1.02010-04-08 22:13:50 UTC2019-11-26 03:16:25 UTCFDB018633alpha-Crocetin diglucosyl esterIsolated 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 esterall-trans-Crocetin di(b-D-glucosyl) esteralpha-Crocetin diglucosyl esterbis(b-D-Glucosyl) crocetinCrocetin di-(beta-d-glucosyl)-esterCrocetin di-(beta-delta-glucosyl)-esterCrocetin diglucosyl esterDicrocinC32H44O14652.6834652.273106116bis[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-heptaenedioatebis[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-heptaenedioate57710-64-2C\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)C1OInChI=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.DiterpenoidsOrganic compoundsLipids and lipid-like moleculesPrenol lipidsDiterpenoidsAliphatic heteromonocyclic compoundsAcetalsCarbonyl compoundsDicarboxylic acids and derivativesEnoate estersFatty acid estersHexosesHydrocarbon derivativesOrganic oxidesOxacyclic compoundsOxanesPolyolsPrimary alcoholsSecondary alcoholsAcetalAlcoholAliphatic heteromonocyclic compoundAlpha,beta-unsaturated carboxylic esterCarbonyl groupCarboxylic acid derivativeCarboxylic acid esterDicarboxylic acid or derivativesDiterpenoidEnoate esterFatty acid esterFatty acylHexose monosaccharideHydrocarbon derivativeMonosaccharideOrganic oxideOrganic oxygen compoundOrganoheterocyclic compoundOrganooxygen compoundOxacycleOxanePolyolPrimary alcoholSecondary alcoholSolidlogp1.56logs-3.61solubility1.60e-01 g/llogp0.33pka_strongest_acidic11.89pka_strongest_basic-3iupacbis[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-heptaenedioateaverage_mass652.6834mono_mass652.273106116smilesC\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)C1OformulaC32H44O14inchiInChI=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-inchikeyQBZWPZHDUZGTLS-PVWLSOMFSA-Npolar_surface_area232.9refractivity168.66polarizability69.94rotatable_bond_count14acceptor_count12donor_count8physiological_charge0formal_charge0Specdb::MsMs103626Specdb::MsMs103627Specdb::MsMs103628Specdb::MsMs169719Specdb::MsMs169720Specdb::MsMs169721HMDB0235362768#<Reference:0x00005556748bccf0>#<Reference:0x00005556748bcb38>Herbs and SpicesUnknowngenericSaffronType 1specificCrocus sativus82528