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77347

Supelco

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

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About This Item

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

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

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

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

InChI key

SYTRJRUSWMMZLV-VQGWEXQJSA-N

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCBD4718V
BCBD4718

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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
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.
[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
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
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