Hydroxyprogesterone caproate
Progestin — GENITO URINARY SYSTEM AND SEX HORMONES
Also known as: 17-alpha-hydroxy-progesterone caproate, 17alpha-hydroxyprogesterone, 17alpha-Hydroxyprogesterone hexanoate, delalutin, gestageno, hydroxyprogesterone hexanoate, makena, oxyprogesterone caproate, progesterone caproate
Data last refreshed: (DrugCentral release 2024-11-01)
Key facts
Hydroxyprogesterone caproate is an ofm drug in the Progestin class catalogued in DrugCentral. It was first approved by the FDA in 1975. DrugCentral lists 9 molecular targets, including PGR, SERPINA6 and PGR. Recorded indications include Prevention of Premature Labor.
- Approval status: ofm (first approved 1975 by the FDA).
- Drug class: Progestin.
- Molecular targets: PGR, SERPINA6, PGR and NR3C1 (9 listed in DrugCentral).
- Indications: Prevention of Premature Labor.
- ATC code: G03DA03 (Pregnen (4) derivatives).
- Molecular formula: C27H40O4; molecular weight 428.61 g/mol.
Indications & contraindications
Drug–disease relationships curated by DrugCentral (OMOP / SNOMED concepts).
Indications (1)
- Prevention of Premature Labor
Off-label uses (1)
- Endometrial carcinoma
Contraindications (21)
- Asthma
- Body fluid retention
- Carcinoma of female breast
- Chronic heart failure
- Deep venous thrombosis
- Depressive disorder
- Diabetes mellitus
- Disease of liver
- Epilepsy
- Hyperglycemia
- Hypertensive disorder
- Impaired glucose tolerance
- Intermenstrual bleeding - irregular
- Jaundice
- Kidney disease
- Migraine
- Mild pre-eclampsia
- Neoplasm of liver
- Predisposition to Thrombosis
- Seizure disorder
- Thromboembolic disorder
Mechanism & targets
| Established pharmacologic class | Progestin |
|---|
Molecular targets (9)
| Target | Gene | Action | Activity |
|---|---|---|---|
| Progesterone receptor | PGR | unknown | Ki 8.81 |
| Corticosteroid-binding globulin | SERPINA6 | unknown | Ki 7.74 |
| Progesterone receptor | PGR | agonist | IC50 7.66 |
| Glucocorticoid receptor | NR3C1 | unknown | Ki 7.64 |
| Sex hormone-binding globulin | SHBG | unknown | Kd 7.00 |
| Androgen receptor | Ar | unknown | Ki 6.31 |
| Adenosine receptor A3 | ADORA3 | unknown | Ki 5.57 |
| Mitogen-activated protein kinase 3 | MAPK3 | unknown | IC50 5.50 |
| Sodium-dependent dopamine transporter | SLC6A3 | unknown | Ki 5.26 |
Regulatory approvals (1)
| Date | Agency | Marketed as | Applicant | Orphan |
|---|---|---|---|---|
| 1975-10-03 | FDA | — | ACTAVIS LABS UT INC |
ATC classification
| ATC code | Therapeutic hierarchy |
|---|---|
G03DA03 | GENITO URINARY SYSTEM AND SEX HORMONES › SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM › PROGESTOGENS › Pregnen (4) derivatives |
G03FA02 | GENITO URINARY SYSTEM AND SEX HORMONES › SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM › PROGESTOGENS AND ESTROGENS IN COMBINATION › Progestogens and estrogens, fixed combinations |
Reported adverse-event signals
Strongest FDA FAERS disproportionality signals (log-likelihood ratio). A signal is a statistical association in spontaneous reports, not proof that the drug causes the event.
| MedDRA term | LLR |
|---|---|
| Premature baby | 5501.0 |
| Injection site pruritus | 2235.0 |
| Injection site pain | 1924.6 |
| Preterm premature rupture of membranes | 1919.6 |
| Uterine contractions during pregnancy | 1379.6 |
| Premature labour | 899.3 |
| Injection site mass | 880.5 |
| Stillbirth | 815.6 |
| Injection site swelling | 770.1 |
| Injection site erythema | 630.1 |
| Premature delivery | 599.9 |
| Cervical incompetence | 510.9 |
Chemical structure
| Molecular formula | C27H40O4 |
|---|---|
| Molecular weight | 428.61 g/mol |
| CAS number | 630-56-8 |
| InChIKey | DOMWKUIIPQCAJU-LJHIYBGHSA-N |
| PubChem CID | 169870 |
Frequently asked questions
Answers are generated from the structured data on this page, not written by hand.
What is Hydroxyprogesterone caproate used for?
DrugCentral lists the following indications for Hydroxyprogesterone caproate: Prevention of Premature Labor.
How does Hydroxyprogesterone caproate work?
Its molecular targets in DrugCentral include PGR, SERPINA6, PGR (agonist) and NR3C1.
When was Hydroxyprogesterone caproate first approved?
Hydroxyprogesterone caproate was first approved by the FDA in 1975.
What drug class does Hydroxyprogesterone caproate belong to?
Hydroxyprogesterone caproate is in the Progestin class.
What is the chemical formula of Hydroxyprogesterone caproate?
Hydroxyprogesterone caproate has the molecular formula C27H40O4 and a molecular weight of 428.61 g/mol.
Browse: all drugs starting with H · drug guides by category · protein targets A–Z.
Sources
- DrugCentral drug card 4189 — structure, indications, targets, approvals, pharmacologic classes (CC BY-SA 4.0)
- ChEMBL CHEMBL1200848 — compound record and bioactivity
- PubChem CID 169870 — chemical identifiers
- DrugBank DB06789 — drug record
- FDA UNII 21807M87J2 — substance identity
- DailyMed: FDA labels for Hydroxyprogesterone caproate — current prescribing information (label search)
- UniProt P08185 (SERPINA6) — target protein
- UniProt P06401 (PGR) — target protein
- UniProt P04150 (NR3C1) — target protein
- UniProt P04278 (SHBG) — target protein
- UniProt P0DMS8 (ADORA3) — target protein
- UniProt P27361 (MAPK3) — target protein
- FDA Adverse Event Reporting System (openFDA FAERS) — adverse-event signals, as aggregated by DrugCentral
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