CAS 528-43-8|magnolol|2-[2-hydroxy-5-(prop-2-en-1-yl)phenyl]-4-(prop-2-en-1-yl)phenol|Magnolol|2|2'-Bichavicol|5,5'-Diallyl-[1,1'-biphenyl]-2,2'-diol|Magnolol|5,5′-Diallyl-2,2′-biphenyldiol|2-[2-h...

General Information

Structure

Molecular Formula

C₁₈H₁₈O₂

Molecular Mass

266.33432

Exact Mass

266.13067982

Charge

InChI

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

InChIKey

VVOAZFWZEDHOOU-UHFFFAOYSA-N

Canonic Smiles

C=CCc1ccc(c(c1)c1cc(CC=C)ccc1O)O

Isomeric Smiles

c1(c(ccc(c1)CC=C)O)c1c(ccc(c1)CC=C)O

Calculated Properties

JChem

Acid pKa

8.690145

H Acceptors

H Donor

LogD (pH = 5.5)

5.2102036

LogD (pH = 7.4)

5.1887584

Log P

5.210482

Molar Refractivity

83.7306

Polarizability

33.158566

Polar Surface Area

40.46

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Names and Identifiers

IUPAC Traditional name

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

IUPAC name

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

Synonyms

Magnolol22'-Bichavicol5,5'-Diallyl-[1,1'-biphenyl]-2,2'-diolMagnolol5,5′-Diallyl-2,2′-biphenyldiol

Names and Identifiers

Registration numbers

CAS Number

MDL Number

PubChem SID

PubChem CID

Registration numbers

Properties

Pharmacology Properties

Mechanism of Action

Reported from in-vitro study in rat aorta to produce relaxation of vascular smooth-muscle mediated by: release of endothelium derived relaxant factor

CNS depressant with serotonergic activity

Inhibition of calcium influx through voltage gated channels

Physical Property

Apperance

Powder

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Selleck Chemicals

S2321

Research Area: Infection , Inflammation
Biological Activity:
Magnolol (2,2’-Bichavicol) is a bioactive compound found in the bark of the Houpu magnolia(Magnolia officinalis).

Sigma Aldrich

M3445

Biochem/physiol Actions
Bioactive plant component with antifungal,1 antibacterial2 and antioxidant effects.3 Magnolol also demonstrates anti-inflammatory activity by interferring with NF-κB signaling.4

Molecule Details

References

PubChem Literature

From Data Sources

• El-Feraly, F.S. et al., J. Nat. Prod., 1983, 46, 493

• Hattori, M. et al., Chem. Pharm. Bull., 1984, 32, 5010; 1986, 34, 158, (metab)

• Ho, T.I. et al., CA, 1986, 105, 152803, (synth)

• Watanabe, K. et al., Planta Med., 1983, 49, 103, (isol, pharmacol)

• Teng, C.-M. et al., Thromb. Res., 1988, 50, 757, (pharmacol)

• Wang, Y. et al., J. Chin. Chem. Soc. (Peking), 1982, 30, 215, (cryst struct)

• Kim, Y.-K. et al., Planta Med., 1996, 65, 291-292, (activity)

• Clark, A.M. et al., J. Pharm. Sci., 1981, 70, 951, (props)

• Wang, J.-P. et al., Naunyn-Schmiedeberg's Arch. Pharmacol., 1992, 346, 707, (pharmacol)

• Agharahimi, M.R. et al., J.O.C., 1995, 60, 1856, (synth, ir, pmr, cmr, ms)

• Runeberg, J. et al., Acta Chem. Scand., 1957, 11, 1060; 1958, 12, 188

• Tsai, T.-H. et al., Neurosci. Lett., 1995, 186, 49, (pharmacol)

• Tsai, T.-H. et al., Drug Metab. Dispos., 1994, 22, 518, (hplc, pharmacokinet)

References

Bioactivity

PubChem BioAssay

Bioactivity