Browse
Submit Data
Databases
API
Help

Dataset Information

23 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Redetermination and absolute configuration of atalaphylline.

ABSTRACT: THE TITLE ACRIDONE ALKALOID [SYSTEMATIC NAME: 1,3,5-trihydr-oxy-2,4-bis-(3-methyl-but-2-en-yl)acridin-9(10H)-one], C(23)H(25)NO(4), has previously been reported as crystallizing in the chiral ortho-rhom-bic space group P2(1)2(1)2(1) [Chantrapromma et al. (2010 ?). Acta Cryst. E66, o81-o82] but the absolute configuration could not be determined from data collected with Mo radiation. The absolute configuration has now been determined by refinement of the Flack parameter with data collected using Cu radiation. All features of the mol-ecule and its crystal packing are similar to those previously described.

SUBMITTER: Fun HK

PROVIDER: S-EPMC2979734 | biostudies-literature | 2010 Jan

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Redetermination and absolute configuration of atalaphylline.

Fun Hoong-Kun HK Yeap Chin Sing CS Chantrapromma Suchada S

Acta crystallographica. Section E, Structure reports online 20100109 Pt 2

THE TITLE ACRIDONE ALKALOID [SYSTEMATIC NAME: 1,3,5-trihydr-oxy-2,4-bis-(3-methyl-but-2-en-yl)acridin-9(10H)-one], C(23)H(25)NO(4), has previously been reported as crystallizing in the chiral ortho-rhom-bic space group P2(1)2(1)2(1) [Chantrapromma et al. (2010 ▶). Acta Cryst. E66, o81-o82] but the absolute configuration could not be determined from data collected with Mo radiation. The absolute configuration has now been determined by refinement of the Flack parameter with data collected using C ...[more]

PMID: 21579697

Similar Datasets

Redetermination and absolute configuration of (+)-7-epiclusianone.

Project description:The absolute configuration of 3-benzoyl-4-hy-droxy-6,6-dimethyl-1,5,7-tris-(3-methyl-but-2-en-yl)bicyclo-[3.3.1]non-3-ene-2,9-dione, C(33)H(42)O(4), isolated from Hypericum hypericoides, has been determined. The previous study [Xiao et al. (2007 ?). J. Nat. Prod.70, 1779-1782] gave only the established relative configuration. The three stereogenic centers are now established as 1R, 5R and 7S on the basis of the refinement of the Flack absolute structure parameter against Cu K? data and correspond to a specific rotation of [?](D) (20) = +66°. The enol-hy-droxy group forms an intra-molecular O-H?O hydrogen bond to close an S(6) ring.

| S-EPMC3515307 | biostudies-literature

Redetermination and absolute configuration of berkeleydione.

Project description:The crystal structure of the title compound, berkeleydione [systematic name; (5aS,7R,9S,11R,11aS)-methyl 9-hy-droxy-1,1,5,7,9,11a-hexa-methyl-14-methyl-idene-3,8,10-trioxo-1,3,4,5a,6,7,8,9,10,11,11a,12-dodeca-hydro-7,11-methano-cycloocta-[4,5]cyclo-hepta-[1,2-c]pyran-11-carboxyl-ate], C26H32O7, has been reported previously [Stierle et al. (2004 ?). Org. Lett. 6, 1049-1052]. However, the absolute configuration could not be determined from the data collected with Mo K? radiation and has now been determined by refinement of the Flack parameter with data collected using Cu K? radiation. It is in agreement with the previous circular dichroism assignment, and the crystal packing is similar to that described previously.

| S-EPMC4438833 | biostudies-other

Redetermination and absolute configuration of pruniflorone M monohydrate.

Project description:THE TITLE XANTHONE KNOWN AS PRUNIFLORONE M (SYSTEMATIC NAME: (2R)-5,10-dihy-droxy-2-hy-droxy-methyl-1,1-dimethyl-1H-furo[2,3-c]xanthen-6-one), crystallized in a monohydrate form, C(18)H(16)O(6)·H(2)O. It was isolated from the green fruits of Cratoxylum formosum ssp. pruniflorum. The structure of the title compound has been reported previously [Boonnak et al. (2010 ?). Aust. J. Chem. 63, 1550-1556], but we report here the absolute configuration determined using Cu K? radiation. There are two crystallograpically independent mol-ecules in the asymmetric unit, which differ slightly in the bond angles. The hy-droxy-methyl substituents at position 2 of the furan rings of both pruniflorone M mol-ecules adopt R configurations. In both mol-ecules, the three rings of the xanthone skeleton are approximately coplanar, with an r.m.s. deviation of 0.0124?(2)?Å for one mol-ecule and 0.0289?(2)?Å for the other, and the furan ring adopts an envelope conformation. In the crystal, mol-ecules of pruniflorone M and water are linked into a two-dimensional network by O-H?O hydrogen bonds and weak C-H?O inter-actions. The crystal structure is further consolidated by ?-? inter-actions with centroid-centroid distances in the range 3.5987?(13)-3.7498?(14)?Å. Short C?C [3.378?(3)?Å] and O?O [2.918?(3)?Å] contacts are also observed.

| S-EPMC3212307 | biostudies-literature

Redetermination and absolute configuration of 7?-hy-droxy-royleanone.

Project description:THE TITLE COMPOUND [SYSTEMATIC NAME: 7?,12-dihy-droxy-8,12-abietadiene,11,14-dione or (4bS,8aS,10R)-3,10-dihy-droxy-2-isopropyl-4b,8,8-trimethyl-1,4,4b,5,6,7,8,8a,9,10-deca-hydro-phenanthrene-1,4-dione], C(20)H(28)O(4), is an abietane diterpen-oid, which was isolated from the roots of Premna obtusifolia (Verbenaceae). Its crystal structure has been reported previously [Chen et al. (2000 ?). Jiegou Huaxue, 19, 122-125], but the absolute configuration could not be determined using data collected with Mo radiation. This redetermination using Cu radiation shows the the absolute configurations of the stereogenic centres at positions 4b, 8a and 10 to be S, S and R, respectively. Two intra-molecular O-H?O hydrogen bonds [one generating an S(5) ring and one generating an S(6) ring] and a number of short C-H?O contacts occur. In the crystal, mol-ecules are linked into infinite chains propagating in [100] by O-H?O hydrogen bonds and weak C-H?O inter-actions.

| S-EPMC3006754 | biostudies-literature

Redetermination and absolute configuration of 6-hydroxy-salvinolone.

Project description:THE CRYSTAL STRUCTURE OF THE TITLE COMPOUND [SYSTEMATIC NAME: 5,6,10-trihydr-oxy-7-isopropyl-1,1,4a-trimethyl-2,3,4,4a-tetra-hydro-phenanthren-9(1H)-one], C(20)H(26)O(4), has been reported previously [Salae et al. (2009 ?). Acta Cryst. E65, o2379-o2380], but the absolute configuration could not be determined as there was no significant anomalous dispersion using data collected with Mo radiation. The absolute configuration has now been determined by refinement of the Flack parameter with data collected using Cu radiation. The absolute configuration at position 4a of the diterpenoid is (R)-methyl; other features of the mol-ecule and its crystal packing are similar to those previously described.

| S-EPMC2980087 | biostudies-other

Absolute configuration of odorine.

Project description:The title compound, known as odorine or roxburghiline {systematic name: (S)-N-[(R)-1-cinnamoylpyrrolidin-2-yl]-2-methyl-butanamide}, C(18)H(24)N(2)O(2), is a nitro-genous compound isolated from the leaves of Aglaia odorata. The absolute configuration was determined by refinement of the Flack parameter with data collected using Cu Kα radiation showing positions 2 and 2' to be S and R, respectively. The pyrrolidine ring adopts an envelope conformation. In the crystal, mol-ecules are linked into chains along [010] by inter-molecular N-H⋯O hydrogen bonds.

| S-EPMC3007931 | biostudies-literature

Absolute configuration of isoeichlerialactone.

Project description:The title seco-dammarane triterpenoid, C(27)H(42)O(4) (systematic name: 3-{(3S,3aR,5aR,6S,7S,9aR,9bR)-6,9a,9b-trimethyl-3-[(R)-2-methyl-5-oxotetra-hydro-furan-2-yl]-7-(prop-1-en-2-yl)dodeca-hydro-1H-cyclo-penta-[a]naphthalen-6-yl}propanoic acid), has been isolated for the first time from the seeds of Aglaia forbesii. The mol-ecule has three fused rings and all rings are in trans-fused. The two cyclo-hexane rings are in standard chair conformations and the cyclo-pentane ring adopts an envelope conformation. Its absolute configuration was determined by the refinement of the Flack parameter to 0.26?(17). In the crystal, mol-ecules are linked into chains along [010] by O-H?O hydrogen bonds.

| S-EPMC2984085 | biostudies-other

Absolute configuration of micromelin.

Project description:The title compound {systematic name: 7-meth-oxy-6-[(1R,2R,5R)-5-methyl-4-oxo-3,6-dioxabicyclo-[3.1.0]hexan-2-yl]-2H-chromen-2-one}, C(15)H(12)O(6), is a coumarin, which was isolated from the roots of Micromelum glanduliferum. There are two mol-ecules in the asymmetric unit with slight differences in bond angles. In both mol-ecules, the furan ring adopts a flattened envelope conformation. In the crystal, mol-ecules are linked by weak C-H?O inter-actions into chains along the a axis. Aromatic ?-? stacking inter-actions with centroid-centroid distances in the range 3.6995?(11)-3.8069?(11)?Å and C?O short contacts [3.030?(2)-3.171?(3)?Å] also occur.

| S-EPMC3151812 | biostudies-other

Absolute configuration of dolichol.

Project description:A derivative of dolichol was formed and then chemically degraded to a small fragment containing the sole centre of asymmetry of the original molecule. Polarimetric comparison of this derivative with a standard prepared from (R)-citronellol showed dolichol to have an S-configuration at C-3. To determine the optical purity of dolichol a diastereoisomeric derivative was prepared and compared with standard diastereoisomers, which could be resolved by high-pressure liquid chromatography. Dolichols from pig liver, human liver and hen oviduct were analysed by this procedure and were all found to be greater than 95% S-configuration.

| S-EPMC1162022 | biostudies-other

Absolute configuration of fibaruretin B.

Project description:The title furan-oditerpenoid, known as fibaruretin B (systematic name: 2?,3?-dihy-droxy-2,3,7,8?-tetra-hydro-penianthic acid lactone), C(20)H(24)O(7), was isolated from the roots of Arcangelisia flava. The absolute configurations at positions 2, 3, 4, 4a, 7, 9, 10a and 10b of fibaruretin B are S, R, S, R, S, S, S and S, respectively. In the crystal structure, the mol-ecules are linked into infinite chains along the c axis by O-H?O hydrogen bonds and weak C-H?O inter-actions.

| S-EPMC3089215 | biostudies-literature

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