NP-MRD: Showing NP-Card for (5β)-pregnane-3,20-dione (NP0149587)

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Record Information

Version

2.0

Created at

2022-09-02 05:29:57 UTC

Updated at

2022-09-02 05:29:57 UTC

NP-MRD ID

NP0149587

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5β)-pregnane-3,20-dione

Description

(5BETA)-PREGNANE-3,20-DIONE, also known as 3,20-pregnanedione or 5beta-dihydroprogesterone, belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety. (5β)-pregnane-3,20-dione is found in Homo sapiens and Mus musculus. (5β)-pregnane-3,20-dione was first documented in 2001 (PMID: 11292466). Thus, (5BETA)-pregnane-3,20-dione is considered to be a steroid lipid molecule (5BETA)-PREGNANE-3,20-DIONE is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

CI2
  Mrv0541 02241213302D          

 28 31  0  0  0  0            999 V2000
   -3.1808   -0.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3635   -0.9377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0527   -1.7019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8572   -0.2864    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0865    0.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4037    0.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7523    0.4627    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0598    0.6080    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3401    1.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1522    1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6840    0.8984    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4962    1.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0280    0.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8401    0.5581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7477   -0.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9356   -0.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    0.1225    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1234   -0.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5916   -0.0227    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3113   -0.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5008   -0.9439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0326   -0.3132    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3925   -1.0556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4307   -0.1763    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6124    1.0297    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3166    1.0544    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8824    1.4476    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9680   -0.4692    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  4 22  1  0  0  0  0
  4 24  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 22  1  0  0  0  0
  7 25  1  6  0  0  0
  8  9  1  0  0  0  0
  8 19  1  0  0  0  0
  8 26  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 17  1  0  0  0  0
 11 27  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 28  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
M  END

     RDKit          3D

 55 58  0  0  0  0  0  0  0  0999 V2000
    5.2502    0.3665   -0.8338 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5498   -0.8422   -0.3603 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0619   -1.9181   -0.7180 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3586   -0.8699    0.4570 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4818   -0.0711    1.7629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1073    0.5441    1.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2415   -0.2344    1.0731 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0367    0.3773    0.6621 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8885    0.7570    1.8647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1151    1.4350    1.3545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3747    1.1423   -0.1149 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8084    1.5798   -0.3678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6627    0.7249    0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4936    1.2660    1.2191 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5013   -0.7280    0.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1014   -1.2109    0.3678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1798   -0.3259   -0.4247 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5666   -0.5052   -1.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7715   -0.6997   -0.1527 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0270   -1.0272   -1.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4233   -1.4565   -1.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1147   -0.4000   -0.1817 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2555    0.8689   -0.9336 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3199    0.2568   -0.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3181    0.4299   -1.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8745    1.3134   -0.4214 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1462   -1.9628    0.7481 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2693    0.6959    1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6878   -0.8022    2.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8122    0.3875    3.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1020    1.6300    1.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0892   -1.2515    1.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0743    1.3128    0.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2928    1.5187    2.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0579   -0.0755    2.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0123    1.1166    1.9358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0550    2.5461    1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7250    1.7157   -0.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0831    1.5818   -1.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8544    2.6490   -0.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1739   -1.1248   -0.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9413   -1.1363    1.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6333   -1.4331    1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1200   -2.2035   -0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6874   -0.3587   -1.9100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0398    0.2028   -2.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4358   -1.5758   -2.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7212   -1.6162    0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4628   -1.9360   -1.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0154   -0.2391   -2.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0086   -1.6244   -1.9356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3773   -2.4026   -0.4544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3164    1.1575   -1.4812 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5486    1.7300   -0.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9954    0.7253   -1.7454 H   0  0  0  0  0  0  0  0  0  0  0  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  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  6
  4  2  1  0
  2  1  1  0
  2  3  2  0
 22  4  1  0
 22  7  1  0
 19  8  1  0
 17 11  1  0
  4 27  1  1
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  1
  8 33  1  6
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  6
 12 39  1  0
 12 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 16 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  1
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END

CI2
  Mrv0541 02241213302D          

 28 31  0  0  0  0            999 V2000
   -3.1808   -0.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3635   -0.9377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0527   -1.7019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8572   -0.2864    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0865    0.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4037    0.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7523    0.4627    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0598    0.6080    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3401    1.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1522    1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6840    0.8984    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4962    1.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0280    0.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8401    0.5581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7477   -0.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9356   -0.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037    0.1225    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1234   -0.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5916   -0.0227    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3113   -0.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5008   -0.9439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0326   -0.3132    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3925   -1.0556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4307   -0.1763    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6124    1.0297    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3166    1.0544    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8824    1.4476    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9680   -0.4692    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  4 22  1  0  0  0  0
  4 24  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 22  1  0  0  0  0
  7 25  1  6  0  0  0
  8  9  1  0  0  0  0
  8 19  1  0  0  0  0
  8 26  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 17  1  0  0  0  0
 11 27  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 28  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0149587

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14,16-19H,4-12H2,1-3H3/t14-,16+,17-,18+,19+,20+,21-/m1/s1

> <INCHI_KEY>
XMRPGKVKISIQBV-XWOJZHJZSA-N

> <FORMULA>
C21H32O2

> <MOLECULAR_WEIGHT>
316.4776

> <EXACT_MASS>
316.240230268

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
37.74451451251674

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
4.06

> <JCHEM_LOGP>
4.194438735666669

> <ALOGPS_LOGS>
-5.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.343395658319462

> <JCHEM_PKA_STRONGEST_BASIC>
-7.053949180108259

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
91.87859999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5β)-pregnane-3,20-dione

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: CI2                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -5.937  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.412  -1.750   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.832  -3.177   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -3.467  -0.535   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.895   0.945   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.620   1.809   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.404   0.864   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.112   1.135   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.635   2.583   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.151   2.854   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.143   1.677   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.660   1.948   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.652   0.771   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.168   1.042   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.129  -0.678   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.613  -0.949   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.620   0.229   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.097  -1.220   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.104  -0.042   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.581  -1.491   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.935  -1.762   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.928  -0.585   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.599  -1.970   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0      -4.537  -0.329   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.143   1.922   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.591   1.968   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.514   2.702   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.807  -0.876   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   22   24                                             
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   22   25                                             
CONECT    8    7    9   19   26                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   17   27                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   11   16   18   19                                             
CONECT   18   17                                                            
CONECT   19    8   17   20   28                                             
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22    4    7   21   23                                             
CONECT   23   22                                                            
CONECT   24    4                                                            
CONECT   25    7                                                            
CONECT   26    8                                                            
CONECT   27   11                                                            
CONECT   28   19                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Value	Source
3,20-Pregnanedione	ChEBI
5beta-Dihydroprogesterone	ChEBI
5beta-Pregnan-3,20-dione	ChEBI
5b-Dihydroprogesterone	Generator
5Β-dihydroprogesterone	Generator
5b-Pregnan-3,20-dione	Generator
5Β-pregnan-3,20-dione	Generator
(5b)-PREGNANE-3,20-dione	Generator
(5Β)-pregnane-3,20-dione	Generator
(5BETA)-PREGNANE-3,20-dione	ChEBI

Chemical Formula

C₂₁H₃₂O₂

Average Mass

316.4776 Da

Monoisotopic Mass

316.24023 Da

IUPAC Name

(1S,2S,7R,10R,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one

Traditional Name

(5β)-pregnane-3,20-dione

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14,16-19H,4-12H2,1-3H3/t14-,16+,17-,18+,19+,20+,21-/m1/s1

InChI Key

XMRPGKVKISIQBV-XWOJZHJZSA-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
Homo sapiens	LOTUS Database	35616633
Mus musculus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Pregnane steroids

Direct Parent

Gluco/mineralocorticoids, progestogins and derivatives

Alternative Parents

Substituents

Progestogin-skeleton
20-oxosteroid
3-oxo-5-beta-steroid
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

3-oxo steroid (CHEBI:30154 )
20-oxo steroid (CHEBI:30154 )
C21-steroid (CHEBI:30154 )
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030146 )

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	4.06	ALOGPS
logP	4.19	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	19.34	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	1	ChemAxon
Refractivity	91.88 m³·mol⁻¹	ChemAxon
Polarizability	37.74 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

Not Available

DrugBank ID

DB07557

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB030586

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C05479

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

92745

PDB ID

Not Available

ChEBI ID

30154

Good Scents ID

Not Available

References

General References

Ukena K, Honda Y, Lea RW, Tsutsui K: Developmental changes in progesterone biosynthesis and metabolism in the quail brain. Brain Res. 2001 Apr 13;898(1):190-4. doi: 10.1016/s0006-8993(01)02162-x. [PubMed:11292466 ]
LOTUS database [Link]

Showing NP-Card for (5β)-pregnane-3,20-dione (NP0149587)

MOL for NP0149587 ((5β)-pregnane-3,20-dione)

3D MOL for NP0149587 ((5β)-pregnane-3,20-dione)

3D SDF for NP0149587 ((5β)-pregnane-3,20-dione)

3D-SDF for NP0149587 ((5β)-pregnane-3,20-dione)

PDB for NP0149587 ((5β)-pregnane-3,20-dione)

3D PDB for NP0149587 ((5β)-pregnane-3,20-dione)

SMILES for NP0149587 ((5β)-pregnane-3,20-dione)

INCHI for NP0149587 ((5β)-pregnane-3,20-dione)

Structure for NP0149587 ((5β)-pregnane-3,20-dione)

3D Structure for NP0149587 ((5β)-pregnane-3,20-dione)