NP-MRD: Showing NP-Card for 5-β-androstane-3,17-dione (NP0201532)

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Record Information

Version

2.0

Created at

2022-09-04 20:35:39 UTC

Updated at

2022-09-04 20:35:39 UTC

NP-MRD ID

NP0201532

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-β-androstane-3,17-dione

Description

Etiocholanedione , also known as 5b-androstanedione or etiochola-3,17-dione, belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Thus, etiocholanedione is considered to be a steroid lipid molecule. The compound has been found to possess potent haematopoietic effects in a variety of models. Etiocholanedione is a drug. Etiocholanedione is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Etiocholanedione exists in all living organisms, ranging from bacteria to humans. Within humans, etiocholanedione participates in a number of enzymatic reactions. In particular, etiocholanedione can be biosynthesized from androstenedione through its interaction with the enzyme 3-oxo-5-beta-steroid 4-dehydrogenase. In addition, etiocholanedione can be converted into etiocholanolone through its interaction with the enzyme aldo-keto reductase family 1 member C4. Unlike DHEA however, etiocholanedione cannot be metabolized further into steroid hormones like androgens and estrogens. Although devoid of androgenic activity like other 5β-reduced steroids, etiocholanedione has some biological activity of its own. In humans, etiocholanedione is involved in androstenedione metabolism. In addition, it has been found to promote weight loss in animals and in a double-blind, placebo-controlled clinical study in humans conducted in 1993. These effects are said to be similar to those of DHEA. 5-β-androstane-3,17-dione is found in Mus musculus. It is the C5 epimer of androstanedione (5α-androstanedione).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02231219472D          

 25 28  0  0  1  0            999 V2000
   27.2404  -13.2832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0478  -16.4083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1206  -14.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2937  -13.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1143  -15.2462    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   26.2937  -14.0032    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.8649  -14.8281    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.5794  -15.2405    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   26.2937  -14.8281    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.1077  -16.1054    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.5794  -13.5908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8649  -14.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5926  -16.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8518  -16.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0742  -15.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3498  -14.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5557  -14.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3361  -16.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5678  -15.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0742  -13.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5609  -16.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4591  -14.4755    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   26.0632  -15.7464    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   26.6340  -15.5068    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.1102  -16.7653    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  2  0  0  0  0
  2 21  2  0  0  0  0
  5  3  1  1  0  0  0
  6  4  1  1  0  0  0
  5  7  1  0  0  0  0
  5 10  1  0  0  0  0
  5 16  1  0  0  0  0
  6  9  1  0  0  0  0
  6 11  1  0  0  0  0
  6 20  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  7 22  1  6  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
  8 23  1  1  0  0  0
  9 15  1  0  0  0  0
  9 24  1  6  0  0  0
 10 14  1  0  0  0  0
 10 18  1  0  0  0  0
 10 25  1  1  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 15 17  1  0  0  0  0
 16 19  1  0  0  0  0
 17 20  1  0  0  0  0
 18 21  1  0  0  0  0
 19 21  1  0  0  0  0
M  END

     RDKit          3D

 49 52  0  0  0  0  0  0  0  0999 V2000
    2.5909   -1.1014    1.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5692    0.2636    0.5128 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8200    1.2747    1.2829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4269    0.6869    1.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2408    0.4580    0.2251 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5597   -0.3013   -0.7741 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1616   -0.2392   -2.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4755    0.4786   -2.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3469    0.0530   -0.8854 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2993    1.1975   -0.6033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2519    0.8374    0.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3769    1.2605    0.4429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7795   -0.0469    1.5551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2774    0.1544    1.6390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5755   -0.2318    0.3667 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4129   -1.7586    0.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9721    0.1983   -0.9012 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9289   -0.7488   -1.5370 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2855   -0.2721   -0.9960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9625    0.6015    0.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6825    1.3991    0.7067 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9537   -0.9190    2.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6086   -1.5682    1.2632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3644   -1.7429    0.6997 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6355    2.1575    0.6142 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2935    1.5889    2.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1298    1.4904    2.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4559   -0.1768    2.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4597    1.4660   -0.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6389   -1.3933   -0.5195 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4885    0.3275   -2.7990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2966   -1.2421   -2.5638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0333    0.2241   -2.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3376    1.5785   -2.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9852   -0.8185   -1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8605    1.4947   -1.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6782    2.0465   -0.2030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2007    0.2241    2.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0663   -1.0863    1.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9110   -0.4478    2.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1409    1.2491    1.8601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2311   -2.1976   -0.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7331   -2.0685    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4306   -2.1404    0.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0548    1.1944   -1.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9209   -0.7187   -2.6445 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7469   -1.7887   -1.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8627    0.2472   -1.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8701   -1.1438   -0.6236 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20  2  1  0
  2  1  1  1
  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  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
  2 17  1  0
 15  5  1  0
  6 17  1  0
 15  9  1  0
 17 45  1  6
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  6 30  1  1
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  6
 10 36  1  0
 10 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 16 42  1  0
 16 43  1  0
 16 44  1  0
M  END


  Mrv0541 02231219472D          

 25 28  0  0  1  0            999 V2000
   27.2404  -13.2832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0478  -16.4083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1206  -14.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2937  -13.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1143  -15.2462    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   26.2937  -14.0032    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.8649  -14.8281    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.5794  -15.2405    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   26.2937  -14.8281    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.1077  -16.1054    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.5794  -13.5908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8649  -14.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5926  -16.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8518  -16.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0742  -15.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3498  -14.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5557  -14.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3361  -16.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5678  -15.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0742  -13.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5609  -16.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4591  -14.4755    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   26.0632  -15.7464    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   26.6340  -15.5068    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.1102  -16.7653    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  2  0  0  0  0
  2 21  2  0  0  0  0
  5  3  1  1  0  0  0
  6  4  1  1  0  0  0
  5  7  1  0  0  0  0
  5 10  1  0  0  0  0
  5 16  1  0  0  0  0
  6  9  1  0  0  0  0
  6 11  1  0  0  0  0
  6 20  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  7 22  1  6  0  0  0
  8  9  1  0  0  0  0
  8 13  1  0  0  0  0
  8 23  1  1  0  0  0
  9 15  1  0  0  0  0
  9 24  1  6  0  0  0
 10 14  1  0  0  0  0
 10 18  1  0  0  0  0
 10 25  1  1  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 15 17  1  0  0  0  0
 16 19  1  0  0  0  0
 17 20  1  0  0  0  0
 18 21  1  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0201532

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-16H,3-11H2,1-2H3/t12-,14+,15+,16+,18+,19+/m1/s1

> <INCHI_KEY>
RAJWOBJTTGJROA-QJISAEMRSA-N

> <FORMULA>
C19H28O2

> <MOLECULAR_WEIGHT>
288.4244

> <EXACT_MASS>
288.20893014

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
33.791660141159525

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,7R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-dione

> <ALOGPS_LOGP>
3.40

> <JCHEM_LOGP>
3.9747853383333336

> <ALOGPS_LOGS>
-4.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.776207883092308

> <JCHEM_PKA_STRONGEST_BASIC>
-7.108868634299542

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
82.78079999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.39e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-β-androstane-3,17-dione

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      50.849 -24.795   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      41.156 -30.629   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      45.025 -26.920   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      49.082 -24.599   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      45.013 -28.460   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      49.082 -26.139   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      46.414 -27.679   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      47.748 -28.449   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      49.082 -27.679   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      45.001 -30.063   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      47.748 -25.369   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      46.414 -26.139   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      47.773 -30.053   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      46.390 -30.865   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      50.539 -28.148   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      43.586 -27.591   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      51.437 -26.909   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      43.561 -30.910   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      42.127 -28.404   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      50.539 -25.670   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      42.114 -30.074   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0      47.524 -27.021   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0      48.651 -29.393   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      49.717 -28.946   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      45.006 -31.295   0.000  0.00  0.00           H+0
CONECT    1   20                                                            
CONECT    2   21                                                            
CONECT    3    5                                                            
CONECT    4    6                                                            
CONECT    5    3    7   10   16                                             
CONECT    6    4    9   11   20                                             
CONECT    7    5    8   12   22                                             
CONECT    8    7    9   13   23                                             
CONECT    9    6    8   15   24                                             
CONECT   10    5   14   18   25                                             
CONECT   11    6   12                                                       
CONECT   12    7   11                                                       
CONECT   13    8   14                                                       
CONECT   14   10   13                                                       
CONECT   15    9   17                                                       
CONECT   16    5   19                                                       
CONECT   17   15   20                                                       
CONECT   18   10   21                                                       
CONECT   19   16   21                                                       
CONECT   20    1    6   17                                                  
CONECT   21    2   18   19                                                  
CONECT   22    7                                                            
CONECT   23    8                                                            
CONECT   24    9                                                            
CONECT   25   10                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Value	Source
Etiocholane-3,17-dione	ChEBI
Etiocholanedione	ChEBI
(5b)-Androstane-3,17-dione	HMDB
5b-Androstane-3,17-dione	HMDB
5b-Androstanedione	HMDB
5beta-Androstane-3,17-dione	HMDB
Etiochola-3,17-dione	HMDB

Chemical Formula

C₁₉H₂₈O₂

Average Mass

288.4244 Da

Monoisotopic Mass

288.20893 Da

IUPAC Name

(1S,2S,7R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,14-dione

Traditional Name

5-β-androstane-3,17-dione

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-16H,3-11H2,1-2H3/t12-,14+,15+,16+,18+,19+/m1/s1

InChI Key

RAJWOBJTTGJROA-QJISAEMRSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Mus musculus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Androstane steroids

Direct Parent

Androgens and derivatives

Alternative Parents

Substituents

Androgen-skeleton
3-oxo-5-beta-steroid
Oxosteroid
17-oxosteroid
3-oxosteroid
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

androstane-3,17-dione (CHEBI:16985 )
C19 steroids (androgens) and derivatives (C03772 )
Androstane and derivatives (C03772 )
C19 steroids (androgens) and derivatives (LMST02020058 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.4	ALOGPS
logP	3.97	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	19.78	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	82.78 m³·mol⁻¹	ChemAxon
Polarizability	33.79 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