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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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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
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
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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