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C2490

Sigma-Aldrich

CYN 154806 trifluoroacetate salt

≥98% (HPLC)

Synonym(s):

Cyanamid 154806 trifluoroacetate salt

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About This Item

Empirical Formula (Hill Notation):
C56H68N12O14S2 · xC2HF3O2
CAS Number:
183658-72-2
Molecular Weight:
1197.34 (free base basis)
MDL number:
MFCD11045909
UNSPSC Code:
12352200
PubChem Substance ID:
329775007
NACRES:
NA.77

Assay

≥98% (HPLC)

form

lyophilized powder (solid)

color

white

storage temp.

−20°C

SMILES string

OC(=O)C(F)(F)F.C[C@@H](O)C1NC(=O)[C@H](CCCCN)NC(=O)[C@@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](Cc4ccc(O)cc4)NC(=O)[C@@H](CSSC[C@H](NC1=O)C(=O)N[C@H](Cc5ccc(O)cc5)C(N)=O)NC(=O)[C@H](Cc6ccc(cc6)[N+]([O-])=O)NC(C)=O

InChI

1S/C56H68N12O14S2.C2HF3O2/c1-30(69)48-56(80)66-47(54(78)62-42(49(58)73)23-33-12-18-37(71)19-13-33)29-84-83-28-46(65-51(75)43(60-31(2)70)24-32-10-16-36(17-11-32)68(81)82)55(79)63-44(25-34-14-20-38(72)21-15-34)52(76)64-45(26-35-27-59-40-8-4-3-7-39(35)40)53(77)61-41(50(74)67-48)9-5-6-22-57;3-2(4,5)1(6)7/h3-4,7-8,10-21,27,30,41-48,59,69,71-72H,5-6,9,22-26,28-29,57H2,1-2H3,(H2,58,73)(H,60,70)(H,61,77)(H,62,78)(H,63,79)(H,64,76)(H,65,75)(H,66,80)(H,67,74);(H,6,7)/t30-,41+,42-,43+,44+,45-,46-,47+,48+;/m1./s1

InChI key

FYVCFCQFOBEWIO-GVGJFGMUSA-N

Amino Acid Sequence

Ac-NO2-Phe-Cys-Tyr-Trp-Lys-Thr-Cys-Tyr-NH2

Biochem/physiol Actions

Potent and selective sst2 somatostatin 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

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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Jason P Hannon et al.
Journal of molecular neuroscience : MN, 18(1-2), 15-27 (2002-04-05)
Somatostatin (SRIF, somatotropin release inhibiting factor), discovered for its inhibitory action on growth hormone (GH) secretion from pituitary, is an abundant neuropeptide. Two forms, SRIF14 and SRIF28 exist. Recently, a second family of peptides with very similar sequences and features
Caroline Nunn et al.
Naunyn-Schmiedeberg's archives of pharmacology, 367(1), 1-9 (2003-03-05)
The two forms (DTyr8 and LTyr8) of the putative somatostatin sst2 receptor antagonist CYN 154806 (Ac-4NO2-Phe-c(DCys-Tyr-DTrp-Lys-Thr-Cys)-D/LTyr-NH2) were investigated on recombinant human somatostatin receptors and endogenous guinea-pig ileum receptors. In radioligand binding studies using the agonist radioligands [125I]LTT-SRIF-28, [125I][Tyr10]cortistatin-14, [125I]CGP 23996
Massimo Dal Monte et al.
Naunyn-Schmiedeberg's archives of pharmacology, 367(2), 188-192 (2003-02-22)
In the mammalian retina, somatostatin (SRIF-14) acts through distinct receptor subtypes (sst(1-5)). Among them, sst(2) has been localized to numerous retinal cells, including photoreceptors and rod bipolar cells (RBCs). The specific role of sst(2) in the retina is largely undetermined.

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