1.0 2010-04-08 22:10:06 UTC 2019-11-26 03:06:34 UTC FDB012319 Sinigrin Sinigrin is isolated from seeds of black mustard (Brassica nigra) and cabbage, as a K salt. It is found in many crucifers, major glucosinolate in Brussels sprouts (Brassica oleraceae). 1-Thio-b-D-glucopyranose 1-[N-(sulfooxy)-3-butenimidate], 9CI 2-Phenylethyl glucosinolate Allyl glucosinolate Myronate Myronic acid Sinigrin C10H17NO9S2 359.373 359.034472527 {[(E)-(1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}but-3-en-1-ylidene)amino]oxy}sulfonic acid [(E)-(1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}but-3-en-1-ylidene)amino]oxysulfonic acid 534-69-0 OC[C@H]1O[C@@H](S\C(=N\OS(O)(=O)=O)CC=C)[C@H](O)[C@@H](O)[C@@H]1O InChI=1S/C10H17NO9S2/c1-2-3-6(11-20-22(16,17)18)21-10-9(15)8(14)7(13)5(4-12)19-10/h2,5,7-10,12-15H,1,3-4H2,(H,16,17,18)/b11-6+/t5-,7-,8+,9-,10+/m1/s1 PHZOWSSBXJXFOR-PTGZALFTSA-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 Organopnictogen 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 Organopnictogen compound Organosulfur compound Oxacycle Oxane Polyol Primary alcohol S-glycosyl compound Secondary alcohol Sulfenyl compound logp -1.73 ALOGPS logs -1.20 ALOGPS solubility 2.26e+01 g/l ALOGPS melting_point Mp 125-127° (K salt) logp -3.2 ChemAxon pka_strongest_acidic -3.6 ChemAxon pka_strongest_basic -0.49 ChemAxon iupac {[(E)-(1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}but-3-en-1-ylidene)amino]oxy}sulfonic acid ChemAxon average_mass 359.373 ChemAxon mono_mass 359.034472527 ChemAxon smiles OC[C@H]1O[C@@H](S\C(=N\OS(O)(=O)=O)CC=C)[C@H](O)[C@@H](O)[C@@H]1O ChemAxon formula C10H17NO9S2 ChemAxon inchi InChI=1S/C10H17NO9S2/c1-2-3-6(11-20-22(16,17)18)21-10-9(15)8(14)7(13)5(4-12)19-10/h2,5,7-10,12-15H,1,3-4H2,(H,16,17,18)/b11-6+/t5-,7-,8+,9-,10+/m1/s1 ChemAxon inchikey PHZOWSSBXJXFOR-PTGZALFTSA-N ChemAxon polar_surface_area 166.11 ChemAxon refractivity 74.7 ChemAxon polarizability 32.49 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 10 ChemAxon donor_count 5 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 22278 Specdb::CMs 43686 Specdb::CMs 147423 Specdb::MsMs 71466 Specdb::MsMs 71467 Specdb::MsMs 71468 Specdb::MsMs 130143 Specdb::MsMs 130144 Specdb::MsMs 130145 Specdb::MsMs 2299722 Specdb::MsMs 2299723 Specdb::MsMs 2299724 Specdb::MsMs 2638426 Specdb::MsMs 2638427 Specdb::MsMs 2638428 Specdb::NmrOneD 124258 Specdb::NmrOneD 124259 Specdb::NmrOneD 124260 Specdb::NmrOneD 124261 Specdb::NmrOneD 124262 Specdb::NmrOneD 124263 Specdb::NmrOneD 124264 Specdb::NmrOneD 124265 Specdb::NmrOneD 124266 Specdb::NmrOneD 124267 Specdb::NmrOneD 124268 Specdb::NmrOneD 124269 Specdb::NmrOneD 124270 Specdb::NmrOneD 124271 Specdb::NmrOneD 124272 Specdb::NmrOneD 124273 Specdb::NmrOneD 124274 Specdb::NmrOneD 124275 Specdb::NmrOneD 124276 Specdb::NmrOneD 124277 HMDB34070 9162 #<Reference:0x000055ce322384c0> Brassicas Unknown generic 3705 Broccoli Type 1 specific Brassica oleracea var. italica 36774 Brussel sprouts Type 1 specific Brassica oleracea var. gemmifera 178616 55.703 55.703 55.703 umol/g Cabbage Type 1 specific Brassica oleracea var. capitata 3716 Capers Type 1 specific Capparis spinosa 65558 Cauliflower Type 1 specific Brassica oleracea var. botrytis 3715 20.67185 26.25 15.0937 umol/g Chinese mustard Type 1 specific Brassica juncea 3707 Common cabbage Type 1 specific Brassica oleracea 3712 Garden cress Type 1 specific Lepidium sativum 33125 Horseradish Type 1 specific Armoracia rusticana 3704 Kale Type 1 specific Brassica napus var. pabularia Mustard Type 2 specific Radish Type 1 specific Raphanus sativus 3726 Savoy cabbage Type 1 specific Brassica oleracea var. sabauda 1216010 Wasabi Type 1 specific Wasabia japonica 75806 White cabbage Type 1 specific Brassica oleracea L. var. capitata L. f. alba DC. White mustard Type 1 specific Sinapis alba 3728 bitter Anti feedant 275 Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms. Larvicide 1063 Mutagenic 1125 Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Phagocytotic 1212 Quinone-reductase inducer 1277