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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 (4)

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
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
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
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
PubMedID: 26989199
Gene_locus related to this paper: human-ABHD2