1.0 2010-04-08 22:05:15 UTC 2019-11-26 02:57:03 UTC FDB002127 Daphniphylline Isolated from the bract of Hibiscus sabdariffa (roselle) [DFC] One of the main alkaloids from Daphniphyllum macropodum and Daphniphyllum teijsmanniand is also isolated from the bark of Daphniphyllum gracile and from the dried calyx and bract of Hibiscus sabdariffa (Daphniphyllaceae, Malvaceae) [CCD]. Daphniphylline is found in herbs and spices. Daphniphyllamine Daphniphylline C32H49NO5 527.7352 527.361073683 (2S)-1-[(1R,4R,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(3S,7R,10S,13S,14R)-1-methyl-14-(propan-2-yl)-12-azapentacyclo[8.6.0.0^{2,13}.0^{3,7}.0^{7,12}]hexadecan-2-yl]-1-oxopropan-2-yl acetate (2S)-1-[(1R,4R,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(3S,7R,10S,13S,14R)-14-isopropyl-1-methyl-12-azapentacyclo[8.6.0.0^{2,13}.0^{3,7}.0^{7,12}]hexadecan-2-yl]-1-oxopropan-2-yl acetate 15007-67-7 [H][C@@]12CCC[C@@]11CC[C@@H]3CN1[C@H]1[C@H](CCC3(C)C21C[C@H](OC(C)=O)C(=O)[C@]1(C)CO[C@@]2(C)CC[C@@H]1O2)C(C)C InChI=1S/C32H49NO5/c1-19(2)22-10-13-29(5)21-9-15-31-12-7-8-24(31)32(29,26(22)33(31)17-21)16-23(37-20(3)34)27(35)28(4)18-36-30(6)14-11-25(28)38-30/h19,21-26H,7-18H2,1-6H3/t21-,22-,23+,24-,25+,26+,28-,29?,30-,31-,32?/m1/s1 LFLWRPZTBUUBEQ-NIECOALOSA-N belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. Kaurane diterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Diterpenoids Aliphatic homopolycyclic compounds Carbonyl compounds Dicarboxylic acids and derivatives Hydrocarbon derivatives Methyl esters Organic oxides Aliphatic homopolycyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Dicarboxylic acid or derivatives Hydrocarbon derivative Kaurane diterpenoid Methyl ester Organic oxide Organic oxygen compound Organooxygen compound logp 4.33 ALOGPS logs -5.91 ALOGPS solubility 6.46e-04 g/l ALOGPS logp 5.2 ChemAxon pka_strongest_acidic 16.21 ChemAxon pka_strongest_basic 11.79 ChemAxon iupac (2S)-1-[(1R,4R,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(3S,7R,10S,13S,14R)-1-methyl-14-(propan-2-yl)-12-azapentacyclo[8.6.0.0^{2,13}.0^{3,7}.0^{7,12}]hexadecan-2-yl]-1-oxopropan-2-yl acetate ChemAxon average_mass 527.7352 ChemAxon mono_mass 527.361073683 ChemAxon smiles [H][C@@]12CCC[C@@]11CC[C@@H]3CN1[C@H]1[C@H](CCC3(C)C21C[C@H](OC(C)=O)C(=O)[C@]1(C)CO[C@@]2(C)CC[C@@H]1O2)C(C)C ChemAxon formula C32H49NO5 ChemAxon inchi InChI=1S/C32H49NO5/c1-19(2)22-10-13-29(5)21-9-15-31-12-7-8-24(31)32(29,26(22)33(31)17-21)16-23(37-20(3)34)27(35)28(4)18-36-30(6)14-11-25(28)38-30/h19,21-26H,7-18H2,1-6H3/t21-,22-,23+,24-,25+,26+,28-,29?,30-,31-,32?/m1/s1 ChemAxon inchikey LFLWRPZTBUUBEQ-NIECOALOSA-N ChemAxon polar_surface_area 65.07 ChemAxon refractivity 144.82 ChemAxon polarizability 59.08 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 5 ChemAxon donor_count 0 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon HMDB30291 #<Reference:0x000055ce3225cb90> Herbs and Spices Unknown generic