NP-MRD: Showing NP-Card for 4-Dihydroboldenone (NP0087442)

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Record Information

Version

2.0

Created at

2022-05-11 16:49:47 UTC

Updated at

2022-05-11 16:49:47 UTC

NP-MRD ID

NP0087442

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-Dihydroboldenone

Description

4-Dihydroboldenone 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. Because most anabolic steroids are completely metabolized and usually no parent steroid is excreted, metabolite identification is crucial to detect the illegal use of anabolic steroids either in humans or in livestock. Androgenic anabolic steroids are defined as natural, synthetic or semi-synthetic drugs chemicals derived from testosterone, used with the aim to improve physical performance by increasing both muscle strength and mass. 4-Dihydroboldenone is an extremely weak basic (essentially neutral) compound (based on its pKa). Boldenone is an androgenic anabolic steroid (AAS) intensively used for growth promoting purposes in animals destined for meat production and as a performance enhancer in athletics. Therefore its use is officially banned either in animals intended for consumption or in humans.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652303232022202D          

 25 28  0  0  0  0            999 V2000
 9998.9167 9999.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7754 9997.5877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.053610000.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3421 9999.6554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6291 9998.4208    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.0536 9998.4208    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.341910000.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.627410000.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6274 9999.2482    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3419 9998.8359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.6293 9997.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3438 9998.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2030 9999.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4885 9998.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4885 9998.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2030 9997.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9175 9998.8273    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.056410000.0734    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.0564 9999.2484    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.8410 9998.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.3259 9999.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.841010000.3284    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.095910001.1130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9191 9997.1772    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9175 9998.0022    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
  9  5  1  6  0  0  0
 12 10  1  0  0  0  0
 10  4  1  1  0  0  0
 13 14  2  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15  2  2  0  0  0  0
 17  1  1  1  0  0  0
  9 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 18  1  0  0  0  0
 22 21  1  0  0  0  0
 10 19  1  0  0  0  0
 19  6  1  6  0  0  0
  7 18  1  0  0  0  0
 18  3  1  1  0  0  0
 22 23  1  1  0  0  0
 25 24  1  1  0  0  0
 16 25  1  0  0  0  0
 25 17  1  0  0  0  0
 25 11  1  0  0  0  0
M  END

     RDKit          3D

 49 52  0  0  0  0  0  0  0  0999 V2000
   -2.4053    1.6906    0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749    0.3963    0.7473 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4252    0.4867    1.9900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0171    0.7131    1.7086 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5584   -0.2707    0.7080 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3187   -0.1171   -0.5435 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3210   -0.7506   -1.7388 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5528    0.0826   -2.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1297    0.7654   -0.8757 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6314    0.9287   -1.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2358   -0.4253   -1.3140 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3094   -0.5786   -1.9521 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6043   -1.6107   -0.7492 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5522   -1.4340    0.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9758   -0.1060    0.3636 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8019    0.4537    1.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6073   -0.6795   -0.1256 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6286   -0.9543   -1.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8772   -1.1018   -0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6091   -0.2177    0.9637 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5719    0.7971    0.9302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6844    2.4431    0.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4227    2.1565    0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749    1.5921   -1.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8002    1.3883    2.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6245   -0.3815    2.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5725    0.6278    2.6654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1732    1.7575    1.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3871   -1.2930    1.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3620    0.9822   -0.7259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5936   -1.8090   -1.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3919   -0.7190   -2.5667 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2784   -0.4907   -2.6624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1791    0.9025   -2.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6856    1.7451   -0.6518 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7752    1.5535   -2.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0694    1.4840   -0.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9735   -2.6185   -0.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0778   -2.3079    0.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5688    1.4969    1.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5402   -0.1715    2.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8794    0.2503    1.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5097   -1.5652    0.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4313   -1.9718   -1.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7564   -0.2191   -1.9246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8989   -2.1464    0.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7896   -0.8120   -0.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7182   -0.7669    1.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0608    0.8250    0.0784 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  1  0
 20  2  1  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
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  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 43  1  1
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  1
 21 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  1
  6 30  1  6
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  1
 10 36  1  0
 10 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
M  END


  Mrv1652303232022202D          

 25 28  0  0  0  0            999 V2000
 9998.9167 9999.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7754 9997.5877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.053610000.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3421 9999.6554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6291 9998.4208    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.0536 9998.4208    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.341910000.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.627410000.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6274 9999.2482    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.3419 9998.8359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.6293 9997.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3438 9998.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2030 9999.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4885 9998.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4885 9998.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2030 9997.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9175 9998.8273    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.056410000.0734    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.0564 9999.2484    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.8410 9998.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.3259 9999.6609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.841010000.3284    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.095910001.1130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9191 9997.1772    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9175 9998.0022    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
  9  5  1  6  0  0  0
 12 10  1  0  0  0  0
 10  4  1  1  0  0  0
 13 14  2  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15  2  2  0  0  0  0
 17  1  1  1  0  0  0
  9 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 18  1  0  0  0  0
 22 21  1  0  0  0  0
 10 19  1  0  0  0  0
 19  6  1  6  0  0  0
  7 18  1  0  0  0  0
 18  3  1  1  0  0  0
 22 23  1  1  0  0  0
 25 24  1  1  0  0  0
 16 25  1  0  0  0  0
 25 17  1  0  0  0  0
 25 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0087442

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)C=C[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/h7,9,12,14-17,21H,3-6,8,10-11H2,1-2H3/t12-,14+,15+,16+,17+,18+,19+/m1/s1

> <INCHI_KEY>
OKJCFMUGMSVJBG-MISPCMORSA-N

> <FORMULA>
C19H28O2

> <MOLECULAR_WEIGHT>
288.4244

> <EXACT_MASS>
288.20893014

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
33.60952385273031

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,7R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-3-en-5-one

> <ALOGPS_LOGP>
3.38

> <JCHEM_LOGP>
3.4090811223333346

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.377705257051634

> <JCHEM_PKA_STRONGEST_BASIC>
-0.883949950359319

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
84.69639999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,7R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-3-en-5-one

> <JCHEM_VEBER_RULE>
1

$$$$

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    8664.6458666.023   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8660.6478662.164   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8668.6338668.353   0.000  0.00  0.00           C+0
HETATM    4  H   UNK     0    8667.3058666.023   0.000  0.00  0.00           H+0
HETATM    5  H   UNK     0    8665.9748663.719   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    8668.6338663.719   0.000  0.00  0.00           H+0
HETATM    7  C   UNK     0    8667.3058667.574   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8665.9718666.804   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8665.9718665.263   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8667.3058664.494   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8665.9758662.168   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8667.3088662.937   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8663.3128665.248   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8661.9798664.478   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8661.9798662.937   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8663.3128662.168   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8664.6468664.478   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8668.6398666.804   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8668.6398665.264   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8670.1038664.788   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8671.0088666.034   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8670.1038667.280   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0    8670.5798668.744   0.000  0.00  0.00           O+0
HETATM   24  H   UNK     0    8664.6498661.397   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0    8664.6468662.937   0.000  0.00  0.00           C+0
CONECT    1   17                                                            
CONECT    2   15                                                            
CONECT    3   18                                                            
CONECT    4   10                                                            
CONECT    5    9                                                            
CONECT    6   19                                                            
CONECT    7    8   18                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10    5   17                                             
CONECT   10    9   12    4   19                                             
CONECT   11   12   25                                                       
CONECT   12   11   10                                                       
CONECT   13   14   17                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16    2                                                  
CONECT   16   15   25                                                       
CONECT   17   13    1    9   25                                             
CONECT   18   19   22    7    3                                             
CONECT   19   18   20   10    6                                             
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   18   21   23                                                  
CONECT   23   22                                                            
CONECT   24   25                                                            
CONECT   25   24   16   17   11                                             
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Value	Source
(5beta,17beta)-17-Hydroxyandrost-1-en-3-one	ChEBI
(5b,17b)-17-Hydroxyandrost-1-en-3-one	Generator
(5β,17β)-17-Hydroxyandrost-1-en-3-one	Generator
17b-Hydroxy-5b -androst-1-en-3-one	HMDB
17b-Hydroxy-5b-androst-1-en-3-one	HMDB, Generator
5b-Androst-1-en-17b-ol-3-one	HMDB
5b-Androst-1-ene-17b-ol-3-one	HMDB
5beta-Androst-1-en-17beta-ol-3-one	MeSH, HMDB
Androst-1-en-17-ol-3-one	MeSH, HMDB
17β-Hydroxy-5β-androst-1-en-3-one	Generator
17beta-Hydroxy-5beta-androst-1-en-3-one	HMDB
4-Dihydroboldenone	HMDB
5beta-Androst-1-ene-17beta-ol-3-one	HMDB
5β-Androst-1-en-17β-ol-3-one	HMDB
5β-Androst-1-ene-17β-ol-3-one	HMDB

Chemical Formula

C₁₉H₂₈O₂

Average Mass

288.4244 Da

Monoisotopic Mass

288.20893 Da

IUPAC Name

(1S,2R,7R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-3-en-5-one

Traditional Name

(1S,2R,7R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-3-en-5-one

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)C=C[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/h7,9,12,14-17,21H,3-6,8,10-11H2,1-2H3/t12-,14+,15+,16+,17+,18+,19+/m1/s1

InChI Key

OKJCFMUGMSVJBG-MISPCMORSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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-delta-1-steroid
3-oxosteroid
3-oxo-5-beta-steroid
17-hydroxysteroid
Oxosteroid
Hydroxysteroid
Delta-1-steroid
Cyclohexenone
Cyclic alcohol
Cyclic ketone
Secondary alcohol
Ketone
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

17beta-hydroxy steroid (CHEBI:87331 )
3-oxo Delta(1)-steroid (CHEBI:87331 )

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	3.38	ALOGPS
logP	3.41	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	19.38	ChemAxon
pKa (Strongest Basic)	-0.88	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	84.7 m³·mol⁻¹	ChemAxon
Polarizability	33.61 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

External Links

HMDB ID

HMDB0006035

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023811

KNApSAcK ID

Not Available

Chemspider ID

20045328

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12133279

PDB ID

Not Available

ChEBI ID

87331

Good Scents ID

Not Available

References

General References

Showing NP-Card for 4-Dihydroboldenone (NP0087442)

MOL for NP0087442 (4-Dihydroboldenone)

3D MOL for NP0087442 (4-Dihydroboldenone)

3D SDF for NP0087442 (4-Dihydroboldenone)

3D-SDF for NP0087442 (4-Dihydroboldenone)

PDB for NP0087442 (4-Dihydroboldenone)

3D PDB for NP0087442 (4-Dihydroboldenone)

SMILES for NP0087442 (4-Dihydroboldenone)

INCHI for NP0087442 (4-Dihydroboldenone)

Structure for NP0087442 (4-Dihydroboldenone)

3D Structure for NP0087442 (4-Dihydroboldenone)