Browse
Submit Data
Databases
API
Help

Dataset Information

11 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(1?,8?)-6?-Benzo-yloxy-6-dehydroxy-heteratisine from Aconitum zeravschanicum.

ABSTRACT: The title compound, C(29)H(37)NO(6), was isolated from Aconitum zeravschanicum and exhibits anti-arhythmic activity. It is a derivative of the diterpenoid alkaloid heteratisine and as such the core framework of the mol-ecule contains four six-membered, three seven-membered and one five-membered ring. The chair conformation of one of the meth-oxy-substituted six-membered rings is different from that observed in heteratisine hydro-bromide monohydrate. In the latter case, this ring adopts a boat conformation due to a stabilizing intra-molecular N-H?O hydrogen bond. In the crystal structure of the title compound, there is only one acidic H atom. This hydroxyl group forms an inter-molecular O-H?O hydrogen bond that links mol-ecules into infinite chains along the b axis.

SUBMITTER: Tashkhodjaev B

PROVIDER: S-EPMC2969503 | biostudies-literature | 2009 Jun

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(1α,8β)-6β-Benzo-yloxy-6-dehydroxy-heteratisine from Aconitum zeravschanicum.

Tashkhodjaev Bakhodir B Salimov Bakhodir T BT

Acta crystallographica. Section E, Structure reports online 20090627 Pt 7

The title compound, C(29)H(37)NO(6), was isolated from Aconitum zeravschanicum and exhibits anti-arhythmic activity. It is a derivative of the diterpenoid alkaloid heteratisine and as such the core framework of the mol-ecule contains four six-membered, three seven-membered and one five-membered ring. The chair conformation of one of the meth-oxy-substituted six-membered rings is different from that observed in heteratisine hydro-bromide monohydrate. In the latter case, this ring adopts a boat co ...[more]

PMID: 21582940

Similar Datasets

19-Benzo-yloxy-13,16-seco-ent-beyeran 13,16-lactone.

Project description:The title compound, C(27)H(34)O(5), a beyerane-type diterpenoid prepared by peroxidation and benzoyl-ation of isosteviol, contains a fused six-membered ring system. The O atoms of the benzoic ester and the lactone are disordered with occupancy ratios of 0.6?(4):0.4?(4) and 0.6?(2):0.4?(2), respectively. Three cyclo-hexane rings have chair conformations, whereas the remaining lactone ring adopts a half-chair conformation.

| S-EPMC3050127 | biostudies-literature

Methyl 4-(benz-yloxy)-3-meth-oxy-benzo-ate.

Project description:In the title compound, C16H16O4, the aromatic rings are almost normal to one another, making a dihedral angle of 85.81?(10)°. In the crystal, mol-ecules are linked by C-H?O hydrogen bonds, forming chains propagating along the b-axis direction. There are also C-H?? inter-actions present which link the chains, forming two-dimensional networks lying parallel to (102).

| S-EPMC3790423 | biostudies-literature

8?-Acet-oxy-14?-benzo-yloxy-N-ethyl-3?,10?,13?,15?-tetra-hydr-oxy-1?,6?,16?-trimeth-oxy-4?-(methoxy-methyl-ene)aconitane: aconifine from Aconitum karakolicum Rapaics.

Project description:The title compound, C(34)H(47)NO(12), is the norditerpenoid alkaloid aconifine isolated from the leaves and tubers of Aconitum karakolicum Rapaics. It has a lycoctonine carbon skeleton and contains four six-membered rings and two five-membered rings; its geometry is similar to that observed in other lycoctonine-type diterpenoid alkaloids. There are two intra-molecular O-H?O hydrogen bonds which close five- and seven-membered pseudo-rings, respectively. In the crystal, two inter-molecular O-H?O hydrogen bonds cross-link the mol-ecules into double chains along the a axis.

| S-EPMC2969206 | biostudies-literature

Bis[2-(4-benzo-yloxy-2-hy-droxy-benzo-yl)-1-phenyl-ethenolato]diethano-lzinc(II).

Project description:The mononuclear title complex, [Zn(C(22)H(15)O(5))(2)(C(2)H(5)OH)(2)], contains a Zn(II) atom (site symmetry ) surrounded by six O atoms of the keto groups of two substituted 1,3-diketonate ligands and of two ethanol mol-ecules, resulting in a distorted octa-hedral coordination environment. The mol-ecular configuration is stabilized by an intra-molecular hydrogen bond between the phenolic hy-droxy group and the adjacent keto group. The hy-droxy group acts likewise as an acceptor of an inter-molecular O-H?O hydrogen bond with the hy-droxy group of the ethanol mol-ecule as the donor. The hydrogen-bonding scheme leads to the formation of supra-molecular layers parallel to (010).

| S-EPMC2983159 | biostudies-literature

Crystal structures of 2-methyl-pyridinium hydrogen 2,3-bis-(4-methyl-benzo-yloxy)succinate and bis-[4-methyl-pyridinium hydrogen 2,3-bis-(4-methyl-benzo-yloxy)succinate] penta-hydrate.

Project description:The title salt (I), C6H8N+·C20H17O8-, comprises a 2-methyl-pyridinium cation and a 2,3-bis-(4-methyl-benzo-yloxy)succinate mono-anion while the salt (II), 2C6H8N+·2C20H17O8-·5H2O, consists of a pair of 4-methyl-pyridinium cations and 2,3-bis-(4-methyl-benzo-yloxy)succinate mono-anions and five water mol-ecules of solvation in the asymmetric unit. In (I), the dihedral angle between the aromatic rings of the anion is 40.41 (15)°, comparing with 43.0 (3) and 85.7 (2)° in the conformationally dissimilar anion mol-ecules in (II). The pyridine ring of the cation in (I) is inclined at 23.64 (16) and 42.69 (17)° to the two benzene moieties of the anion. In (II), these comparative values are 4.7 (3), 43.5 (3)° and 43.5 (3), 73.1 (3)° for the two associated cation and anion pairs. The crystal packing of (I) is stabilized by inter-ionic N-H⋯O, O-H⋯O and C-H⋯O hydrogen bonds as well as weak C-H⋯π inter-actions, linking the ions into infinite chains along [100]. In the crystal packing of (II), the anions and cations are also linked by N-H⋯O and O-H⋯O hydrogen bonds involving also the water mol-ecules, giving a two-dimensional network across (001). The crystal structure is also stabilized by weak C-H⋯O and C-H⋯π inter-actions.

| S-EPMC5730300 | biostudies-literature

{2-[(Benzo-yloxy)meth-yl]-1-oxo-3H-pyrrolizin-2-yl}methyl benzoate.

Project description:The title compound, C(23)H(19)NO(5), was prepared by esterification of 2,2-bis-(hy-droxy-meth-yl)-2,3-dihydro-1H-pyrrolizin-1-one with benzoyl chloride in pyridine·The pyrrolizine ring system is approximately planar with a maximum deviation of 0.008?(2)?Å from the least-squares plane; the two phenyl rings are oriented at dihedral angles of 64.26?(11) and 70.75?(10)° with respect to the pyrrolizine ring system. Weak inter-molecular C-H?O hydrogen bonding occurs in the crystal structure.

| S-EPMC3050358 | biostudies-literature

Triethyl-ammonium (2R,3R)-2,3-bis-(benzo-yloxy)-3-carb-oxy-propano-ate.

Project description:In the anion of the title salt, C(6)H(16)N(+)·C(18)H(13)O(8) (-), one of the carboxyl groups is deprotonated. Its O atoms are involved in inter-molecular hydrogen bonding with the carboxyl group of an adjacent anion and the amino group of an adjacent cation. The two benzoyloxy rings are oriented with respect to each other at a dihedral angle of 79.46?(6)°.

| S-EPMC3295443 | biostudies-literature

Isopropyl 1-benzoyl-4-benzo-yloxy-2,6-di-phenyl-1,2,3,6-tetrahydropyridine-3-carboxyl-ate.

Project description:In the title compound, C35H31NO5, the piperidine ring has an envelope conformation, with the phenyl-substituted C atom adjacent to the methyl-ene C atom as the flap. This flap atom deviates by 0.633?(2)?Å from the mean plane of the other five essentially coplanar atoms in the ring (r.m.s. deviation = 0.044?Å). Intra-molecular C-H?O hydrogen bonds form S(7) and S(9) ring motifs. In the crystal, mol-ecules are linked by pairs of C-H?O hydrogen bonds, forming inversion dimers with R (2) 2(16) loops.

| S-EPMC4158511 | biostudies-literature

(1R,2R)-4-Benzoyl-2-benzo-yloxy-1-phenyl-butyl imidazole-1-carboxyl-ate.

Project description:The title compound, C(28)H(24)N(2)O(5), was prepared from (E)-2-cinnamyl-1,3-diphenyl-propane-1,3-dione using standard Sharpless asymmetric dihydroxy-lation conditions, followed by treatment with 1,1'-carbonyl diimidazole. In the crystal structure, the phenyl rings form inter-molecular face-to-face ?-? contacts, with an inter-planar angle of 15.5?(2)° and a centroid-centroid distance of 4.73?(1)?Å. One phenyl ring also forms a C-H?? contact to an adjacent imidazole ring, with an H?centroid distance of 3.18?Å.

| S-EPMC2960783 | biostudies-literature

4-[4-(Hept-yloxy)benzo-yloxy]phenyl 2-oxo-7-tri-fluoro-methyl-2H-chromene-3-carboxyl-ate.

Project description:The title compound, C31H27F3O7, is a liquid crystal and exhibits enanti-otropic SmA and nematic phase transitions. In the crystal, the the 2H-chromene ring system makes dihedral angles of 54.46?(17) and 7.79?(16)°, respectively, with the central benzene ring and 4-(hept-yloxy)benzene ring. The three F atoms of the -CF3 group are disordered over two sets of sites, with an occupancy ratio of 0.62?(3):0.38?(3). The crystal structre features two pairs of C-H?O hydrogen bonds, which form inversion dimers and generate R 2 (2)(10) and R 2 (2)(30) ring patterns. C-H?O inter-actions along [100] and C-H?? inter-actions futher consolidate the packing, leading to a three-dimensional network.

| S-EPMC3793833 | biostudies-other

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data