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argipressin (CHEBI:34543)

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ChEBI Name argipressin
ChEBI ID CHEBI:34543
Definition The predominant form of mammalian vasopressin (antidiuretic hormone). It is a nonapeptide containing an arginine at residue 8 and two disulfide-linked cysteines at residues of 1 and 6.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:59901
Supplier Information
See structure as:  Image  Applet
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Formula Source
C46H65N15O12S2 ChEBI
Net Charge 0
Average Mass 1084.23200
InChI
InChI=1S/C46H65N15O12S2/c47-27-22-74-75-23-33(45(73)61-17-5-9-34(61)44(72)56-28(8-4-16-53-46(51)52)39(67)54-21-37(50)65)60-43(71)32(20-36(49)64)59-40(68)29(14-15-35(48)63)55-41(69)31(18-24-6-2-1-3-7-24)58-42(70)30(57-38(27)66)19-25-10-12-26(62)13-11-25/h1-3,6-7,10-13,27-34,62H,4-5,8-9,14-23,47H2,(H2,48,63)(H2,49,64)(H2,50,65)(H,54,67)(H,55,69)(H,56,72)(H,57,66)(H,58,70)(H,59,68)(H,60,71)(H4,51,52,53)/t27-,28-,29-,30-,31-,32-,33-,34-/m0/s1
InChIKey
KBZOIRJILGZLEJ-LGYYRGKSSA-N
SMILES
N[C@H]1CSSC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc2ccc(O)cc2)NC1=O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(N)=O
Roles Classification
Biological Role(s): mitogen
A chemical substance that encourages a cell to commence cell division, triggering mitosis.
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): cardiovascular drug
A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
hematologic agent
Drug that acts on blood and blood-forming organs and those that affect the hemostatic system.
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing argipressin (CHEBI:34543) has role cardiovascular drug (CHEBI:35554)
argipressin (CHEBI:34543) has role hematologic agent (CHEBI:50248)
argipressin (CHEBI:34543) has role mitogen (CHEBI:52290)
argipressin (CHEBI:34543) is a vasopressin (CHEBI:9937)
IUPAC Name
1-{[(4R,7S,10S,13S,16S,19R)-19-amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-(4-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]carbonyl}-L-prolyl-L-arginylglycinamide
INNs Sources
argipresina ChemIDplus
Argipressin ChemIDplus
argipressine ChemIDplus
argipressinum ChemIDplus
Synonyms Sources
8-Arginine-vasopressin ChemIDplus
8-L-Arginine vasopressin KEGG COMPOUND
8-L-arginine-vasopressin ChemIDplus
[Arg8]-vasopressin ChEBI
[cyclo S-S]CYFQNCPRG-NH2 ChEBI
ADH KEGG COMPOUND
arginine vasopressin ChEBI
arginine-vasopressin ChEBI
Argipressin KEGG COMPOUND
Argipressin tannate KEGG DRUG
AVP ChEBI
AVP KEGG COMPOUND
Vasopressin (arginine form) ChemIDplus
Database Links Databases
C13662 KEGG COMPOUND
D02983 KEGG DRUG
Vasopressin Wikipedia
View more database links
Registry Numbers Types Sources
10773460 Reaxys Registry Number Reaxys
113-79-1 CAS Registry Number KEGG COMPOUND
113-79-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
741201 PubMed citation CiteXplore
8385171 PubMed citation CiteXplore
Last Modified
04 August 2014

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