Norethisterone acetateProduct ingredient for Norethisterone

Name
Norethisterone acetate
Drug Entry
Norethisterone

Norethisterone (INN, BAN), also known as Norethindrone (USAN), is a synthetic progestational hormone with actions similar to those of progesterone but functioning as a more potent inhibitor of ovulation. It has weak estrogenic and androgenic properties. The hormone has been used in treating amenorrhea, functional uterine bleeding, endometriosis, and for contraception.

Accession Number
DBSALT000129
Structure
Thumb
Synonyms
Norethindrone acetate
UNII
9S44LIC7OJ
CAS Number
51-98-9
Weight
Average: 340.4559
Monoisotopic: 340.203844762
Chemical Formula
C22H28O3
InChI Key
IMONTRJLAWHYGT-ZCPXKWAGSA-N
InChI
InChI=1S/C22H28O3/c1-4-22(25-14(2)23)12-10-20-19-7-5-15-13-16(24)6-8-17(15)18(19)9-11-21(20,22)3/h1,13,17-20H,5-12H2,2-3H3/t17-,18+,19+,20-,21-,22-/m0/s1
IUPAC Name
(1S,2R,10R,11S,14R,15S)-14-ethynyl-15-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-yl acetate
SMILES
[H][C@@]12CC[C@@](OC(C)=O)(C#C)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3CC[C@@]21[H]
External Links
KEGG Drug
D00953
KEGG Compound
C08152
PubChem Compound
5832
ChemSpider
5627
ChEBI
7628
ChEMBL
CHEMBL1201146
Wikipedia
Norethisterone_acetate
Predicted Properties
PropertyValueSource
Water Solubility0.00542 mg/mLALOGPS
logP3.58ALOGPS
logP3.66ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)19.28ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity96.58 m3·mol-1ChemAxon
Polarizability39.14 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon