1.0 2010-04-08 22:05:28 UTC 2019-11-26 02:57:47 UTC FDB002663 Capsianoside I Constituent of Capsicum annuum variety fascuilatum Capsianosides are acyclic diterpene glycosides, water-soluble constituents present in the fruits of Paprika (Paprika Capsicum annuum L. variety grossum Bailey) and Jalapeno (Jalapeno Capsicum annuum L. variety annuum), that are used as vegetables and spices. Paprika is known for its high vitamin C content and has been isolated from Hungarian paprika in large amounts. Jalapeno is a stimulating spice which contains capsaicin and related compounds in its fruits and veins. (PMID: 17015971); The genus Capsicum (Solanaceae) includes many species widely cultivated in Asia, Africa, and Mediterranean countries. Peppers are native plants of America, and the fruits (pericarps) are consumed as vegetable foods, spices, and external medicines and are also a source of vitamins A, C, and E. Hot chili pepper has been used for centuries as a condiment to aid digestion. Traditionally, medical doctors advise ulcer patients not to consume spicy foods like pungent capsicum products, while naturopaths and herbalists have tended to use hot seasonings to relieve ulcers. Phytochemical investigations have been mainly focused on hot components of pepper species and qualitative and quantitative determinations of phenolic metabolites with antioxidant activities. (PMID: 17002415). Capsianoside I is found in many foods, some of which are italian sweet red pepper, pepper (c. annuum), yellow bell pepper, and herbs and spices. Capsianoside I Capsianside I C32H52O14 660.7469 660.335706372 (2E,6E,10E)-14-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-4-hydroxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoic acid capsianoside I 121924-04-7 C\C(CC\C=C(/C)CC(O)\C=C(/C)C(O)=O)=C/CCC(C)(OC1OC(CO)C(O)C(O)C1OC1OC(CO)C(O)C(O)C1O)C=C InChI=1S/C32H52O14/c1-6-32(5,12-8-11-17(2)9-7-10-18(3)13-20(35)14-19(4)29(41)42)46-31-28(26(39)24(37)22(16-34)44-31)45-30-27(40)25(38)23(36)21(15-33)43-30/h6,10-11,14,20-28,30-31,33-40H,1,7-9,12-13,15-16H2,2-5H3,(H,41,42)/b17-11+,18-10+,19-14+ ISQUNAAALVXWGI-DFTZOVBQSA-N belongs to the class of organic compounds known as sophorolipids. These are glycolipids containing a sophorose moiety linked glycosidically to the hydroxyl group of a 17-hydroxy-C18 saturated fatty acid. The carboxyl group of the fatty acid can be linked to the 4'-hydroxyl of the second glucose to form a lactone. Sophorolipids Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acyl glycosides Aliphatic heteromonocyclic compounds Acetals Carbonyl compounds Carboxylic acids Disaccharides Diterpene glycosides Diterpenoids Heterocyclic fatty acids Hydrocarbon derivatives Hydroxy fatty acids Long-chain fatty acids Methyl-branched fatty acids Monocarboxylic acids and derivatives O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Unsaturated fatty acids Acetal Alcohol Aliphatic heteromonocyclic compound Branched fatty acid Carbonyl group Carboxylic acid Carboxylic acid derivative Disaccharide Diterpene glycoside Diterpenoid Fatty acid Glycosyl compound Heterocyclic fatty acid Hydrocarbon derivative Hydroxy fatty acid Long-chain fatty acid Methyl-branched fatty acid Monocarboxylic acid or derivatives O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Polyol Primary alcohol Secondary alcohol Sophorolipid Terpene glycoside Unsaturated fatty acid Solid logp 0.20 ALOGPS logs -3.15 ALOGPS solubility 4.70e-01 g/l ALOGPS logp 0.39 ChemAxon pka_strongest_acidic 4.84 ChemAxon pka_strongest_basic -3 ChemAxon iupac (2E,6E,10E)-14-{[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-4-hydroxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoic acid ChemAxon average_mass 660.7469 ChemAxon mono_mass 660.335706372 ChemAxon smiles C\C(CC\C=C(/C)CC(O)\C=C(/C)C(O)=O)=C/CCC(C)(OC1OC(CO)C(O)C(O)C1OC1OC(CO)C(O)C(O)C1O)C=C ChemAxon formula C32H52O14 ChemAxon inchi InChI=1S/C32H52O14/c1-6-32(5,12-8-11-17(2)9-7-10-18(3)13-20(35)14-19(4)29(41)42)46-31-28(26(39)24(37)22(16-34)44-31)45-30-27(40)25(38)23(36)21(15-33)43-30/h6,10-11,14,20-28,30-31,33-40H,1,7-9,12-13,15-16H2,2-5H3,(H,41,42)/b17-11+,18-10+,19-14+ ChemAxon inchikey ISQUNAAALVXWGI-DFTZOVBQSA-N ChemAxon polar_surface_area 236.06 ChemAxon refractivity 165.87 ChemAxon polarizability 69.7 ChemAxon rotatable_bond_count 17 ChemAxon acceptor_count 14 ChemAxon donor_count 9 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 82068 Specdb::MsMs 82069 Specdb::MsMs 82070 Specdb::MsMs 143328 Specdb::MsMs 143329 Specdb::MsMs 143330 Specdb::MsMs 2437741 Specdb::MsMs 2437742 Specdb::MsMs 2437743 Specdb::MsMs 2527941 Specdb::MsMs 2527942 Specdb::MsMs 2527943 Specdb::CMs 22684 Specdb::CMs 674147 Specdb::CMs 674148 Specdb::CMs 674149 Specdb::CMs 674150 Specdb::CMs 674151 Specdb::CMs 674152 Specdb::CMs 674153 Specdb::CMs 674154 Specdb::CMs 674155 Specdb::CMs 674156 Specdb::CMs 674157 Specdb::CMs 674158 Specdb::CMs 674159 Specdb::CMs 674160 Specdb::CMs 674161 Specdb::CMs 674162 Specdb::CMs 674163 Specdb::CMs 674164 Specdb::CMs 674165 Specdb::CMs 674166 Specdb::CMs 674167 Specdb::CMs 674168 Specdb::CMs 674169 Specdb::CMs 674170 HMDB02318 #<Reference:0x00007f093c0eb770> #<Reference:0x00007f093c0eb5b8> Green bell pepper Type 1 specific Capsicum annuum 4072 1.8 1.8 1.8 mg/100 g Herbs and Spices Unknown generic Italian sweet red pepper Type 1 specific Capsicum annuum 4072 Orange bell pepper Type 1 specific Capsicum annuum 4072 1.8 1.8 1.8 mg/100 g Pepper Type 1 specific Capsicum annuum 4072 1.8 1.8 1.8 mg/100 g Red bell pepper Type 1 specific Capsicum annuum 4072 1.8 1.8 1.8 mg/100 g Yellow bell pepper Type 1 specific Capsicum annuum 4072 1.8 1.8 1.8 mg/100 g Angiotensin converting enzyme inhibitor 18 An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1).