Progesterone

Progesterone is a C21-steroid hormone involved in the female menstrual cycle, pregnancy and embryogenesis of humans and other species. The steroid hormone progesterone activates CatSper of human sperm via binding to the serine hydrolase ABHD2

General

Type : Natural, Steroid, Phenanthrene

Chemical_Nomenclature : (8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one

Canonical SMILES : CC(=O)C1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C

InChI : InChI=1S\/C21H30O2\/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3\/h12,16-19H,4-11H2,1-3H3\/t16-,17+,18-,19-,20-,21+\/m0\/s1

InChIKey : RJKFOVLPORLFTN-LEKSSAKUSA-N

Other name(s) : P4  ||  Pregn-4-ene-3,20-dione  ||  Agolutin  ||  Luteohormone


MW : 314.5

Formula : C21H30O2

CAS_number : 57-83-0

PubChem : 5994

UniChem : RJKFOVLPORLFTN-LEKSSAKUSA-N

Target

Families : abh_upf0017

Protein : human-ABHD2

References (6)

Title : ABHD2 activity is not required for the non-genomic action of progesterone on human sperm - Arnolds_2025_Biorxiv__
Author(s) : Arnolds O , Carter EM , Edwards M , Wigren E , Homan E , Ribera P , Bentley K , Haraldsson M , Theo-Emegano N , Loppnau P , Szewczyk MM , Cao MA , Barsyte-Lovejoy D , Vester K , Thrun A , Amaral A , Lesche R , Munchow J , Zhu WF , Temme L , Brenker C , Strunker T , Sundstrom M , Todd MH , Edwards AM , Tredup C , Gileadi O
Ref : Biorxiv , : , 2025
Abstract :
PubMedSearch : Arnolds_2025_Biorxiv__
PubMedID:
Gene_locus related to this paper: human-ABHD2

Title : Progesterone induces meiosis through two obligate co-receptors with PLA2 activity - Nader_2023_bioRxiv__
Author(s) : Nader N , Zarif L , Halama A , Yadav S , Dib M , Attarwala N , Chen Q , Suhre K , Gross SS , Machaca K
Ref : Biorxiv , : , 2023
Abstract :
PubMedSearch : Nader_2023_bioRxiv__
PubMedID: 37905030
Gene_locus related to this paper: human-ABHD2

Title : Progesterone activates the cyclic AMP-protein kinase A signalling pathway by upregulating ABHD2 in fertile men - Jiang_2021_J.Int.Med.Res_49_300060521999527
Author(s) : Jiang F , Zhu Y , Chen Y , Tang X , Liu L , Chen G , Liu Y , Sun X
Ref : J Internal Medicine Res , 49 :300060521999527 , 2021
Abstract :
PubMedSearch : Jiang_2021_J.Int.Med.Res_49_300060521999527
PubMedID: 33752482
Gene_locus related to this paper: human-ABHD2

Title : Alpha\/Beta Hydrolase Domain-Containing Protein 2 regulates the rhythm of follicular maturation and estrous stages of the female reproductive cycle - Bjorkgren_2021_Front.Cell.Dev.Biol_9_710864
Author(s) : Bjorkgren I , Chung DH , Mendoza S , Gabelev-Khasin L , Modzelewski A , He L , Lishko PV
Ref : Front Cell Developmental Biology , 9 :710864 , 2021
Abstract :
PubMedSearch : Bjorkgren_2021_Front.Cell.Dev.Biol_9_710864
PubMedID: 34568325
Gene_locus related to this paper: human-ABHD2 , mouse-ABHD2

Title : Regulation of the sperm calcium channel CatSper by endogenous steroids and plant triterpenoids - Mannowetz_2017_Proc.Natl.Acad.Sci.U.S.A_114_5743
Author(s) : Mannowetz N , Miller MR , Lishko PV
Ref : Proc Natl Acad Sci U S A , 114 :5743 , 2017
Abstract :
PubMedSearch : Mannowetz_2017_Proc.Natl.Acad.Sci.U.S.A_114_5743
PubMedID: 28507119
Gene_locus related to this paper: human-ABHD2

Title : Unconventional endocannabinoid signaling governs sperm activation via the sex hormone progesterone - Miller_2016_Science_352_555
Author(s) : Miller MR , Mannowetz N , Iavarone AT , Safavi R , Gracheva EO , Smith JF , Hill RZ , Bautista DM , Kirichok Y , Lishko PV
Ref : Science , 352 :555 , 2016
Abstract :
PubMedSearch : Miller_2016_Science_352_555
PubMedID: 26989199
Gene_locus related to this paper: human-ABHD2