prasterone 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
androgens/anabolic steroids 795 53-43-0

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • intrarosa
  • 5,6-didehydroepiandrosterone
  • androstenolone
  • dehydroandrosterone
  • dehydroepiandrosterone
  • dehydroisoandrosterone
  • prasterone
A major C19 steroid produced by the ADRENAL CORTEX. It is also produced in small quantities in the TESTIS and the OVARY. Dehydroepiandrosterone (DHEA) can be converted to TESTOSTERONE; ANDROSTENEDIONE; ESTRADIOL; and ESTRONE. Most of DHEA is sulfated (DEHYDROEPIANDROSTERONE SULFATE) before secretion.
  • Molecular weight: 288.43
  • Formula: C19H28O2
  • CLOGP: 3.07
  • LIPINSKI: 0
  • HAC: 2
  • HDO: 1
  • TPSA: 37.30
  • ALOGS: -3.82
  • ROTB: 0

  • Status: OFP

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

Drug dosage:

DoseUnitRoute
6.50 mg V

ADMET properties:

None

Approvals:

DateAgencyCompanyOrphan
None FDA

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
Butterfly rash 132.78 20.40 28 3213 1745 63484036
Periorbital oedema 100.36 20.40 28 3213 5656 63480125
Photosensitivity reaction 80.95 20.40 30 3211 14964 63470817
Off label use 70.58 20.40 124 3117 674338 62811443
Head discomfort 69.34 20.40 26 3215 13389 63472392
Swelling face 58.98 20.40 38 3203 63437 63422344
Tinnitus 56.03 20.40 30 3211 35598 63450183
Feeling hot 51.40 20.40 32 3209 50322 63435459
Application site discharge 46.31 20.40 8 3233 169 63485612
Cellulitis 33.39 20.40 30 3211 81928 63403853
Hypothalamic pituitary adrenal axis suppression 32.90 20.40 6 3235 174 63485607
Therapeutic response unexpected 32.90 20.40 17 3224 18742 63467039
Dehydroepiandrosterone increased 26.65 20.40 3 3238 0 63485781
Headache 25.18 20.40 80 3161 633161 62852620
Vaginal discharge 24.18 20.40 11 3230 9187 63476594
Granulomatous liver disease 24.15 20.40 6 3235 772 63485009

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
Tendon calcification 52.65 29.68 7 646 68 34956210
Progesterone increased 34.85 29.68 4 649 9 34956269
Blood parathyroid hormone increased 31.65 29.68 7 646 1507 34954771

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
Butterfly rash 144.80 21.88 28 2741 1668 79739951
Periorbital oedema 100.23 21.88 28 2741 8374 79733245
Photosensitivity reaction 78.51 21.88 29 2740 21098 79720521
Head discomfort 77.17 21.88 26 2743 14476 79727143
Tinnitus 66.81 21.88 32 2737 44301 79697318
Swelling face 57.77 21.88 34 2735 71178 79670441
Feeling hot 55.06 21.88 31 2738 59703 79681916
Tendon calcification 43.16 21.88 7 2762 149 79741470
Cellulitis 42.39 21.88 33 2736 109027 79632592
Off label use 39.88 21.88 93 2676 907122 78834497
Headache 29.68 21.88 68 2701 653704 79087915
Application site discharge 24.99 21.88 5 2764 354 79741265
Dehydroepiandrosterone increased 24.86 21.88 3 2766 5 79741614
Granulomatous liver disease 23.24 21.88 6 2763 1327 79740292

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC A14AA07 ALIMENTARY TRACT AND METABOLISM
ANABOLIC AGENTS FOR SYSTEMIC USE
ANABOLIC STEROIDS
Androstan derivatives
ATC G03EA03 GENITO URINARY SYSTEM AND SEX HORMONES
SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
ANDROGENS AND FEMALE SEX HORMONES IN COMBINATION
Androgens and estrogens
ATC G03XX01 GENITO URINARY SYSTEM AND SEX HORMONES
SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
OTHER SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM
Other sex hormones and modulators of the genital system
MeSH PA D000276 Adjuvants, Immunologic
MeSH PA D007155 Immunologic Factors
CHEBI has role CHEBI:50113 androgene
CHEBI has role CHEBI:75771 Mus musculus metabolites
CHEBI has role CHEBI:77746 Homo sapiens metabolite

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

DiseaseRelationSNOMED_IDDOID
Systemic lupus erythematosus indication 55464009 DOID:9074
Dyspareunia indication 71315007




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

None

Orange Book patent data (new drug applications)

Formulation strengthTrade nameApplicantApplication numberApproval dateTypeDose formRoutePatent numberPatent expiration datePatent use
6.5MG INTRAROSA MILLICENT N208470 Nov. 16, 2016 RX INSERT VAGINAL 8957054 Jan. 8, 2030 INTRAVAGINAL PRASTERONE (DEHYDROEPIANDROSTERONE) AT A DAILY DOSE OF 6.5MG FOR THE TREATMENT OF DYSPAREUNIA, A SYMPTOM OF VULVAR AND VAGINAL ATROPHY, DUE TO MENOPAUSE

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Corticosteroid-binding globulin Secreted Ki 5 CHEMBL
Sex hormone-binding globulin Secreted Kd 7.84 CHEMBL
Glucose-6-phosphate 1-dehydrogenase Enzyme Ki 5.21 CHEMBL
Beta-glucuronidase Enzyme IC50 4.11 CHEMBL
Glucose-6-phosphate 1-dehydrogenase Enzyme Ki 5.96 CHEMBL

External reference:

IDSource
4021360 VUID
N0000148779 NUI
D08409 KEGG_DRUG
1927689 RXNORM
4021360 VANDF
4036745 VANDF
CHEBI:28689 CHEBI
AND PDB_CHEM_ID
CHEMBL90593 ChEMBL_ID
2370 IUPHAR_LIGAND_ID
2869 INN_ID
DB01708 DRUGBANK_ID
459AG36T1B UNII
131731 MMSL
20676 MMSL
247058 MMSL
32118 MMSL
73034 MMSL
d04425 MMSL
004609 NDDF
413963008 SNOMEDCT_US
78316004 SNOMEDCT_US
C0011185 UMLSCUI
D003687 MESH_DESCRIPTOR_UI
5881 PUBCHEM_CID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Intrarosa HUMAN PRESCRIPTION DRUG LABEL 1 64011-601 INSERT 6.50 mg VAGINAL NDA 17 sections
Intrarosa HUMAN PRESCRIPTION DRUG LABEL 1 72495-401 INSERT 6.50 mg VAGINAL NDA 17 sections
Intrarosa HUMAN PRESCRIPTION DRUG LABEL 1 72495-401 INSERT 6.50 mg VAGINAL NDA 17 sections
Intrarosa HUMAN PRESCRIPTION DRUG LABEL 1 72495-501 INSERT 6.50 mg VAGINAL NDA 17 sections
Intrarosa HUMAN PRESCRIPTION DRUG LABEL 1 72495-501 INSERT 6.50 mg VAGINAL NDA 17 sections
Debaochun HUMAN OTC DRUG LABEL 7 82570-016 POWDER 10 g TOPICAL unapproved drug other 8 sections