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Retronecin

analytical standard

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C8H13NO2
CAS-Nummer:
480-85-3
Molekulargewicht:
155.19
MDL-Nummer:
MFCD01684783
UNSPSC-Code:
85151701
PubChem Substanz-ID:
329754139
NACRES:
NA.24

Qualität

analytical standard

Qualitätsniveau

100

Haltbarkeit

limited shelf life, expiry date on the label

Lagerbedingungen

under inert gas

Methode(n)

HPLC: suitable
gas chromatography (GC): suitable

Format

neat

Lagertemp.

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

InChIKey

HJSJELVDQOXCHO-HTQZYQBOSA-N

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Anwendung

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

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Choose from one of the most recent versions:

Analysenzertifikate (COA)

Lot/Batch Number
BCCB7339
BCBT6419
SZBF236XV
SZBE021XV

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T Hartmann et al.
Insect biochemistry and molecular biology, 31(11), 1041-1056 (2001-08-25)
Platyphora boucardi leaf-beetles sequester tertiary pyrrolizidine alkaloids of the lycopsamine type acquired from their host-plant Prestonia portobellensis (Apocynaceae) and synthesize their own alkaloids from exogenous retronecine and aliphatic 2-hydroxy acids. Tracer studies with [14C]rinderine and its N-oxide revealed that P.
Lee Williams et al.
Toxicology and applied pharmacology, 182(2), 98-104 (2002-07-26)
Riddelliine is a representative pyrrolizidine alkaloid, a class of naturally occurring toxic phytochemicals present in plant species worldwide. Human exposure to pyrrolizidine alkaloids occurs through consumption of herbal dietary supplements, including comfrey, and through contaminated livestock products (e.g., milk). A
Alex T Jordan et al.
Archives of insect biochemistry and physiology, 66(4), 183-189 (2007-11-15)
Pyrrolizidine alkaloids (PAs) play a fundamental role in the sexual biology of the salt marsh moth Estigmene acrea. They are precursors for the male courtship pheromone hydroxydanaidal and they stimulate the growth and development of male pheromone-disseminating organs called coremata.
J Yan et al.
Toxicology and industrial health, 24(3), 181-188 (2008-10-10)
We have previously reported that metabolism of a series of pyrrolizidine alkaloids in vitro and in vivo generated a set of (+/-)6,7-dihydro-7-hydroxy-1-hydroxymethyl-5H-pyrrolizine (DHP)-derived DNA adducts. It has also been shown that the levels of the DHP-derived DNA adduct formation correlated
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
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