S6545

Sigma-Aldrich

Sarafotoxin S6c

≥97% (HPLC)

Synonym(s):
SRTX-c
Empirical Formula (Hill Notation):
C103H147N27O37S5
CAS Number:
Molecular Weight:
2515.75
MDL number:
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

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

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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 -...
The ocular hypotensive effect of the ETB receptor selective agonist, sarafotoxin S6c, in rabbits
Haque MS
Investigative Ophthalmology & Visual Science (1995)
Sarafotoxin S6c: an agonist which distinguishes between endothelin receptor subtypes.
Willaims DL Jr
Biochemical and Biophysical Research Communications (1991)
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...
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...

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