Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

1,3,6-Trihy-droxy-7-meth-oxy-2,8-bis-(3-methyl-but-2-en-yl)-9H-xanthen-9-one.

ABSTRACT: The title compound (trivial name ?-mangostin), C(24)H(26)O(6), isolated from Cratoxylum glaucum, is characterized by a xanthone skeleton of three fused six-membered rings and two 3-methyl-but-2-enyl side chains. The three rings in the structure are nearly coplanar, with an r.m.s. deviation for the tricyclic ring system of 0.0014?Å. The two 3-methyl-but-2-enyl side chains are in (+)-synclinal and (-)-anti-clinal conformations. Intra-molecular O-H?O and C-H?O inter-actions occur. The crystal structure is stabilized by inter-molecular O-H?O, C-H?O and C-H?? inter-actions.

SUBMITTER: Ee GC

PROVIDER: S-EPMC3011676 | biostudies-literature | 2010 Nov

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

1,3,6-Trihy-droxy-7-meth-oxy-2,8-bis-(3-methyl-but-2-en-yl)-9H-xanthen-9-one.

Ee Gwendoline Cheng Lian GC Sim Wei Chung WC Kwong Huey Chong HC Mohamed Tahir Mohamed Ibrahim MI Silong Sidik S

Acta crystallographica. Section E, Structure reports online 20101130 Pt 12

The title compound (trivial name α-mangostin), C(24)H(26)O(6), isolated from Cratoxylum glaucum, is characterized by a xanthone skeleton of three fused six-membered rings and two 3-methyl-but-2-enyl side chains. The three rings in the structure are nearly coplanar, with an r.m.s. deviation for the tricyclic ring system of 0.0014 Å. The two 3-methyl-but-2-enyl side chains are in (+)-synclinal and (-)-anti-clinal conformations. Intra-molecular O-H⋯O and C-H⋯O inter-actions occur. The crystal struc ...[more]

PMID: 21589631

Similar Datasets

(E)-2-Meth-oxy-9-(2-meth-oxy-9H-xanthen-9-yl-idene)-9H-xanthene.

Project description:The title compound, C28H20O4, was synthesized by a bimolecular Zn-HCl reduction in glacial acetic acid using the meth-oxy-substituted xanthone as a starting material. The crystal structure shows that the 2,2'-meth-oxy-bixanthenyl-idene unit is an E-type conformation anti-folded conformer. The mol-ecule lies on an inversion center. The meth-oxy group is almost coplanar with the attached benzene ring, with a C-O-C-C torsion angle of 179.38 (14)°.

| S-EPMC3770426 | biostudies-literature

3,5,3'-Trihy-droxy-4'-meth-oxy-7-(3-methyl-but-2-en-yloxy)flavone.

Project description:The title compound pteleifolosin C, C(21)H(20)O(7), was isolated from the petroleum ether-soluble fraction of an indigenous Chinese tree Melicope pteleifolia (Rutaceae). The dihedral angle between the benzene rings is 2.7 (2)°. Intra-molecular O-H⋯O hydrogen bonds occur. In the crystal, mol-ecules are linked by inter-molecular O-H-O hydrogen bonds.

| S-EPMC3052086 | biostudies-literature

(E)-1-[2-Hy-droxy-4,6-bis-(meth-oxy-meth-oxy)phen-yl]-3-[3-meth-oxy-4-(meth-oxy-meth-oxy)phen-yl]prop-2-en-1-one.

Project description:The title compound, C(22)H(26)O(9), crystallizes with two independent mol-ecules in the asymmetric unit in which the dihedral angles between the two benzene rings are 21.4 (2) and 5.1 (2)°. An intra-molecular O-H⋯O hydrogen bond occurs in each mol-ecule. Inter-molecular C-H⋯O hydrogen bonds stabilize the crystal structure.

| S-EPMC3247344 | biostudies-literature

(E)-1-[2-Hy-droxy-4,6-bis-(meth-oxy-meth-oxy)phen-yl]-3-phenyl-prop-2-en-1-one.

Project description:The title compound, C19H20O6, consists of a tetra-substituted benzene ring with one substituent being an ?,?-unsaturated cinnamoyl group, which forms an extended conjugated system in the mol-ecule. In addition, two meth-oxy-meth-oxy and one hy-droxy group are bonded to the central benzene ring. The dihedral angle between eh rings is 10.22?(10)°. An intra-molecular hydrogen bond is observed between the hy-droxy group and the carbonyl O atom. One of the meth-oxy-meth-oxy substituents is conformationally disordered over two sets of sites with site-occupation factors of 0.831?(3) and 0.169?(3).

| S-EPMC3648248 | biostudies-literature

2-Hy-droxy-7-meth-oxy-9H-carbazole-3-carbaldehyde.

Project description:The title compound, C(14)H(11)NO(3), was isolated from the roots of Clausena wallichii. The carbazole ring system is approx-imately planar (r.m.s. deviation = 0.039 Å) and the dihedral angle between the two benzene rings is 4.63 (7)°. An intra-molecular O-H⋯O hydrogen bond generates an S(6) ring motif. In the crystal, mol-ecules are linked into a zigzag network extending parallel to the ac plane by O-H⋯N and N-H⋯O hydrogen bonds.

| S-EPMC3007870 | biostudies-literature

Methyl 2-{[2,8-bis-(trifluoro-meth-yl)quinolin-4-yl]-oxy}acetate.

Project description:In the crystal structure of the title compound, C(14)H(9)F(6)NO(3), mol-ecules are connected by inter-molecular C-H⋯O hydrogen bonds. The best planes through the benzene and pyridyl rings make a dihedral angle of 1.59 (12)°.

| S-EPMC3051653 | biostudies-literature

2,4-Di-bromo-1,3-dihy-droxy-9H-xanthen-9-one.

Project description:The title compound, C13H6Br2O4, derived from xanthone, a fundamental structural framework of active ingredients in many medicinal plants, and was synthesized by bromination of 1,3-di-hydroxyxanthen-9-one with N-bromo-succinimide. The mol-ecular conformation is essentially planar, the dihedral angle between the benzene rings being 1.1 (4)°. This conformation is favorable for the formation of an intra-molecular O-H⋯O hydrogen bond between a hy-droxy group and the xanthone carbonyl group. In the crystal, mol-ecules are associated into chains along the b-axis direction via C=O⋯H-O hydrogen bonds involving the other hy-droxy group.

| S-EPMC3793836 | biostudies-literature

(E)-2-Meth-oxy-N'-(2,4,6-trihy-droxy-benzyl-idene)benzohydrazide.

Project description:In the title hydrazone derivative, C(15)H(14)N(2)O(5), the benzene rings are twisted by 7.55?(8)° with respect to each other. The azomethine double bond adopts an E conformation. The mol-ecular structure is stabilized by intra-molecular O-H?N and N-H?O hydrogen bonds, generating S6 ring motifs. In the crystal, mol-ecules are linked into a three-dimensional network by O-H?O hydrogen bonds.

| S-EPMC3569804 | biostudies-other

7,9-Bis(hy-droxy-meth-yl)-7H-purine-2,6,8(1H,3H,9H)trione.

Project description:The structure of the title uric acid derivative, C(7)H(8)N(4)O(5), from human kidney stones, is characterized by the C and O atoms of one of the two hy-droxy-methyl groups being disordered nearly equally over three different sites. In the crystal, mol-ecules are connected by a three-dimensional hydrogen-bonding scheme though they look stacked in planes nearly parallel to ([Formula: see text]04).

| S-EPMC3120625 | biostudies-literature

A kryptoracemic salt: 2-{[2,8-bis-(tri-fluoro-meth-yl)quinolin-4-yl](hy-droxy)meth-yl}piperidin-1-ium (+)-3,3,3-tri-fluoro-2-meth-oxy-2-phenyl-propanoate.

Project description:The asymmetric unit of the title salt, C17H17F6N2O(+)·C10H8F3O3 (-), comprises two piperidin-1-ium cations and two carboxyl-ate anions. The cations, each having an l-shaped conformation owing to the near orthogonal relationship between the quinolinyl and piperidin-1-ium residues, are pseudo-enanti-omeric. The anions have the same absolute configuration but differ in the relative orientations of the carboxyl-ate, meth-oxy and benzene groups. Arguably, the most prominent difference between the anions occurs about the Cq-Om bond as seen in the Cc-Cq-Om-Cm torsion angles of -176.1 (3) and -67.1 (4)°, respectively (q = quaternary, m = meth-oxy and c = carboxyl-ate). The presence of Oh-H⋯Oc and Np-H⋯Oc hydrogen bonds leads to the formation of a supra-molecular chain along the a axis (h = hy-droxy and p = piperidin-1-ium); weak intra-molecular Np-H⋯Oh hydrogen bonds are also noted. Chains are connected into a three-dimensional architecture by C-H⋯F inter-actions. Based on a literature survey, related mol-ecules/cations adopt a uniform conformation in the solid state based on the letter L.

| S-EPMC4908568 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

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