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141879

Sigma-Aldrich

(−)-Lobeline hydrochloride

98%

Synonym(s):

α-Lobeline hydrochloride, L-Lobeline hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C22H27NO2 · HCl
CAS Number:
134-63-4
Molecular Weight:
373.92
Beilstein:
3920196
EC Number:
205-150-2
MDL number:
MFCD00082455
UNSPSC Code:
12352005
PubChem Substance ID:
24848513
NACRES:
NA.22

Assay

98%

optical activity

[α]20/D −56.8°, c = 2 in H2O

mp

183-185 °C (dec.) (lit.)

functional group

hydroxyl
ketone
phenyl

SMILES string

Cl[H].CN1[C@@H](CCC[C@@H]1CC(=O)c2ccccc2)C[C@H](O)c3ccccc3

InChI

1S/C22H27NO2.ClH/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-14-20(23)16-22(25)18-11-6-3-7-12-18;/h2-7,9-12,19-21,24H,8,13-16H2,1H3;1H/t19-,20+,21-;/m0./s1

InChI key

MKMYPTLXLWOUSO-NFQNBQCWSA-N

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Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301 + H331

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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STBK7398
STBK6659
STBK0697
STBF5046V
STBD0688V

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Jeong-Ho Park et al.
FEBS letters, 590(4), 493-500 (2016-01-24)
The intestine is involved in digestion and absorption, as well as the regulation of metabolism upon sensation of the internal intestinal environment. Enteroendocrine cells are thought to mediate these internal intestinal chemosensory functions. Using the CaLexA (calcium-dependent nuclear import of
Jaekyun Choi et al.
eNeuro, 7(2) (2020-03-30)
Feeding, a critical behavior for survival, consists of a complex series of behavioral steps. In Drosophila larvae, the initial steps of feeding are food choice, during which the quality of a potential food source is judged, and ingestion, during which
Hany Km Dweck et al.
eLife, 10 (2021-02-23)
Although most Drosophila species lay eggs in overripe fruit, the agricultural pest Drosophila suzukii lays eggs in ripe fruit. We found that changes in bitter taste perception have accompanied this adaptation. We show that bitter-sensing mutants of Drosophila melanogaster undergo
Michelle Bui et al.
BMC neuroscience, 20(1), 27-27 (2019-06-19)
The mosquito Aedes aegypti has a wide variety of sensory pathways that have supported its success as a species as well as a highly competent vector of numerous debilitating infectious pathogens. Investigations into mosquito sensory systems and their effects on
Hany K M Dweck et al.
Current biology : CB, 30(1), 17-30 (2019-12-17)
Taste systems detect a vast diversity of toxins, which are perceived as bitter. When a species adapts to a new environment, its taste system must adapt to detect new death threats. We deleted each of six commonly expressed bitter gustatory receptors (Grs)
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