Structure via PubChem · Public domain (PubChem)
guaiazulene
Sign in to saveAlso known as 1,4-Dimethyl-7-isopropylazulene, 3,8-dimethyl-5-(2-propyl)azulene, 1,4-dimethyl-7-(1-methylethyl)azulene, 7-isopropyl-1,4-dimethylazulene, Kessazulen, 1,4-Dimethyl-7-isopropylazulene (JAN), 7-Isopropyl-1,4-dimethyl-Azulene, Silazulon
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.
In the Vinony graph
Vinony's link graph records 11 inbound references to guaiazulene, and connects out to mass density, hydrocarbon and digital object identifier.
It is catalogued under topics including Azulenes, Cosmetics chemicals and ECHA InfoCard ID from Wikidata.
Vinony links it to 18 Wikipedia language editions.
Chemical data
- Formula
- C15H18
- Molecular weight
- 198.3 g/mol
- IUPAC name
- 1,4-dimethyl-7-propan-2-ylazulene
- SMILES
- CC1=C2C=CC(=C2C=C(C=C1)C(C)C)C
- InChIKey
- FWKQNCXZGNBPFD-UHFFFAOYSA-N
- XLogP
- 4.8
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
- Indications
- eye disease
via ChEMBL · EBI
Wikidata facts
- Mass
- 198.141
Show 3 more facts
- canonical SMILES
- CC1=C2C=CC(=C2C=C(C=C1)C(C)C)C
- chemical formula
- C₁₅H₁₈
- melting point
- 32.0
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- Applications
- References
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.
==Applications== thumb|left|upright=1.1|The blue color of the mushroom Lactarius indigo is due to the guaiazulene derivative (7-isopropenyl-4-methylazulen-1-yl)methyl stearate. alt=Guaiazulene solution|thumb|upright=0.8|Guaiazulene solution in DMSO with hydroquinone added as an antioxidant Guaiazulene is an U.S. FDA-approved cosmetic color additive. It – or its 3-sulfonate – is a component of some skin care products together with other skin soothing compounds such as allantoin.
Excerpted from Wikipedia’s “guaiazulene” article, available under the CC BY-SA 4.0 licence.