Indole-3-carbaldehyde

Indole-3-carbaldehyde
Names
	IUPAC name 1H-Indole-3-carbaldehyde
	Other names 3-Formylindole; Indole-3-carboxaldehyde; Indole-3-aldehyde
Identifiers
CAS Number	487-89-8;
3D model (JSmol)	Interactive image;
Beilstein Reference	5-21-08-00246
ChEMBL	ChEMBL147741;
ChemSpider	9838;
ECHA InfoCard	100.006.969
EC Number	207-665-8;
PubChem CID	10256;
UNII	7FN04C32UO;
CompTox Dashboard (EPA)	DTXSID5060069 ;
	InChI InChI=1S/C9H7NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-6,10H Key: OLNJUISKUQQNIM-UHFFFAOYSA-N;
	SMILES C1=CC=C2C(=C1)C(=CN2)C=O;
Properties
Chemical formula	C9H7NO
Molar mass	145.161 g·mol−1
Melting point	198 °C (388 °F; 471 K)
Structure
Crystal structure	Orthorhombic
Space group	Pca21
Lattice constant	a = 14.076, b = 5.8059, c = 8.6909
Lattice volume (V)	710.3
Formula units (Z)	4
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Indole-3-carbaldehyde (I3A), also known as indole-3-aldehyde and 3-formylindole, is a metabolite of dietary L-tryptophan which is synthesized by human gastrointestinal bacteria, particularly species of the Lactobacillus genus. I3A is a biologically active metabolite which acts as a receptor agonist at the aryl hydrocarbon receptor in intestinal immune cells, in turn stimulating the production of interleukin-22 which facilitates mucosal reactivity.

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