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C117

Sigma-Aldrich

5-Carboxamidotryptamine maleate salt

powder, ≥98% (HPLC)

Synonym(s):

5-CT, AH-21467

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About This Item

Empirical Formula (Hill Notation):
C11H13N3O · C4H4O4
CAS Number:
Molecular Weight:
319.31
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

H2O: 10 mg/mL

storage temp.

−20°C

SMILES string

OC(=O)\C=C/C(O)=O.NCCc1c[nH]c2ccc(cc12)C(N)=O

InChI

1S/C11H13N3O.C4H4O4/c12-4-3-8-6-14-10-2-1-7(11(13)15)5-9(8)10;5-3(6)1-2-4(7)8/h1-2,5-6,14H,3-4,12H2,(H2,13,15);1-2H,(H,5,6)(H,7,8)/b;2-1-

InChI key

PZQZSWAOVAMBQM-BTJKTKAUSA-N

Biochem/physiol Actions

Agonist at 5-HT1A, 5-HT1B, 5-HT1D, 5-HT5 and 5-HT7 serotonin receptors.

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ayako Moritomo et al.
Bioorganic & medicinal chemistry, 22(15), 4323-4337 (2014-06-12)
We previously reported that the novel dual 5-HT₂B and 5-HT7 receptor antagonist N-(9-hydroxy-9H-fluorene-2-carbonyl)guanidine (4) exerted a suppressing effect on 5-HT-induced dural protein extravasation in guinea pigs. To develop a synthetic strategy, we performed docking studies of lead compound 4 bound
W L Bacon et al.
The Journal of pharmacology and experimental therapeutics, 294(2), 672-679 (2000-07-20)
The 5-hydroxytryptamine(7) (5-HT(7)) receptor was originally defined by molecular biology techniques. The 5-HT(7) receptor protein and mRNA are found in brain areas, such as the CA3 subfield of the hippocampus, that are involved in various neuropsychiatric disease states. No functional
Andrea Hembre Ulsund et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 33(3), 3870-3886 (2018-12-07)
According to early models of GPCR signaling, G proteins only interact with activated receptors. However, some GPCRs were shown to assemble with G proteins before receptor activation, in accordance with more recent models. Previously, we found that the 5-HT7 receptor
Kirsten E Hoff et al.
PloS one, 13(8), e0203198-e0203198 (2018-08-30)
Mutations in mitochondrial DNA (mtDNA) have been linked to a variety of metabolic, neurological and muscular diseases which can present at any time throughout life. MtDNA is replicated by DNA polymerase gamma (Pol γ), twinkle helicase and mitochondrial single-stranded binding
Omkar L Patkar et al.
Addiction biology, 24(4), 652-663 (2018-07-20)
Repeated cycles of binge-like alcohol consumption and abstinence change the activity of several neurotransmitter systems. Some of these changes are consolidated following prolonged alcohol use and are thought to play an important role in the development of dependence. We have

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