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Safety Information

D149

Sigma-Aldrich

Dihydro-β-erythroidine hydrobromide

solid

Synonym(s):

3β-1,6-Didehydro-14,17-dihydro-3-methoxy-16(15H)-oxaerythrinan-15-one hydrobromide

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About This Item

Empirical Formula (Hill Notation):
C16H21NO3 · HBr
CAS Number:
29734-68-7
Molecular Weight:
356.25
MDL number:
MFCD00153793
UNSPSC Code:
12352200
PubChem Substance ID:
24278808

form

solid

optical activity

[α]22/D +99.2°, c = 0.90 in H2O(lit.)

color

white

solubility

ethanol: 5 mg/mL
H2O: 800 mg/mL

SMILES string

Br.CO[C@H]1CC=C2CC[N@@H]3CCC4=C(CC(=O)OC4)[C@]23C1

InChI

1S/C16H21NO3.BrH/c1-19-13-3-2-12-5-7-17-6-4-11-10-20-15(18)8-14(11)16(12,17)9-13;/h2,13H,3-10H2,1H3;1H/t13-,16-;/m0./s1

InChI key

GFIGWAJEIMHJJB-LINSIKMZSA-N

Gene Information

human ... CHRNA1(1134) , CHRNA10(57053) , CHRNA2(1135) , CHRNA3(1136) , CHRNA4(1137) , CHRNA5(1138) , CHRNA6(8973) , CHRNA7(1139) , CHRNA9(55584) , CHRNB1(1140) , CHRNB2(1141) , CHRNB3(1142) , CHRNB4(1143)

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Biochem/physiol Actions

Competitive nicotinic receptor antagonist.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
109K46012
109K46011
109K4601
056K4603
045K4614

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C Rapier et al.
Journal of neurochemistry, 54(3), 937-945 (1990-03-01)
Presynaptic nicotinic acetylcholine receptors on striatal nerve terminals modulate the release of dopamine. We have compared the effects of a number of nicotinic agonists and antagonists on a perfused synaptosome preparation preloaded with [3H]dopamine. (-)-Nicotine, acetylcholine, and the nicotinic agonists
Y T Wang et al.
Neuroscience, 40(3), 759-767 (1991-01-01)
The purpose of this study was to determine if ambigual oesophageal motoneurons of the rat possess functional nicotinic cholinoceptors. In urethane anaesthetized rats, acetylcholine (20-50 pmol) delivered micropneumophoretically from multibarrelled pipettes to the compact formation of the nucleus ambiguus produced
Sean H White et al.
Journal of neurophysiology, 112(2), 446-462 (2014-04-18)
Nicotinic receptors form a diverse group of ligand-gated ionotropic receptors with roles in both synaptic transmission and the control of excitability. In the bag cell neurons of Aplysia, acetylcholine activates an ionotropic receptor, which passes inward current to produce a

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