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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:
Molecular Weight:
155.19
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Fang Zhang et al.
Analytica chimica acta, 605(1), 94-101 (2007-11-21)
Pyrrolizidine alkaloids (PAs) are alkaloids which typically contain a necine (7-hydroxy-1-hydroxymethyl-6,7-dihydro-5H-pyrrolizidine) base unit, and they can be found in one third of the higher plants around the world. They are hepatotoxic, mutagenic and carcinogenic and pose a threat to human
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
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
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
Steven M Colegate et al.
Phytochemical analysis : PCA, 24(3), 201-212 (2012-10-17)
A livestock poisoning outbreak near Kingman, Arizona, USA, potentially linked to dehydropyrrolizidine alkaloids, prompted an evaluation of some local plants for the presence of these hepatotoxic alkaloids. To qualitatively and quantitatively examine two species of Cryptantha, a Boraginaceous genus previously

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