CAS 35354-74-6|4-[2-hydroxy-5-(prop-2-en-1-yl)phenyl]-2-(prop-2-en-1-yl)phenol|Honokiol|honokiol|houpa|hnk|Honokiol|NSC 293100|5,3′-Diallyl-2,4′-dihydroxybiphenyl|2-[4-hydroxy-3-(prop-2-en-1-yl)ph...

General Information

Structure

Molecular Formula

C₁₈H₁₈O₂

Molecular Mass

266.33432

Exact Mass

266.13067982

Charge

0

InChI

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

InChIKey

FVYXIJYOAGAUQK-UHFFFAOYSA-N

Canonic Smiles

C=CCc1ccc(c(c1)c1ccc(c(c1)CC=C)O)O

Isomeric Smiles

c1(c(cc(cc1)c1cc(ccc1O)CC=C)CC=C)O

Calculated Properties

JChem

Acid pKa

8.83982

H Acceptors

2

H Donor

2

LogD (pH = 5.5)

5.2102847

LogD (pH = 7.4)

5.1949735

Log P

5.210482

Molar Refractivity

83.7306

Polarizability

33.15305

Polar Surface Area

40.46

Rotatable Bonds

5

Lipinski's Rule of Five

false

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

IUPAC Traditional name

honokiol 4-[2-hydroxy-5-(prop-2-en-1-yl)phenyl]-2-(prop-2-en-1-yl)phenol

Synonyms

HonokiolhoupahnkNSC 293100Honokiol5,3′-Diallyl-2,4′-dihydroxybiphenyl3',5-diallyl-[1,1'-biphenyl]-2,4'-diol3',3'-Diallyl-4,6'-dihydroxybiphenyl

IUPAC name

4-[2-hydroxy-5-(prop-2-en-1-yl)phenyl]-2-(prop-2-en-1-yl)phenol 2-[4-hydroxy-3-(prop-2-en-1-yl)phenyl]-4-(prop-2-en-1-yl)phenol

Names and Identifiers

Registration numbers

CAS Number

PubChem CID

PubChem SID

CHEMBL

KEGG ID

Wikipedia Title

Chemspider ID

MDL Number

Registration numbers

Properties

Physical Property

Apperance

White solid

powder

Powder

Solubility

sparingly (25 °C)

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Selleck Chemicals

S2310

Research Area: Neurological Disease
Biological Activity:
Honokiol is a biphenolic compound present in the cones, bark, and leaves of Magnolia grandifloris. It inhibits phosphorylation of Akt, p44/42 mitogen-activated protein kinase (MAPK), and src. Additionally, honokiol modulates the nuclear factor kappa B (NF-κB) activation pathway, an upstream effector of vascular endothelial growth factor (VEGF), cyclooxygenase 2 (COX-2), and MCL1, all significant pro-angiogenic and survival factors. Honokiol induces caspase-dependent apoptosis in a TRAIL-mediated manner, and potentiates the pro-apoptotic effects of doxorubicin and other etoposides. Honokiol has been shown to promote neurite outgrowth and have neuroprotective effects in rat cortical neurons. [1]

Wikipedia

Honokiol

Sigma Aldrich

H4914

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

Molecule Details

References

PubChem Literature

From Data Sources

• http://en.wikipedia.org/wiki/Honokiol

References

Bioactivity