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CHEBI:147351 - angiotensin (1-9) dizwitterion

Default Structure
ChEBI IDCHEBI:147351
ChEBI Nameangiotensin (1-9) dizwitterion
Stars
DefinitionA 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.
Last Modified9 April 2020
SubmitterElisabeth Coudert
DownloadsMolfile
FormulaC56H78N16O13
Net Charge0
Average Mass1183.339
Monoisotopic Mass1182.59343
SMILESCC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)[C@H](CCCNC(N)=[NH2+])NC(=O)[C@@H]([NH3+])CC(=O)[O-])C(C)C)C(=O)N[C@@H](Cc1cncn1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1cncn1)C(=O)[O-]
InChIInChI=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
InChIKeyLJXGOQOPNPFXFT-JWRYNVNRSA-N
Roles Classification
Biological Roles:
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).
Applications:
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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  Source
angiotensin (1-9) dizwitterionChEBI
angiotensin-(1-9) dizwitterionChEBI
Asp-Arg-Val-Tyr-Ile-His-Pro-Phe-HisSUBMITTER
UniProt Name  Source
angiotensin-(1-9)UniProt
Citations