oxytocin 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | 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:

None

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 799.95 30.06 324 4192 120691 50479917
Maternal exposure during pregnancy 409.38 30.06 223 4293 159555 50441053
Postpartum haemorrhage 315.45 30.06 63 4453 1691 50598917
Maternal exposure during delivery 272.83 30.06 51 4465 955 50599653
Caesarean section 202.06 30.06 69 4447 15570 50585038
Uterine atony 194.15 30.06 30 4486 162 50600446
Hypotension 187.99 30.06 160 4356 235309 50365299
Premature delivery 143.30 30.06 60 4456 23603 50577005
Normal newborn 141.70 30.06 43 4473 6648 50593960
Uterine rupture 131.12 30.06 28 4488 1047 50599561
Pre-eclampsia 109.73 30.06 37 4479 8007 50592601
Electrocardiogram ST segment depression 87.45 30.06 24 4492 2596 50598012
Anaphylactic reaction 81.53 30.06 54 4462 54001 50546607
Amniotic cavity infection 80.13 30.06 19 4497 1144 50599464
Anaphylactoid syndrome of pregnancy 75.38 30.06 11 4505 37 50600571
Foetal exposure during pregnancy 71.66 30.06 39 4477 27320 50573288
Drug ineffective 70.08 30.06 194 4322 819139 49781469
Premature baby 67.88 30.06 33 4483 18304 50582304
Placenta accreta 66.10 30.06 12 4504 189 50600419
Low birth weight baby 64.53 30.06 23 4493 5858 50594750
Bradycardia foetal 64.02 30.06 13 4503 378 50600230
Premature rupture of membranes 58.26 30.06 20 4496 4560 50596048
Stillbirth 56.80 30.06 21 4495 5931 50594677
Tachycardia 56.13 30.06 56 4460 99707 50500901
Uterine haemorrhage 51.70 30.06 17 4499 3398 50597210
Retained placenta or membranes 49.64 30.06 10 4506 279 50600329
Pulmonary oedema 48.70 30.06 38 4478 48900 50551708
Uterine tachysystole 48.09 30.06 7 4509 23 50600585
Endometritis 47.22 30.06 12 4504 963 50599645
Vascular resistance systemic decreased 46.48 30.06 8 4508 91 50600517
Cardiac output increased 43.44 30.06 8 4508 137 50600471
Mean arterial pressure decreased 43.06 30.06 8 4508 144 50600464
Gestational diabetes 42.04 30.06 18 4498 7447 50593161
Disseminated intravascular coagulation 40.93 30.06 23 4493 17112 50583496
Hypothermia 39.63 30.06 20 4496 11996 50588612
Small for dates baby 39.55 30.06 14 4502 3491 50597117
Fatigue 38.96 30.06 8 4508 707593 49893015
Gestational hypertension 37.71 30.06 12 4504 2161 50598447
Premature labour 37.55 30.06 19 4497 11457 50589151
Stroke volume increased 37.25 30.06 5 4511 7 50600601
Foetal heart rate deceleration abnormality 34.21 30.06 8 4508 453 50600155
Foetal death 34.15 30.06 16 4500 8164 50592444
Vaginal haemorrhage 33.32 30.06 23 4493 24528 50576080
Uterine hypertonus 33.13 30.06 7 4509 248 50600360
Maternal exposure during breast feeding 32.96 30.06 12 4504 3242 50597366
Failed induction of labour 31.66 30.06 7 4509 308 50600300
Diarrhoea 31.64 30.06 7 4509 588469 50012139
Haemodynamic instability 31.37 30.06 15 4501 8009 50592599
Uterine inversion 31.06 30.06 4 4512 3 50600605

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 310.58 120.81 74 323 33793 29540337
Premature baby 194.91 120.81 45 352 17235 29556895

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 720.85 33.81 239 3522 77436 64417535
Maternal exposure during pregnancy 529.77 33.81 201 3560 95683 64399288
Postpartum haemorrhage 301.88 33.81 55 3706 1392 64493579
Maternal exposure during delivery 252.99 33.81 44 3717 846 64494125
Caesarean section 202.93 33.81 58 3703 11216 64483755
Uterine atony 201.74 33.81 29 3732 146 64494825
Premature delivery 162.44 33.81 55 3706 18534 64476437
Normal newborn 157.57 33.81 41 3720 5576 64489395
Pre-eclampsia 129.99 33.81 36 3725 6195 64488776
Uterine rupture 103.61 33.81 20 3741 693 64494278
Amniotic cavity infection 89.88 33.81 18 3743 756 64494215
Electrocardiogram ST segment depression 85.31 33.81 24 3737 4365 64490606
Anaphylactoid syndrome of pregnancy 81.02 33.81 11 3750 33 64494938
Hypotension 73.47 33.81 100 3661 380874 64114097
Premature rupture of membranes 70.62 33.81 20 3741 3724 64491247
Stillbirth 66.69 33.81 19 3742 3614 64491357
Anaphylactic reaction 63.29 33.81 43 3718 68621 64426350
Uterine haemorrhage 58.86 33.81 16 3745 2563 64492408
Placenta accreta 58.03 33.81 10 3751 181 64494790
Retained placenta or membranes 56.52 33.81 10 3751 212 64494759
Endometritis 55.19 33.81 12 3749 754 64494217
Tachycardia 51.62 33.81 53 3708 149526 64345445
Gestational diabetes 50.58 33.81 17 3744 5573 64489398
Bradycardia foetal 49.12 33.81 8 3753 101 64494870
Premature labour 49.11 33.81 18 3743 7602 64487369
Vaginal haemorrhage 44.54 33.81 22 3739 19322 64475649
Cardiac output increased 44.47 33.81 8 3753 187 64494784
Vascular resistance systemic decreased 43.43 33.81 8 3753 214 64494757
Foetal death 41.92 33.81 15 3746 5915 64489056
Gestational hypertension 41.04 33.81 11 3750 1670 64493301
Pulmonary oedema 40.83 33.81 35 3726 78639 64416332
Mean arterial pressure decreased 39.82 33.81 8 3753 341 64494630
Stroke volume increased 38.26 33.81 5 3756 10 64494961
Hypothermia 38.19 33.81 20 3741 19836 64475135
Small for dates baby 37.99 33.81 8 3753 431 64494540
Live birth 35.86 33.81 16 3745 11188 64483783
Maternal exposure during breast feeding 34.57 33.81 10 3751 2006 64492965

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
CHEBI has role CHEBI:35620 vasodilator agents
CHEBI has role CHEBI:36063 oxytocic agents
FDA EPC N0000175828 Oxytocic

Drug Use (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

None

🐶 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

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 42023-130 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 30 [USPU] INTRAVENOUS unapproved drug other 1 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-056 INJECTION, SOLUTION 15 [USPU] INTRAVENOUS unapproved drug other 1 sections
Oxytocin HUMAN PRESCRIPTION DRUG LABEL 1 52533-105 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