1.0 2010-04-08 22:13:50 UTC 2019-11-26 03:16:25 UTC FDB018633 alpha-Crocetin diglucosyl ester Isolated from saffron (Crocus sativus) Dicrocin is a water-soluble crocetin glycoside, a carotenoid pigment of saffron (Crocus sativus L.) that has been used as a spice for flavoring and coloring food preparations, and in Chinese traditional medicine as an anodyne or tranquilizer. Saffron is now used worldwide in folk medicine and is reputed to be useful in treating various human disorders such as heart and blood disorders. Stroke and heart attack are involved in reputed folkloric uses of saffron. Saffron is orally administrated as a decoction. Saffron extract exerts a protective effect on renal ischemia reperfusion induced oxidative damage in rats. (PMID: 17215084); Crocetin esters present in saffron stigmas and in Gardenia jasminoides Ellis fruit are the compounds responsible for their color. (PMID: 16448211). alpha-Crocetin diglucosyl ester is found in saffron and herbs and spices. (all-E)-Crocetin di-b-D-glucopyranosyl ester all-trans-Crocetin di(b-D-glucosyl) ester alpha-Crocetin diglucosyl ester bis(b-D-Glucosyl) crocetin Crocetin di-(beta-d-glucosyl)-ester Crocetin di-(beta-delta-glucosyl)-ester Crocetin diglucosyl ester Dicrocin C32H44O14 652.6834 652.273106116 bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2Z,4E,6E,8E,10Z,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioate bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2Z,4E,6E,8E,10Z,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioate 57710-64-2 C\C(\C=C\C=C(/C)C(=O)OC1OC(CO)C(O)C(O)C1O)=C\C=C\C=C(/C)\C=C\C=C(\C)C(=O)OC1OC(CO)C(O)C(O)C1O InChI=1S/C32H44O14/c1-17(11-7-13-19(3)29(41)45-31-27(39)25(37)23(35)21(15-33)43-31)9-5-6-10-18(2)12-8-14-20(4)30(42)46-32-28(40)26(38)24(36)22(16-34)44-32/h5-14,21-28,31-40H,15-16H2,1-4H3/b6-5+,11-7+,12-8+,17-9-,18-10+,19-13+,20-14- QBZWPZHDUZGTLS-PVWLSOMFSA-N belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Diterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Diterpenoids Aliphatic heteromonocyclic compounds Acetals Carbonyl compounds Dicarboxylic acids and derivatives Enoate esters Fatty acid esters Hexoses Hydrocarbon derivatives Organic oxides Oxacyclic compounds Oxanes Polyols Primary alcohols Secondary alcohols Acetal Alcohol Aliphatic heteromonocyclic compound Alpha,beta-unsaturated carboxylic ester Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Diterpenoid Enoate ester Fatty acid ester Fatty acyl Hexose monosaccharide Hydrocarbon derivative Monosaccharide Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Polyol Primary alcohol Secondary alcohol Solid logp 1.56 ALOGPS logs -3.61 ALOGPS solubility 1.60e-01 g/l ALOGPS logp 0.33 ChemAxon pka_strongest_acidic 11.89 ChemAxon pka_strongest_basic -3 ChemAxon iupac bis[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2Z,4E,6E,8E,10Z,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioate ChemAxon average_mass 652.6834 ChemAxon mono_mass 652.273106116 ChemAxon smiles C\C(\C=C\C=C(/C)C(=O)OC1OC(CO)C(O)C(O)C1O)=C\C=C\C=C(/C)\C=C\C=C(\C)C(=O)OC1OC(CO)C(O)C(O)C1O ChemAxon formula C32H44O14 ChemAxon inchi InChI=1S/C32H44O14/c1-17(11-7-13-19(3)29(41)45-31-27(39)25(37)23(35)21(15-33)43-31)9-5-6-10-18(2)12-8-14-20(4)30(42)46-32-28(40)26(38)24(36)22(16-34)44-32/h5-14,21-28,31-40H,15-16H2,1-4H3/b6-5+,11-7+,12-8+,17-9-,18-10+,19-13+,20-14- ChemAxon inchikey QBZWPZHDUZGTLS-PVWLSOMFSA-N ChemAxon polar_surface_area 232.9 ChemAxon refractivity 168.66 ChemAxon polarizability 69.94 ChemAxon rotatable_bond_count 14 ChemAxon acceptor_count 12 ChemAxon donor_count 8 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 103626 Specdb::MsMs 103627 Specdb::MsMs 103628 Specdb::MsMs 169719 Specdb::MsMs 169720 Specdb::MsMs 169721 HMDB02353 62768 #<Reference:0x000055ce31717cd0> #<Reference:0x000055ce31717b18> Herbs and Spices Unknown generic Saffron Type 1 specific Crocus sativus 82528