Mrv0541 01131412242D          

 26 29  0  0  1  0            999 V2000
    1.4621   -0.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4621    0.3711    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0332    0.3711    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7477   -0.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0332   -0.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6813    0.7836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6813   -0.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3957    0.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3957   -0.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7477    0.7836    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9612    0.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4621    2.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4462    1.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7477    1.6086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1102   -0.8664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0332    1.1961    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7477   -0.0414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4621    1.1961    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1766    1.6086    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1766    2.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1766    0.7836    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1766   -0.0414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9612    1.8635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6757    2.2760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9612    2.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9612    3.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  2 21  1  0  0  0  0
  2 18  1  1  0  0  0
  3 16  1  1  0  0  0
  1  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  5  1  0  0  0  0
  3  6  1  0  0  0  0
  5  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7  9  1  0  0  0  0
  9 15  2  0  0  0  0
 10  2  1  0  0  0  0
 10  3  1  0  0  0  0
 10 14  1  0  0  0  0
 10 17  1  6  0  0  0
 21 11  1  0  0  0  0
 11 13  1  0  0  0  0
 19 12  1  0  0  0  0
 12 14  1  0  0  0  0
 23 13  1  0  0  0  0
 21 19  1  0  0  0  0
 19 23  1  0  0  0  0
 19 20  1  1  0  0  0
 21 22  1  6  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  3  0  0  0  0
M  END
> <ID>
CHEBI:7627

> <NAME>
norethisterone

> <DEFINITION>
A 17β-hydroxy steroid that is testosterone in which the hydrogen at position 17 is replaced by an ethynyl group and in which the methyl group attached to position 10 is replaced by hydrogen.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:44349

> <SYNONYM>
Primolut-N; Norethisteron; norethindrone; Micronor; 4-estren-17alpha-ethynyl-17beta-ol-3-one; 19-Norethisterone; 19-norethisterone; 19-nor-ethindrone; 19-nor-17alpha-ethynyltestosterone; 19-nor-17alpha-ethynyltestosterone; 19-nor-17alpha-ethynylandrosten-17beta-ol-3-one; 19-Nor-17alpha-ethynyl-17beta-hydroxy-4-androsten-3-one; 19-nor-17alpha-ethynyl-17beta-hydroxy-4-androsten-3-one; 19-nor-17-alpha-ethynyltestosterone; 19-nor-17-alpha-ethynylandrosten-17-beta-ol-3-one; 19-nor-17-alpha-ethynyl-17-beta-hydroxy-4-androsten-3-one; 17beta-hydroxy-19-norpregn-4-en-20-yn-3-one; 17beta-hydroxy-19-norpregn-4-en-20-yn-3-one; 17alpha-ethynyl-4-estren-17-ol-3-one; 17alpha-ethynyl-19-nortestosterone; 17alpha-ethynyl-19-norandrost-4-en-17beta-ol-3-one; 17alpha-ethynyl-19-nor-4-androsten-17beta-ol-3-one; 17alpha-ethynyl-17beta-hydroxy-19-norandrost-4-en-3-one; 17alpha-ethynyl-17-hydroxy-4-estren-3-one; 17alpha-ethinylestra-4-en-17beta-ol-3-one; 17alpha-ethinyl-19-nortestosterone; 17-hydroxy-19-nor-17alpha-pregn-4-en-20-yn-3-one; 17-hydroxy-19-nor-17-alpha-pregn-4-en-20-yn-3-one; 17-beta-hydroxy-19-norpregn-4-en-20-yn-3-one; 17-alpha-ethynyl-4-estren-17-ol-3-one; 17-alpha-ethynyl-19-nortestosterone; 17-alpha-ethynyl-19-norandrost-4-en-17-beta-ol-3-one; 17-alpha-ethynyl-17-hydroxy-4-estren-3-one; (17alpha)-17-ethynyl-17-hydroxyestra-4,8(14),9-trien-3-one

> <IUPAC_NAME>
17-ethynyl-17beta-hydroxyestr-4-en-3-one; (17alpha)-17-hydroxy-19-norpregn-4-en-20-yn-3-one

> <INN>
noretisterona; norethisteronum; norethisterone; norethisterone

> <BRAND_NAME>
Utovlan; Norlutin; Norluten; Noriday; Norcolut; Mini-pill; Mini-pe; Micronovum; Conludag; Camila

> <FORMULA>
C20H26O2

> <MASS>
298.41920

> <MONOISOTOPIC_MASS>
298.19328

> <CHARGE>
0

> <SMILES>
C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@H]34)[C@@H]1CC[C@@]2(O)C#C

> <INCHI>
InChI=1S/C20H26O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,12,15-18,22H,4-11H2,2H3/t15-,16+,17+,18-,19-,20-/m0/s1

> <INCHIKEY>
VIKNJXKGJWUCNN-XGXHKTLJSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
1915671

> <CAS_REGISTRY_NUMBER>
68-22-4

> <REAXYS_REGISTRY_NUMBER>
1915671

> <CHEMIDPLUS>
68-22-4

> <DRUGBANK_ACCESSION>
DB00717

> <KEGG_COMPOUND_ACCESSION>
C05028

> <KEGG_DRUG_ACCESSION>
D00182

> <LIPID_MAPS_INSTANCE_ACCESSION>
LMST02030097

> <NIST_CHEMISTRY_WEBBOOK>
68-22-4

> <PDBECHEM_ACCESSION>
NDR

> <WIKIPEDIA_ACCESSION>
Norethisterone

> <PUBMED_CITATION>
120838; 21860523; 24019188

$$$$