oxytocin 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
oxytocin derivatives 2042 50-56-6

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • oxytocin
  • orasthin
  • oxystin
  • partocon
  • perlacton
  • synthetic oxytocin
A nonapeptide hormone released from the neurohypophysis (PITUITARY GLAND, POSTERIOR). It differs from VASOPRESSIN by two amino acids at residues 3 and 8. Oxytocin acts on SMOOTH MUSCLE CELLS, such as causing UTERINE CONTRACTIONS and MILK EJECTION.
  • Molecular weight: 1007.19
  • Formula: C43H66N12O12S2
  • CLOGP: 0.06
  • LIPINSKI: 3
  • HAC: 24
  • HDO: 12
  • TPSA: 399.53
  • ALOGS: -4.26
  • ROTB: 17

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
15 U N
200 U O
15 U P

ADMET properties:

PropertyValueReference
S (Water solubility) 12 mg/mL Bocci G, Oprea TI, Benet LZ
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Bocci G, Oprea TI, Benet LZ

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
kinase-safety-class ACVR2B,CDK5,EIF2AK3,GRK2,PDK1,PDK2,PDK4,PRKDC 8
kinase-selectivity-class GRK2,PDK1 2
mdck-mdr1-bcrp-efflux MDCK-MDR1-BCRP efflux ratio 1.429 Moderate 0.66
pfas-class PFAS structural alert (1 = True, 0 = False) 0

Approvals:

DateAgencyCompanyOrphan
April 17, 1980 FDA NOVARTIS

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Exposure during pregnancy 904.66 34.70 405 6112 238005 90383925
Maternal exposure during pregnancy 706.84 34.70 391 6126 359672 90262258
Maternal exposure during delivery 579.77 34.70 115 6402 3731 90618199
Postpartum haemorrhage 511.68 34.70 96 6421 2305 90619625
Premature delivery 381.30 34.70 132 6385 38630 90583300
Uterine atony 255.22 34.70 40 6477 308 90621622
Hypotension 216.69 34.70 182 6335 325215 90296715
Caesarean section 208.82 34.70 70 6447 18507 90603423
Drug ineffective 194.56 34.70 350 6167 1383948 89237982
Normal newborn 170.95 34.70 64 6453 23298 90598632
Uterine rupture 158.30 34.70 32 6485 1137 90620793
Foetal exposure during pregnancy 154.99 34.70 71 6446 42904 90579026
Premature baby 124.80 34.70 52 6465 25025 90596905
Ventilation perfusion mismatch 121.80 34.70 23 6494 569 90621361
Pre-eclampsia 113.76 34.70 39 6478 11009 90610921
Low birth weight baby 103.67 34.70 35 6482 9432 90612498
Anaphylactoid syndrome of pregnancy 88.43 34.70 13 6504 61 90621869
Electrocardiogram ST segment depression 87.06 34.70 24 6493 3279 90618651
Anaphylactic reaction 79.55 34.70 59 6458 87465 90534465
Bradycardia foetal 79.31 34.70 16 6501 562 90621368
Tachycardia 74.58 34.70 73 6444 157600 90464330
Placenta accreta 73.09 34.70 13 6504 228 90621702
Amniotic cavity infection 70.37 34.70 17 6500 1379 90620551
Uterine haemorrhage 70.00 34.70 22 6495 4730 90617200
Small for dates baby 68.87 34.70 22 6495 4985 90616945
Hypoxia 68.47 34.70 50 6467 72349 90549581
Failed induction of labour 64.24 34.70 13 6504 464 90621466
Uterine hypertonus 63.08 34.70 12 6505 309 90621621
Premature rupture of membranes 62.63 34.70 21 6496 5537 90616393
Acute pulmonary oedema 61.95 34.70 24 6493 9556 90612374
Foetal exposure during delivery 61.06 34.70 12 6505 368 90621562
Stillbirth 60.33 34.70 22 6495 7421 90614509
Foetal anaemia 58.89 34.70 10 6507 132 90621798
Disseminated intravascular coagulation 57.57 34.70 29 6488 21509 90600421
Endometritis 57.35 34.70 14 6503 1186 90620744
Uterine tachysystole 57.24 34.70 8 6509 24 90621906
Pulmonary oedema 56.72 34.70 42 6475 62038 90559892
Pericoronitis 52.78 34.70 9 6508 122 90621808
Maternal exposure during breast feeding 52.71 34.70 19 6498 6201 90615729
Fatigue 52.24 34.70 10 6507 1154013 89467917
Intermittent positive pressure breathing 51.21 34.70 8 6509 60 90621870
Retained placenta or membranes 50.29 34.70 10 6507 326 90621604
Delivery 47.12 34.70 13 6504 1780 90620150
Foetal death 47.03 34.70 25 6492 20698 90601232
Gestational diabetes 46.17 34.70 20 6497 10562 90611368
Live birth 45.77 34.70 41 6476 79066 90542864
Vascular resistance systemic decreased 45.27 34.70 8 6509 135 90621795
Hypothermia 44.66 34.70 22 6495 15553 90606377
Mean arterial pressure decreased 41.90 34.70 8 6509 210 90621720
Foetal growth restriction 41.81 34.70 18 6499 9362 90612568
Premature labour 41.68 34.70 20 6497 13356 90608574
Periventricular leukomalacia 41.44 34.70 8 6509 223 90621707
Vaginal haemorrhage 39.93 34.70 26 6491 31245 90590685
Polyhydramnios 38.56 34.70 12 6505 2496 90619434
Foetal heart rate deceleration abnormality 38.01 34.70 9 6508 670 90621260
Uterine hypotonus 37.89 34.70 7 6510 153 90621777
Gestational hypertension 36.21 34.70 12 6505 3050 90618880
Stroke volume increased 35.53 34.70 5 6512 16 90621914
Haemodynamic instability 34.91 34.70 17 6500 11722 90610208
Cardiac output increased 34.71 34.70 8 6509 529 90621401

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Foetal exposure during pregnancy 469.78 112.34 109 434 47202 42573590
Premature baby 230.38 112.34 54 489 23099 42597693
Low birth weight baby 134.95 112.34 30 513 9925 42610867

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Exposure during pregnancy 839.34 32.25 313 5183 167111 110416692
Maternal exposure during pregnancy 821.38 32.25 346 5150 254537 110329266
Maternal exposure during delivery 572.98 32.25 106 5390 3459 110580344
Postpartum haemorrhage 480.84 32.25 83 5413 1806 110581997
Premature delivery 389.39 32.25 116 5380 30516 110553287
Uterine atony 255.98 32.25 37 5459 235 110583568
Caesarean section 200.30 32.25 58 5438 13759 110570044
Normal newborn 190.07 32.25 62 5434 21834 110561969
Drug ineffective 149.00 32.25 267 5229 1520273 109063530
Pre-eclampsia 137.37 32.25 39 5457 8611 110575192
Uterine rupture 130.04 32.25 24 5472 767 110583036
Ventilation perfusion mismatch 123.46 32.25 23 5473 774 110583029
Anaphylactoid syndrome of pregnancy 94.14 32.25 13 5483 56 110583747
Hypotension 84.10 32.25 116 5380 523733 110060070
Electrocardiogram ST segment depression 83.90 32.25 24 5472 5437 110578366
Uterine haemorrhage 79.91 32.25 21 5475 3473 110580330
Amniotic cavity infection 78.02 32.25 16 5480 891 110582912
Premature rupture of membranes 74.03 32.25 21 5475 4616 110579187
Tachycardia 73.17 32.25 72 5424 226573 110357230
Stillbirth 71.19 32.25 20 5476 4244 110579559
Endometritis 65.41 32.25 14 5482 960 110582843
Placenta accreta 64.73 32.25 11 5485 216 110583587
Bradycardia foetal 63.01 32.25 10 5486 126 110583677
Failed induction of labour 61.20 32.25 11 5485 302 110583501
Anaphylactic reaction 58.15 32.25 47 5449 114253 110469550
Acute pulmonary oedema 57.22 32.25 24 5472 16972 110566831
Hypoxia 57.06 32.25 49 5447 129466 110454337
Retained placenta or membranes 56.38 32.25 10 5486 254 110583549
Gestational diabetes 56.38 32.25 19 5477 7370 110576433
Foetal death 55.17 32.25 23 5473 16022 110567781
Pericoronitis 53.81 32.25 9 5487 160 110583643
Maternal exposure during breast feeding 53.52 32.25 16 5480 4222 110579581
Disseminated intravascular coagulation 49.93 32.25 29 5467 41257 110542546
Uterine hypertonus 48.95 32.25 9 5487 281 110583522
Premature labour 48.65 32.25 18 5478 9154 110574649
Delivery 48.45 32.25 11 5485 990 110582813
Vaginal haemorrhage 48.29 32.25 24 5472 25050 110558753
Live birth 47.30 32.25 34 5462 69450 110514353
Pulmonary oedema 46.20 32.25 39 5457 100620 110483183
Polyhydramnios 46.04 32.25 12 5484 1921 110581882
Vascular resistance systemic decreased 43.26 32.25 8 5488 258 110583545
Small for dates baby 41.54 32.25 9 5487 653 110583150
Uterine hypotonus 40.88 32.25 7 5489 144 110583659
Gestational hypertension 39.68 32.25 11 5485 2223 110581580
Mean arterial pressure decreased 38.37 32.25 8 5488 483 110583320
Stroke volume increased 37.14 32.25 5 5491 17 110583786
Cardiac output increased 36.63 32.25 8 5488 603 110583200
Hypothermia 35.90 32.25 20 5476 26282 110557521
Premature baby 35.13 32.25 12 5484 4843 110578960
Fatigue 34.53 32.25 9 5487 1215949 109367854
Premature separation of placenta 33.76 32.25 9 5487 1571 110582232
Uterine inversion 33.40 32.25 4 5492 3 110583800
Foetal heart rate deceleration abnormality 33.27 32.25 6 5490 168 110583635

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC G02AC01 GENITO URINARY SYSTEM AND SEX HORMONES
OTHER GYNECOLOGICALS
UTEROTONICS
Ergot alkaloids and oxytocin incl. analogues, in combination
ATC H01BB02 SYSTEMIC HORMONAL PREPARATIONS, EXCL. SEX HORMONES AND INSULINS
PITUITARY AND HYPOTHALAMIC HORMONES AND ANALOGUES
POSTERIOR PITUITARY LOBE HORMONES
Oxytocin and analogues
FDA CS M0015703 Oxytocin
FDA PE N0000009705 Increased Uterine Smooth Muscle Contraction or Tone
MeSH PA D010120 Oxytocics
MeSH PA D012102 Reproductive Control Agents
FDA EPC N0000175828 Oxytocic
CHEBI has role CHEBI:22587 antiviral agent
CHEBI has role CHEBI:35469 antidepressant
CHEBI has role CHEBI:35476 antipsychotic agent
CHEBI has role CHEBI:35480 analgesic
CHEBI has role CHEBI:35554 cardiovascular drug
CHEBI has role CHEBI:35610 antineoplastic agent
CHEBI has role CHEBI:35620 vasodilator agent
CHEBI has role CHEBI:36063 oxytocic
CHEBI has role CHEBI:38070 anti-arrhythmia drug
CHEBI has role CHEBI:50779 appetite enhancer
CHEBI has role CHEBI:55324 gastrointestinal drug
CHEBI has role CHEBI:66980 nootropic agent
CHEBI has role CHEBI:67079 anti-inflammatory agent
CHEBI has role CHEBI:74518 anti-obesity agent
CHEBI has role CHEBI:176497 geroprotector

Related Drugs by ATC class:

G02AC Ergot alkaloids and oxytocin incl. analogues, in combination 1 drug
H01BB Oxytocin and analogues 2 drugs

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Postpartum hemorrhage indication 47821001
Incomplete miscarriage indication 156072005
Induction of labor indication 236958009
Pregnancy with abortive outcome indication 363681007
Placental Reserve Studies off-label use
Multiple pregnancy contraindication 16356006
Grand multipara contraindication 18656007
Placenta previa contraindication 36813001 DOID:11060
Hypertensive disorder contraindication 38341003 DOID:10763
Fetal distress contraindication 130955003
Deliveries by cesarean contraindication 200144004
Finding of malposition of fetus contraindication 289365005




🐶 Veterinary Drug Use

SpeciesUseRelation
Cats Uterine contractor to precipitate and accelerate normal parturition and postpartum evacuation of uterine debris Indication
Cats Postoperatively following cesarean section to facilitate involution and resistance to the large inflow of blood Indication
Cattle Uterine contractor to precipitate and accelerate normal parturition and postpartum evacuation of uterine debris Indication
Cattle Postoperatively following cesarean section to facilitate involution and resistance to the large inflow of blood Indication
Cattle Contracts smooth muscle cells of the mammary gland for milk letdown Indication
Dogs Uterine contractor to precipitate and accelerate normal parturition and postpartum evacuation of uterine debris Indication
Dogs Postoperatively following cesarean section to facilitate involution and resistance to the large inflow of blood Indication
Horses Uterine contractor to precipitate and accelerate normal parturition and postpartum evacuation of uterine debris Indication
Horses Postoperatively following cesarean section to facilitate involution and resistance to the large inflow of blood Indication
Sheep Uterine contractor to precipitate and accelerate normal parturition and postpartum evacuation of uterine debris Indication
Sheep Postoperatively following cesarean section to facilitate involution and resistance to the large inflow of blood Indication
Swine Uterine contractor to precipitate and accelerate normal parturition and postpartum evacuation of uterine debris Indication
Swine Postoperatively following cesarean section to facilitate involution and resistance to the large inflow of blood Indication
Swine Contracts smooth muscle cells of the mammary gland for milk letdown Indication

🐶 Veterinary products

ProductApplicantIngredients
Oxytocin Injection Zoetis Inc. 1
Oxytocin (Label Under Distributors) Bimeda Animal Health Limited 1
Oxytocin Injectable Bimeda Animal Health Limited 1
PVL Oxytocin Injectable Bimeda Animal Health Limited 1
Oxytocin Injection Bimeda Animal Health Limited 1
Oxytocin Injection Bimeda Animal Health Limited 1

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.65 acidic
pKa2 12.47 acidic
pKa3 12.94 acidic
pKa4 13.18 acidic
pKa5 13.47 acidic
pKa6 13.7 acidic
pKa7 13.89 acidic
pKa8 6.4 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Oxytocin receptor GPCR AGONIST Ki 9.10 CHEMBL CHEMBL
Vasopressin V1b receptor GPCR EC50 6.35 WOMBAT-PK
Vasopressin V2 receptor GPCR EC50 6.10 WOMBAT-PK
Oxytocin-neurophysin 1 Secreted WOMBAT-PK
Vasopressin V1a receptor GPCR EC50 6.91 WOMBAT-PK
Oxytocin receptor GPCR Ki 9.05 CHEMBL
Vasopressin V2 receptor GPCR Ki 7.21 CHEMBL
Vasopressin V1a receptor GPCR AGONIST Ki 6.10 IUPHAR

External reference:

IDSource
4018039 VUID
N0000146381 NUI
D00089 KEGG_DRUG
4018039 VANDF
C0030095 UMLSCUI
CHEBI:7872 CHEBI
CHEMBL395429 ChEMBL_ID
D010121 MESH_DESCRIPTOR_UI
DB00107 DRUGBANK_ID
2174 IUPHAR_LIGAND_ID
1480 INN_ID
1JQS135EYN UNII
439302 PUBCHEM_CID
7824 RXNORM
4537 MMSL
5223 MMSL
d00584 MMSL
001307 NDDF
112115002 SNOMEDCT_US
12369008 SNOMEDCT_US
1JQS135EYN INXIGHT DRUGS

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 0143-9742 INJECTION 10 [USPU] INTRAMUSCULAR ANDA 20 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 0143-9743 INJECTION 10 [USPU] INTRAMUSCULAR ANDA 20 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 0641-6114 INJECTION 10 [USPU] INTRAMUSCULAR NDA 20 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 0641-6115 INJECTION 10 [USPU] INTRAMUSCULAR NDA 20 sections
Pitocin HUMAN PRESCRIPTION DRUG LABEL 1 42023-116 INJECTION 10 [iU] INTRAVENOUS NDA 22 sections
Pitocin HUMAN PRESCRIPTION DRUG LABEL 1 42023-116 INJECTION 10 [iU] INTRAVENOUS NDA 22 sections
Pitocin HUMAN PRESCRIPTION DRUG LABEL 1 42023-116 INJECTION 10 [iU] INTRAVENOUS NDA 22 sections
Pitocin HUMAN PRESCRIPTION DRUG LABEL 1 42023-130 INJECTION 10 [iU] INTRAVENOUS NDA 22 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-048 INJECTION, SOLUTION 10 [USPU] INTRAVENOUS unapproved drug other 1 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-051 INJECTION, SOLUTION 2 [USPU] INTRAVENOUS unapproved drug other
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-054 INJECTION, SOLUTION 30 [USPU] INTRAVENOUS unapproved drug other
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-055 INJECTION, SOLUTION 30 [USPU] INTRAVENOUS unapproved drug other
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-056 INJECTION, SOLUTION 15 [USPU] INTRAVENOUS unapproved drug other 1 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-056 INJECTION, SOLUTION 30 [USPU] INTRAVENOUS unapproved drug other 1 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-105 INJECTION, SOLUTION 2 [USPU] INTRAVENOUS unapproved drug other
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-170 INJECTION, SOLUTION 30 [USPU] INTRAVENOUS unapproved drug other
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-233 INJECTION, SOLUTION 20 [USPU] INTRAVENOUS unapproved drug other 1 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-234 INJECTION, SOLUTION 30 [USPU] INTRAVENOUS unapproved drug other 1 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 55154-9584 INJECTION, SOLUTION 10 [USPU] INTRAVENOUS NDA 12 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 63323-012 INJECTION, SOLUTION 10 [USPU] INTRAVENOUS NDA 12 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 63323-012 INJECTION, SOLUTION 10 [USPU] INTRAVENOUS NDA 12 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 65219-021 INJECTION, SOLUTION 10 [USPU] INTRAVENOUS NDA 12 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 70518-4233 INJECTION, SOLUTION 10 [USPU] INTRAVENOUS NDA 12 sections