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Key Documents

H4914

Sigma-Aldrich

Honokiol

≥98% (HPLC), powder

Synonym(s):

5,3′-Diallyl-2,4′-dihydroxybiphenyl, NSC 293100

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About This Item

Empirical Formula (Hill Notation):
C18H18O2
CAS Number:
Molecular Weight:
266.33
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

solubility

DMSO: 36 mg/mL

antibiotic activity spectrum

Gram-positive bacteria
neoplastics

Mode of action

DNA synthesis | interferes

storage temp.

2-8°C

SMILES string

Oc1ccc(cc1CC=C)-c2cc(CC=C)ccc2O

InChI

1S/C18H18O2/c1-3-5-13-7-9-18(20)16(11-13)14-8-10-17(19)15(12-14)6-4-2/h3-4,7-12,19-20H,1-2,5-6H2

InChI key

FVYXIJYOAGAUQK-UHFFFAOYSA-N

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General description

Honokiol exhibits analgesic, antithrombotic, antispasmodic, antidepressant, antimicrobial and neuroprotective effects. It regulates gamma-aminobutyric acid (GABA) A receptors. Honokiol is associated with an increased risk of bleeding. It prevents platelet aggregation, protects myocardium from ischemic damage and inhibits ventricular arrhythmia.

Application

Honokiol has been used:
  • to study its effects on plasmid hSirt3102-399 deacetylation activity
  • as an antioxidant to study its cytoprotective role in human ovarian cancer cells (SKOV-3) and Chinese hamster ovary cells (CHOK1)
  • to explore its effects on oxidative stress and mitochondrial dysfunction via a sirt3-dependent manner
  • for intracerebroventricular (ICV) cannulation

Biochem/physiol Actions

Honokiol is a natural biphenyl neolignan from magnolia extract. It is antiangiogenic, antitumor, and anxiolytic.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictograms

CorrosionEnvironment

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Chronic 2 - Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Atanas G Atanasov et al.
Biochimica et biophysica acta, 1830(10), 4813-4819 (2013-07-03)
Peroxisome proliferator-activated receptor gamma (PPARγ) agonists are clinically used to counteract hyperglycemia. However, so far experienced unwanted side effects, such as weight gain, promote the search for new PPARγ activators. We used a combination of in silico, in vitro, cell-based
The natural products magnolol and honokiol are positive allosteric modulators of both synaptic and extra-synaptic GABAA receptors
Alexeev M, et al.
Neuropharmacology, 62(8), 2507-2514 (2012)
Mitochondrial dynamics mediated by mitofusin 1 is required for POMC neuron glucose-sensing and insulin release control
Ramirez S, et al.
Cell Metabolism, 25(6), 1390-1399 (2017)
The role of phospholipase D in modulating the MTOR signaling pathway in polycystic kidney disease
Liu Y, et al.
PLoS ONE, 8(8), e73173-e73173 (2013)
Sirt3 ameliorates oxidative stress and mitochondrial dysfunction after intracerebral hemorrhage in diabetic rats
Zheng J, et al.
Frontiers in Neuroscience, 12, 526376-526376 (2018)

Articles

Chronic inflammation is an underlying factor in the development and progression of many of the chronic diseases of aging, such as arthritis, atherosclerosis, diabetes, and cancer.

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n proliferating cells, the cell cycle consists of four phases. Gap 1 (G1) is the interval between mitosis and DNA replication that is characterized by cell growth. Replication of DNA occurs during the synthesis (S) phase, which is followed by a second gap phase (G2) during which growth and preparation for cell division occurs. Together, these three stages comprise the interphase phase of the cell cycle. Interphase is followed by the mitotic (M) phase.

Apoptosis, or programmed cell death (PCD), is a selective process for the removal of unnecessary, infected or transformed cells in various biological systems. As it plays a role in the homeostasis of multicellular organisms, apoptosis is tightly regulated through two principal pathways by a number of regulatory and effector molecules.

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