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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

enzymes (4) Show 4 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:05 UTC

HMDB ID

HMDB0015694

Secondary Accession Numbers

HMDB15694

Metabolite Identification

Common Name

Nandrolone decanoate

Description

Nandrolone decanoate is only found in individuals that have used or taken this drug. It is a C18 steroid with androgenic and anabolic properties. It is generally prepared from alkyl ethers of estradiol to resemble testosterone but less one carbon at the 19 position. It is a schedule III drug in the U.S. Nandrolone is an androgen receptor agonist. The drug bound to the receptor complexes which allows it to enter the nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects.

Structure

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

9677
  Mrv0541 02241214202D          

 31 34  0  0  1  0            999 V2000
    7.1363   -0.5900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -4.1438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4945   -1.0339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0994   -2.4506    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0994   -1.6256    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3849   -2.8631    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6704   -2.4506    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3849   -1.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8800   -1.3742    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8800   -2.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6704   -1.6256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9196   -2.8687    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3615   -2.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3981   -3.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0994   -0.8006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6573   -4.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9130   -3.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1550   -2.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3730   -2.8389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1413   -4.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3661   -3.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9436   -0.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1998    0.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0071    0.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2634    1.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0707    1.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3270    2.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1343    2.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3906    3.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1978    3.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4542    4.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  1  0  0  0
  1 22  1  0  0  0  0
  2 21  2  0  0  0  0
  3 22  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4 10  1  1  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 15  1  1  0  0  0
  6  7  1  0  0  0  0
  6 14  1  6  0  0  0
  7 11  1  1  0  0  0
  7 12  1  0  0  0  0
  8 11  1  0  0  0  0
  9 13  1  0  0  0  0
 10 13  1  0  0  0  0
 12 17  1  0  0  0  0
 12 18  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 20  2  0  0  0  0
 18 19  1  0  0  0  0
 19 21  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END

HMDB0015694
     RDKit          3D
Nandrolone decanoate
 75 78  0  0  0  0  0  0  0  0999 V2000
    5.1302   -2.6912    1.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2395   -1.4531    0.5904 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4463   -0.6751    1.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7051    0.5775    0.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9983    0.6095   -1.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0407    0.1423   -2.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7337    0.9374   -2.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8115    0.4161   -3.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984    1.1468   -3.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8515    0.9145   -1.7182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2458    0.1797   -0.7937 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.7784   -1.7436    0.8112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7172   -2.7669    0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2672   -2.4194    0.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0034   -1.0301    0.5510 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5214   -0.7800    0.5830 C   0  0  1  0  0  0  0  0  0  0  0  0
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 31 75  1  0
M  END

9677
  Mrv0541 02241214202D          

 31 34  0  0  1  0            999 V2000
    7.1363   -0.5900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -4.1438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4945   -1.0339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0994   -2.4506    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0994   -1.6256    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   11.3906    3.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1978    3.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4542    4.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  1  0  0  0
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  2 21  2  0  0  0  0
  3 22  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
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  6  7  1  0  0  0  0
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 14 16  1  0  0  0  0
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 17 20  2  0  0  0  0
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 22 23  1  0  0  0  0
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 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015694

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCC(=O)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@@H]4[C@H]3CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C28H44O3/c1-3-4-5-6-7-8-9-10-27(30)31-26-16-15-25-24-13-11-20-19-21(29)12-14-22(20)23(24)17-18-28(25,26)2/h19,22-26H,3-18H2,1-2H3/t22-,23+,24+,25-,26-,28-/m0/s1

> <INCHI_KEY>
JKWKMORAXJQQSR-MOPIKTETSA-N

> <FORMULA>
C28H44O3

> <MOLECULAR_WEIGHT>
428.6472

> <EXACT_MASS>
428.329045274

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
53.64781569663961

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,10R,11S,14S,15S)-15-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-yl decanoate

> <ALOGPS_LOGP>
5.96

> <JCHEM_LOGP>
7.31901809

> <ALOGPS_LOGS>
-6.44

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.278885236855587

> <JCHEM_PKA_STRONGEST_BASIC>
-4.7260392123281445

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
125.94009999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.57e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nandrolone decanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015694
     RDKit          3D
Nandrolone decanoate
 75 78  0  0  0  0  0  0  0  0999 V2000
    5.1302   -2.6912    1.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2395   -1.4531    0.5904 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4463   -0.6751    1.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7051    0.5775    0.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9983    0.6095   -1.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0407    0.1423   -2.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7337    0.9374   -2.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8115    0.4161   -3.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984    1.1468   -3.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8515    0.9145   -1.7182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2458    0.1797   -0.7937 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6599    1.5735   -1.4557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0837    1.4843   -0.3125 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3438    2.7356    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4625    2.3125    1.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8655    0.9329    1.0079 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2923    0.5941    1.1761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5751    0.4620    2.6688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9447   -0.0342    2.9663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6082   -0.7474    1.8687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8424   -1.1696    2.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5212   -1.8800    0.9976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7784   -1.7436    0.8112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7172   -2.7669    0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2672   -2.4194    0.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0034   -1.0301    0.5510 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5214   -0.7800    0.5830 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9728   -0.9535   -0.7864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5612   -0.4509   -0.9637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4781    0.9390   -0.4805 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3390    1.9010   -1.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0068   -2.3851    2.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0656   -3.2636    1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2980   -3.3276    1.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3162   -0.8461    0.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2781   -1.8499   -0.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3809   -1.3177    0.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3709   -0.4563    2.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8493    1.2822    0.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5749    1.1287    0.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9716    0.0188   -1.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2945    1.6720   -1.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8683   -0.9258   -2.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4760    0.5238   -3.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9762    2.0299   -2.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3819    0.8761   -0.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6731   -0.6818   -2.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2570    0.4425   -4.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6319    2.2415   -3.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8605    0.7046   -3.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4388    0.7757    0.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5478    3.0988    1.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7269    3.5703   -0.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0173    2.2980    2.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2954    3.0354    1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2196    0.2102    1.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9748    1.3509    0.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3102    1.3859    3.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8517   -0.3244    3.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9597   -0.7210    3.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5566    0.8512    3.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3673   -1.0024    3.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1481   -2.8347   -0.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8133   -3.7994    0.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6401   -3.1902    0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9256   -2.4572   -1.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4415   -0.3229   -0.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9965   -1.4978    1.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6321   -0.5541   -1.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9243   -2.0659   -0.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3674   -0.4577   -2.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8040   -1.0899   -0.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3065    1.4569   -1.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5552    2.8263   -0.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8670    2.2496   -2.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  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
 10 11  2  0
 10 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  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  6
 30 13  1  0
 30 16  1  0
 27 17  1  0
 26 20  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 13 51  1  1
 14 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  1
 17 57  1  6
 18 58  1  0
 18 59  1  0
 19 60  1  0
 19 61  1  0
 21 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  6
 27 68  1  1
 28 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 31 73  1  0
 31 74  1  0
 31 75  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 9677                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      13.321  -1.101   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.080  -7.735   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      15.856  -1.930   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      11.386  -4.574   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.386  -3.034   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.052  -5.344   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.718  -4.574   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.052  -2.264   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.843  -2.565   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.843  -5.044   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.718  -3.034   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.317  -5.355   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.741  -3.804   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.076  -6.948   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.386  -1.494   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.694  -7.761   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.304  -6.959   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.889  -4.486   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.430  -5.299   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.864  -7.806   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.417  -6.970   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.828  -0.784   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.306   0.680   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.813   0.998   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.292   2.461   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.799   2.779   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      19.277   4.243   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      20.784   4.560   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      21.262   6.024   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      22.769   6.342   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      23.248   7.806   0.000  0.00  0.00           C+0
CONECT    1    9   22                                                       
CONECT    2   21                                                            
CONECT    3   22                                                            
CONECT    4    5    6   10                                                  
CONECT    5    4    8    9   15                                             
CONECT    6    4    7   14                                                  
CONECT    7    6   11   12                                                  
CONECT    8    5   11                                                       
CONECT    9    1    5   13                                                  
CONECT   10    4   13                                                       
CONECT   11    7    8                                                       
CONECT   12    7   17   18                                                  
CONECT   13    9   10                                                       
CONECT   14    6   16                                                       
CONECT   15    5                                                            
CONECT   16   14   17                                                       
CONECT   17   12   16   20                                                  
CONECT   18   12   19                                                       
CONECT   19   18   21                                                       
CONECT   20   17   21                                                       
CONECT   21    2   19   20                                                  
CONECT   22    1    3   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0015694
HETATM    1  C1  UNL     1       5.130  -2.691   1.506  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.239  -1.453   0.590  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.446  -0.675   1.001  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.705   0.577   0.275  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.998   0.610  -1.157  1.00  0.00           C  
HETATM    6  C6  UNL     1       6.041   0.142  -2.164  1.00  0.00           C  
HETATM    7  C7  UNL     1       4.734   0.937  -2.020  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.812   0.416  -3.071  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.498   1.147  -3.016  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.852   0.914  -1.718  1.00  0.00           C  
HETATM   11  O1  UNL     1       2.246   0.180  -0.794  1.00  0.00           O  
HETATM   12  O2  UNL     1       0.660   1.573  -1.456  1.00  0.00           O  
HETATM   13  C11 UNL     1      -0.084   1.484  -0.312  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.344   2.736   0.456  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.463   2.312   1.403  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.865   0.933   1.008  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.292   0.594   1.176  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.575   0.462   2.669  1.00  0.00           C  
HETATM   19  C17 UNL     1      -4.945  -0.034   2.966  1.00  0.00           C  
HETATM   20  C18 UNL     1      -5.608  -0.747   1.869  1.00  0.00           C  
HETATM   21  C19 UNL     1      -6.842  -1.170   2.073  1.00  0.00           C  
HETATM   22  C20 UNL     1      -7.521  -1.880   0.998  1.00  0.00           C  
HETATM   23  O3  UNL     1      -8.778  -1.744   0.811  1.00  0.00           O  
HETATM   24  C21 UNL     1      -6.717  -2.767   0.123  1.00  0.00           C  
HETATM   25  C22 UNL     1      -5.267  -2.419   0.069  1.00  0.00           C  
HETATM   26  C23 UNL     1      -5.003  -1.030   0.551  1.00  0.00           C  
HETATM   27  C24 UNL     1      -3.521  -0.780   0.583  1.00  0.00           C  
HETATM   28  C25 UNL     1      -2.973  -0.954  -0.786  1.00  0.00           C  
HETATM   29  C26 UNL     1      -1.561  -0.451  -0.964  1.00  0.00           C  
HETATM   30  C27 UNL     1      -1.478   0.939  -0.480  1.00  0.00           C  
HETATM   31  C28 UNL     1      -2.339   1.901  -1.246  1.00  0.00           C  
HETATM   32  H1  UNL     1       5.007  -2.385   2.558  1.00  0.00           H  
HETATM   33  H2  UNL     1       6.066  -3.264   1.379  1.00  0.00           H  
HETATM   34  H3  UNL     1       4.298  -3.328   1.144  1.00  0.00           H  
HETATM   35  H4  UNL     1       4.316  -0.846   0.680  1.00  0.00           H  
HETATM   36  H5  UNL     1       5.278  -1.850  -0.434  1.00  0.00           H  
HETATM   37  H6  UNL     1       7.381  -1.318   0.875  1.00  0.00           H  
HETATM   38  H7  UNL     1       6.371  -0.456   2.112  1.00  0.00           H  
HETATM   39  H8  UNL     1       5.849   1.282   0.551  1.00  0.00           H  
HETATM   40  H9  UNL     1       7.575   1.129   0.803  1.00  0.00           H  
HETATM   41  H10 UNL     1       7.972   0.019  -1.320  1.00  0.00           H  
HETATM   42  H11 UNL     1       7.294   1.672  -1.465  1.00  0.00           H  
HETATM   43  H12 UNL     1       5.868  -0.926  -2.291  1.00  0.00           H  
HETATM   44  H13 UNL     1       6.476   0.524  -3.182  1.00  0.00           H  
HETATM   45  H14 UNL     1       4.976   2.030  -2.180  1.00  0.00           H  
HETATM   46  H15 UNL     1       4.382   0.876  -0.986  1.00  0.00           H  
HETATM   47  H16 UNL     1       3.673  -0.682  -2.846  1.00  0.00           H  
HETATM   48  H17 UNL     1       4.257   0.443  -4.088  1.00  0.00           H  
HETATM   49  H18 UNL     1       2.632   2.241  -3.172  1.00  0.00           H  
HETATM   50  H19 UNL     1       1.860   0.705  -3.814  1.00  0.00           H  
HETATM   51  H20 UNL     1       0.439   0.776   0.393  1.00  0.00           H  
HETATM   52  H21 UNL     1       0.548   3.099   1.018  1.00  0.00           H  
HETATM   53  H22 UNL     1      -0.727   3.570  -0.127  1.00  0.00           H  
HETATM   54  H23 UNL     1      -1.017   2.298   2.430  1.00  0.00           H  
HETATM   55  H24 UNL     1      -2.295   3.035   1.402  1.00  0.00           H  
HETATM   56  H25 UNL     1      -1.220   0.210   1.517  1.00  0.00           H  
HETATM   57  H26 UNL     1      -3.975   1.351   0.762  1.00  0.00           H  
HETATM   58  H27 UNL     1      -3.310   1.386   3.218  1.00  0.00           H  
HETATM   59  H28 UNL     1      -2.852  -0.324   3.035  1.00  0.00           H  
HETATM   60  H29 UNL     1      -4.960  -0.721   3.859  1.00  0.00           H  
HETATM   61  H30 UNL     1      -5.557   0.851   3.296  1.00  0.00           H  
HETATM   62  H31 UNL     1      -7.367  -1.002   3.013  1.00  0.00           H  
HETATM   63  H32 UNL     1      -7.148  -2.835  -0.902  1.00  0.00           H  
HETATM   64  H33 UNL     1      -6.813  -3.799   0.568  1.00  0.00           H  
HETATM   65  H34 UNL     1      -4.640  -3.190   0.591  1.00  0.00           H  
HETATM   66  H35 UNL     1      -4.926  -2.457  -1.007  1.00  0.00           H  
HETATM   67  H36 UNL     1      -5.441  -0.323  -0.176  1.00  0.00           H  
HETATM   68  H37 UNL     1      -2.996  -1.498   1.274  1.00  0.00           H  
HETATM   69  H38 UNL     1      -3.632  -0.554  -1.571  1.00  0.00           H  
HETATM   70  H39 UNL     1      -2.924  -2.066  -0.980  1.00  0.00           H  
HETATM   71  H40 UNL     1      -1.367  -0.458  -2.076  1.00  0.00           H  
HETATM   72  H41 UNL     1      -0.804  -1.090  -0.519  1.00  0.00           H  
HETATM   73  H42 UNL     1      -3.306   1.457  -1.477  1.00  0.00           H  
HETATM   74  H43 UNL     1      -2.555   2.826  -0.640  1.00  0.00           H  
HETATM   75  H44 UNL     1      -1.867   2.250  -2.168  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3   35   36
CONECT    3    4   37   38
CONECT    4    5   39   40
CONECT    5    6   41   42
CONECT    6    7   43   44
CONECT    7    8   45   46
CONECT    8    9   47   48
CONECT    9   10   49   50
CONECT   10   11   11   12
CONECT   12   13
CONECT   13   14   30   51
CONECT   14   15   52   53
CONECT   15   16   54   55
CONECT   16   17   30   56
CONECT   17   18   27   57
CONECT   18   19   58   59
CONECT   19   20   60   61
CONECT   20   21   21   26
CONECT   21   22   62
CONECT   22   23   23   24
CONECT   24   25   63   64
CONECT   25   26   65   66
CONECT   26   27   67
CONECT   27   28   68
CONECT   28   29   69   70
CONECT   29   30   71   72
CONECT   30   31
CONECT   31   73   74   75
END

HMDB0015694
     RDKit          3D
Nandrolone decanoate
 75 78  0  0  0  0  0  0  0  0999 V2000
    5.1302   -2.6912    1.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2395   -1.4531    0.5904 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4463   -0.6751    1.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7051    0.5775    0.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9983    0.6095   -1.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0407    0.1423   -2.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7337    0.9374   -2.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8115    0.4161   -3.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4984    1.1468   -3.0158 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8515    0.9145   -1.7182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2458    0.1797   -0.7937 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6599    1.5735   -1.4557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0837    1.4843   -0.3125 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3438    2.7356    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4625    2.3125    1.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8655    0.9329    1.0079 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2923    0.5941    1.1761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5751    0.4620    2.6688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9447   -0.0342    2.9663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6082   -0.7474    1.8687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8424   -1.1696    2.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5212   -1.8800    0.9976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7784   -1.7436    0.8112 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7172   -2.7669    0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2672   -2.4194    0.0687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0034   -1.0301    0.5510 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5214   -0.7800    0.5830 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9728   -0.9535   -0.7864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5612   -0.4509   -0.9637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4781    0.9390   -0.4805 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3390    1.9010   -1.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0068   -2.3851    2.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0656   -3.2636    1.3792 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2980   -3.3276    1.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3162   -0.8461    0.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2781   -1.8499   -0.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3809   -1.3177    0.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3709   -0.4563    2.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8493    1.2822    0.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5749    1.1287    0.8035 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9716    0.0188   -1.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2945    1.6720   -1.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8683   -0.9258   -2.2908 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4760    0.5238   -3.1820 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9762    2.0299   -2.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3819    0.8761   -0.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6731   -0.6818   -2.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2570    0.4425   -4.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6319    2.2415   -3.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8605    0.7046   -3.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4388    0.7757    0.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5478    3.0988    1.0179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7269    3.5703   -0.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0173    2.2980    2.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2954    3.0354    1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2196    0.2102    1.5171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9748    1.3509    0.7625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3102    1.3859    3.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8517   -0.3244    3.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9597   -0.7210    3.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5566    0.8512    3.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3673   -1.0024    3.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1481   -2.8347   -0.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8133   -3.7994    0.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6401   -3.1902    0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9256   -2.4572   -1.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4415   -0.3229   -0.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9965   -1.4978    1.2740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6321   -0.5541   -1.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9243   -2.0659   -0.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3674   -0.4577   -2.0760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8040   -1.0899   -0.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3065    1.4569   -1.4767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5552    2.8263   -0.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8670    2.2496   -2.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  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
 10 11  2  0
 10 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  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  6
 30 13  1  0
 30 16  1  0
 27 17  1  0
 26 20  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 13 51  1  1
 14 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 16 56  1  1
 17 57  1  6
 18 58  1  0
 18 59  1  0
 19 60  1  0
 19 61  1  0
 21 62  1  0
 24 63  1  0
 24 64  1  0
 25 65  1  0
 25 66  1  0
 26 67  1  6
 27 68  1  1
 28 69  1  0
 28 70  1  0
 29 71  1  0
 29 72  1  0
 31 73  1  0
 31 74  1  0
 31 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Deca-durabolin	Kegg
Nandrolone decanoic acid	Generator
Norandrostenolone decanoate	HMDB
Nortestosterone decanoate	HMDB
19-Nor-4-androstene-17 beta-ol-3-one 17-decanoate	HMDB
Decadurobolin	HMDB
17 beta-Hydroxyestr-4-en-3-one 17-decanoate	HMDB
Retabolil	HMDB
Retabolyl	HMDB
19-Nortestosterone decanoate	HMDB
Decadurabolin	HMDB

Chemical Formula

C₂₈H₄₄O₃

Average Molecular Weight

428.6472

Monoisotopic Molecular Weight

428.329045274

IUPAC Name

(1S,2R,10R,11S,14S,15S)-15-methyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-yl decanoate

Traditional Name

nandrolone decanoate

CAS Registry Number

360-70-3

SMILES

CCCCCCCCCC(=O)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@@H]4[C@H]3CC[C@]12C

InChI Identifier

InChI=1S/C28H44O3/c1-3-4-5-6-7-8-9-10-27(30)31-26-16-15-25-24-13-11-20-19-21(29)12-14-22(20)23(24)17-18-28(25,26)2/h19,22-26H,3-18H2,1-2H3/t22-,23+,24+,25-,26-,28-/m0/s1

InChI Key

JKWKMORAXJQQSR-MOPIKTETSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid esters

Direct Parent

Steroid esters

Alternative Parents

Substituents

Steroid ester
Estrogen-skeleton
3-oxo-delta-4-steroid
3-oxosteroid
Oxosteroid
Estrane-skeleton
Delta-4-steroid
Cyclohexenone
Carboxylic acid ester
Cyclic ketone
Ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

steroid ester (CHEBI:7467 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	118 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	2.62	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00016 g/L	ALOGPS
logP	5.96	ALOGPS
logP	7.32	ChemAxon
logS	-6.4	ALOGPS
pKa (Strongest Acidic)	19.28	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	125.94 m³·mol⁻¹	ChemAxon
Polarizability	53.65 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	209.415	31661259
DarkChem	[M-H]-	206.109	31661259
DeepCCS	[M-2H]-	241.031	30932474
DeepCCS	[M+Na]+	216.425	30932474
AllCCS	[M+H]+	212.6	32859911
AllCCS	[M+H-H2O]+	211.0	32859911
AllCCS	[M+NH4]+	214.0	32859911
AllCCS	[M+Na]+	214.4	32859911
AllCCS	[M-H]-	197.1	32859911
AllCCS	[M+Na-2H]-	198.9	32859911
AllCCS	[M+HCOO]-	201.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nandrolone decanoate	CCCCCCCCCC(=O)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@@H]4[C@H]3CC[C@]12C	4108.1	Standard polar	33892256
Nandrolone decanoate	CCCCCCCCCC(=O)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@@H]4[C@H]3CC[C@]12C	3519.9	Standard non polar	33892256
Nandrolone decanoate	CCCCCCCCCC(=O)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@@H]4[C@H]3CC[C@]12C	3589.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nandrolone decanoate,1TMS,isomer #1	CCCCCCCCCC(=O)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@@H]4[C@H]3CC[C@]12C	3459.1	Semi standard non polar	33892256
Nandrolone decanoate,1TMS,isomer #1	CCCCCCCCCC(=O)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@@H]4[C@H]3CC[C@]12C	3485.7	Standard non polar	33892256
Nandrolone decanoate,1TMS,isomer #1	CCCCCCCCCC(=O)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@@H]4[C@H]3CC[C@]12C	4029.3	Standard polar	33892256
Nandrolone decanoate,1TBDMS,isomer #1	CCCCCCCCCC(=O)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@H]4[C@H]3CC[C@]12C	3726.7	Semi standard non polar	33892256
Nandrolone decanoate,1TBDMS,isomer #1	CCCCCCCCCC(=O)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@H]4[C@H]3CC[C@]12C	3682.4	Standard non polar	33892256
Nandrolone decanoate,1TBDMS,isomer #1	CCCCCCCCCC(=O)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@H]4[C@H]3CC[C@]12C	4122.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nandrolone decanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pe9-2492100000-fc574c5790f53b7819cc	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nandrolone decanoate 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 - Nandrolone decanoate 10V, Positive-QTOF	splash10-056r-0660900000-27b3f9df49a3122ab78d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nandrolone decanoate 20V, Positive-QTOF	splash10-0a6r-2981100000-1a157ce9c28d39dbdaf0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nandrolone decanoate 40V, Positive-QTOF	splash10-0096-5290000000-aedae95d8afd82e740fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nandrolone decanoate 10V, Negative-QTOF	splash10-004i-0240900000-e7b5d0ebbd228f9935cb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nandrolone decanoate 20V, Negative-QTOF	splash10-00di-0490300000-83cbc30a58b63f57d9c9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nandrolone decanoate 40V, Negative-QTOF	splash10-006x-2190000000-739839f2f5e3d2cd72ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nandrolone decanoate 10V, Positive-QTOF	splash10-004i-0040900000-472c8f65fe7d03ec685f	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nandrolone decanoate 20V, Positive-QTOF	splash10-0a6r-6393400000-96dc1d469aa36aa88972	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nandrolone decanoate 40V, Positive-QTOF	splash10-052f-9310000000-e5bf97875dceb16d7997	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nandrolone decanoate 10V, Negative-QTOF	splash10-004i-0000900000-a509d4af6bebc9e05806	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nandrolone decanoate 20V, Negative-QTOF	splash10-004i-0210900000-878845e4a683c8e5bba9	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nandrolone decanoate 40V, Negative-QTOF	splash10-056r-9611300000-d0c86689a7513cb4ea58	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

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	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB08804	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB08804	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB08804

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9296

KEGG Compound ID

C08154

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Nandrolone decanoate

METLIN ID

Not Available

PubChem Compound

9677

PDB ID

Not Available

ChEBI ID

774897

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Amine oxidase [flavin-containing] B

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the oxidative deamination of biogenic and xenobiotic amines and has important functions in the metabolism of neuroactive and vasoactive amines in the central nervous system and peripheral tissues. MAOB preferentially degrades benzylamine and phenylethylamine.
Gene Name:: MAOB
Uniprot ID:: P27338
Molecular weight:: 58762.475

References

Birgner C, Kindlundh-Hogberg AM, Oreland L, Alsio J, Lindblom J, Schioth HB, Bergstrom L: Reduced activity of monoamine oxidase in the rat brain following repeated nandrolone decanoate administration. Brain Res. 2008 Jul 11;1219:103-10. doi: 10.1016/j.brainres.2008.05.014. Epub 2008 May 17. [PubMed:18539264 ]

Enzyme Details

2. Amine oxidase [flavin-containing] A

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the oxidative deamination of biogenic and xenobiotic amines and has important functions in the metabolism of neuroactive and vasoactive amines in the central nervous system and peripheral tissues. MAOA preferentially oxidizes biogenic amines such as 5-hydroxytryptamine (5-HT), norepinephrine and epinephrine.
Gene Name:: MAOA
Uniprot ID:: P21397
Molecular weight:: 59681.27

References

Birgner C, Kindlundh-Hogberg AM, Oreland L, Alsio J, Lindblom J, Schioth HB, Bergstrom L: Reduced activity of monoamine oxidase in the rat brain following repeated nandrolone decanoate administration. Brain Res. 2008 Jul 11;1219:103-10. doi: 10.1016/j.brainres.2008.05.014. Epub 2008 May 17. [PubMed:18539264 ]

Enzyme Details

3. Cytochrome P450 19A1

General function:: Involved in monooxygenase activity
Specific function:: Catalyzes the formation of aromatic C18 estrogens from C19 androgens.
Gene Name:: CYP19A1
Uniprot ID:: P11511
Molecular weight:: 57882.48

References

Takahashi K, Hallberg M, Magnusson K, Nyberg F, Watanabe Y, Langstrom B, Bergstrom M: Increase in [11C]vorozole binding to aromatase in the hypothalamus in rats treated with anabolic androgenic steroids. Neuroreport. 2007 Jan 22;18(2):171-4. [PubMed:17301684 ]

Enzyme Details

4. Androgen receptor

General function:: Involved in DNA binding
Specific function:: Steroid hormone receptors are ligand-activated transcription factors that regulate eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Transcription factor activity is modulated by bound coactivator and corepressor proteins. Transcription activation is down-regulated by NR0B2. Activated, but not phosphorylated, by HIPK3
Gene Name:: AR
Uniprot ID:: P10275
Molecular weight:: 98987.9

References

Birgner C, Kindlundh-Hogberg AM, Alsio J, Lindblom J, Schioth HB, Bergstrom L: The anabolic androgenic steroid nandrolone decanoate affects mRNA expression of dopaminergic but not serotonergic receptors. Brain Res. 2008 Nov 13;1240:221-8. doi: 10.1016/j.brainres.2008.09.003. Epub 2008 Sep 13. [PubMed:18809391 ]

Showing metabocard for Nandrolone decanoate (HMDB0015694)

MOL for HMDB0015694 (Nandrolone decanoate)

3D MOL for HMDB0015694 (Nandrolone decanoate)

3D SDF for HMDB0015694 (Nandrolone decanoate)

3D-SDF for HMDB0015694 (Nandrolone decanoate)

PDB for HMDB0015694 (Nandrolone decanoate)

3D PDB for HMDB0015694 (Nandrolone decanoate)

SMILES for HMDB0015694 (Nandrolone decanoate)

INCHI for HMDB0015694 (Nandrolone decanoate)

Structure for HMDB0015694 (Nandrolone decanoate)

3D Structure for HMDB0015694 (Nandrolone decanoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References