Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C43H67N15O12S2 |
| Molecular Weight | 1050.215 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 9 / 9 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@]1(NC(=O)[C@H](CC2=CC=C(O)C=C2)NC(=O)[C@@H](N)CSSC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC1=O)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(N)=O)[C@@H](C)CC
InChI
InChIKey=OXDZADMCOWPSOC-BQGUCLBMSA-N
InChI=1S/C43H67N15O12S2/c1-3-21(2)34-41(69)53-26(12-13-31(45)60)37(65)55-28(17-32(46)61)38(66)56-29(20-72-71-19-24(44)35(63)54-27(39(67)57-34)16-22-8-10-23(59)11-9-22)42(70)58-15-5-7-30(58)40(68)52-25(6-4-14-50-43(48)49)36(64)51-18-33(47)62/h8-11,21,24-30,34,59H,3-7,12-20,44H2,1-2H3,(H2,45,60)(H2,46,61)(H2,47,62)(H,51,64)(H,52,68)(H,53,69)(H,54,63)(H,55,65)(H,56,66)(H,57,67)(H4,48,49,50)/t21-,24-,25-,26-,27-,28-,29-,30-,34-/m0/s1
| Molecular Formula | C43H67N15O12S2 |
| Molecular Weight | 1050.215 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 9 / 9 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
DescriptionCurator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/16480986 | https://www.ncbi.nlm.nih.gov/pubmed/16288753 | https://www.ncbi.nlm.nih.gov/pubmed/23809437 | https://www.ncbi.nlm.nih.gov/pubmed/25102443
Curator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/16480986 | https://www.ncbi.nlm.nih.gov/pubmed/16288753 | https://www.ncbi.nlm.nih.gov/pubmed/23809437 | https://www.ncbi.nlm.nih.gov/pubmed/25102443
Arginine vasotocin (Argiprestocin, AVT) is the non-mammalian homologue of arginine vasopressin (AVP) and was first synthesized as an AVP analogue. It was later found in non-mammalian vertebrates and induces similar physiological effects as AVP. AVT is considered the primary antidiuretic hormone. AVT functions to regulate expression of social and reproductive behaviors.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Ventricular extrasystoles induced by epinephrine, nicotine, ethanol, and vasopressin in dogs with myocardial lesions. | 1969 Jul |
|
| Responses of the rat foetus to maternal injections of adrenaline and vasopressin. | 1971 Oct |
|
| Effect of vasopressin administration on renal haemodynamic changes in rats treated with ACTH. | 1973 Oct 22 |
|
| An approach to the control of massive hemorrhage in cyclophosphamide-induced cystitis by intravenous vasopressin: a case report. | 1978 Aug |
|
| Cyproterone acetate-promoted prevention of renal cortical necrosis following testosterone and vasopressin administration. | 1979 Feb |
|
| [Prevention of testosterone-vasopressin induced necrosis of the kidney cortex by cyproterone acetate]. | 1979 Jul |
|
| [Effect of lysyl vasopressin and vasotocin on a disorder of the conditioned avoidance reaction by a serotonin receptor blockader]. | 1983 Feb |
|
| Evidence that apomorphine induces penile erection and yawning by releasing oxytocin in the central nervous system. | 1989 May 30 |
|
| Penile erection and yawning induced by oxytocin and related peptides: structure-activity relationship. | 1989 May-Jun |
|
| Pulmonary vasodilatory response to neurohypophyseal peptides in the rat. | 1992 Aug |
|
| Effect of hypotension and hyperosmolality on vasopressin and ACTH responses to hypoglycemia in conscious dogs. | 1992 Aug |
|
| Vasopressin in the treatment of milrinone-induced hypotension in severe heart failure. | 2000 Feb 15 |
|
| Vasopressin as an alternative to norepinephrine in the treatment of milrinone-induced hypotension. | 2000 Jan |
|
| Acute renal failure secondary to milrinone in a patient with cardiac amyloidosis. | 2002 Aug |
|
| Vasoplegic syndrome after off-pump coronary artery bypass surgery: an unusual complication. | 2004 |
|
| Non-muscle myosin II and myosin light chain kinase are downstream targets for vasopressin signaling in the renal collecting duct. | 2004 Nov 19 |
|
| Vasotocin and vasopressin stimulation of the chloride secretion in the human bronchial epithelial cell line, 16HBE14o-. | 2005 Apr |
|
| Central oxytocinergic and dopaminergic mechanisms regulating penile erection in conscious rats. | 2005 Aug |
|
| Vasopressin-stimulated CFTR Cl- currents are increased in the renal collecting duct cells of a mouse model of Liddle's syndrome. | 2005 Jan 1 |
|
| Case report: profound hypotension associated with labetalol therapy in a patient with cerebral aneurysms and subarachnoid hemorrhage. | 2006 Jul |
|
| Comparative hemodynamic effects of vasopressin and norepinephrine after milrinone-induced hypotension in off-pump coronary artery bypass surgical patients. | 2006 Jun |
|
| Protective effects of echinocystic acid isolated from Gleditsia sinensis Lam. against acute myocardial ischemia. | 2010 Jan |
|
| Potential candidate genomic biomarkers of drug induced vascular injury in the rat. | 2011 Dec 1 |
Sample Use Guides
fish: 10 ug/g caused a progressive increase of electric organ discharges rate.
green anole lizard: 15 ug regulates reptile social behavior
Route of Administration:
Intraperitoneal
In vitro stimulation of the aquatic Xenopus urinary bladder with 10 nM Argiprestocin (arginine vasotocin) had no clear effect on the subcellular distribution of urinary bladder-type aquaporin, AQP-x2. When the Argiprestocin concentration was increased to 1 uM, however, AQP-x2 was partially transferred to the apical plasma membrane.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:07:29 UTC 2023
by
admin
on
Fri Dec 15 16:07:29 UTC 2023
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| Record UNII |
W6S6URY8OF
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| Record Status |
Validated (UNII)
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| Record Version |
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-
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NCI_THESAURUS |
C548
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m11399
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10034060
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Vasotocin
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78364
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C87380
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CHEMBL2370156
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SUB05562MIG
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DTXSID40873492
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ACTIVE MOIETY |
