Chamazulene

Chamazulene
Names
	Preferred IUPAC name 7-Ethyl-1,4-dimethylazulene
	Other names 1,4-Dimethyl-7-ethylazulene; Ba 2784; Camazulene; Chamazulen; Dimethulen; Dimethulene
Identifiers
CAS Number	529-05-5 ;
3D model (JSmol)	Interactive image;
ChemSpider	10268;
ECHA InfoCard	100.007.682
PubChem CID	10719;
UNII	Z439UH6E5F ;
CompTox Dashboard (EPA)	DTXSID70200939 ;
	InChI InChI=1S/C14H16/c1-4-12-7-5-10(2)13-8-6-11(3)14(13)9-12/h5-9H,4H2,1-3H3 Key: GXGJIOMUZAGVEH-UHFFFAOYSA-N; InChI=1/C14H16/c1-4-12-7-5-10(2)13-8-6-11(3)14(13)9-12/h5-9H,4H2,1-3H3 Key: GXGJIOMUZAGVEH-UHFFFAOYAM;
	SMILES c1(ccc(c2ccc(c2c1)C)C)CC;
Properties
Chemical formula	C14H16
Molar mass	184.282 g·mol−1
Appearance	Blue oil
Density	0.9883 (at 20 °C)
Boiling point	161 °C (322 °F; 434 K) (at 12 mmHg)
Hazards
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	3 g/kg (i.m., mouse)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chamazulene is an aromatic chemical compound with the molecular formula C₁₄H₁₆ found in a variety of plants including in chamomile (Matricaria chamomilla), wormwood (Artemisia absinthium), and yarrow (Achillea millefolium).^[1] It is a blue-violet derivative of azulene which is biosynthesized from the sesquiterpene matricin.^[2]

Chamazulene has anti-inflammatory properties in vivo and inhibits the CYP1A2 enzyme.^[2]

References

Names

Preferred IUPAC name 7-Ethyl-1,4-dimethylazulene
Other names 1,4-Dimethyl-7-ethylazulene; Ba 2784; Camazulene; Chamazulen; Dimethulen; Dimethulene
Identifiers
CAS Number	529-05-5^Y
3D model (JSmol)	Interactive image
ChemSpider	10268
ECHA InfoCard	100.007.682
PubChem CID	10719
UNII	Z439UH6E5F^Y
CompTox Dashboard (EPA)	DTXSID70200939
InChI InChI=1S/C14H16/c1-4-12-7-5-10(2)13-8-6-11(3)14(13)9-12/h5-9H,4H2,1-3H3 Key: GXGJIOMUZAGVEH-UHFFFAOYSA-N InChI=1/C14H16/c1-4-12-7-5-10(2)13-8-6-11(3)14(13)9-12/h5-9H,4H2,1-3H3 Key: GXGJIOMUZAGVEH-UHFFFAOYAM
SMILES c1(ccc(c2ccc(c2c1)C)C)CC
Properties
Chemical formula	C₁₄H₁₆
Molar mass	184.282 g·mol⁻¹
Appearance	Blue oil^[1]
Density	0.9883 (at 20 °C)^[1]
Boiling point	161 °C (322 °F; 434 K) (at 12 mmHg)^[1]
Hazards
Lethal dose or concentration (LD, LC):
LD₅₀ (median dose)	3 g/kg (i.m., mouse)^[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references