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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H31FO5
Molecular Weight 406.4876
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLUROGESTONE ACETATE

SMILES

[H][C@@]12CC[C@](OC(C)=O)(C(C)=O)[C@@]1(C)C[C@H](O)[C@@]3(F)[C@@]2([H])CCC4=CC(=O)CC[C@]34C

InChI

InChIKey=JKQQZJHNUVDHKP-FQJIPJFPSA-N
InChI=1S/C23H31FO5/c1-13(25)22(29-14(2)26)10-8-17-18-6-5-15-11-16(27)7-9-20(15,3)23(18,24)19(28)12-21(17,22)4/h11,17-19,28H,5-10,12H2,1-4H3/t17-,18-,19-,20-,21-,22-,23-/m0/s1

HIDE SMILES / InChI
FLUROGESTONE (9α-FLUORO-11β,17α-DIHYDROXYPROGESTERONE) is a steroidal progestin of the 17α-hydroxyprogesterone group that was never marketed. An acetate ester, flurogestone acetate, is used in veterinary medicine. It has progestational action higher than that of progesterone itself. It is intended for intravaginal use in sheep and goats to induce oestrus synchronisation. The proposed dosage is 1 sponge, impregnated with 30, 40 (for sheep) or 45 mg (for goats) flugestone acetate, which is to be removed after 12 to 14 days from ewes and after 17 to 21 days from goats. Flugestone acetate is not indicated for use in humans.

Originator

Curator's Comment: Fluorogestone Acetate (also accepted as Flurogestone Acetate, Flugestone Acetate, Fluorogesterone Acetate) was aboriginal synthesised by G. D. Searle and Company in 1959.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
FLUGESTONE ACETATE

Approved Use

FLUGESTONE ACETATE is intended for intravaginal use in sheep and goats to induce oestrus synchronisation.
PubMed

PubMed

TitleDatePubMed
The effect of estrus synchronization treatment on somatic cell count of transitional-anestrus local-Damascus cross breed goats' milk.
2008 Apr
High fertility using artificial insemination during deep anoestrus after induction and synchronisation of ovulatory activity by the "male effect" in lactating goats subjected to treatment with artificial long days and progestagens.
2008 Dec
Ovarian follicular dynamics and plasma steroid concentrations are not significantly different in ewes given intravaginal sponges containing either 20 or 40 mg of fluorogestone acetate.
2009 Mar 1
Patents

Sample Use Guides

Manchega ewes, 4-6-year-old, were randomly allocated to receive an intravaginal sponge containing either 20mg or 40 mg of fluorogestone acetate.
Route of Administration: Vaginal
In Vitro Use Guide
Unknown
Name Type Language
FLUROGESTONE ACETATE
GREEN BOOK   MI   USAN  
USAN  
Official Name English
9-Fluoro-11β,17-dihydroxypregn-4-ene-3,20-dione 17-acetate
Systematic Name English
FLUGESTONE ACETATE [MART.]
Common Name English
SC-9880
Code English
FLUROGESTONE ACETATE [GREEN BOOK]
Common Name English
PREGN-4-ENE-3,20-DIONE, 17-(ACETYLOXY)-9-FLUORO-11-HYDROXY-, (11.BETA.)-
Systematic Name English
FLUROGESTONE ACETATE [USAN]
Common Name English
FLUROGESTONE ACETATE [MI]
Common Name English
NSC-65411
Code English
Classification Tree Code System Code
NCI_THESAURUS C776
Created by admin on Fri Dec 15 15:16:28 GMT 2023 , Edited by admin on Fri Dec 15 15:16:28 GMT 2023
Code System Code Type Description
MERCK INDEX
m5500
Created by admin on Fri Dec 15 15:16:28 GMT 2023 , Edited by admin on Fri Dec 15 15:16:28 GMT 2023
PRIMARY Merck Index
PUBCHEM
10476437
Created by admin on Fri Dec 15 15:16:28 GMT 2023 , Edited by admin on Fri Dec 15 15:16:28 GMT 2023
PRIMARY
WIKIPEDIA
FLUROGESTONE ACETATE
Created by admin on Fri Dec 15 15:16:28 GMT 2023 , Edited by admin on Fri Dec 15 15:16:28 GMT 2023
PRIMARY
NSC
65411
Created by admin on Fri Dec 15 15:16:28 GMT 2023 , Edited by admin on Fri Dec 15 15:16:28 GMT 2023
PRIMARY
ChEMBL
CHEMBL2106773
Created by admin on Fri Dec 15 15:16:28 GMT 2023 , Edited by admin on Fri Dec 15 15:16:28 GMT 2023
PRIMARY
NCI_THESAURUS
C77013
Created by admin on Fri Dec 15 15:16:28 GMT 2023 , Edited by admin on Fri Dec 15 15:16:28 GMT 2023
PRIMARY
FDA UNII
X60881643X
Created by admin on Fri Dec 15 15:16:28 GMT 2023 , Edited by admin on Fri Dec 15 15:16:28 GMT 2023
PRIMARY
CAS
2529-45-5
Created by admin on Fri Dec 15 15:16:28 GMT 2023 , Edited by admin on Fri Dec 15 15:16:28 GMT 2023
PRIMARY
ECHA (EC/EINECS)
219-776-9
Created by admin on Fri Dec 15 15:16:28 GMT 2023 , Edited by admin on Fri Dec 15 15:16:28 GMT 2023
PRIMARY
MESH
D003425
Created by admin on Fri Dec 15 15:16:28 GMT 2023 , Edited by admin on Fri Dec 15 15:16:28 GMT 2023
PRIMARY
SMS_ID
300000029172
Created by admin on Fri Dec 15 15:16:28 GMT 2023 , Edited by admin on Fri Dec 15 15:16:28 GMT 2023
PRIMARY
EPA CompTox
DTXSID6046210
Created by admin on Fri Dec 15 15:16:28 GMT 2023 , Edited by admin on Fri Dec 15 15:16:28 GMT 2023
PRIMARY