1.0 2010-04-08 22:06:19 UTC 2025-11-18 22:56:53 UTC FDB004608 13-cis-Capsanthin 13-cis-capsanthin is a member of the class of compounds known as xanthophylls. Xanthophylls are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone. 13-cis-capsanthin is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). 13-cis-capsanthin can be found in a number of food items such as green bell pepper, pepper (c. annuum), red bell pepper, and yellow bell pepper, which makes 13-cis-capsanthin a potential biomarker for the consumption of these food products. C40H56O3 584.8708 584.422945658 (2E,4E,6E,8E,10E,12Z,14E,16E,18E)-1-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-19-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-4,8,13,17-tetramethylnonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one (2E,4E,6E,8E,10E,12Z,14E,16E,18E)-1-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-19-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-4,8,13,17-tetramethylnonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one O[C@H]1CC(C)(C)[C@@](C)(C1)C(=O)\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C InChI=1S/C40H56O3/c1-29(17-13-19-31(3)21-23-36-33(5)25-34(41)26-38(36,6)7)15-11-12-16-30(2)18-14-20-32(4)22-24-37(43)40(10)28-35(42)27-39(40,8)9/h11-24,34-35,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15-,30-16+,31-19+,32-20+/t34-,35+,40+/m1/s1 VYIRVAXUEZSDNC-JXCBCDSLSA-N belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone. Xanthophylls Organic compounds Lipids and lipid-like molecules Prenol lipids Tetraterpenoids Aliphatic homomonocyclic compounds Acryloyl compounds Cyclic alcohols and derivatives Cyclopentanols Enones Hydrocarbon derivatives Ketones Organic oxides Acryloyl-group Alcohol Aliphatic homomonocyclic compound Alpha,beta-unsaturated ketone Carbonyl group Cyclic alcohol Cyclopentanol Enone Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound Secondary alcohol Xanthophyll logp 8.20 ALOGPS logs -5.94 ALOGPS solubility 6.77e-04 g/l ALOGPS logp 8.51 ChemAxon pka_strongest_acidic 15.21 ChemAxon pka_strongest_basic -1.1 ChemAxon iupac (2E,4E,6E,8E,10E,12Z,14E,16E,18E)-1-[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-19-[(4R)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-4,8,13,17-tetramethylnonadeca-2,4,6,8,10,12,14,16,18-nonaen-1-one ChemAxon average_mass 584.8708 ChemAxon mono_mass 584.422945658 ChemAxon smiles O[C@H]1CC(C)(C)[C@@](C)(C1)C(=O)\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C ChemAxon formula C40H56O3 ChemAxon inchi InChI=1S/C40H56O3/c1-29(17-13-19-31(3)21-23-36-33(5)25-34(41)26-38(36,6)7)15-11-12-16-30(2)18-14-20-32(4)22-24-37(43)40(10)28-35(42)27-39(40,8)9/h11-24,34-35,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15-,30-16+,31-19+,32-20+/t34-,35+,40+/m1/s1 ChemAxon inchikey VYIRVAXUEZSDNC-JXCBCDSLSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 194.96 ChemAxon polarizability 73.94 ChemAxon rotatable_bond_count 11 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 56253 Specdb::MsMs 56254 Specdb::MsMs 56255 Specdb::MsMs 111627 Specdb::MsMs 111628 Specdb::MsMs 111629 Specdb::MsMs 3600686 Specdb::MsMs 3600687 Specdb::MsMs 3600688 Specdb::MsMs 3600689 Specdb::MsMs 3600690 Specdb::MsMs 3600691 Green bell pepper Type 1 specific Capsicum annuum 4072 Orange bell pepper Type 1 specific Capsicum annuum 4072 Pepper Type 1 specific Capsicum annuum 4072 Red bell pepper Type 1 specific Capsicum annuum 4072 Yellow bell pepper Type 1 specific Capsicum annuum 4072