JavaScript is disabled in your browser. Please enable JavaScript to view this website.
AB120133

Citalopram, 5-HT reuptake inhibitor

Be the first to review this product! Submit a review

|

(5 Publications)

MW 405.3 Da, Purity >98%. Selective serotonin reuptake inhibitor. Antidepressant in vivo. Achieve your results faster with highly validated, pure and trusted compounds.
1 Images
Chemical Structure - Citalopram, 5-HT reuptake inhibitor (AB120133)
  • Chemical Structure

Lab

Chemical Structure - Citalopram, 5-HT reuptake inhibitor (AB120133)

2D chemical structure image of ab120133, Citalopram, 5-HT reuptake inhibitor

Key facts

CAS number

59729-32-7

Purity

>98%

Form

Solid

form

Molecular weight

405.3 Da

Molecular formula

C<sub>2</sub><sub>0</sub>H<sub>2</sub><sub>2</sub>BrFN<sub>2</sub>O

PubChem

77995

Nature

Synthetic

Solubility

Soluble in water to 10 mM

Soluble in ethanol to 50 mM

Biochemical name

Citalopram hydrobromide

Biological description

Selective serotonin reuptake inhibitor. Antidepressant in vivo.

Canonical smiles

CN(C)CCCC1(C2=C(CO1)C=C(C=C2)C#N)C3=CC=C(C=C3)F.Br

InChi

InChI=1S/C20H21FN2O.BrH/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20;/h4-9,12H,3,10-11,14H2,1-2H3;1H

InChiKey

WIHMBLDNRMIGDW-UHFFFAOYSA-N

IUPAC Name

1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3H-2-benzofuran-5-carbonitrile;hydrobromide

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
Ambient
Appropriate long-term storage conditions
Ambient
Storage information
The product can be stored for up to 12 months

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

The serotonin transporter (SERT) also known as 5-HTT or SLC6A4 is an important protein that facilitates the reuptake of serotonin (5-HT) from the synaptic cleft back into the presynaptic neuron. This reuptake process terminates the serotonin signaling effectively controlling its availability in the brain. SERT is approximately 620 amino acids in length with a mass of around 70 kDa. Primarily expressed in the central nervous system it is also found in peripheral tissues. Its widespread presence highlights its critical role in regulating mood and cognition via serotonin modulation.
Biological function summary

The function of SERT impacts neurotransmitter balance significantly as it is integral to serotonin regulation. By removing serotonin from the synaptic cleft and recycling it SERT maintains neurotransmitter homeostasis. SERT is not usually part of a larger protein complex but acts independently to modulate serotonin levels. The activity of SERT affects various neurological processes contributing to mood maintenance and behavioral controls.

Pathways

Serotonin transporter influences the serotonin signaling pathway which is important for mood regulation and cognitive functions. It works alongside other proteins like monoamine oxidase which degrades serotonin and serotonin receptors that mediate its effects. Additionally SERT is involved in the pharmacological pathways of antidepressants. Escitalopram oxalate and other selective serotonin reuptake inhibitors (SSRIs) target SERT to block the reuptake of serotonin increasing its extracellular levels and synaptic availability.

SERT has a strong association with depressive disorders and anxiety due to its role in serotonin regulation. Alterations in SERT expression or function can lead to disruptions in the serotonergic system potentially resulting in mood disorders. SSRIs like escitalopram oxalate are well-known treatments that target SERT to alleviate symptoms. Moreover mutations and polymorphisms in the SERT gene have been linked to various psychiatric conditions illustrating a genetic connection to the protein’s function.

Product protocols

Publications (5)

Recent publications for all applications. Explore the full list and refine your search

Journal of psychopharmacology (Oxford, England) 36:794-805 PubMed35607713

2022

Effect of selective serotonin reuptake inhibitor discontinuation on anxiety-like behaviours in mice.

Applications

Unspecified application

Species

Unspecified reactive species

Helen M Collins,Raquel Pinacho,Dersu Ozdemir,David M Bannerman,Trevor Sharp

Cell reports 39:110795 PubMed35545050

2022

Serotonin receptors contribute to dopamine depression of lateral inhibition in the nucleus accumbens.

Applications

Unspecified application

Species

Unspecified reactive species

Dennis A Burke,Veronica A Alvarez

Cell 183:1986-2002.e26 PubMed33333022

2020

Directed Evolution of a Selective and Sensitive Serotonin Sensor via Machine Learning.

Applications

Unspecified application

Species

Unspecified reactive species

Elizabeth K Unger,Jacob P Keller,Michael Altermatt,Ruqiang Liang,Aya Matsui,Chunyang Dong,Olivia J Hon,Zi Yao,Junqing Sun,Samba Banala,Meghan E Flanigan,David A Jaffe,Samantha Hartanto,Jane Carlen,Grace O Mizuno,Phillip M Borden,Amol V Shivange,Lindsay P Cameron,Steffen Sinning,Suzanne M Underhill,David E Olson,Susan G Amara,Duncan Temple Lang,Gary Rudnick,Jonathan S Marvin,Luke D Lavis,Henry A Lester,Veronica A Alvarez,Andrew J Fisher,Jennifer A Prescher,Thomas L Kash,Vladimir Yarov-Yarovoy,Viviana Gradinaru,Loren L Looger,Lin Tian

Neuropharmacology 111:169-179 PubMed27569995

2016

Antidepressant-like effects of scopolamine in mice are enhanced by the group II mGlu receptor antagonist LY341495.

Applications

Unspecified application

Species

Unspecified reactive species

Karolina Podkowa,Adrian Podkowa,Kinga Sałat,Tomasz Lenda,Andrzej Pilc,Agnieszka Pałucha-Poniewiera

The Journal of neuroscience : the official journal of the Society for Neuroscience 34:7113-23 PubMed24849347

2014

Dorsal raphe neuroinflammation promotes dramatic behavioral stress dysregulation.

Applications

Unspecified application

Species

Unspecified reactive species

Alexis R Howerton,Alison V Roland,Tracy L Bale
View all publications

Product promise

We are committed to supporting your work with high-quality reagents, and we're here for you every step of the way. In the unlikely event that one of our products does not perform as expected, you're protected by our Product Promise.
For full details, please see our Terms & Conditions

Please note: All products are 'FOR RESEARCH USE ONLY. NOT FOR USE IN DIAGNOSTIC OR THERAPEUTIC PROCEDURES'.

For licensing inquiries, please contact partnerships@abcam.com