Desmopressin (CED0003234)

Record Information
Version1.0
Creation Date2016-05-22 06:30:01 UTC
Update Date2026-05-14 16:23:57 UTC
Accession NumberCHEM019790
Identification
Common NameDesmopressin
ClassSmall Molecule
Description
Desmopressin is a compound with the chemical formula C46H64N14O12S2. Desmopressin belongs to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. With an average molecular weight of 1,069 g/mol, Desmopressin is a heavy molecule. The compound is found in or released from two recorded sources: antennas, which are classified under electrical and electronic equipment, and posterior pituitary lobe hormones, which are classified under healthcare, pharmaceuticals, and veterinary products. Desmopressin is administered through several recorded exposure routes, including oral, nasal, sublingual, subcutaneous, intravenous, and intramuscular applications. In terms of biological activity, Desmopressin acts as an agonist for four recorded protein targets. These targets include the oxytocin receptor (OXTR) and three vasopressin receptors: the vasopressin V1a receptor (AVPR1A), the vasopressin V1b receptor (AVPR1B), and the vasopressin V2 receptor (AVPR2).
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
1-Desamino-8-D-arginine vasopressinHMDB
1-Deamino-8-D-arginine vasopressinHMDB
Acetate, desmopressinHMDB
AdiuretinHMDB
DesmogalenHMDB
Desmopressin acetateHMDB
Desmopressine ferringHMDB
Ferring brand 2 OF desmopressin acetateHMDB
IQFA brand OF desmopressin acetateHMDB
MinirinHMDB
MinurinHMDB
Vasopressin, 1-deamino-8-D-arginineHMDB
Vasopressin, deamino arginineHMDB
Adiuretin SDHMDB
Apotex brand OF deamino arginine vasopressinHMDB
DDAVPHMDB
Deamino arginine vasopressinHMDB
Desmopressin monoacetate, trihydrateHMDB
DesmosprayHMDB
DesmotabsHMDB
Monoacetate, trihydrate desmopressinHMDB
Vasopressin, 1-desamino-8-arginineHMDB
Apo-desmopressinHMDB
OctostimHMDB
Trihydrate desmopressin monoacetateHMDB
1-Desamino-8-arginine vasopressinHMDB
Arginine vasopressin, deaminoHMDB
Desmopressin monoacetateHMDB
Ferring brand 1 OF desmopressin acetateHMDB
Ferring, desmopressineHMDB
Galen brand OF desmopressin acetateHMDB
Hoyer brand OF desmopressin acetateHMDB
Monoacetate, desmopressinHMDB
NocutilHMDB
Norgine brand OF desmopressin acetateHMDB
OctimHMDB
(2S)-2-({[(2S)-1-[(4R,7S,10S,13S,16S)-13-benzyl-6,9,12,15,18-pentahydroxy-10-[2-(C-hydroxycarbonimidoyl)ethyl]-7-[(C-hydroxycarbonimidoyl)methyl]-16-[(4-hydroxyphenyl)methyl]-1,2-dithia-5,8,11,14,17-pentaazacycloicosa-5,8,11,14,17-pentaene-4-carbonyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-5-carbamimidamido-N-[(C-hydroxycarbonimidoyl)methyl]pentanimidateGenerator
DesmopressinMeSH
Chemical FormulaC46H64N14O12S2
Average Molecular Mass1069.217 g/mol
Monoisotopic Mass1068.427 g/mol
CAS Registry Number16679-58-6
IUPAC Name(2S)-2-{[(2S)-1-[(4R,7S,10S,13S,16S)-13-benzyl-10-(2-carbamoylethyl)-7-(carbamoylmethyl)-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carbonyl]pyrrolidin-2-yl]formamido}-5-carbamimidamido-N-(carbamoylmethyl)pentanamide
Traditional Namedesmopressin
SMILESNC(=O)CC[C@@H]1NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CC2=CC=C(O)C=C2)NC(=O)CCSSC[C@H](NC(=O)[C@H](CC(N)=O)NC1=O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(N)=O
InChI IdentifierInChI=1S/C46H64N14O12S2/c47-35(62)15-14-29-40(67)58-32(22-36(48)63)43(70)59-33(45(72)60-18-5-9-34(60)44(71)56-28(8-4-17-52-46(50)51)39(66)53-23-37(49)64)24-74-73-19-16-38(65)54-30(21-26-10-12-27(61)13-11-26)41(68)57-31(42(69)55-29)20-25-6-2-1-3-7-25/h1-3,6-7,10-13,28-34,61H,4-5,8-9,14-24H2,(H2,47,62)(H2,48,63)(H2,49,64)(H,53,66)(H,54,65)(H,55,69)(H,56,71)(H,57,68)(H,58,67)(H,59,70)(H4,50,51,52)/t28-,29-,30-,31-,32-,33-,34-/m0/s1
InChI KeyNFLWUMRGJYTJIN-NXBWRCJVSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentOligopeptides
Alternative Parents
Substituents
  • Alpha-oligopeptide
  • Cyclic alpha peptide
  • Arginine or derivatives
  • N-acyl-alpha amino acid or derivatives
  • Proline or derivatives
  • Macrolactam
  • Alpha-amino acid amide
  • N-substituted-alpha-amino acid
  • Alpha-amino acid or derivatives
  • N-acylpyrrolidine
  • Pyrrolidine carboxylic acid or derivatives
  • Pyrrolidine-2-carboxamide
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Fatty amide
  • Fatty acyl
  • N-acyl-amine
  • Monocyclic benzene moiety
  • Benzenoid
  • Tertiary carboxylic acid amide
  • Pyrrolidine
  • Secondary carboxylic acid amide
  • Primary carboxylic acid amide
  • Lactam
  • Carboxamide group
  • Organic disulfide
  • Guanidine
  • Azacycle
  • Organoheterocyclic compound
  • Carboximidamide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Imine
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.11 g/LALOGPS
logP-1ALOGPS
logP-6.1ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)9.5ChemAxon
pKa (Strongest Basic)11.77ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count15ChemAxon
Hydrogen Donor Count14ChemAxon
Polar Surface Area435.41 ŲChemAxon
Rotatable Bond Count19ChemAxon
Refractivity279.78 m³·mol⁻¹ChemAxon
Polarizability106.19 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0uk9-9011031000-1d6802a7b18080efdaebNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-9010000000-c5fdb0c4c4cf6d1cfafcNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-8952211020-3a2efe5f548886dadf6cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0aba-9000003002-4cf0ccd456fee85d2b71Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0pcd-9010113003-c0ade215a530007b5989Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-056u-9344010102-0406e167780abef3e26dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-9000000000-820077d20260200b32aeNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-1000-9000000001-65f5bb769b170a3e80b5Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-054o-9510000410-08822797ba2c96807ca1Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-014i-9000000000-aeb918af57f12213ea52Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00kf-9000000002-3747a3925ddfddeb1c6aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9000000312-ca83a9046994608199d5Not AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
636.0Log mg/kg[360:1100]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
329Posterior pituitary lobe hormonesHealthcare, pharmaceuticals & veterinary productsNot Available
506AntennasElectrical & Electronic EquipmentNot Available
Pathways
2 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureVasopressin V2 receptorQ00788Rattus norvegicusPredicted (SEA)0.0778492
Click to view 3D structureVasopressin V1a receptorP30560Rattus norvegicusPredicted (SEA)0.0778492
Click to view 3D structureVasopressin V1b receptorP48974Rattus norvegicusPredicted (SEA)0.0778492
Oxytocin receptor structureClick to view 3D structureOxytocin receptorP30559HumansPredicted (SEA)0.389246
Click to view 3D structureVasopressin V1b receptorP47901HumansPredicted (SEA)0.0778492
Vasopressin V2 receptor structureClick to view 3D structureVasopressin V2 receptorP30518HumansPredicted (SEA)0.0778492
Click to view 3D structureOxytocin receptorP70536Rattus norvegicusPredicted (SEA)0.155698
Vasopressin V1a receptor structureClick to view 3D structureVasopressin V1a receptorP37288HumansPredicted (SEA)0.544945
Click to view 3D structureVasopressin V2 receptorP48044Bos taurusPredicted (SEA)0.233548
Click to view 3D structureVasopressin V2 receptorP32307Sus scrofaPredicted (SEA)0.544945
Click to view 3D structureOxytocin-like receptorQ5D7U5Gallus gallusPredicted (SEA)2.41333
Click to view 3D structureNeuropeptide FF receptor 2Q9Y5X5HumansPredicted (SEA)37.3676
Mu-type opioid receptor structureClick to view 3D structureMu-type opioid receptorP35372HumansPredicted (SEA)99.7249
Kappa-type opioid receptor structureClick to view 3D structureKappa-type opioid receptorP41145HumansPredicted (SEA)107.043
Delta-type opioid receptor structureClick to view 3D structureDelta-type opioid receptorP41143HumansPredicted (SEA)119.109
Click to view 3D structureOxytocin receptorP97926Mus musculusPredicted (SEA)1.94623
Click to view 3D structureNeuropeptide FF receptor 1Q9GZQ6HumansPredicted (SEA)39.781
Click to view 3D structureMelanocortin receptor 4P56450Mus musculusPredicted (SEA)52.0811
N-terminal Xaa-Pro-Lys N-methyltransferase 2 structureClick to view 3D structureN-terminal Xaa-Pro-Lys N-methyltransferase 2Q5VVY1HumansPredicted (SEA)11.2103
Click to view 3D structureEnvelope glycoprotein gp160P19550Human immunodeficiency virus type 1 group M subtype B (isolate SF162)(HIV-1)Predicted (SEA)9.41976
Click to view 3D structureSerpin H1P19324Mus musculusPredicted (SEA)1.55698
Prothrombin structureClick to view 3D structureProthrombinP00734HumansPredicted (SEA)61.1116
Click to view 3D structureNeuromedin-U receptor 2Q8BZ39Mus musculusPredicted (SEA)46.3203
Plasminogen structureClick to view 3D structurePlasminogenP00747HumansPredicted (SEA)43.5177
Kallikrein-7 structureClick to view 3D structureKallikrein-7P49862HumansPredicted (SEA)12.6116
Concentrations
Not Available
External Links
DrugBank IDDB00035
HMDB IDHMDB0014260
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkDesmopressin
Chemspider ID10481973
ChEBI ID466861
PubChem Compound ID16051933
Kegg Compound IDC06944
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Leissinger C, Becton D, Cornell C Jr, Cox Gill J: High-dose DDAVP intranasal spray (Stimate) for the prevention and treatment of bleeding in patients with mild haemophilia A, mild or moderate type 1 von Willebrand disease and symptomatic carriers of haemophilia A. Haemophilia. 2001 May;7(3):258-66.
2. Sequence Information: http://www.ecplaza.net/tradeleads/seller/5605163/desmopressin_acetate.html