1.0 2010-04-08 22:13:16 UTC 2019-11-26 03:15:07 UTC FDB017728 Epiprogoitrin Progoitrin, also known as 2(R)-2-hydroxy-3-butenyl glucosinolate or glucorapiferin, is a member of the class of compounds known as alkylglucosinolates. Alkylglucosinolates are organic compounds containing a glucosinolate moiety that carries an alkyl chain. Progoitrin is soluble (in water) and an extremely strong acidic compound (based on its pKa). Progoitrin is a bitter tasting compound and can be found in a number of food items such as white cabbage, common cabbage, cabbage, and garden cress, which makes progoitrin a potential biomarker for the consumption of these food products. Progoitrin is a biochemical from the glucosinolate family that is found in some food, which is inactive but after ingestion is converted to goitrin. Goitrin decrease the thyroid hormone production . 2(S)-Hydroxy-3-butenylglucosinolate Epi-progoitrin Epiglucorapiferin Epiprogoitrin Progoitrin, (s)-isomer C11H19NO10S2 389.399 389.045037213 ({[(3S)-3-hydroxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino}oxy)sulfonic acid {[(3S)-3-hydroxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino}oxysulfonic acid 19237-18-4 OCC1OC(S\C(CC(O)C=C)=N\OS(O)(=O)=O)C(O)C(O)C1O InChI=1S/C11H19NO10S2/c1-2-5(14)3-7(12-22-24(18,19)20)23-11-10(17)9(16)8(15)6(4-13)21-11/h2,5-6,8-11,13-17H,1,3-4H2,(H,18,19,20)/b12-7+ MYHSVHWQEVDFQT-KPKJPENVSA-N belongs to the class of organic compounds known as alkylglucosinolates. These are organic compounds containing a glucosinolate moiety that carries an alkyl chain. Alkylglucosinolates Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Aliphatic heteromonocyclic compounds Hydrocarbon derivatives Monothioacetals Organic oxides Organic sulfuric acids and derivatives Organonitrogen compounds Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Sulfenyl compounds Thioglycosides Alcohol Aliphatic heteromonocyclic compound Alkylglucosinolate Glycosyl compound Hydrocarbon derivative Monothioacetal Organic nitrogen compound Organic oxide Organic sulfuric acid or derivatives Organoheterocyclic compound Organonitrogen compound Organosulfur compound Oxacycle Oxane Polyol Primary alcohol S-glycosyl compound Secondary alcohol Sulfenyl compound xi-progoitrin logp -3.8 ChemAxon pka_strongest_acidic -3.6 ChemAxon pka_strongest_basic -0.45 ChemAxon iupac ({[(3S)-3-hydroxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}pent-4-en-1-ylidene]amino}oxy)sulfonic acid ChemAxon average_mass 389.399 ChemAxon mono_mass 389.045037213 ChemAxon smiles OCC1OC(S\C(CC(O)C=C)=N\OS(O)(=O)=O)C(O)C(O)C1O ChemAxon formula C11H19NO10S2 ChemAxon inchi InChI=1S/C11H19NO10S2/c1-2-5(14)3-7(12-22-24(18,19)20)23-11-10(17)9(16)8(15)6(4-13)21-11/h2,5-6,8-11,13-17H,1,3-4H2,(H,18,19,20)/b12-7+ ChemAxon inchikey MYHSVHWQEVDFQT-KPKJPENVSA-N ChemAxon polar_surface_area 186.34 ChemAxon refractivity 80.66 ChemAxon polarizability 34.91 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 10 ChemAxon donor_count 6 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Cauliflower Type 1 specific Brassica oleracea var. botrytis 3715 Chinese cabbage Type 1 specific Brassica rapa 3711 Garden cress Type 1 specific Lepidium sativum 33125 White mustard Type 1 specific Sinapis alba 3728