CHEBI:80128 - angiotensin (1-9)

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ChEBI Name angiotensin (1-9)
ChEBI ID CHEBI:80128
Definition A nine amino acid peptide which is formed when angiotensin converting enzyme 2 (ACE2) hydrolyzes the carboxy terminal leucine from angiotensin I. It is a anti-cardiac hypertrophy agent.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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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)N)=O)(CCCNC(N)=N)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
Metabolite of Species Details
Rattus norvegicus (NCBI:txid10116) Identified in the renal arteries isolated from Wistar Kyoto rats. See: PubMed
Homo sapiens (NCBI:txid9606) Found in blood plasma (BTO_0000131). See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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).
hormone
Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds.
(via peptide hormone )
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) (CHEBI:80128) has role antihypertensive agent (CHEBI:35674)
angiotensin (1-9) (CHEBI:80128) has role cardioprotective agent (CHEBI:77307)
angiotensin (1-9) (CHEBI:80128) has role human metabolite (CHEBI:77746)
angiotensin (1-9) (CHEBI:80128) has role rat metabolite (CHEBI:86264)
angiotensin (1-9) (CHEBI:80128) is a angiotensin (CHEBI:48433)
angiotensin (1-9) (CHEBI:80128) is tautomer of angiotensin (1-9) dizwitterion (CHEBI:147351)
Incoming angiotensin (1-9) dizwitterion (CHEBI:147351) is tautomer of angiotensin (1-9) (CHEBI:80128)
IUPAC Name
L-α-aspartyl-L-arginyl-L-valyl-L-tyrosyl-L-isoleucyl-L-histidyl-L-prolyl-L-phenylalanyl-L-histidine
Synonyms Sources
[des-Leu10]-angiotensin I ChEBI
ang-(1-9) ChEBI
angiotensin I (1-9) ChEBI
angiotensin-(1-9) ChEBI
Asp-Arg-Val-Tyr-Ile-His-Pro-Phe-His ChEBI
D-R-V-Y-I-H-P-F-H ChEBI
des-Leu angiotensin I ChEBI
DRVYIHPFH ChEBI
L-Asp-L-Arg-L-Val-L-Tyr-L-Ile-L-His-L-Pro-L-Phe-L-His ChEBI
Manual Xref Database
C15851 KEGG COMPOUND
View more database links
Registry Number Type Source
34273-12-6 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
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Last Modified
09 April 2020