General Information
Drug ID
DR00281
Drug Name
Progesterone
Synonyms
LPCN-1107; Progesterone (oral, preterm labor); Progesterone (oral, preterm labor), Lipocine
Drug Type
Small molecular drug
Indication Premature labour [ICD11:JB00] Approved [1]
Structure
3D MOL 2D MOL
Formula
C21H30O2
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
CAS Number
CAS 57-83-0
Pharmaceutical Properties Molecular Weight 314.5 Topological Polar Surface Area 34.1
Heavy Atom Count 23 Rotatable Bond Count 1
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 2
XLogP
3.9
PubChem CID
5994
PubChem SID
10318966 ,10321434 ,110315 ,11446518 ,11466505 ,11467625 ,11486289 ,12015027 ,14850243 ,14874443 ,17388760 ,17389514 ,17405453 ,24278618 ,24870355 ,24898476 ,24898649 ,24898857 ,24898978 ,24899064 ,25621439 ,26715972 ,26719639 ,26746572 ,26751485 ,26751486 ,26759395 ,29204503 ,29225009 ,3139517 ,3700 ,46386909 ,46391718 ,46392093 ,625872 ,6435812 ,6436726 ,6436727 ,75083 ,7847134 ,7890619 ,7980395 ,8026442 ,8144717 ,8153728 ,818903 ,834065 ,837053 ,841781 ,855688
ChEBI ID
CHEBI:17026
TTD Drug ID
D07BSQ
DT(s) Transporting This Drug BCRP Transporter Info Breast cancer resistance protein Substrate [2]
P-GP Transporter Info P-glycoprotein 1 Substrate [3]
Drug-Transporter Activity Data
Drug-Transporter Activity Data P-GP Transporter Info Km =30 microM Chinese hamster ovary AA8 cells-MDR1 [4]
P-GP Transporter Info Km =53.6 microM High five cells-MDR1 [3]
References
1 Progesterone was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Sterol transport by the human breast cancer resistance protein (ABCG2) expressed in Lactococcus lactis. J Biol Chem. 2003 Jun 6;278(23):20645-51.
3 Comparative studies on in vitro methods for evaluating in vivo function of MDR1 P-glycoprotein. Pharm Res. 2001 Dec;18(12):1660-8.
4 Competition of hydrophobic peptides, cytotoxic drugs, and chemosensitizers on a common P-glycoprotein pharmacophore as revealed by its ATPase activity. J Biol Chem. 1996 Feb 9;271(6):3163-71.

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