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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 15:12:04 UTC

Update Date

2022-03-07 02:49:16 UTC

HMDB ID

HMDB0002697

Secondary Accession Numbers

HMDB02697

Metabolite Identification

Common Name

19-Norandrosterone

Description

19-Norandrosterone, also known as (3alpha,5alpha)-3-hydroxyestran-17-one, belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane. Thus, 19-norandrosterone is considered to be a steroid lipid molecule. 19-Norandrosterone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 19-Norandrosterone is one of the main urinary metabolites of the prohormone 19-norandrostenediol. Prohormones such as 19-norandrostenediol have been added to the list of prohibited substances of the World Anti-Doping Agency because they are metabolized into the common nandrolone metabolites norandrosterone and noretiocholanolone (PMID: 16714373 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652303232021372D          

 25 28  0  0  0  0            999 V2000
10001.446810001.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1679 9998.3152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.731110000.3859    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.0195 9999.1505    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.4468 9999.1505    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.307110000.3859    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3071 9997.9037    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3055 9999.5568    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.3055 9998.7317    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.0200 9998.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7345 9998.7317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5948 9999.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8803 9999.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8803 9998.7317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.5948 9998.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.733110001.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.018610000.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0186 9999.9768    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7331 9999.5644    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.232210001.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.447610000.8018    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.4476 9999.9768    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.2322 9999.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.717110000.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.487210001.8415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14  2  1  6  0  0  0
 15  9  1  0  0  0  0
  9  7  1  6  0  0  0
 12  8  1  0  0  0  0
  8  6  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18  8  1  0  0  0  0
 18  4  1  6  0  0  0
 11 19  1  0  0  0  0
 19  3  1  1  0  0  0
 20 21  1  0  0  0  0
 20 24  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 20 25  2  0  0  0  0
 19 22  1  0  0  0  0
 22  5  1  6  0  0  0
 16 21  1  0  0  0  0
 21  1  1  1  0  0  0
M  END

HMDB0002697
     RDKit          3D
19-Norandrosterone
 48 51  0  0  0  0  0  0  0  0999 V2000
   -2.7111    0.7447   -1.8589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7315    0.7457   -0.3516 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9850    1.8794    0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5560    1.8255   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0588    0.5167    0.1301 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4864    0.3775   -0.2662 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2691    1.6270   -0.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7468    1.4213   -0.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1395    0.0495   -0.5829 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5377   -0.0490   -0.4283 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5188   -0.9661    0.3354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0466   -0.8113    0.4870 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3303   -2.0385   -0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1462   -1.9551    0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7543   -0.6693   -0.3751 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1178   -0.5417    0.2043 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1096   -1.5591   -0.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4581   -0.8418   -0.0619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1218    0.5966    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8561    1.4645    0.4924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3538    1.5907   -2.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1251   -0.2112   -2.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7282    0.8947   -2.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9629    1.7437    1.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4449    2.8669    0.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4367    2.1040   -1.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0061    2.6135    0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0183    0.4346    1.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5494    0.1363   -1.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9868    2.3470   -0.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9861    2.1621    0.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2356    1.6127    0.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2443    2.1477   -0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9365   -0.1363   -1.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7896   -0.8291    0.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7731   -2.0124    0.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9769   -0.7928    1.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7168   -0.6965    1.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6883   -2.8936    0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5975   -2.2332   -1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4960   -2.1584    1.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5971   -2.7738   -0.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7595   -0.7041   -1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0502   -0.4472    1.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9721   -1.9819   -1.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1027   -2.3798    0.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0293   -1.2345    0.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0214   -0.9857   -1.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 16  2  1  0
 19  2  1  0
 15  5  1  0
 12  6  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  1
  6 29  1  6
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  6
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  1
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  6
 16 44  1  1
 17 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
M  END


  Mrv1652303232021372D          

 25 28  0  0  0  0            999 V2000
10001.446810001.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1679 9998.3152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.731110000.3859    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.0195 9999.1505    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.4468 9999.1505    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.307110000.3859    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3071 9997.9037    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3055 9999.5568    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.3055 9998.7317    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.0200 9998.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7345 9998.7317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5948 9999.9693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8803 9999.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8803 9998.7317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.5948 9998.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.733110001.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.018610000.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0186 9999.9768    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.7331 9999.5644    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.232210001.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.447610000.8018    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.4476 9999.9768    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.2322 9999.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.717110000.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.487210001.8415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14  2  1  6  0  0  0
 15  9  1  0  0  0  0
  9  7  1  6  0  0  0
 12  8  1  0  0  0  0
  8  6  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18  8  1  0  0  0  0
 18  4  1  6  0  0  0
 11 19  1  0  0  0  0
 19  3  1  1  0  0  0
 20 21  1  0  0  0  0
 20 24  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 20 25  2  0  0  0  0
 19 22  1  0  0  0  0
 22  5  1  6  0  0  0
 16 21  1  0  0  0  0
 21  1  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0002697

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H28O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h11-16,19H,2-10H2,1H3/t11-,12+,13-,14+,15+,16-,18-/m0/s1

> <INCHI_KEY>
UOUIARGWRPHDBX-CQZDKXCPSA-N

> <FORMULA>
C18H28O2

> <MOLECULAR_WEIGHT>
276.42

> <EXACT_MASS>
276.208930142

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
32.93661734167234

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,5R,7S,10R,11S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one

> <ALOGPS_LOGP>
3.34

> <JCHEM_LOGP>
3.4672374166666673

> <ALOGPS_LOGS>
-4.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.961848391949154

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.309468849649495

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3512379990436725

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
79.33379999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.12e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,5R,7S,10R,11S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0002697
     RDKit          3D
19-Norandrosterone
 48 51  0  0  0  0  0  0  0  0999 V2000
   -2.7111    0.7447   -1.8589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7315    0.7457   -0.3516 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9850    1.8794    0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5560    1.8255   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0588    0.5167    0.1301 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4864    0.3775   -0.2662 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2691    1.6270   -0.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7468    1.4213   -0.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1395    0.0495   -0.5829 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5377   -0.0490   -0.4283 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5188   -0.9661    0.3354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0466   -0.8113    0.4870 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3303   -2.0385   -0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1462   -1.9551    0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7543   -0.6693   -0.3751 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1178   -0.5417    0.2043 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1096   -1.5591   -0.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4581   -0.8418   -0.0619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1218    0.5966    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8561    1.4645    0.4924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3538    1.5907   -2.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1251   -0.2112   -2.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7282    0.8947   -2.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9629    1.7437    1.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4449    2.8669    0.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4367    2.1040   -1.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0061    2.6135    0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0183    0.4346    1.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5494    0.1363   -1.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9868    2.3470   -0.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9861    2.1621    0.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2356    1.6127    0.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2443    2.1477   -0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9365   -0.1363   -1.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7896   -0.8291    0.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7731   -2.0124    0.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9769   -0.7928    1.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7168   -0.6965    1.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6883   -2.8936    0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5975   -2.2332   -1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4960   -2.1584    1.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5971   -2.7738   -0.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7595   -0.7041   -1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0502   -0.4472    1.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9721   -1.9819   -1.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1027   -2.3798    0.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0293   -1.2345    0.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0214   -0.9857   -1.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 16  2  1  0
 19  2  1  0
 15  5  1  0
 12  6  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  1
  6 29  1  6
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  6
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  1
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  6
 16 44  1  1
 17 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
M  END

HEADER    PROTEIN                                 23-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAR-20         0                                  
HETATM    1  C   UNK     0    8669.3678669.713   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8661.3808663.522   0.000  0.00  0.00           O+0
HETATM    3  H   UNK     0    8668.0318667.387   0.000  0.00  0.00           H+0
HETATM    4  H   UNK     0    8666.7038665.081   0.000  0.00  0.00           H+0
HETATM    5  H   UNK     0    8669.3678665.081   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    8665.3738667.387   0.000  0.00  0.00           H+0
HETATM    7  H   UNK     0    8665.3738662.754   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0    8665.3708665.839   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8665.3708664.299   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8666.7048663.529   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8668.0388664.299   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8664.0448666.609   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8662.7108665.839   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8662.7108664.299   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8664.0448663.529   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8668.0358668.934   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8666.7018668.164   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8666.7018666.623   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8668.0358665.854   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8670.8338668.639   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8669.3698668.163   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8669.3698666.623   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8670.8338666.148   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8671.7398667.393   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0    8671.3098670.104   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2   14                                                            
CONECT    3   19                                                            
CONECT    4   18                                                            
CONECT    5   22                                                            
CONECT    6    8                                                            
CONECT    7    9                                                            
CONECT    8    9   12    6   18                                             
CONECT    9    8   10   15    7                                             
CONECT   10    9   11                                                       
CONECT   11   10   19                                                       
CONECT   12   13    8                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15    2                                                  
CONECT   15   14    9                                                       
CONECT   16   17   21                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19    8    4                                             
CONECT   19   18   11    3   22                                             
CONECT   20   21   24   25                                                  
CONECT   21   20   22   16    1                                             
CONECT   22   21   23   19    5                                             
CONECT   23   22   24                                                       
CONECT   24   20   23                                                       
CONECT   25   20                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0002697
HETATM    1  C1  UNL     1      -2.711   0.745  -1.859  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.732   0.746  -0.352  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.985   1.879   0.253  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.556   1.826  -0.230  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.059   0.517   0.130  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.486   0.378  -0.266  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.269   1.627  -0.036  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.747   1.421  -0.134  1.00  0.00           C  
HETATM    9  C9  UNL     1       4.140   0.050  -0.583  1.00  0.00           C  
HETATM   10  O1  UNL     1       5.538  -0.049  -0.428  1.00  0.00           O  
HETATM   11  C10 UNL     1       3.519  -0.966   0.335  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.047  -0.811   0.487  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.330  -2.038  -0.049  1.00  0.00           C  
HETATM   14  C13 UNL     1      -0.146  -1.955   0.104  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.754  -0.669  -0.375  1.00  0.00           C  
HETATM   16  C15 UNL     1      -2.118  -0.542   0.204  1.00  0.00           C  
HETATM   17  C16 UNL     1      -3.110  -1.559  -0.213  1.00  0.00           C  
HETATM   18  C17 UNL     1      -4.458  -0.842  -0.062  1.00  0.00           C  
HETATM   19  C18 UNL     1      -4.122   0.597   0.088  1.00  0.00           C  
HETATM   20  O2  UNL     1      -4.856   1.465   0.492  1.00  0.00           O  
HETATM   21  H1  UNL     1      -3.354   1.591  -2.188  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.125  -0.211  -2.208  1.00  0.00           H  
HETATM   23  H3  UNL     1      -1.728   0.895  -2.301  1.00  0.00           H  
HETATM   24  H4  UNL     1      -1.963   1.744   1.346  1.00  0.00           H  
HETATM   25  H5  UNL     1      -2.445   2.867   0.020  1.00  0.00           H  
HETATM   26  H6  UNL     1      -0.437   2.104  -1.288  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.006   2.613   0.352  1.00  0.00           H  
HETATM   28  H8  UNL     1       0.018   0.435   1.255  1.00  0.00           H  
HETATM   29  H9  UNL     1       1.549   0.136  -1.359  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.987   2.347  -0.855  1.00  0.00           H  
HETATM   31  H11 UNL     1       1.986   2.162   0.908  1.00  0.00           H  
HETATM   32  H12 UNL     1       4.236   1.613   0.856  1.00  0.00           H  
HETATM   33  H13 UNL     1       4.244   2.148  -0.838  1.00  0.00           H  
HETATM   34  H14 UNL     1       3.937  -0.136  -1.642  1.00  0.00           H  
HETATM   35  H15 UNL     1       5.790  -0.829   0.129  1.00  0.00           H  
HETATM   36  H16 UNL     1       3.773  -2.012   0.050  1.00  0.00           H  
HETATM   37  H17 UNL     1       3.977  -0.793   1.352  1.00  0.00           H  
HETATM   38  H18 UNL     1       1.717  -0.697   1.544  1.00  0.00           H  
HETATM   39  H19 UNL     1       1.688  -2.894   0.580  1.00  0.00           H  
HETATM   40  H20 UNL     1       1.598  -2.233  -1.100  1.00  0.00           H  
HETATM   41  H21 UNL     1      -0.496  -2.158   1.148  1.00  0.00           H  
HETATM   42  H22 UNL     1      -0.597  -2.774  -0.511  1.00  0.00           H  
HETATM   43  H23 UNL     1      -0.759  -0.704  -1.486  1.00  0.00           H  
HETATM   44  H24 UNL     1      -2.050  -0.447   1.294  1.00  0.00           H  
HETATM   45  H25 UNL     1      -2.972  -1.982  -1.207  1.00  0.00           H  
HETATM   46  H26 UNL     1      -3.103  -2.380   0.556  1.00  0.00           H  
HETATM   47  H27 UNL     1      -5.029  -1.235   0.801  1.00  0.00           H  
HETATM   48  H28 UNL     1      -5.021  -0.986  -1.002  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   16   19
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6   15   28
CONECT    6    7   12   29
CONECT    7    8   30   31
CONECT    8    9   32   33
CONECT    9   10   11   34
CONECT   10   35
CONECT   11   12   36   37
CONECT   12   13   38
CONECT   13   14   39   40
CONECT   14   15   41   42
CONECT   15   16   43
CONECT   16   17   44
CONECT   17   18   45   46
CONECT   18   19   47   48
CONECT   19   20   20
END

HMDB0002697
     RDKit          3D
19-Norandrosterone
 48 51  0  0  0  0  0  0  0  0999 V2000
   -2.7111    0.7447   -1.8589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7315    0.7457   -0.3516 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9850    1.8794    0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5560    1.8255   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0588    0.5167    0.1301 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4864    0.3775   -0.2662 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2691    1.6270   -0.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7468    1.4213   -0.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1395    0.0495   -0.5829 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5377   -0.0490   -0.4283 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5188   -0.9661    0.3354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0466   -0.8113    0.4870 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3303   -2.0385   -0.0494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1462   -1.9551    0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7543   -0.6693   -0.3751 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1178   -0.5417    0.2043 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1096   -1.5591   -0.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4581   -0.8418   -0.0619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1218    0.5966    0.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8561    1.4645    0.4924 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3538    1.5907   -2.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1251   -0.2112   -2.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7282    0.8947   -2.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9629    1.7437    1.3465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4449    2.8669    0.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4367    2.1040   -1.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0061    2.6135    0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0183    0.4346    1.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5494    0.1363   -1.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9868    2.3470   -0.8554 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9861    2.1621    0.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2356    1.6127    0.8562 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2443    2.1477   -0.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9365   -0.1363   -1.6416 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7896   -0.8291    0.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7731   -2.0124    0.0500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9769   -0.7928    1.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7168   -0.6965    1.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6883   -2.8936    0.5804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5975   -2.2332   -1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4960   -2.1584    1.1478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5971   -2.7738   -0.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7595   -0.7041   -1.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0502   -0.4472    1.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9721   -1.9819   -1.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1027   -2.3798    0.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0293   -1.2345    0.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0214   -0.9857   -1.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 16  2  1  0
 19  2  1  0
 15  5  1  0
 12  6  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  1
  6 29  1  6
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  6
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  1
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  6
 16 44  1  1
 17 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
19-Noreoiandrosterone	ChEBI
19-Noretiocholanolone	ChEBI
3-Hydroxyestran-17-one	HMDB
19-Norandrosterone, (3alpha,5alpha)-isomer	HMDB
(3alpha,5alpha)-3-Hydroxyestran-17-one	HMDB
(3Α,5α)-3-hydroxyestran-17-one	HMDB
3alpha-Hydroxy-5alpha-estran-17-one	HMDB
3Α-hydroxy-5α-estran-17-one	HMDB
5alpha-Estran-3alpha-ol-17-one	HMDB
5Α-estran-3α-ol-17-one	HMDB
19-Norandrosterone	HMDB

Chemical Formula

C₁₈H₂₈O₂

Average Molecular Weight

276.42

Monoisotopic Molecular Weight

276.208930142

IUPAC Name

(1R,2S,5R,7S,10R,11S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one

Traditional Name

(1R,2S,5R,7S,10R,11S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one

CAS Registry Number

1225-01-0

SMILES

[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12[H]

InChI Identifier

InChI=1S/C18H28O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h11-16,19H,2-10H2,1H3/t11-,12+,13-,14+,15+,16-,18-/m0/s1

InChI Key

UOUIARGWRPHDBX-CQZDKXCPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Estrane steroids

Direct Parent

Estrogens and derivatives

Alternative Parents

Substituents

Estrogen-skeleton
3-hydroxysteroid
Hydroxysteroid
3-alpha-hydroxysteroid
17-oxosteroid
Oxosteroid
Cyclic alcohol
Ketone
Secondary alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

17-oxo steroid (CHEBI:36412 )
C18 steroids (estrogens) and derivatives (LMST02010042 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 16714373)

Cellular substructure

Excreta

Biofluid or Excreta

Urine (PMID: 15867559)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0002697)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0002697)

Source

Endogenous

Endogenous (HMDB: HMDB0002697)

Animal

Animal (HMDB: HMDB0002697)

Exogenous

Food

Food (HMDB: HMDB0002697)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0002697)

Process

Role

Biological role

Membrane stabilizer (HMDB: HMDB0002697)

Molecular messenger

Hormone (HMDB: HMDB0002697)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0002697)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	162 - 163 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	3.887	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	3.34	ALOGPS
logP	3.47	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	18.31	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	79.33 m³·mol⁻¹	ChemAxon
Polarizability	32.94 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	202.031	30932474
DeepCCS	[M+Na]+	177.076	30932474
AllCCS	[M+H]+	170.5	32859911
AllCCS	[M+H-H2O]+	167.4	32859911
AllCCS	[M+NH4]+	173.3	32859911
AllCCS	[M+Na]+	174.2	32859911
AllCCS	[M-H]-	175.6	32859911
AllCCS	[M+Na-2H]-	175.6	32859911
AllCCS	[M+HCOO]-	175.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.81 minutes	32390414
Predicted by Siyang on May 30, 2022	15.0686 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.42 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2464.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	385.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	198.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	189.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	452.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	621.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	583.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	106.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1222.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	441.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1425.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	332.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	404.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	297.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	368.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	56.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
19-Norandrosterone	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12[H]	3052.5	Standard polar	33892256
19-Norandrosterone	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12[H]	2378.7	Standard non polar	33892256
19-Norandrosterone	[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12[H]	2551.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
19-Norandrosterone,1TMS,isomer #1	C[C@]12CC[C@@H]3[C@H]4CC[C@@H](O[Si](C)(C)C)C[C@@H]4CC[C@H]3[C@@H]1CCC2=O	2530.3	Semi standard non polar	33892256
19-Norandrosterone,1TMS,isomer #2	C[C@]12CC[C@@H]3[C@H]4CC[C@@H](O)C[C@@H]4CC[C@H]3[C@@H]1CC=C2O[Si](C)(C)C	2535.4	Semi standard non polar	33892256
19-Norandrosterone,2TMS,isomer #1	C[C@]12CC[C@@H]3[C@H]4CC[C@@H](O[Si](C)(C)C)C[C@@H]4CC[C@H]3[C@@H]1CC=C2O[Si](C)(C)C	2535.9	Semi standard non polar	33892256
19-Norandrosterone,2TMS,isomer #1	C[C@]12CC[C@@H]3[C@H]4CC[C@@H](O[Si](C)(C)C)C[C@@H]4CC[C@H]3[C@@H]1CC=C2O[Si](C)(C)C	2515.8	Standard non polar	33892256
19-Norandrosterone,2TMS,isomer #1	C[C@]12CC[C@@H]3[C@H]4CC[C@@H](O[Si](C)(C)C)C[C@@H]4CC[C@H]3[C@@H]1CC=C2O[Si](C)(C)C	2904.7	Standard polar	33892256
19-Norandrosterone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@@H]1CC[C@H]2[C@@H](CC[C@H]3[C@@H]4CCC(=O)[C@@]4(C)CC[C@H]23)C1	2789.5	Semi standard non polar	33892256
19-Norandrosterone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O)CC[C@@H]4[C@H]3CC[C@]12C	2811.2	Semi standard non polar	33892256
19-Norandrosterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]4[C@H]3CC[C@]12C	3082.1	Semi standard non polar	33892256
19-Norandrosterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]4[C@H]3CC[C@]12C	2775.7	Standard non polar	33892256
19-Norandrosterone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC[C@H]2[C@@H]3CC[C@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@@H]4[C@H]3CC[C@]12C	3147.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 19-Norandrosterone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 19-Norandrosterone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Norandrosterone 10V, Positive-QTOF	splash10-004i-0090000000-7c08ae4a5c8bc21486d6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Norandrosterone 20V, Positive-QTOF	splash10-0zi1-2980000000-16396bb89df457c641e7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Norandrosterone 40V, Positive-QTOF	splash10-0ktb-2900000000-ee34ac41106cf13a9a3d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Norandrosterone 10V, Negative-QTOF	splash10-004i-0090000000-4d3066b364d5c97a28e0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Norandrosterone 20V, Negative-QTOF	splash10-004i-0090000000-4d3066b364d5c97a28e0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19-Norandrosterone 40V, Negative-QTOF	splash10-00fr-0090000000-e73157a0418447ebbe85	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane (predicted from logP)

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.56 +/- 0.47 uM	Adult (>18 years old)	Both	Normal	16714373	details
Urine	Detected and Quantified	0.012 (0.00035-0.024) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	15867559	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023046

KNApSAcK ID

Not Available

Chemspider ID

7827676

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

19-Norandrosterone

METLIN ID

Not Available

PubChem Compound

9548753

PDB ID

Not Available

ChEBI ID

36412

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Caglioti, L.; Cainelli, G.; Maina, G.; Selva, A. Hydroboration. V. New synthesis of androsterone and 19-norandrosterone. Tetrahedron (1964), 20(4), 957-61.

Material Safety Data Sheet (MSDS)

Not Available

General References

Schrader Y, Thevis M, Schanzer W: Quantitative determination of metabolic products of 19-norandrostenediol in human plasma using gas chromatography/mass spectrometry. Drug Metab Dispos. 2006 Aug;34(8):1328-35. Epub 2006 May 19. [PubMed:16714373 ]

Showing metabocard for 19-Norandrosterone (HMDB0002697)

MOL for HMDB0002697 (19-Norandrosterone)

3D MOL for HMDB0002697 (19-Norandrosterone)

3D SDF for HMDB0002697 (19-Norandrosterone)

3D-SDF for HMDB0002697 (19-Norandrosterone)

PDB for HMDB0002697 (19-Norandrosterone)

3D PDB for HMDB0002697 (19-Norandrosterone)

SMILES for HMDB0002697 (19-Norandrosterone)

INCHI for HMDB0002697 (19-Norandrosterone)

Structure for HMDB0002697 (19-Norandrosterone)

3D Structure for HMDB0002697 (19-Norandrosterone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra