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Guaiazulene

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Guaiazulene is a widely used ingredient in cosmetics, personal care, and skincare formulations. Depending on its function, it may serve as a moisturizer, preservative, emulsifier, or active ingredient to enhance the overall effectiveness and performance of a product.

Guaiazulene (Wikipedia)

Guaiazulene, also azulon or 1,4-dimethyl-7-isopropylazulene, is a dark blue crystalline hydrocarbon. A derivative of azulene, guaiazulene is a bicyclic sesquiterpene that is a constituent of some essential oils, mainly oil of guaiac and chamomile oil, which also serve as its commercial sources. Various soft corals also contain guaiazulene as a principal pigment. Its low melting point makes guaiazulene difficult to handle, in contrast to the crystalline nature of the parent azulene. The electronic structure (and colors) of guaiazulene and azulene are very similar.

Guaiazulene
Guaiazulene
Guaiazulene
Names
Preferred IUPAC name
1,4-Dimethyl-7-(propan-2-yl)azulene
Identifiers
3D model (JSmol)
1365001
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.007.002 Edit this at Wikidata
EC Number
  • 207-701-2
KEGG
UNII
  • InChI=1S/C15H18/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h5-10H,1-4H3 checkY
    Key: FWKQNCXZGNBPFD-UHFFFAOYSA-N checkY
  • InChI=1/C15H18/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h5-10H,1-4H3
    Key: FWKQNCXZGNBPFD-UHFFFAOYAG
  • CC1=C2C=CC(=C2C=C(C=C1)C(C)C)C
Properties
C15H18
Molar mass 198.309 g·mol−1
Density 0.976 g/cm3
Melting point 31 to 33 °C (88 to 91 °F; 304 to 306 K)
Boiling point 153 °C (307 °F; 426 K) (7 mm Hg)
Pharmacology
S01XA01 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Guaiazulene solution
Guaiazulene solution in DMSO with hydroquinone added as an antioxidant
The blue color of the mushroom Lactarius indigo is due to the guaiazulene derivative (7-isopropenyl-4-methylazulen-1-yl)methyl stearate.
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