Skip to Content
Merck
CN

77347

Matricin

analytical standard

Synonym(s):

(3S,3aR,4S,9R,9aS,9bS)-4-(Acetyloxy)-3a,4,5,9,9a,9b-hexahydro-9-hydroxy-3,6,9-trimethylazuleno[4,5-b]furan-2(3H)-one, Proazulene

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C17H22O5
CAS Number:
29041-35-8
Molecular Weight:
306.35
UNSPSC Code:
85151701
PubChem Substance ID:
329767620
EC Number:
249-384-3
MDL number:
MFCD08460273

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

InChI key

SYTRJRUSWMMZLV-VQGWEXQJSA-N

InChI

1S/C17H22O5/c1-8-7-12(21-10(3)18)13-9(2)16(19)22-15(13)14-11(8)5-6-17(14,4)20/h5-6,9,12-15,20H,7H2,1-4H3/t9-,12-,13+,14-,15-,17+/m0/s1

SMILES string

C[C@H]1[C@@H]2[C@H](CC(C)=C3C=C[C@@](C)(O)[C@@H]3[C@H]2OC1=O)OC(C)=O

grade

analytical standard

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

storage temp.

2-8°C

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCBD4718V
BCBD4718

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

S Goeters et al.
Planta medica, 67(3), 292-294 (2001-05-11)
The assignment of the absolute configuration of matricin rests on indirect evidence. On the basis of synthetic, NMR and CD studies with its decomposition product, chamazulene carboxylic acid, we were able to firmly establish the accepted 3S,3aR,4S,9R,9aS,9bS configuration of matricin.
C S Kaiser et al.
Phytochemical analysis : PCA, 15(4), 249-256 (2004-08-18)
The extraction of chamomile flowers using supercritical carbon dioxide was investigated with respect to extraction efficiency and compared with solvent extraction. The stability of matricine, a sensitive constituent of the essential oil of chamomile, in these extracts was studied during
H Safayhi et al.
Planta medica, 60(5), 410-413 (1994-10-01)
Matricine and its transformation product chamazulene are constituents of chamomile extracts. Both have been demonstrated to exert anti-inflammatory activity in vivo. Since preparations from chamomile are used for the treatment of inflammatory skin and bowel diseases, we studied the effects
[Pharmacologic studies on chamomile compounds. VI. Studies on the antiphlogistic effect of chamazulene and matricine].
V Jakovlev et al.
Planta medica, 49(2), 67-73 (1983-10-01)
P Imming et al.
Chirality, 13(7), 337-341 (2001-06-16)
Known determinations of the absolute configuration of guaianolides were collected and found to be few. The absolute configurations of guaianolides rest on the assumption that 7-H always has alpha-orientation. For matricin, only the relative configuration was determined. On the basis
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service