1.0 2016-05-22 03:59:54 UTC 2026-05-14 19:30:48 UTC Rhein SmallMolecule Rhein is an organic compound with the formula C15H8O6 and an average molecular weight of 284.22 g/mol. Rhein belongs to the anthracenecarboxylic acids and derivatives, a subclass of anthracenes within the organic compounds. It is classified under the superclass of benzenoids. Industrially, the compound is used as a biocide. It has been identified in 34 recorded sources across multiple sectors. Within electrical and electronic equipment, it is found in cell phones, capacitors, batteries, printed circuit boards, and wires and cables, among 11 other items. In the food, food processing and cookware sector, it is associated with food packaging, food preservation, the preparation of vinegar, the treatment of hops, and fermentation processes for beer. Its presence is also recorded in building and construction materials such as roofs, floors, tents or canopies, and stairs and ramps. In household cleaning and consumer products, it appears in soap detergents and perfumes within detergents and soaps, as well as tobacco smoke filters. Additionally, it is found in synthetic textiles, carpets and rugs, and medical devices. Recorded routes of exposure include oral, inhalation, and touch. At the molecular level, Rhein acts on four recorded protein targets. It serves as an inhibitor of the oxysterols receptor LXR-alpha (NR1H3), the oxysterols receptor LXR-beta (NR1H2), the polyunsaturated fatty acid 5-lipoxygenase (ALOX5), and the heat shock protein HSP 90-alpha (HSP90AA1). PFAS Phytotoxin C15H8O6 284.2204 284.032087988 4,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid monorhein 478-43-3 OC(=O)C1=CC2=C(C(O)=C1)C(=O)C1=C(C=CC=C1O)C2=O InChI=1S/C15H8O6/c16-9-3-1-2-7-11(9)14(19)12-8(13(7)18)4-6(15(20)21)5-10(12)17/h1-5,16-17H,(H,20,21) FCDLCPWAQCPTKC-UHFFFAOYSA-N Organic compounds Benzenoids Anthracenes Anthracenecarboxylic acids and derivatives Anthracenecarboxylic acids 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Anthraquinones Aryl ketones Carboxylic acids Hydrocarbon derivatives Hydroxybenzoic acid derivatives Monocarboxylic acids and derivatives Naphthalenecarboxylic acids Organic oxides Vinylogous acids 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 2-naphthalenecarboxylic acid 2-naphthalenecarboxylic acid or derivatives 9,10-anthraquinone Anthracene carboxylic acid Anthraquinone Aromatic homopolycyclic compound Aryl ketone Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Hydroxybenzoic acid Ketone Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Vinylogous acid Aromatic homopolycyclic compounds Anthracenes and phenanthrenes Anthracenes and phenanthrenes Anthraquinone type anthracenes Detected and Not Quantified logp 3.27 logp 2.18 ALOGPS logs -3.12 ALOGPS solubility 2.14e-01 g/l ALOGPS logp 3.27 ChemAxon pka_strongest_acidic 3.4 ChemAxon pka_strongest_basic -4.4 ChemAxon iupac 4,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid ChemAxon average_mass 284.2204 ChemAxon mono_mass 284.032087988 ChemAxon smiles OC(=O)C1=CC2=C(C(O)=C1)C(=O)C1=C(C=CC=C1O)C2=O ChemAxon formula C15H8O6 ChemAxon inchi InChI=1S/C15H8O6/c16-9-3-1-2-7-11(9)14(19)12-8(13(7)18)4-6(15(20)21)5-10(12)17/h1-5,16-17H,(H,20,21) ChemAxon inchikey FCDLCPWAQCPTKC-UHFFFAOYSA-N ChemAxon polar_surface_area 111.9 ChemAxon refractivity 72.37 ChemAxon polarizability 26.62 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 6 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon #<HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f7267574ed8> DB13174 10168 9762 BE0003781 BE0001598 BE0000248 BE0001120