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A155

trans-(±)-ACPD monohydrate

Name: <I>trans</I>-(±)-ACPD monohydrate
Brand: SIGMA

solid, ≥97% (NMR)

Synonym(s):

trans-(±)-1-Amino-1,3-cyclopentanedicarboxylic acid monohydrate

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About This Item

Empirical Formula (Hill Notation):

C₇H₁₁NO₄ · H₂O

CAS Number:

67684-64-4

Molecular Weight:

191.18

NACRES:

NA.32

PubChem Substance ID:

24277952

UNSPSC Code:

12352200

MDL number:

MFCD11046039

Assay:

≥97% (NMR)

Form:

solid

Quality level:

100

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Properties

Quality Level

100

assay

≥97% (NMR)

form

solid

color

white

solubility

H₂O: 1 mg/mL

SMILES string

O.N[C@]1(CC[C@H](C1)C(O)=O)C(O)=O

InChI

1S/C7H11NO4.H2O/c8-7(6(11)12)2-1-4(3-7)5(9)10;/h4H,1-3,8H2,(H,9,10)(H,11,12);1H2/t4-,7+;/m1./s1

InChI key

AZRMVYVZWAKHMR-RERZVJIGSA-N

Gene Information

human ... GRM1(2911), GRM2(2912), GRM3(2913), GRM4(2914), GRM5(2915), GRM6(2916), GRM7(2917), GRM8(2918)

Description

Biochem/physiol Actions

Excitatory amino acid receptor agonist; selective for the metabotropic glutamate receptor subtype.

Other Notes

Note: under IUPAC nomenclature, this compound is designated cis.

pictograms

GHS07

signalword

Warning

hcodes

H302 + H312 + H332

pcodes

P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Trans-ACPD, a selective agonist of the phosphoinositide-coupled excitatory amino acid receptor.

E Palmer et al.

European journal of pharmacology, 166(3), 585-587 (1989-08-03)

In vitro and in vivo pharmacology of trans- and cis-(+-)-1-amino-1,3-cyclopentanedicarboxylic acid: dissociation of metabotropic and ionotropic excitatory amino acid receptor effects.

D D Schoepp et al.

Journal of neurochemistry, 56(5), 1789-1796 (1991-05-01)

This study explored further the function of the metabotropic excitatory amino acid receptor in the rat brain. The trans and cis isomers of (+-)-1-amino-1,3-cyclopentane-dicarboxylic acid (ACPD) were characterized for relative affinities at ionotropic and metabotropic excitatory amino acid receptors in

The glucocorticoid-Angptl4-ceramide axis induces insulin resistance through PP2A and PKCζ.

Tzu-Chieh Chen et al.

Science signaling, 10(489) (2017-07-27)

Chronic glucocorticoid exposure is associated with the development of insulin resistance. We showed that glucocorticoid-induced insulin resistance was attenuated upon ablation of Angptl4, a glucocorticoid target gene encoding the secreted protein angiopoietin-like 4, which mediates glucocorticoid-induced lipolysis in white adipose

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