Home Aldehydes 3-(4-Hydroxyphenyl)acrylaldehyde

3-(4-Hydroxyphenyl)acrylaldehyde

CAS No.:
2538-87-6
Catalog Number:
AG00BFFD
Molecular Formula:
C9H8O2
Molecular Weight:
148.1586
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
100mg
95%
In Stock USA
United States
$94
- +
250mg
95%
In Stock USA
United States
$188
- +
1g
95%
In Stock USA
United States
$438
- +
Product Description
Catalog Number:
AG00BFFD
Chemical Name:
3-(4-Hydroxyphenyl)acrylaldehyde
CAS Number:
2538-87-6
Molecular Formula:
C9H8O2
Molecular Weight:
148.1586
MDL Number:
MFCD00599378
IUPAC Name:
(E)-3-(4-hydroxyphenyl)prop-2-enal
InChI:
InChI=1S/C9H8O2/c10-7-1-2-8-3-5-9(11)6-4-8/h1-7,11H/b2-1+
InChI Key:
CJXMVKYNVIGQBS-OWOJBTEDSA-N
SMILES:
O=CC=Cc1ccc(cc1)O
Properties
Complexity:
144  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
1  
Exact Mass:
148.052g/mol
Formal Charge:
0
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
148.161g/mol
Monoisotopic Mass:
148.052g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
37.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.8  
Literature
Title Journal
Antimicrobial compounds from Alpinia conchigera. Journal of ethnopharmacology 20130213
Phenylpropanoids of Alpinia galanga as efflux pump inhibitors in Mycobacterium smegmatis mc² 155. Fitoterapia 20121001
Molecular and biochemical basis for stress-induced accumulation of free and bound p-coumaraldehyde in cucumber. Plant physiology 20111101
2'-Hydroxycinnamaldehyde targets low-density lipoprotein receptor-related protein-1 to inhibit lipopolysaccharide-induced microglial activation. Journal of neuroimmunology 20110101
Downregulation of cinnamyl-alcohol dehydrogenase in switchgrass by RNA silencing results in enhanced glucose release after cellulase treatment. PloS one 20110101
4'-Hydroxycinnamaldehyde from Alpinia galanga (Linn.) induces human leukemic cell apoptosis via mitochondrial and endoplasmic reticulum stress pathways. Asian Pacific journal of cancer prevention : APJCP 20110101
2'-Hydroxycinnamaldehyde shows antitumor activity against oral cancer in vitro and in vivo in a rat tumor model. Anticancer research 20100201
Structure-activity analysis of 2'-modified cinnamaldehyde analogues as potential anticancer agents. Biochemical and biophysical research communications 20091002
The effects of p-hydroxycinnamaldehyde from Alpinia galanga extracts on human chondrocytes. Phytochemistry 20090101
Apoptosis induction of 2'-hydroxycinnamaldehyde as a proteasome inhibitor is associated with ER stress and mitochondrial perturbation in cancer cells. Biochemical pharmacology 20070815
Plant cell walls are enfeebled when attempting to preserve native lignin configuration with poly-p-hydroxycinnamaldehydes: evolutionary implications. Phytochemistry 20070701
2-hydroxycinnamaldehyde inhibits SW620 colon cancer cell growth through AP-1 inactivation. Journal of pharmacological sciences 20070501
Induction of apoptotic cell death by 2'-hydroxycinnamaldehyde is involved with ERK-dependent inactivation of NF-kappaB in TNF-alpha-treated SW620 colon cancer cells. Biochemical pharmacology 20051015
Structure-activity relationships of 1'S-1'-acetoxychavicol acetate for inhibitory effect on NO production in lipopolysaccharide-activated mouse peritoneal macrophages. Bioorganic & medicinal chemistry letters 20050401
Antiallergic principles from Alpinia galanga: structural requirements of phenylpropanoids for inhibition of degranulation and release of TNF-alpha and IL-4 in RBL-2H3 cells. Bioorganic & medicinal chemistry letters 20031006
O-4-Linked coniferyl and sinapyl aldehydes in lignifying cell walls are the main targets of the Wiesner (phloroglucinol-HCl) reaction. Protoplasma 20021001
Properties