CAS 489-84-9|1,4-Dimethyl-7-isopropylazulene|guaiazulene|Guaiazulene|1,4-Dimethyl-7-(prop-2-yl)azulene|1,4-dimethyl-7-(propan-2-yl)azulene|7-isopropyl-1,4-dimethylazulene|愈创奥|Guaiazulene|1,4-Dime...

General Information

Structure

Molecular Formula

C₁₅H₁₈

Molecular Mass

198.30342

Exact Mass

198.14085058

Charge

InChI

InChI=1S/C15H18/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h5-10H,1-4H3

InChIKey

FWKQNCXZGNBPFD-UHFFFAOYSA-N

Canonic Smiles

CC(c1ccc(c2c(c1)c(C)cc2)C)C

Isomeric Smiles

Cc1c2c(c(ccc(c2)C(C)C)C)cc1

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

5.2345743

LogD (pH = 7.4)

5.2345743

Log P

5.2345743

Molar Refractivity

66.7814

Polarizability

27.009663

Polar Surface Area

0.0

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Names and Identifiers

Synonyms

1,4-Dimethyl-7-isopropylazuleneGuaiazulene1,4-Dimethyl-7-(prop-2-yl)azulene7-isopropyl-1,4-dimethylazulene愈创奥Guaiazulene1,4-Dimethyl-7-isopropylazulene1,4-二甲基-7-异丙基薁KessazuleneAzunolAzulonS - GuaiazuleneEucazuleneGUAIAZULENE

IUPAC Traditional name

guaiazulene 1,4-dimethyl-7-(propan-2-yl)azulene

IUPAC name

1,4-dimethyl-7-(propan-2-yl)azulene

Names and Identifiers

Registration numbers

CAS Number

MDL Number

PubChem CID

Chemspider ID

Wikipedia Title

Unique Ingredient Identifier

CHEBI ID

KEGG ID

EC Number

Merck Index

Beilstein Number

PubChem SID

Registration numbers

Properties

Pharmacology Properties

Mechanism of Action

Antioxidant

Inhibits lipid peroxidation

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

MP Biomedicals

02157281

(1,4-Dimethyl-7-isopropylazulene)

05203548

MP Biomedicals Rare Chemical collection

Wikipedia

Guaiazulene

Sigma Aldrich

G11004

Packaging
10, 25 g in glass bottle

Molecule Details

References

PubChem Literature

From Data Sources

• Plattner, P.A. et al., Helv. Chim. Acta, 1949, 32, 2137; 2452, (synth)

• Herz, A., Arzneim.-Forsch., 1953, 3, 253, (pharmacol)

• Caujolle, F. et al., Ann. Pharm. Fr., 1952, 10, 412, (pharmacol)

• Aldrich Library of FT-IR Spectra: Vapor Phase, 1989, 3, 877B, (ir)

• Sorm, F. et al., Coll. Czech. Chem. Comm., 1951, 16, 168; 626, (isol, synth)

• Hoffmann, W. et al., Tet. Lett., 1975, 533, (synth)

• Mukherjee, D. et al., J.A.C.S., 1979, 101, 251, (synth)

• Fusetani, N. et al., Experientia, 1981, 37, 680, (isol)

• Llinas, J.R. et al., Can. J. Chem., 1975, 53, 2911, (pmr, cmr)

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 1, 955D, (ir)

• Jacob, T.M. et al., Tetrahedron, 1964, 20, 2821, (uv, synth)

• Li, M.K.W. et al., Tet. Lett., 1984, 25, 587, (derivs)

• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 2, 40B, (nmr)

• Vidal-Ollivier, E. et al., J. Chromatogr., 1989, 463, 227, (hplc)

• Kourounakis, A.P. et al., Arch. Pharm. (Weinheim, Ger.), 1997, 330, 7, (pharmacol)

• Martindale, The Extra Pharmacopoeia, 31st edn., Pharmaceutical Press, 1996, 1688

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, DSJ800

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC Traditional name

guaiazulene 1,4-dimethyl-7-(propan-2-yl)azulene

IUPAC name

1,4-dimethyl-7-(propan-2-yl)azulene

Registration numbers

CAS Number

MDL Number

PubChem CID

Chemspider ID

Wikipedia Title

Unique Ingredient Identifier

CHEBI ID

KEGG ID

EC Number

Merck Index

Beilstein Number

PubChem SID

Molecule Details

(1,4-Dimethyl-7-isopropylazulene)

05203548

MP Biomedicals Rare Chemical collection

Wikipedia

Guaiazulene

Sigma Aldrich

G11004

Packaging
10, 25 g in glass bottle

References

PubChem Literature

From Data Sources

• Plattner, P.A. et al., Helv. Chim. Acta, 1949, 32, 2137; 2452, (synth)

• Herz, A., Arzneim.-Forsch., 1953, 3, 253, (pharmacol)

• Caujolle, F. et al., Ann. Pharm. Fr., 1952, 10, 412, (pharmacol)

• Aldrich Library of FT-IR Spectra: Vapor Phase, 1989, 3, 877B, (ir)

• Sorm, F. et al., Coll. Czech. Chem. Comm., 1951, 16, 168; 626, (isol, synth)

• Hoffmann, W. et al., Tet. Lett., 1975, 533, (synth)

• Mukherjee, D. et al., J.A.C.S., 1979, 101, 251, (synth)

• Fusetani, N. et al., Experientia, 1981, 37, 680, (isol)

• Llinas, J.R. et al., Can. J. Chem., 1975, 53, 2911, (pmr, cmr)

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 1, 955D, (ir)

• Jacob, T.M. et al., Tetrahedron, 1964, 20, 2821, (uv, synth)

• Li, M.K.W. et al., Tet. Lett., 1984, 25, 587, (derivs)

• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 2, 40B, (nmr)

• Vidal-Ollivier, E. et al., J. Chromatogr., 1989, 463, 227, (hplc)

• Kourounakis, A.P. et al., Arch. Pharm. (Weinheim, Ger.), 1997, 330, 7, (pharmacol)

• Martindale, The Extra Pharmacopoeia, 31st edn., Pharmaceutical Press, 1996, 1688

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, DSJ800

Bioactivity

PubChem BioAssay

Properties

Pharmacology Properties

Mechanism of Action

Antioxidant

Inhibits lipid peroxidation

Molecule

ID:85834