desmopressin
CHEBI:CHEBI_4450
Definition
A synthetic analogue of vasopressin in which 3-mercaptopropionic acid replaces the cysteine residue at position 1 and D-arginine replaces the residue at position 8. An antidiuretic, it increases urine concentration and decreases urine production, and is used (usually as the trihydrate of the acetic acid salt) to prevent and control excessive thirst, urination, and dehydration caused by injury, surgery, and certain medical conditions. It is also used in the diagnosis and treatment of cranial diabetes insipidus and in tests of renal function.
Chemical Information
- Molecular Formula
- C46H64N14O12S2
- Molecular Mass
- 1069.21700
- Charge
- 0
- SMILES
- NC(=N)NCCC[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CSSCCC(=O)N[C@@H](Cc2ccc(O)cc2)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N1)C(=O)NCC(N)=O
- InChI
- InChI=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+/m1/s1
- InChIKey
- NFLWUMRGJYTJIN-PNIOQBSNSA-N
Alternative Names
- 1-(3-mercaptopropionic acid)-8-D-arginine-vasopressin
- 1-{[(4R,7S,10S,13S,16S)-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-D-arginylglycinamide
- 1-deamino-8-D-arginine vasopressin
- 1-desamino-8-D-arginine vasopressin
- DDAVP
- desmopresina
- desmopressin
- desmopressine
- desmopressinum
Treatment Applications
-
urofacial syndromeView Disease →
DOID:0050816
-
central diabetes insipidusView Disease →
DOID:0081055
-
gestational diabetes insipidusView Disease →
DOID:0081057
-
dipsogenic diabetes insipidusView Disease →
DOID:0081058
-
X-linked nephrogenic diabetes insipidusView Disease →
DOID:0081060
-
nephrogenic diabetes insipidusView Disease →
DOID:12387
-
intracranial hypertensionView Disease →
DOID:9428
-
maple syrup urine diseaseView Disease →
DOID:9269
Drug Classification
-
heterodetic cyclic peptideView Class →
CHEBI:24533
-
t217004
-
t217513
-
t217548
Important Medical Information
⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.
- Always consult with a healthcare professional before starting, stopping, or modifying any medication.
- Side effects may vary and this list may not be comprehensive.
- Drug interactions may occur with other medications.
Additional Identifiers
- core#notation
- CHEBI:4450
- DRON_00010000
- 3251
- oboInOwl#hasDbXref
- KEGG:D00291
Additional References
🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.
Additional Attributes
- core#notation
- CHEBI:4450
- pharm_class
- Vasopressin Analog [EPC]
- upc
- 0368001575003
- 22-rdf-syntax-ns#type
- http://www.w3.org/2002/07/owl#Class
- listing_expiration_date
- 20241231
- route
- NASAL
- spl_id
- e17d40ea-c4b8-4646-8597-1f9c33031bec
- package_ndc
- 41701-007-15
- marketing_start_date
- 20140220
- package_description
- 1 BOTTLE, PLASTIC in 1 BOTTLE, PLASTIC (41701-007-15) / 25 g in 1 BOTTLE, PLASTIC (41701-007-14)
- rxcui
- 1723234
- active_ingredient_strength
- 80 g/80g
- active_ingredient_name
- DESMOPRESSIN
- unii
- XB13HYU18U
- spl_set_id
- 539d7da2-72b8-45f9-836c-4e3351dd488e
- manufacturer_name
- XGen Pharmaceuticals DJB, Inc.
- package_marketing_start_date
- 20-MAR-17
- oboInOwl#hasOBONamespace
- chebi_ontology
- DRON_00010000
- 3251
- oboInOwl#hasDbXref
- KEGG:D00291
- oboInOwl#id
- CHEBI:4450
- brand_name
- Desmopressin acetate
- brand_name_base
- Desmopressin acetate
- generic_name
- Desmopressin acetate
- product_ndc
- 35207-0001
- RO_0000087
- http://purl.obolibrary.org/obo/CHEBI_59727
- oboInOwl#inSubset
- http://purl.obolibrary.org/obo/chebi#3_STAR
- product_type
- BULK INGREDIENT
- marketing_category
- EXPORT ONLY
- dosage_form
- SPRAY
- labeler_name
- Hybio Pharmaceutical Co., Ltd.
- application_number
- ANDA215961
- has_treatment
- http://purl.obolibrary.org/obo/DOID_578
- rdf-schema#range
- https://w3id.org/def/predibionto#has_drug_113616
- rdf-schema#domain
- https://w3id.org/def/predibionto#has_side_effect24192
- owl#annotatedSource
- t217819
- owl#someValuesFrom
- t3019319