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68592-15-4

68592-15-4 | 4'-Methoxy-3',5-di-2-propen-1-yl[1,1'-biphenyl]-2-ol

CAS No: 68592-15-4 Catalog No: AG0036QD MDL No:

Product Description

Catalog Number:
AG0036QD
Chemical Name:
4'-Methoxy-3',5-di-2-propen-1-yl[1,1'-biphenyl]-2-ol
CAS Number:
68592-15-4
Molecular Formula:
C19H20O2
Molecular Weight:
280.3609
IUPAC Name:
2-(4-methoxy-3-prop-2-enylphenyl)-4-prop-2-enylphenol
InChI:
InChI=1S/C19H20O2/c1-4-6-14-8-10-18(20)17(12-14)15-9-11-19(21-3)16(13-15)7-5-2/h4-5,8-13,20H,1-2,6-7H2,3H3
InChI Key:
OQFHJKZVOALSPV-UHFFFAOYSA-N
SMILES:
C=CCc1ccc(c(c1)c1ccc(c(c1)CC=C)OC)O
NSC Number:
293101

Properties

Complexity:
339  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
280.146g/mol
Formal Charge:
0
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
280.367g/mol
Monoisotopic Mass:
280.146g/mol
Rotatable Bond Count:
6  
Topological Polar Surface Area:
29.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
5.3  

Literature

Title Journal
Modulation of P-glycoprotein expression by honokiol, magnolol and 4-O-methylhonokiol, the bioactive components of Magnolia officinalis. Anticancer research 20121001
4-O-methylhonokiol inhibits colon tumor growth via p21-mediated suppression of NF-κB activity. The Journal of nutritional biochemistry 20120701
In vitro growth inhibition of human cancer cells by novel honokiol analogs. Bioorganic & medicinal chemistry 20120515
Design and synthesis of 4-O-methylhonokiol analogs as inhibitors of cyclooxygenase-2 (COX-2) and PGF₁ production. Bioorganic & medicinal chemistry 20120501
4-O-methylhonokiol prevents memory impairment in the Tg2576 transgenic mice model of Alzheimer's disease via regulation of β-secretase activity. Journal of Alzheimer's disease : JAD 20120101
Inhibitory effect of 4-O-methylhonokiol on lipopolysaccharide-induced neuroinflammation, amyloidogenesis and memory impairment via inhibition of nuclear factor-kappaB in vitro and in vivo models. Journal of neuroinflammation 20120101
Structural modification of honokiol, a biphenyl occurring in Magnolia officinalis: the evaluation of honokiol analogues as inhibitors of angiogenesis and for their cytotoxicity and structure-activity relationship. Journal of medicinal chemistry 20111013
Mechanisms of osteoclastogenesis inhibition by a novel class of biphenyl-type cannabinoid CB(2) receptor inverse agonists. Chemistry & biology 20110826
Modulation of GABAA-receptors by honokiol and derivatives: subtype selectivity and structure-activity relationship. Journal of medicinal chemistry 20110811
4-O-methylhonokiol attenuated β-amyloid-induced memory impairment through reduction of oxidative damages via inactivation of p38 MAP kinase. The Journal of nutritional biochemistry 20110501
4-O-Methylhonokiol attenuates memory impairment in presenilin 2 mutant mice through reduction of oxidative damage and inactivation of astrocytes and the ERK pathway. Free radical biology & medicine 20110101
Anxiolytic-like effects of 4-O-methylhonokiol isolated from Magnolia officinalis through enhancement of GABAergic transmission and chloride influx. Journal of medicinal food 20110101
4-O-methylhonokiol attenuated memory impairment through modulation of oxidative damage of enzymes involving amyloid-β generation and accumulation in a mouse model of Alzheimer's disease. Journal of Alzheimer's disease : JAD 20110101
The hair growth promoting effect of 4-O-methylhonokiol. European journal of dermatology : EJD 20110101
Inhibitory effect of ethanol extract of Magnolia officinalis and 4-O-methylhonokiol on memory impairment and neuronal toxicity induced by beta-amyloid. Pharmacology, biochemistry, and behavior 20100301
Neurite outgrowth effect of 4-O-methylhonokiol by induction of neurotrophic factors through ERK activation. Neurochemical research 20091201
Anti-inflammatory effect of 4-O-methylhonokiol, compound isolated from Magnolia officinalis through inhibition of NF-kappaB [corrected]. Chemico-biological interactions 20090814
Protective effect of the ethanol extract of Magnolia officinalis and 4-O-methylhonokiol on scopolamine-induced memory impairment and the inhibition of acetylcholinesterase activity. Journal of natural medicines 20090701
Design and synthesis of ten biphenyl-neolignan derivatives and their in vitro inhibitory potency against cyclooxygenase-1/2 activity and 5-lipoxygenase-mediated LTB4-formation. Bioorganic & medicinal chemistry 20090701
Cytotoxic lignans from the stem bark of Magnolia officinalis. Journal of natural products 20071001
Efficient synthesis and structure-activity relationship of honokiol, a neurotrophic biphenyl-type neolignan. Bioorganic & medicinal chemistry letters 20040517

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