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32328

Supelco

Retronecine

analytical standard

Synonym(s):

(1R,7aR)-2,3,5,7a-Tetrahydro-1-hydroxy-1H-pyrrolizine-7-methanol

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About This Item

Empirical Formula (Hill Notation):
C8H13NO2
CAS Number:
480-85-3
Molecular Weight:
155.19
MDL number:
MFCD01684783
UNSPSC Code:
85151701
PubChem Substance ID:
329754139
NACRES:
NA.24

grade

analytical standard

Quality Level

100

shelf life

limited shelf life, expiry date on the label

storage condition

under inert gas

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

format

neat

storage temp.

2-8°C

SMILES string

[H][C@@]1([C@H](O)CC2)N2CC=C1CO

InChI

1S/C8H13NO2/c10-5-6-1-3-9-4-2-7(11)8(6)9/h1,7-8,10-11H,2-5H2/t7-,8-/m1/s1

InChI key

HJSJELVDQOXCHO-HTQZYQBOSA-N

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Application

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

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

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
BCCB7339
BCBT6419
SZBF236XV
SZBE021XV

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Reactions of iminium ions with Michael acceptors through a Morita-Baylis-Hillman-type reaction: enantiocontrol and applications in synthesis.
Eddie L Myers et al.
Angewandte Chemie (International ed. in English), 46(11), 1893-1896 (2007-02-06)
Yan Zhou et al.
Analytica chimica acta, 681(1-2), 33-40 (2010-11-03)
A rapid, but sensitive and selective method for simultaneous screening and quantification of toxic pyrrolizidine alkaloids (PAs) by ultra performance liquid-chromatography (UPLC) coupled with tandem mass spectrometry (MS/MS) on a tandem quadrupole mass spectrometer (TQ-MS) is described. This was accomplished
John A Edgar et al.
Journal of chemical ecology, 33(12), 2266-2280 (2007-11-22)
Many pyrrolizidine alkaloid (PA)-adapted insects convert PAs sequestered from their larval host plants into "insect-PAs" in which the acid components of the alkaloids are replaced by small, branched aliphatic 2-hydroxy acids of insect origin. It has been proposed that insect-PAs
L H Zalkow et al.
Journal of medicinal chemistry, 31(8), 1520-1526 (1988-08-01)
The C-9 and C-7 monoesters and C-7, C-9 diesters of heliotridine with (S)-(+) and (R)-(-)-2-hydroxy-2-phenylbutyric acid were prepared, converted into their N-oxides, and compared with the corresponding C-9 monoesters of retronecine in the in vivo P388 lymphocytic leukemia screen. Relative
Y Yang et al.
Chemical research in toxicology, 14(1), 91-100 (2001-02-15)
Pyrrolizidine alkaloids are naturally occurring genotoxic chemicals produced by a large number of plants. Metabolism of pyrrolizidine alkaloids in vivo and in vitro generates dehydroretronecine (DHR) as a common reactive metabolite. In this study, we report the development of a
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