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S6545

Sigma-Aldrich

Sarafotoxin S6c

≥97% (HPLC)

Synonym(s):

SRTX-c

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About This Item

Empirical Formula (Hill Notation):
C103H147N27O37S5
CAS Number:
121695-87-2
Molecular Weight:
2515.75
MDL number:
MFCD00161501
UNSPSC Code:
51111800
PubChem Substance ID:
24899710
NACRES:
NA.32

Quality Level

200

assay

≥97% (HPLC)

storage temp.

−20°C

SMILES string

CCC(C)C(NC(=O)C(NC(=O)C(CC(O)=O)NC(=O)C(CCC(N)=O)NC(=O)C(Cc1cnc[nH]1)NC(=O)C2CSSCC(N)C(=O)NC(C(C)O)C(=O)NC3CSSCC(NC(=O)C(CCC(O)=O)NC(=O)C(CCC(O)=O)NC(=O)C(CC(O)=O)NC(=O)C(NC(=O)C(CCSC)NC(=O)C(CC(O)=O)NC(=O)C(CC(N)=O)NC3=O)C(C)O)C(=O)NC(CC(C)C)C(=O)NC(CC(N)=O)C(=O)NC(Cc4ccccc4)C(=O)N2)C(C)C)C(=O)NC(Cc5c[nH]c6ccccc56)C(O)=O

InChI

1S/C103H147N27O37S5/c1-10-46(6)80(100(163)123-67(103(166)167)30-50-37-109-54-19-15-14-18-52(50)54)128-99(162)79(45(4)5)127-95(158)66(36-78(144)145)120-85(148)55(20-23-71(105)133)112-90(153)61(31-51-38-108-43-110-51)117-97(160)69-40-170-169-39-53(104)83(146)129-81(47(7)131)102(165)126-70-42-172-171-41-68(96(159)115-59(28-44(2)3)88(151)118-62(32-72(106)134)91(154)116-60(89(152)125-69)29-49-16-12-11-13-17-49)124-86(149)57(22-25-75(138)139)111-84(147)56(21-24-74(136)137)113-94(157)65(35-77(142)143)122-101(164)82(48(8)132)130-87(150)58(26-27-168-9)114-93(156)64(34-76(140)141)121-92(155)63(33-73(107)135)119-98(70)161/h11-19,37-38,43-48,53,55-70,79-82,109,131-132H,10,20-36,39-42,104H2,1-9H3,(H2,105,133)(H2,106,134)(H2,107,135)(H,108,110)(H,111,147)(H,112,153)(H,113,157)(H,114,156)(H,115,159)(H,116,154)(H,117,160)(H,118,151)(H,119,161)(H,120,148)(H,121,155)(H,122,164)(H,123,163)(H,124,149)(H,125,152)(H,126,165)(H,127,158)(H,128,162)(H,129,146)(H,130,150)(H,136,137)(H,138,139)(H,140,141)(H,142,143)(H,144,145)(H,166,167)

InChI key

LXPHPKVWHQLBBA-UHFFFAOYSA-N

Gene Information

human ... EDNRB(1910)
mouse ... EDNRB(13618)
rat ... EDNRB(50672)

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Amino Acid Sequence

Cys-Thr-Cys-Asn-Asp-Met-Thr-Asp-Glu-Glu-Cys-Leu-Asn-Phe-Cys-His-Gln-Asp-Val-Ile-Trp [Disulfide Bridges: 1-15, 3-11]

Biochem/physiol Actions

Sarafotoxin S6c is an endothelin ETB agonist. It is a peptide isotoxin with strong vasoconstrictor activity, obtained from the Middle Eastern snake, Atractaspis engaddensi. The toxin is composed of 21 amino acids.

Other Notes

Lyophilized from 0.1% TFA in H2O

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 1 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Sarafotoxin S6c: an agonist which distinguishes between endothelin receptor subtypes.
Willaims DL Jr
Biochemical and Biophysical Research Communications (1991)
The ocular hypotensive effect of the ETB receptor selective agonist, sarafotoxin S6c, in rabbits
Haque MS
Investigative Ophthalmology & Visual Science (1995)
R J Johnson et al.
The Journal of pharmacology and experimental therapeutics, 289(2), 762-767 (1999-04-24)
In the present study, endothelin (ET) agonists and receptor selective antagonists were used to characterize ET receptors mediating constriction in guinea pig mesenteric veins (250-300 micrometers diameter) in vitro. The contribution of ET-evoked vasodilator release to venous tone was also
J L Marshall et al.
British journal of pharmacology, 128(3), 809-815 (1999-10-12)
1. An investigation was performed in pentobarbitone anaesthetized rats to compare the renal vasoconstrictor actions of endothelin-1 (ET-1), endothelin-3 (ET-3) and sarafotoxin 6c and their dependency on NO production. 2. Intra-renal arterial infusion of ET-1 and ET-3, from 1 -
D L Williams et al.
Biochemical and biophysical research communications, 175(2), 556-561 (1991-03-25)
In contrast to endothelin-1 (ET-1) and several of its analogues, sarafotoxin S6c (S6c) was a much more potent inhibitor of [125I]-ET-1 binding in rat hippocampus and cerebellum (Ki approximately 20 pM) than in rat atria and aorta (Ki approximately 4500

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