Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(20S)-24,25-Dihydr-oxy-20,24-ep-oxy-3,4-secodammar-4(28)-en-3-oic acid from Aglaia smithii.

ABSTRACT: The title compound, C(30)H(50)O(5), was isolated from the bark of Aglaia smithii. There are two independent mol-ecules in the asymmetric unit that differ in the orientation of the isopropenyl group attached to the cyclo-hexane ring. The cyclo-hexane rings in both mol-ecules adopt chair conformations, whereas the cyclo-pentane and tetra-hydro-furan rings adopt envelope conformations. The independent mol-ecules are linked into a layer parallel to (010) by O-H?O hydrogen bonds.

SUBMITTER: Harneti D

PROVIDER: S-EPMC2979682 | biostudies-literature | 2010 Jan

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(20S)-24,25-Dihydr-oxy-20,24-ep-oxy-3,4-secodammar-4(28)-en-3-oic acid from Aglaia smithii.

Harneti Desi D Supratman Unang U Mukhtar Mat Ropi MR Awang Khalijah K Ng Seik Weng SW

Acta crystallographica. Section E, Structure reports online 20100123 Pt 2

The title compound, C(30)H(50)O(5), was isolated from the bark of Aglaia smithii. There are two independent mol-ecules in the asymmetric unit that differ in the orientation of the isopropenyl group attached to the cyclo-hexane ring. The cyclo-hexane rings in both mol-ecules adopt chair conformations, whereas the cyclo-pentane and tetra-hydro-furan rings adopt envelope conformations. The independent mol-ecules are linked into a layer parallel to (010) by O-H⋯O hydrogen bonds. ...[more]

PMID: 21579834

Similar Datasets

19β,28-Ep-oxy-18α-olean-3β-ol.

Project description:The title triterpene, C(30)H(50)O(2), is an 18α-oleanane derivative prepared by the Wagner-Meerwein rearrangement of betulin with Bi(OTf)(3).xH(2)O (OTF is trifluoromethanesulfonate). There are two symmetry-independent mol-ecules in the asymmetric unit that show no significant differences concerning bond lengths and angles. The conformation of the six-membered rings is close to a chair form, while the five-membered epoxide rings adopt envelope conformations. All rings are trans-fused. In the crystal, mol-ecules are held together by O-H⋯O hydrogen bonds. A quantum-mechanical ab initio Roothan Hartree-Fock calculation on the isolated mol-ecule gives values for bond lengths and valency angles close to the experimental values. The calculations also reproduce well the mol-ecular conformation with calculated puckering parameters that match well the observed values.

| S-EPMC2969885 | biostudies-literature

3?-Acet-oxy-12-oxoolean-28-oic acid benzyl ester.

Project description:The mol-ecule of title compound, C(39)H(56)O(5), contains five fused six-membered rings, four of which (rings A, B, D and E) adopt a chair conformation, while the other (ring C) has a half chair conformation. The acet-oxy and carb-oxy-benzyl groups occupy equatorial positions.

| S-EPMC3089225 | biostudies-literature

(3R,6R,12R,20S,24S)-20,24-Ep-oxy-dammarane-3,6,12,25-tetraol dihydrate.

Project description:The title compound, C(30)H(52)O(5)·2H(2)O, was degraded from pseudoginsenoside F11 which was extracted and seperated from Panax quinquefolium saponin. The three six-membered rings are in chair conformations. The five-membered ring is in an envelope conformation and the tetra-hydro-furan ring has a conformation inter-mediate between half-chair and envelope. In the crystal, inter-molecular O-H⋯O hydrogen bonds link mol-ecules into a three-dimensional network. Intra-molecular O-H⋯O hydrogen bonds also occur.

| S-EPMC3011509 | biostudies-literature

(3S,12R,20S,24R)-20,24-Ep-oxy-dammarane-3,12,25-triol.

Project description:In the title mol-ecule, C(30)H(52)O(4), the three six-membered rings are in chair conformations, the cyclo-pentane ring is in an envelope form and the tetra-hydro-furan ring has a conformation inter-mediate between half-chair and sofa. In the crystal, mol-ecules are linked by inter-molecular O-H?O hydrogen bonds into helical chains along [100]. Two intra-molecular O-H?O hydrogen bonds are also present. One C atom of the tetrahydrofuran ring and its attached H atoms are equally disordered over two sets of sites.

| S-EPMC3213554 | biostudies-other

3,4-Dihydr-oxy-N'-(2-hydroxy-benzyl-idene)benzohydrazide-methanol-water (2/1/3).

Project description:The asymmetric unit of the title compound, C(14)H(12)N(2)O(4)·0.5CH(4)O·1.5H(2)O, consists of two Schiff base mol-ecules, three water mol-ecules and one methanol mol-ecule. The dihedral angle between the two benzene rings is 7.8 (2)° in one of the mol-ecules and 4.0 (2)° in the other. Intra-molecular O-H⋯O and O-H⋯N hydrogen bonds are observed. Mol-ecules are linked into a three-dimensional network by O-H⋯O and N-H⋯O inter-molecular hydrogen bonds.

| S-EPMC2915271 | biostudies-literature

15?,20?-Dihydr-oxy-6?-meth-oxy-6,7-seco-6,20-ep-oxy-1,7-olide-ent-kaur-16-ene.

Project description:The title compound, C(21)H(30)O(6), a natural ent-kaurane diterpenoid, was obtained from the medicinal plant Isodon serra. The five rings in the mol-ecule exhibit the expected cis and trans junctions. The three six-membered rings adopt chair, twist-boat and boat conformations, while two five-membered rings adopt envelope conformations. There are two mol-ecules in the asymmetric unit, related by a non-crystallographic twofold screw axis; the main difference is in the different degrees of distortion of ring B. In the crystal, the mol-ecules are linked by inter-molecular O-H?O hydrogen bonds, forming chains along the b axis.

| S-EPMC2984011 | biostudies-other

(3R,6R,12R,20S,24R)-20,24-Ep-oxy-dammarane-3,6,12,25-tetra-ol.

Project description:In the title compound, C(30)H(52)O(5), the three six-membered rings are in chair conformations, the five-membered ring is in an envelope form and the tetra-hydro-furan ring has a conformation inter-mediate between half-chair and sofa. Intra-molecular O-H?O hydrogen bonds may influence the conformation of the mol-ecule. In the crystal, mol-ecules are linked by inter-molecular O-H?O hydrogen bonds, forming a three-dimensional network.

| S-EPMC3099824 | biostudies-other

(2S,3R,4R,5R)-3,4-Dihydr-oxy-5-(hydroxy-meth-yl)pyrrolidine-2-carboxylic acid [(2S,3R,4R,5R)-3,4-dihydr-oxy-5-(hydroxy-meth-yl)proline].

Project description:The crystal structure of the title compound, C(6)H(11)NO(5), establishes the relative configuration at the four stereogenic centres; the absolute configuration is determined by the use of d-glucuronolactone as the starting material for the synthesis. Mol-ecules are linked by inter-molecular O-H?O and N-H?O hydrogen bonds into a three-dimensional network, with each mol-ecule acting as a donor and acceptor for five hydrogen bonds.

| S-EPMC2970405 | biostudies-other

3,7-Dihydr-oxy-3,7-diphenyl-2H,6H-pyrrolo[3,4-f]isoindole-1,5(3H,7H)-dione methanol disolvate.

Project description:The asymmetric unit of the title compound, C(22)H(16)N(2)O(4)·2CH(4)O, contains one half-mol-ecule and a methanol solvent mol-ecule. The aromatic ring is oriented at a dihedral angle of 82.91 (3)° with respect to the planar indole ring systems. In the crystal structure, inter-molecular O-H⋯O and N-H⋯O hydrogen bonds link the mol-ecules into chains along the b axis.

| S-EPMC2959835 | biostudies-literature

(3R,6R,12R,20S,24S)-3,6,12-Triacetyl-20,24-ep-oxy-dammarane-3,6,12,25-tetra-ol.

Project description:The title compound, C(36)H(58)O(8), was prepared from 20(S)-protopanaxatriol, which was degraded from Panax quinquefolium saponin with sodium in glycerine, extracted and seperated by flash chromatography. Three six-membered rings are in chair conformations, the five-membered ring is in an envelope form and the tetra-hydro-furan ring has a conformation inter-mediate between half-chair and envelope. In the crystal, mol-ecules are linked by O-H?O hydrogen bonds, and C-H?O contacts also occur. The absolute structure was assigned on the basis of the synthesis.

| S-EPMC3050417 | biostudies-other

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