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35417

Supelco

Paxilline solution

100 μg/mL in acetonitrile, analytical standard

Synonym(s):

(2R,4bS,6aS,12bS,12cR,14aS)-4b-Hydroxy-2-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-5,6,6a,7,12,12b,12c,13,14,14a-decahydro-2H-chromeno[5′,6′:6,7]indeno[1,2-b]indol-3(4bH)-one solution

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About This Item

Empirical Formula (Hill Notation):
C27H33NO4
CAS Number:
57186-25-1
Molecular Weight:
435.56
EC Number:
200-835-2
MDL number:
MFCD00083464
UNSPSC Code:
85151701
PubChem Substance ID:
329755167

grade

analytical standard

Quality Level

100

shelf life

limited shelf life, expiry date on the label

concentration

100 μg/mL in acetonitrile

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

single component solution

storage temp.

−20°C

SMILES string

CC(C)(O)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O)(CC[C@H]4Cc5c([nH]c6ccccc56)[C@]34C)C2=CC1=O

InChI

1S/C27H33NO4/c1-24(2,30)23-20(29)14-18-21(32-23)10-11-25(3)26(4)15(9-12-27(18,25)31)13-17-16-7-5-6-8-19(16)28-22(17)26/h5-8,14-15,21,23,28,30-31H,9-13H2,1-4H3/t15-,21-,23-,25+,26+,27+/m0/s1

InChI key

ACNHBCIZLNNLRS-UBGQALKQSA-N

Application

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

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

35.6 °F - closed cup

flash_point_c

2.0 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
BCBV0467

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Koichi Tagami et al.
Journal of the American Chemical Society, 135(4), 1260-1263 (2013-01-15)
Indole-diterpenes represented by paxilline share a common pentacyclic core skeleton derived from indole and geranylgeranyl diphosphate. To shed light on the detailed biosynthetic mechanism of the paspaline-type hexacyclic skeleton, we examined the reconstitution of paxilline biosynthetic machinery in Aspergillus oryzae
Wendy L Imlach et al.
Toxicon : official journal of the International Society on Toxinology, 57(5), 686-694 (2011-02-09)
The aim of this study was to compare the mode of action of the commonly used BK inhibitor paxilline with that of the more recently discovered lolitrem B. Similarities and differences in characteristics of inhibition between the two compounds were
Richard C Gerkin et al.
Journal of clinical neurophysiology : official publication of the American Electroencephalographic Society, 27(6), 425-432 (2010-12-04)
In the neocortex, neurons participate in epochs of elevated activity, or Up states, during periods of quiescent wakefulness, slow-wave sleep, and general anesthesia. The regulation of firing during and between Up states is of great interest because it can reflect
Juan Juan Ji et al.
PloS one, 7(12), e52148-e52148 (2013-01-04)
Whether large conductance Ca(2+)-activated potassium (BK) channels are present in the substantia nigra pars reticulata (SNr) is a matter of debate. Using the patch-clamp technique, we examined the functional expression of BK channels in neurons of the SNr and showed
You Jung Kang et al.
Experimental & molecular medicine, 43(1), 24-34 (2010-12-15)
Tumor necrosis factor-related apoptosis-induced ligand (TRAIL) induces apoptosis selectively in cancer cells while sparing normal cells. However, many cancer cells are resistant to TRAIL-induced cell death. Here, we report that paxilline, an indole alkaloid from Penicillium paxilli, can sensitize various
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