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    Desmopressin

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    2D Structure
    Also known as: Octostim, Minirin, Ddavp, Stimate, Concentraid, Desmopressin acetate anhydrous
    Molecular Formula
    C48H68N14O14S2
    Molecular Weight
    1129.3  g/mol
    InChI Key
    MLSVJHOYXJGGTR-IFHOVBQLSA-N
    FDA UNII
    1K12647SFC
    A synthetic analog of the pituitary hormone, ARGININE VASOPRESSIN. Its action is mediated by the VASOPRESSIN receptor V2. It has prolonged antidiuretic activity, but little pressor effects. It also modulates levels of circulating FACTOR VIII and VON WILLEBRAND FACTOR.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    acetic acid;(2S)-N-[(2R)-1-[(2-amino-2-oxoethyl)amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]-1-[(4R,7S,10S,13S,16S)-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-[(4-hydroxyphenyl)methyl]-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide
    2.1.2 InChI
    InChI=1S/C46H64N14O12S2.C2H4O2/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;1-2(3)4/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);1H3,(H,3,4)/t28-,29+,30+,31+,32+,33+,34+;/m1./s1
    2.1.3 InChI Key
    MLSVJHOYXJGGTR-IFHOVBQLSA-N
    2.1.4 Canonical SMILES
    CC(=O)O.C1CC(N(C1)C(=O)C2CSSCCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2)CC(=O)N)CCC(=O)N)CC3=CC=CC=C3)CC4=CC=C(C=C4)O)C(=O)NC(CCCN=C(N)N)C(=O)NCC(=O)N
    2.1.5 Isomeric SMILES
    CC(=O)O.C1C[C@H](N(C1)C(=O)[C@@H]2CSSCCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2)CC(=O)N)CCC(=O)N)CC3=CC=CC=C3)CC4=CC=C(C=C4)O)C(=O)N[C@H](CCCN=C(N)N)C(=O)NCC(=O)N
    2.2 Other Identifiers
    2.2.1 UNII
    1K12647SFC
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1-deamino-8-d-arginine Vasopressin

    2. 1-desamino-8-arginine Vasopressin

    3. Acetate, Desmopressin

    4. Adiuretin

    5. Adiuretin Sd

    6. Apo-desmopressin

    7. Arginine Vasopressin, Deamino

    8. Ddavp

    9. Deamino Arginine Vasopressin

    10. Desmogalen

    11. Desmopressin

    12. Desmopressin Monoacetate

    13. Desmopressin Monoacetate, Trihydrate

    14. Desmopressine Ferring

    15. Desmospray

    16. Desmotabs

    17. Ferring, Desmopressine

    18. Minirin

    19. Minurin

    20. Monoacetate, Desmopressin

    21. Monoacetate, Trihydrate Desmopressin

    22. Nocutil

    23. Octim

    24. Octostim

    25. Trihydrate Desmopressin Monoacetate

    26. Vasopressin, 1-deamino-8-d-arginine

    27. Vasopressin, 1-desamino-8-arginine

    28. Vasopressin, Deamino Arginine

    2.3.2 Depositor-Supplied Synonyms

    1. Octostim

    2. Minirin

    3. Ddavp

    4. Stimate

    5. Concentraid

    6. Desmopressin Acetate Anhydrous

    7. Noctiva

    8. 62288-83-9

    9. Ddavp (needs No Refrigeration)

    10. Desmospray

    11. Anhydrous Desmopressin Acetate

    12. Desmopressin Acetate Preservative Free

    13. Desmopressin Acetate (needs No Refrigeration)

    14. 1k12647sfc

    15. Desmopressin Acetate Hydrate

    16. Desmotabs

    17. Minirine

    18. Nocutil

    19. Octim

    20. Desmopressin Acetate Trihydrate

    21. Demopressin Acetate

    22. Ddavp Nasal Spray

    23. Ddavp Rhinal Tube

    24. Stimate Nasal Spray

    25. Noqdirna

    26. Presinex

    27. Desmomelt

    28. Unii-1k12647sfc

    29. Desmopressin Acetate [usan:jan]

    30. Chembl1200556

    31. Dtxsid4046864

    32. 16679-58-6(free Base)

    33. Desmopressin Acetate [mi]

    34. Stimate (needs No Refrigeration)

    35. Ex-a4285

    36. 1-(3-mercaptopropionic Acid)-8-d-arginine Vasopression Monoacetate

    37. Bdbm50247923

    38. Mfcd00133962

    39. Akos025311518

    40. Ccg-270644

    41. Desmopressin Monoacetate Anhydrous

    42. Anhydrous Desmopressin Acetate [mart.]

    43. (deamino-cys1,d-arg8)-vasopressin Acetate

    44. 789d983

    45. Q27252517

    46. 1-(3-mercaptopropionic Acid)-8-d-arginine-vasopressin Monoacetate (salt)

    47. Vasopressin, 1-(3-mercaptopropanoic Acid)-8-d-arginine-, Monoacetate (salt)

    48. Vasopressin,1-(3-mercaptopropanoic Acid)-8-d-arginine-,monoacetate(salt)(9ci)

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 1129.3 g/mol
    Molecular Formula C48H68N14O14S2
    Hydrogen Bond Donor Count14
    Hydrogen Bond Acceptor Count17
    Rotatable Bond Count19
    Exact Mass1128.44808525 g/mol
    Monoisotopic Mass1128.44808525 g/mol
    Topological Polar Surface Area526 Ų
    Heavy Atom Count78
    Formal Charge0
    Complexity2070
    Isotope Atom Count0
    Defined Atom Stereocenter Count7
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameDesmopressin acetate
    Drug LabelDesmopressin Nasal Spray Solution USP, 0.01% is a synthetic analogue of the natural pituitary hormone 8-arginine vasopressin (ADH), an antidiuretic hormone affecting renal water conservation. The structural formula for the active ingredient is:Mol. w...
    Active IngredientDesmopressin acetate
    Dosage FormInjectable; Spray, metered; Tablet; Solution
    RouteNasal; oral; Injection; Oral
    Strength0.01mg/spray; 0.004mg/ml; 0.2mg; 0.01%; 0.1mg
    Market StatusTentative Approval; Prescription
    CompanyMylan Pharms; Glenmark Generics; Teva Pharms; Hospira; Actavis Labs Fl; Apotex; Bausch And Lomb; Sun Pharm Inds; Teva Pharms Usa; Ferring

    2 of 2  
    Drug NameDesmopressin acetate
    Drug LabelDesmopressin Nasal Spray Solution USP, 0.01% is a synthetic analogue of the natural pituitary hormone 8-arginine vasopressin (ADH), an antidiuretic hormone affecting renal water conservation. The structural formula for the active ingredient is:Mol. w...
    Active IngredientDesmopressin acetate
    Dosage FormInjectable; Spray, metered; Tablet; Solution
    RouteNasal; oral; Injection; Oral
    Strength0.01mg/spray; 0.004mg/ml; 0.2mg; 0.01%; 0.1mg
    Market StatusTentative Approval; Prescription
    CompanyMylan Pharms; Glenmark Generics; Teva Pharms; Hospira; Actavis Labs Fl; Apotex; Bausch And Lomb; Sun Pharm Inds; Teva Pharms Usa; Ferring

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Antidiuretic Agents

    Agents that reduce the excretion of URINE, most notably the octapeptide VASOPRESSINS. (See all compounds classified as Antidiuretic Agents.)

    Hemostatics

    Agents acting to arrest the flow of blood. Absorbable hemostatics arrest bleeding either by the formation of an artificial clot or by providing a mechanical matrix that facilitates clotting when applied directly to the bleeding surface. These agents function more at the capillary level and are not effective at stemming arterial or venous bleeding under any significant intravascular pressure. (See all compounds classified as Hemostatics.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Increased Coagulation Factor VIII Activity [PE]; Increased Coagulation Factor VIII Concentration [PE]; Vasopressin Analog [EPC]; Vasopressins [CS]; Factor VIII Activator [EPC]