CHEBI:147351 - angiotensin (1-9) dizwitterion

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ChEBI Name angiotensin (1-9) dizwitterion
ChEBI ID CHEBI:147351
Definition A peptide zwitterion that is the dizwitterionic form of angiotensin (1-9) having both carboxy groups deprotonated and the aspartyl amino group and arginine side-chain protonated. It is the major species at pH 7.3.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Elisabeth COUDERT
Supplier Information
Download Molfile XML SDF
Formula C56H78N16O13
Net Charge 0
Average Mass 1183.339
Monoisotopic Mass 1182.59343
InChI InChI=1S/C56H78N16O13/c1-5-31(4)46(71-50(79)40(22-33-15-17-36(73)18-16-33)67-52(81)45(30(2)3)70-48(77)38(13-9-19-62-56(58)59)65-47(76)37(57)25-44(74)75)53(82)68-41(23-34-26-60-28-63-34)54(83)72-20-10-14-43(72)51(80)66-39(21-32-11-7-6-8-12-32)49(78)69-42(55(84)85)24-35-27-61-29-64-35/h6-8,11-12,15-18,26-31,37-43,45-46,73H,5,9-10,13-14,19-25,57H2,1-4H3,(H,60,63)(H,61,64)(H,65,76)(H,66,80)(H,67,81)(H,68,82)(H,69,78)(H,70,77)(H,71,79)(H,74,75)(H,84,85)(H4,58,59,62)/t31-,37-,38-,39-,40-,41-,42-,43-,45-,46-/m0/s1
InChIKey LJXGOQOPNPFXFT-JWRYNVNRSA-N
SMILES [C@H](NC([C@H](CC([O-])=O)[NH3+])=O)(CCCNC(N)=[NH2+])C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N1[C@@H](CCC1)C(N[C@@H](CC2=CC=CC=C2)C(N[C@@H](CC3=CNC=N3)C([O-])=O)=O)=O)=O)CC4=CN=CN4)=O)[C@H](CC)C)=O)CC=5C=CC(=CC5)O)=O)C(C)C)=O
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
rat metabolite
Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
Application(s): antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
cardioprotective agent
Any protective agent that is able to prevent damage to the heart.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing angiotensin (1-9) dizwitterion (CHEBI:147351) has role antihypertensive agent (CHEBI:35674)
angiotensin (1-9) dizwitterion (CHEBI:147351) has role cardioprotective agent (CHEBI:77307)
angiotensin (1-9) dizwitterion (CHEBI:147351) has role human metabolite (CHEBI:77746)
angiotensin (1-9) dizwitterion (CHEBI:147351) has role rat metabolite (CHEBI:86264)
angiotensin (1-9) dizwitterion (CHEBI:147351) is a peptide zwitterion (CHEBI:60466)
angiotensin (1-9) dizwitterion (CHEBI:147351) is tautomer of angiotensin (1-9) (CHEBI:80128)
Incoming angiotensin (1-9) (CHEBI:80128) is tautomer of angiotensin (1-9) dizwitterion (CHEBI:147351)
IUPAC Name
N5-[amino(iminio)methyl]-N2-[(2S)-2-azaniumyl-3-carboxylatopropanoyl]-L-ornithyl-L-valyl-L-tyrosyl-L-isoleucyl-L-histidyl-L-prolyl-N-[(1S)-1-carboxylato-2-(1H-imidazol-4-yl)ethyl]-L-phenylalaninamide
Synonyms Sources
angiotensin (1-9) dizwitterion ChEBI
angiotensin-(1-9) UniProt
angiotensin-(1-9) dizwitterion ChEBI
Asp-Arg-Val-Tyr-Ile-His-Pro-Phe-His SUBMITTER
Citations Waiting for Citations Types Sources
10969042 PubMed citation SUBMITTER
24593683 PubMed citation Europe PMC
30179588 PubMed citation Europe PMC
32152556 PubMed citation Europe PMC
Last Modified
09 April 2020