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chamazulene

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EntityQ909088· pop 17· linked from 9 articles

chamazulene

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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). It is a blue-violet derivative of azulene formed from sesquiterpene matricin after the loss of acetate, water and carbon dioxide during the steam distillation of chamomile blossoms. Oral ingestion of matricin results in chamazulene being found in blood plasma and artificial gastric fluid is able to convert matricin to chamazulene.

In the Vinony graph

Vinony's link graph records 9 inbound references to chamazulene, and connects out to aromaticity, mass density and digital object identifier.

Vinony files it under Azulenes, ECHA InfoCard ID from Wikidata and Hydrocarbons.

Vinony links it to 16 Wikipedia language editions.

Chemical data

Formula
C14H16
Molecular weight
184.28 g/mol
IUPAC name
7-ethyl-1,4-dimethylazulene
SMILES
CCC1=CC2=C(C=CC2=C(C=C1)C)C
InChIKey
GXGJIOMUZAGVEH-UHFFFAOYSA-N
XLogP
4.4
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

via ChEMBL · EBI

Wikidata facts

Mass
184.125
Show 3 more facts
chemical formula
C₁₄H₁₆
canonical SMILES
CCC1=CC2=C(C=CC2=C(C=C1)C)C
Commons category
Chamazulene
Sources (4)

via Wikidata · CC0

~1 min read

Encyclopedic overview

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Contents
  • 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). It is a blue-violet derivative of azulene formed from sesquiterpene matricin after the loss of acetate, water and carbon dioxide during the steam distillation of chamomile blossoms. Oral ingestion of matricin results in chamazulene being found in blood plasma and artificial gastric fluid is able to convert matricin to chamazulene.

thumb|500px|left|class=skin-invert-image|Degradation of matricin (1) to chamazulene (3) via chamazulene carboxylic acid (2).

Excerpted from Wikipedia’s “chamazulene” article, available under the CC BY-SA 4.0 licence.

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