endothelin-1   Click here for help

GtoPdb Ligand ID: 989

Abbreviated name: ET-1
Comment: Endothelin-1 (ET-1) is a 21-amino acid peptide produced in a variety of tissues including endothelial and vascular smooth-muscle cells, neurons and astrocytes in the central nervous system, and endometrial cells. It acts as a modulator of vasomotor tone, cell proliferation, and hormone production (for reviews see [2] and [3] ). As peptides defined by SMILES strings PubChem contains a number of alternative CIDs either with the name "Endothelin-1" and/or Mw 2491.914. Our choice of PubChem CID 16212950 reflects the majority of sources submitting substance structures and assay data.
COVID-19: The level of ET-1 in plasma from COVID-19 patients positively correlates with clinical severity of illness [1]. This finding suggests that endothelin receptor antagonists may provide a therapeutic option for some COVID-19 patients.
Species: Human, Mouse, Rat
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View more information in the IUPHAR Pharmacology Education Project: endothelin, et-1

2D Structure
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SMILES / InChI / InChIKey
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Canonical SMILES NCCCCC1NC(=O)C(CC(=O)O)NC(=O)C(CCSC)NC(=O)C(CC(C)C)NC(=O)C(CO)NC(=O)C(NC(=O)C2CSSCC(NC(=O)C(NC1=O)CCC(=O)O)C(=O)NC(C(C)C)C(=O)NC(Cc1ccc(cc1)O)C(=O)NC(Cc1ccccc1)C(=O)NC(CSSCC(C(=O)NC(C(=O)N2)CO)N)C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)Cc1c[nH]c2c1cccc2)C(CC)C)C(CC)C)CC(=O)O)CC(C)C)Cc1cnc[nH]1)CO
Isomeric SMILES NCCCC[C@@H]1NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@@H]2CSSC[C@H](NC(=O)[C@@H](NC1=O)CCC(=O)O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@H](C(=O)N2)CO)N)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)Cc1c[nH]c2c1cccc2)[C@H](CC)C)[C@H](CC)C)CC(=O)O)CC(C)C)Cc1cnc[nH]1)CO
InChI InChI=1S/C109H159N25O32S5/c1-12-56(9)87(107(163)125-76(109(165)166)39-60-43-113-65-24-18-17-23-63(60)65)134-108(164)88(57(10)13-2)133-99(155)75(42-85(143)144)123-94(150)70(36-54(5)6)118-97(153)73(40-61-44-112-52-114-61)121-103(159)80-49-169-168-48-64(111)89(145)126-77(45-135)102(158)131-81-50-170-171-51-82(105(161)132-86(55(7)8)106(162)124-72(38-59-26-28-62(138)29-27-59)95(151)120-71(96(152)130-80)37-58-21-15-14-16-22-58)129-91(147)67(30-31-83(139)140)116-90(146)66(25-19-20-33-110)115-98(154)74(41-84(141)142)122-92(148)68(32-34-167-11)117-93(149)69(35-53(3)4)119-100(156)78(46-136)127-101(157)79(47-137)128-104(81)160/h14-18,21-24,26-29,43-44,52-57,64,66-82,86-88,113,135-138H,12-13,19-20,25,30-42,45-51,110-111H2,1-11H3,(H,112,114)(H,115,154)(H,116,146)(H,117,149)(H,118,153)(H,119,156)(H,120,151)(H,121,159)(H,122,148)(H,123,150)(H,124,162)(H,125,163)(H,126,145)(H,127,157)(H,128,160)(H,129,147)(H,130,152)(H,131,158)(H,132,161)(H,133,155)(H,134,164)(H,139,140)(H,141,142)(H,143,144)(H,165,166)/t56-,57-,64-,66-,67-,68-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,86-,87-,88-/m0/s1
InChI Key ZUBDGKVDJUIMQQ-ZTNLKOGPSA-N
Classification Click here for help
Compound class Endogenous peptide in human, mouse or rat
Ligand families/groups Neuropeptides
IUPAC Name Click here for help
L-cysteinyl-L-seryl-L-cysteinyl-L-seryl-L-seryl-L-leucyl-L-methionyl-L-alpha-aspartyl-L-lysyl-L-alpha-glutamyl-L-cysteinyl-L-valyl-L-tyrosyl-L-phenylalanyl-L-cysteinyl-L-histidyl-L-leucyl-L-alpha-aspartyl-L-isoleucyl-L-isoleucyl-L-tryptophan (1->15),(3->11)-bis(disulfide)
Gene/Precursor Click here for help
Gene symbol Gene name Species Precursor protein name Synonyms
EDN1 endothelin 1 Human prepro-endothelin 1 ET1
Edn1 endothelin 1 Mouse prepro-endothelin 1 ET-1
Edn1 endothelin 1 Rat prepro-endothelin 1 endothelin-1, Et1, ET-1, PPET1, preproendothelin-1
Database Links Click here for help
BindingDB Ligand 50279793
CAS Registry No. 123626-67-5 (source: PubChem)
ChEMBL Ligand CHEMBL3775234
Ensembl Gene ENSRNOG00000014361 (Rn), ENSG00000078401 (Hs), ENSMUSG00000021367 (Mm)
GtoPdb PubChem SID 135651742
Human Protein Atlas ENSG00000078401 (Hs)
PubChem CID 16212950
Search Google for chemical match using the InChIKey ZUBDGKVDJUIMQQ-ZTNLKOGPSA-N
Search Google for chemicals with the same backbone ZUBDGKVDJUIMQQ
UniChem Compound Search for chemical match using the InChIKey ZUBDGKVDJUIMQQ-ZTNLKOGPSA-N
UniChem Connectivity Search for chemical match using the InChIKey ZUBDGKVDJUIMQQ-ZTNLKOGPSA-N
UniProtKB P22387 (Mm), P05305 (Hs), P22388 (Rn)

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