Nomegestrol

Nomegestrol
Clinical data
Other names	19-Normegestrol; 6-Methyl-17α-hydroxy-δ6-19-norprogesterone; 17α-Hydroxy-6-methyl-19-norpregna-4,6-diene-3,20-dione
ATC code	G03DB04 (WHO) ;
Identifiers
	IUPAC name (17α)-17-acetyl-17-hydroxy-6-methylestra-4,6-dien-3-one;
CAS Number	58691-88-6;
PubChem CID	68783;
ChemSpider	62024;
UNII	10F89177CO;
KEGG	D07222;
CompTox Dashboard (EPA)	DTXSID80866702 ;
Chemical and physical data
Formula	C21H28O3
Molar mass	328.452 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C4\C=C3\C(=C/[C@@H]1[C@H](CC[C@@]2([C@@](O)(C(=O)C)CC[C@@H]12)C)[C@H]3CC4)C;
	InChI InChI=1S/C21H28O3/c1-12-10-18-16(15-5-4-14(23)11-17(12)15)6-8-20(3)19(18)7-9-21(20,24)13(2)22/h10-11,15-16,18-19,24H,4-9H2,1-3H3/t15-,16-,18-,19+,20+,21+/m1/s1; Key:KZUIYQJTUIACIG-YBZCJVABSA-N;

Nomegestrol (INNTooltip International Nonproprietary Name), also known as 19-normegestrol, is a steroidal progestin which was patented in 1975 but was never marketed.^[1]^[2] It is the parent compound of nomegestrol acetate, which is marketed as a progestin.^[1]^[2]

Nomegestrol shows relatively low affinity for the progesterone receptor, only about 4% of that of progesterone and about 1.6% of that of nomegestrol acetate in one assay.^[3]

References

^ ^a ^b J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 883–. ISBN 978-1-4757-2085-3.
^ ^a ^b Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 747–. ISBN 978-3-88763-075-1.
^ Botella J, Duc I, Delansorne R, Paris J, Lahlou B (December 1990). "Structure-activity and structure-affinity relationships of 19-nor-progesterone derivatives in rat uterus". J. Endocrinol. Invest. 13 (11): 905–10. doi:10.1007/BF03349652. PMID 2090671. S2CID 37429648.

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[Elks2014-1] J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 883–. ISBN 978-1-4757-2085-3.

[IndexNominum2000-2] Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 747–. ISBN 978-3-88763-075-1.

[pmid2090671-3] Botella J, Duc I, Delansorne R, Paris J, Lahlou B (December 1990). "Structure-activity and structure-affinity relationships of 19-nor-progesterone derivatives in rat uterus". J. Endocrinol. Invest. 13 (11): 905–10. doi:10.1007/BF03349652. PMID 2090671. S2CID 37429648.

[1]

[2]

[3]

Clinical data

Other names	19-Normegestrol; 6-Methyl-17α-hydroxy-δ⁶-19-norprogesterone; 17α-Hydroxy-6-methyl-19-norpregna-4,6-diene-3,20-dione
ATC code	G03DB04 (WHO)
Identifiers
IUPAC name (17α)-17-acetyl-17-hydroxy-6-methylestra-4,6-dien-3-one
CAS Number	58691-88-6
PubChem CID	68783
ChemSpider	62024
UNII	10F89177CO
KEGG	D07222
CompTox Dashboard (EPA)	DTXSID80866702
Chemical and physical data
Formula	C₂₁H₂₈O₃
Molar mass	328.452 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C4\C=C3\C(=C/[C@@H]1[C@H](CC[C@@]2([C@@](O)(C(=O)C)CC[C@@H]12)C)[C@H]3CC4)C
InChI InChI=1S/C21H28O3/c1-12-10-18-16(15-5-4-14(23)11-17(12)15)6-8-20(3)19(18)7-9-21(20,24)13(2)22/h10-11,15-16,18-19,24H,4-9H2,1-3H3/t15-,16-,18-,19+,20+,21+/m1/s1 Key:KZUIYQJTUIACIG-YBZCJVABSA-N

Nomegestrol

See also

References