CHAMAZULENE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H16
Molecular Weight	184.2768
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCC1=CC2=C(C)C=CC2=C(C)C=C1

InChI

InChIKey=GXGJIOMUZAGVEH-UHFFFAOYSA-N

InChI=1S/C14H16/c1-4-12-7-5-10(2)13-8-6-11(3)14(13)9-12/h5-9H,4H2,1-3H3

HIDE SMILES / InChI

Molecular Formula	C14H16
Molecular Weight	184.2768
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Absolute stereochemistry of guaianolides, of matricin and its epimers, of yarrow proazulenes, and of chamazulene carboxylic acid.	2001 Jul	11400185
In vitro study on the transfer of volatile oil components.	2001 Mar	11248503
Antifungal activity of the essential oil of flowerheads of garland chrysanthemum (Chrysanthemum coronarium) against agricultural pathogens.	2001 May	11336267
Synthesis of new azulene derivatives and study of their effect on lipid peroxidation and lipoxygenase activity.	2002 Jul	12130848
Inhibitory effect of chamomile essential oil on the sister chromatid exchanges induced by daunorubicin and methyl methanesulfonate in mouse bone marrow.	2002 Sep 5	12243869
[Pharmacognostic research of some species of Achillea. Note 1. Volatile oils analysis].	2003 Jan-Mar	14755993
Effect of magnesium on essential oil formation of genetically transformed and non-transformed chamomile cultures.	2004 Dec	15637231
New terpenoids in cultivated and wild chamomile (in vivo and in vitro).	2004 Feb 5	14698259
Smooth muscle relaxant action of benzyl benzoates and salicylic acid derivatives from Brickellia veronicaefolia on isolated guinea-pig ileum.	2005 Apr	15856407
Screening of chemical composition and antifungal and antioxidant activities of the essential oils from three Turkish artemisia species.	2005 Mar 9	15740015
Qualitative and quantitative analysis of the active components of the essential oil from Brickellia veronicaefolia by nuclear magnetic resonance spectroscopy.	2006 Aug	16933870
Inhibitory effects of the essential oil of chamomile (Matricaria recutita L.) and its major constituents on human cytochrome P450 enzymes.	2006 Jan 18	16137701
A review of the bioactivity and potential health benefits of chamomile tea (Matricaria recutita L.).	2006 Jul	16628544
Comparative analysis of the oil and supercritical CO(2) extract of Artemisia arborescens L. and Helichrysum splendidum (Thunb.) Less.	2006 May 10	16644539
Determination of chamazulene carboxylic acid in serum by high-performance liquid chromatography. Development and validation.	2006 Nov 10	16942774
Phytochemical analysis of the essential oil of Achillea millefolium L. from various European Countries.	2006 Oct	17127661
SLN as a topical delivery system for Artemisia arborescens essential oil: in vitro antiviral activity and skin permeation study.	2007	18019840
Chemical composition and antibacterial activity of essential oil from Artemisia feddei.	2007 Dec	18167456
Trypanosoma cruzi: activity of essential oils from Achillea millefolium L., Syzygium aromaticum L. and Ocimum basilicum L. on epimastigotes and trypomastigotes.	2007 Jul	17349626
Antioxidant activities of uyaku (lindera strychnifolia) leaf extract: a natural extract used in traditional medicine.	2007 Sep	18193108
Induction of mitochondrial-dependent apoptosis by an essential oil from Tanacetum gracile.	2008 Apr	18401843
Genotoxicity of Achillea millefolium essential oil in diploid cells of Aspergillus nidulans.	2009 Feb	18803228
Content and composition of the essential oil of Chamomilla recutita (L.) Rauschert from some European countries.	2010	20013472
Variability of the essential oil content and composition of chamomile (Matricaria recutita L.) affected by weather conditions.	2010 Mar	20420329
Effect of Matricaria chamomilla L. flower essential oil on the growth and ultrastructure of Aspergillus niger van Tieghem.	2010 May 15	20385420
Antigenotoxic effect of Chamomilla recutita (L.) Rauschert essential oil in mouse spermatogonial cells, and determination of its antioxidant capacity in vitro.	2010 Sep 30	21152302

Substance Class	Chemical Created by `admin` on `Fri Dec 15 14:58:50 GMT 2023` Edited by `admin` on `Fri Dec 15 14:58:50 GMT 2023`
Record UNII	Z439UH6E5F
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CHAMAZULENE

Official Name

English

1,4-DIMETHYL-7-ETHYLAZULENE

Systematic Name

English

CHAMAZULENE (CONSTITUENT OF CHAMOMILE) [DSC]

Common Name

English

AZULENE, 7-ETHYL-1,4-DIMETHYL-

Systematic Name

English

CHAMAZULENE [INCI]

Common Name

English

BA-2784

Code

English

DIMETHULEN

Common Name

English

CAMAZULENE

Common Name

English

CHAMAZULENE [MI]

Common Name

English

DIMETHULENE

Common Name

English

Chamazulene [WHO-DD]

Common Name

English

7-ETHYL-1,4-DIMETHYLAZULENE

Systematic Name

English

CHAMAZULEN

Common Name

English

Code System Code Type Description

FDA UNII

Z439UH6E5F