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 135.97 22.17 28 2991 1478 56287570
Periorbital oedema 101.18 22.17 28 2991 5226 56283822
Photosensitivity reaction 82.39 22.17 30 2989 13563 56275485
Off label use 71.24 22.17 115 2904 556065 55732983
Head discomfort 70.89 22.17 26 2993 11988 56277060
Swelling face 61.60 22.17 38 2981 56031 56233017
Tinnitus 59.47 22.17 30 2989 30012 56259036
Feeling hot 55.47 22.17 32 2987 41755 56247293
Application site discharge 46.52 22.17 8 3011 156 56288892
Cellulitis 34.43 22.17 30 2989 74919 56214129
Therapeutic response unexpected 33.65 22.17 17 3002 17027 56272021
Hypothalamic pituitary adrenal axis suppression 33.43 22.17 6 3013 151 56288897
Vaginal discharge 27.90 22.17 11 3008 6152 56282896
Dehydroepiandrosterone increased 26.50 22.17 3 3016 0 56289048
Headache 25.98 22.17 77 2942 558967 55730081
Granulomatous liver disease 24.12 22.17 6 3013 738 56288310

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 52.97 30.50 7 575 66 31696696
Progesterone increased 34.92 30.50 4 578 9 31696753
Blood parathyroid hormone increased 32.21 30.50 7 575 1415 31695347

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 148.07 22.87 28 2571 1402 70924443
Periorbital oedema 100.89 22.87 28 2571 7747 70918098
Photosensitivity reaction 79.50 22.87 29 2570 19311 70906534
Head discomfort 78.55 22.87 26 2573 12997 70912848
Tinnitus 68.21 22.87 31 2568 36145 70889700
Swelling face 59.87 22.87 34 2565 63130 70862715
Feeling hot 59.47 22.87 31 2568 48639 70877206
Cellulitis 43.68 22.87 33 2566 98895 70826950
Tendon calcification 43.16 22.87 7 2592 141 70925704
Off label use 40.81 22.87 86 2513 742974 70182871
Headache 27.02 22.87 63 2536 580342 70345503
Application site discharge 25.47 22.87 5 2594 304 70925541
Dehydroepiandrosterone increased 24.70 22.87 3 2596 5 70925840
Granulomatous liver disease 23.39 22.87 6 2593 1226 70924619

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 72495-501 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