Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(E)-Isopentyl 3-(3,4-dihy-droxy-phen-yl)-acrylate.

ABSTRACT: The title compound, C(14)H(18)O(4), a derivative of caffeic acid, has an E configuration about the C=C bond. The benzene ring is almost coplanar with the C=C-C(O)-O-C linker [maximum deviation = 0.050?(2)?Å], making a dihedral angle of only 4.53?(2)°. In the mol-ecule, the adjacent hy-droxy groups form an O-H?O inter-action. In the crystal, mol-ecules are linked by O-H?O hydrogen bonds, generating a chain propagating in the [110] direction.

SUBMITTER: Gu SS

PROVIDER: S-EPMC3297288 | biostudies-literature | 2012 Mar

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(E)-Isopentyl 3-(3,4-dihy-droxy-phen-yl)-acrylate.

Gu Shuang-Shuang SS Wang Jun J Pan Fei F Pang Na N Wu Fu-An FA

Acta crystallographica. Section E, Structure reports online 20120204 Pt 3

The title compound, C(14)H(18)O(4), a derivative of caffeic acid, has an E configuration about the C=C bond. The benzene ring is almost coplanar with the C=C-C(O)-O-C linker [maximum deviation = 0.050 (2) Å], making a dihedral angle of only 4.53 (2)°. In the mol-ecule, the adjacent hy-droxy groups form an O-H⋯O inter-action. In the crystal, mol-ecules are linked by O-H⋯O hydrogen bonds, generating a chain propagating in the [110] direction. ...[more]

PMID: 22412478

Similar Datasets

Pentyl (E)-3-(3,4-dihy-droxy-phen-yl)acrylate.

Project description:In the mol-ecule of the title compound, C(14)H(18)O(4), the C=C double bond is in an E configuration. The mol-ecule is almost planar (r.m.s. deviation of all non-H atoms = 0.04?Å). An intra-molecular O-H?O hydrogen bond occurs. In the crystal, inter-molecular O-H?O inter-actions link the mol-ecules into ribbons extending in [110].

| S-EPMC3247606 | biostudies-literature

(E)-Isopropyl 3-(3,4-dihy-droxy-phen-yl)acrylate.

Project description:In the title compound, C(12)H(14)O(4), a derivative of caffeic acid [(E)-3-(3,4-dihy-droxy-phen-yl)-2-propenoic acid], an intra-molecular O-H?O hydrogen bond forms an S(5) ring. In the crystal, inter-molecular O-H?O hydrogen bonds link mol-ecules into chains propagating in [110].

| S-EPMC3050378 | biostudies-literature

Hexyl (E)-3-(3,4-dihy-droxy-phen-yl)acrylate.

Project description:The title mol-ecule, C(15)H(20)O(4), has an E conformation about its C=C bond and is almost planar (r.m.s. deviation of all non-H atoms = 0.04?Å). The crystal structurere features O-H?O and C-H?O hydrogen bonds.

| S-EPMC3254431 | biostudies-literature

(E)-Methyl 3-(3,4-dihy-droxy-phen-yl)acrylate.

Project description:The benzene ring in the title compound, C(10)H(10)O(4), makes an angle of 4.4 (1)° with the C-C-C-O linker. The hy-droxy groups are involved in both intra- and inter-molecular O-H⋯O hydrogen bonds. The crystal packing is stabilized by O-H⋯O hydrogen-bonding inter-actions. The mol-ecules of the caffeic acid ester form a dimeric structure in a head-to-head manner along the a axis through O-H⋯O hydrogen bonds. The dimers inter-act with one another through O-H⋯O hydrogen bonds, forming supermolecular chains. These chains are further extended through C-H⋯O hydrogen bonds as well as van der Waals inter-actions into the final three-dimensional architecture.

| S-EPMC3051619 | biostudies-literature

1-(3,4-Dihy-droxy-phen-yl)hexan-1-one.

Project description:In the title compound, C(12)H(16)O(3), a fully extened hexyl carbon chain is attached to a benzene ring; the mean planes formed by the atoms in the benzene ring and the hexa-none are inclined at an angle 8.5 (2)° with respect to each other. In the crystal, inter-molecular O-H⋯O hydrogen bonds join the mol-ecules into an infinite sheet.

| S-EPMC3006993 | biostudies-literature

(E)-N-Butyl-3-(3,4-dihy-droxy-phen-yl)acryl-amide hemihydrate.

Project description:In the title compound, C(13)H(17)NO(3)·0.5H(2)O, a new caffeic acid amide derivative, the solvent water mol-ecule lies on a twofold axis and the terminal ethyl group appears disordered with occupancy factors of 0.525?(6) and 0.475?(6). The benzene ring makes an angle of 17.3?(2)° with the C=C-C-O linker. The presence of an ethyl-enic spacer in the caffeic acid amide mol-ecule allows the formation of a conjugated system, strongly stabilized through ?-electron delocalization. The C=C double bond in the linker is trans, similar to those previously reported in caffeic esters. The crystal is stabilized by O-H?O, N-H?O and C-H?O hydrogen bonds. The mol-ecules of the caffeic acid amide form a supermolecular planar structure through O-H?O hydrogen bonds between a hy-droxy group of one caffeic acid mol-ecule and a carbonyl O atom of another. These planes inter-act via C-H?O, O-H?O and N-H?O hydrogen bonds to form a three-dimensional network.

| S-EPMC3295498 | biostudies-literature

(2,4-Dihy-droxy-6-meth-oxy-phen-yl)(3,5-dihy-droxy-phen-yl)methanone monohydrate.

Project description:The title benzophenone compound, C(14)H(12)O(6)·H(2)O, was isolated from the bark of Garcinia hombroniana Pierre (Guttiferae). The mol-ecule is twisted, the dihedral angle between the two benzene rings being 59.13?(7)°. The meth-oxy group is approximately coplanar with the attached benzene ring, with a C-O-C-C torsion angle of 1.91?(18)°. The water mol-ecule is disordered over two positions in a 0.555?(19):0.445?(19) ratio. An intra-molecular O-H?O hydrogen bond generates an S(6) ring motif. The crystal structure is stabilized by inter-molecular O-H?O hydrogen bonds. These inter-actions link the mol-ecules into sheets parallel to the ac plane. The sheets are stacked along the b axis by ?-? inter-actions, with centroid-centroid distances of 3.6219?(7)?Å. A weak O-H?? inter-action was also noted.

| S-EPMC3201278 | biostudies-other

Anilinium 3,4-dihy-droxy-benzoate.

Project description:The asymmetric unit of the title salt, C(6)H(8)N(+)·C(7)H(5)O(4) (-), contains two anilinium cations and two 3,4-dihy-droxy-benzoate anions. An intra-moleculer O-H?O hydrogen bond occurs in each anion. In the crystal, O-H?O and N-H?O hydrogen bonds link the cations and anions into a three-dimensional array. The structure is further consolidated by weak C-H?O inter-actions.

| S-EPMC3415033 | biostudies-literature

3,4-Dihy-droxy-phenethyl acetate.

Project description:In the title compound, C(10)H(12)O(4), the dihedral angle between the acetate group and the aromatic ring is 20.47?(10)°. In the crystal, mol-ecules are linked by O-H?O hydrogen bonds, forming [001] chains. Weak C-H?O inter-actions consolidate the packing.

| S-EPMC3213451 | biostudies-literature

Isopropyl 3,4-dihy-droxy-benzoate.

Project description:In the crystal structure of the title compound, C(10)H(12)O(4), O-H⋯O hydrogen bonds incorporating R(2) (2)(10) and R(2) (2)(14) motifs link mol-ecules into chains along [1[Formula: see text]0]. An intra-molecular O-H⋯O hydrogen bond is also observed.

| S-EPMC3238893 | 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