxaldehyde is a natural product found in Euphorbia hirsuta, Derris ovalifolia, and other organisms with data available. A heteroarenecarbaldehyde that is indole in which the hydrogen at position 3 has been replaced by a formyl group. Found in barley and tomato seedlings and cotton Indole-3-carboxaldehyde. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=487-89-8 (retrieved 2024-07-02) (CAS RN: 487-89-8). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Indole-3-carboxaldehyde (3-Formylindole), a banlangen extract, is the product of the oxidative degradation of indole-3-acetic acid (IAA) by crude enzyme preparations from etiolated pea seedlings. Indole-3-carboxaldehyde (3-Formylindole) is a biochemical used to prepare analogs of the indole phytoalexin cyclobrassinin[1]. Indole-3-carboxaldehyde (3-Formylindole), a banlangen extract, is the product of the oxidative degradation of indole-3-acetic acid (IAA) by crude enzyme preparations from etiolated pea seedlings. Indole-3-carboxaldehyde (3-Formylindole) is a biochemical used to prepare analogs of the indole phytoalexin cyclobrassinin[1].

   

Indole-3-carboxaldehyde

INDOLE-3-CARBOXYALDEHYDE

C9H7NO (145.0528)


Indole-3-carboxaldehyde (3-Formylindole), a banlangen extract, is the product of the oxidative degradation of indole-3-acetic acid (IAA) by crude enzyme preparations from etiolated pea seedlings. Indole-3-carboxaldehyde (3-Formylindole) is a biochemical used to prepare analogs of the indole phytoalexin cyclobrassinin[1]. Indole-3-carboxaldehyde (3-Formylindole), a banlangen extract, is the product of the oxidative degradation of indole-3-acetic acid (IAA) by crude enzyme preparations from etiolated pea seedlings. Indole-3-carboxaldehyde (3-Formylindole) is a biochemical used to prepare analogs of the indole phytoalexin cyclobrassinin[1].

   

AI3-52407

5-21-08-00246 (Beilstein Handbook Reference)

C9H7NO (145.0528)


Indole-3-carboxaldehyde (3-Formylindole), a banlangen extract, is the product of the oxidative degradation of indole-3-acetic acid (IAA) by crude enzyme preparations from etiolated pea seedlings. Indole-3-carboxaldehyde (3-Formylindole) is a biochemical used to prepare analogs of the indole phytoalexin cyclobrassinin[1]. Indole-3-carboxaldehyde (3-Formylindole), a banlangen extract, is the product of the oxidative degradation of indole-3-acetic acid (IAA) by crude enzyme preparations from etiolated pea seedlings. Indole-3-carboxaldehyde (3-Formylindole) is a biochemical used to prepare analogs of the indole phytoalexin cyclobrassinin[1].

   

n-[6-({[4,5-dihydroxy-3-({1-hydroxy-3-[(3-hydroxydecanoyl)oxy]decylidene}amino)-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-5-hydroxy-4-[(3-hydroxydecanoyl)oxy]-2-(phosphonooxy)oxan-3-yl]-3-(dodecanoyloxy)decanimidic acid

n-[6-({[4,5-dihydroxy-3-({1-hydroxy-3-[(3-hydroxydecanoyl)oxy]decylidene}amino)-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-5-hydroxy-4-[(3-hydroxydecanoyl)oxy]-2-(phosphonooxy)oxan-3-yl]-3-(dodecanoyloxy)decanimidic acid

C64H119N2O21P (1282.8043)


   

(3r)-n-[(2r,3r,4r,5s,6r)-2-{[(2r,3s,4r,5r,6r)-5-{[(3r)-1,3-dihydroxytetradecylidene]amino}-3-hydroxy-4-{[(3r)-3-hydroxytetradecanoyl]oxy}-6-(phosphonooxy)oxan-2-yl]methoxy}-6-(hydroxymethyl)-5-(phosphonooxy)-4-{[(3r)-3-(tetradecanoyloxy)tetradecanoyl]oxy}oxan-3-yl]-3-(dodecanoyloxy)tetradecanimidic acid

(3r)-n-[(2r,3r,4r,5s,6r)-2-{[(2r,3s,4r,5r,6r)-5-{[(3r)-1,3-dihydroxytetradecylidene]amino}-3-hydroxy-4-{[(3r)-3-hydroxytetradecanoyl]oxy}-6-(phosphonooxy)oxan-2-yl]methoxy}-6-(hydroxymethyl)-5-(phosphonooxy)-4-{[(3r)-3-(tetradecanoyloxy)tetradecanoyl]oxy}oxan-3-yl]-3-(dodecanoyloxy)tetradecanimidic acid

C94H178N2O25P2 (1797.2193)


   

(3r)-n-[(3r,4r,5s,6r)-2-{[(2r,3s,4r,5r,6r)-5-{[(3r)-3-(dodecanoyloxy)-1-hydroxydecylidene]amino}-3-hydroxy-4-{[(3r)-3-hydroxydecanoyl]oxy}-6-(phosphonooxy)oxan-2-yl]methoxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]-3-{[(3r)-3-hydroxydecanoyl]oxy}decanimidic acid

(3r)-n-[(3r,4r,5s,6r)-2-{[(2r,3s,4r,5r,6r)-5-{[(3r)-3-(dodecanoyloxy)-1-hydroxydecylidene]amino}-3-hydroxy-4-{[(3r)-3-hydroxydecanoyl]oxy}-6-(phosphonooxy)oxan-2-yl]methoxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]-3-{[(3r)-3-hydroxydecanoyl]oxy}decanimidic acid

C64H119N2O21P (1282.8043)