NP-MRD: Showing NP-Card for 20alpha-Dihydroprogesterone (NP0087023)

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Record Information

Version

2.0

Created at

2022-05-11 16:37:40 UTC

Updated at

2022-05-11 16:37:40 UTC

NP-MRD ID

NP0087023

Secondary Accession Numbers

None

Natural Product Identification

Common Name

20alpha-Dihydroprogesterone

Description

20A-Dihydroprogesterone, also known as 20-alpha-progerol or 20b-hydroxy-4-pregnen-3-one, 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. Thus, 20a-dihydroprogesterone is considered to be a steroid lipid molecule. 20A-Dihydroprogesterone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. A biologically active 20-alpha-reduced metabolite of progesterone. -- Pubchem; Progesterone is a C-21 steroid hormone involved in the female menstrual cycle, pregnancy (supports gestation) and embryogenesis of humans and other species. During implantation and gestation, progesterone appears to decrease the maternal immune response to allow for the acceptance of the pregnancy. In addition progesterone inhibits lactation during pregnancy. 20alpha-Dihydroprogesterone was first documented in 1984 (PMID: 6238997). A drop in progesterone levels is possibly one step that facilitates the onset of labor (PMID: 3123279).

Structure

MOL 3D MOL SDF PDB SMILES InChI

HMDB03069.mol
  Mrv0541 02231219382D          

 26 29  0  0  0  0            999 V2000
   -2.3522   -0.8115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3522   -1.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377   -2.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9233   -1.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9233   -0.8115    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6377   -0.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088   -2.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5057   -1.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5057   -0.8115    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2088   -0.3990    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2201   -0.3990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2201    0.4260    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5057    0.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088    0.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0048   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4897    0.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0048    0.6810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0667   -2.0490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9233    0.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5057    0.0135    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2201    1.2510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2597    1.4656    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6763    2.0490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667    1.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088   -1.2240    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2503   -0.9392    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  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
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
  2 18  2  0  0  0  0
  5 19  1  1  0  0  0
  9 20  1  1  0  0  0
 12 21  1  1  0  0  0
 17 22  1  1  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 10 25  1  6  0  0  0
 11 26  1  6  0  0  0
M  END

     RDKit          3D

 55 58  0  0  0  0  0  0  0  0999 V2000
   -4.2411    2.1899    0.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3105    0.6871    0.1990 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6300    0.2252   -1.0576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1243    0.0381    0.8227 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3317   -1.4610    0.7815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9468   -2.0786    0.5916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0311   -0.9239    0.7310 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3109   -1.0659    0.1208 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0552   -2.1474    0.9156 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3599   -2.3759    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0947   -1.1259   -0.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4055   -1.1756   -0.2459 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1838    0.0325   -0.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2207    0.0052   -1.1700 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6934    1.3036    0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3013    1.1684    0.6575 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4482    0.2138   -0.1344 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4030    0.7162   -1.5818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0662    0.2221    0.4049 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3145    1.4447   -0.0263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1032    1.4865    0.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8396    0.2109    0.1161 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9101   -0.0201   -1.3692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8697    2.5289   -0.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7127    2.6369    1.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2961    2.5927    0.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1946    0.4340    0.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5820    0.5003   -1.2333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0245    0.4191    1.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9121   -1.6898   -0.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7929   -1.8517    1.7061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8623   -2.6272   -0.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7587   -2.7928    1.4308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9031   -0.6584    1.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3111   -1.3358   -0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4527   -3.0523    0.9125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3070   -1.7487    1.9117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9320   -3.1221    0.7462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0802   -2.8609   -0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9215   -2.1474   -0.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3624    1.5552    0.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7833    2.1108   -0.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3469    0.7619    1.7003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8594    2.1750    0.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5808    0.2209   -2.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3261    1.8139   -1.5287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3404    0.4874   -2.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1373    0.2754    1.5315 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8389    2.3198    0.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3377    1.6281   -1.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2095    1.6985    1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5975    2.3412   -0.0827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2181   -1.0340   -1.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5116    0.7373   -1.8964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8614    0.1139   -1.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  1  0
  4 22  1  0
 22 23  1  6
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  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
 22  7  1  0
 17 19  1  0
  8  7  1  0
 17 11  1  0
  7 34  1  1
  6 32  1  0
  6 33  1  0
  5 30  1  0
  5 31  1  0
  4 29  1  1
  2 27  1  1
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 28  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 21 51  1  0
 21 52  1  0
 20 49  1  0
 20 50  1  0
 19 48  1  1
  8 35  1  6
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 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
M  END

HMDB03069.mol
  Mrv0541 02231219382D          

 26 29  0  0  0  0            999 V2000
   -2.3522   -0.8115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3522   -1.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377   -2.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9233   -1.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9233   -0.8115    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6377   -0.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088   -2.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5057   -1.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5057   -0.8115    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2088   -0.3990    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2201   -0.3990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2201    0.4260    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5057    0.8385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088    0.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0048   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4897    0.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0048    0.6810    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0667   -2.0490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9233    0.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5057    0.0135    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2201    1.2510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2597    1.4656    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6763    2.0490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0667    1.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2088   -1.2240    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2503   -0.9392    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  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
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
  2 18  2  0  0  0  0
  5 19  1  1  0  0  0
  9 20  1  1  0  0  0
 12 21  1  1  0  0  0
 17 22  1  1  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 10 25  1  6  0  0  0
 11 26  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0087023

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@H]([C@@H](C)O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

> <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/h12-13,16-19,22H,4-11H2,1-3H3/t13-,16+,17-,18+,19+,20+,21-/m1/s1

> <INCHI_KEY>
RWBRUCCWZPSBFC-SJOKZOANSA-N

> <FORMULA>
C21H32O2

> <MOLECULAR_WEIGHT>
316.4776

> <EXACT_MASS>
316.240230268

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
37.822423091649355

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,10S,11S,14S,15S)-14-[(1R)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

> <ALOGPS_LOGP>
3.52

> <JCHEM_LOGP>
3.9411035990000007

> <ALOGPS_LOGS>
-4.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.08781018820673

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.003403431948026

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0476375452966558

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
93.73339999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
20β-dihydroprogesterone

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: HMDB03069.mol                                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.391  -1.515   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.391  -3.055   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.057  -3.825   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.723  -3.055   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.723  -1.515   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.057  -0.745   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.390  -3.825   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.944  -3.055   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.944  -1.515   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.390  -0.745   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.278  -0.745   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.278   0.795   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.944   1.565   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.390   0.795   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.742  -1.221   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.647   0.025   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.742   1.271   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.725  -3.825   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.723   0.025   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0       0.944   0.025   0.000  0.00  0.00           H+0
HETATM   21  C   UNK     0       2.278   2.335   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.218   2.736   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.129   3.825   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.725   3.056   0.000  0.00  0.00           C+0
HETATM   25  H   UNK     0      -0.390  -2.285   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.334  -1.753   0.000  0.00  0.00           H+0
CONECT    1    2    6                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10   19                                             
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   20                                             
CONECT   10    9    5   14   25                                             
CONECT   11    9   12   15   26                                             
CONECT   12   11   13   17   21                                             
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   22                                                  
CONECT   18    2                                                            
CONECT   19    5                                                            
CONECT   20    9                                                            
CONECT   21   12                                                            
CONECT   22   17   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   10                                                            
CONECT   26   11                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Value	Source
20beta-Dihydroprogesterone	ChEBI
20beta-Hydroxy-4-pregnen-3-one	ChEBI
20beta-Hydroxypregn-4-en-3-one	ChEBI
20b-Dihydroprogesterone	Generator
20Β-dihydroprogesterone	Generator
20b-Hydroxy-4-pregnen-3-one	Generator
20Β-hydroxy-4-pregnen-3-one	Generator
20b-Hydroxypregn-4-en-3-one	Generator
20Β-hydroxypregn-4-en-3-one	Generator
Dihydrogesterone	HMDB
Dihydroxyprogesterone	HMDB
Dihydroprogesterone	HMDB
Algestone	HMDB

Chemical Formula

C₂₁H₃₂O₂

Average Mass

316.4776 Da

Monoisotopic Mass

316.24023 Da

IUPAC Name

(1S,2R,10S,11S,14S,15S)-14-[(1R)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one

Traditional Name

20β-dihydroprogesterone

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@H]([C@@H](C)O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

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/h12-13,16-19,22H,4-11H2,1-3H3/t13-,16+,17-,18+,19+,20+,21-/m1/s1

InChI Key

RWBRUCCWZPSBFC-SJOKZOANSA-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 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-hydroxysteroid
3-oxo-delta-4-steroid
3-oxosteroid
Oxosteroid
Hydroxysteroid
Delta-4-steroid
Cyclohexenone
Cyclic ketone
Secondary alcohol
Ketone
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

20-hydroxypregn-4-en-3-one (CHEBI:36729 )
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030153 )

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	3.52	ALOGPS
logP	3.94	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	19	ChemAxon
pKa (Strongest Basic)	-1	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	1	ChemAxon
Refractivity	93.73 m³·mol⁻¹	ChemAxon
Polarizability	37.82 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

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

83725

KEGG Compound ID

C04042

BioCyc ID

Not Available

BiGG ID

43018

Wikipedia Link

Not Available

METLIN ID

2125

PubChem Compound

92747

PDB ID

Not Available

ChEBI ID

36729

Good Scents ID

Not Available

References

General References

Reinberg A, Smolensky MH, Hallek M, Smith KD, Steinberger E: Annual variation in semen characteristics and plasma hormone levels in men undergoing vasectomy. Fertil Steril. 1988 Feb;49(2):309-15. doi: 10.1016/s0015-0282(16)59721-0. [PubMed:3123279 ]
Suzuki T, Hirato K, Ogawa K, Yanaihara T, Nakayama T: [Changes in steroids in amniotic fluid in relation to the initiation of labor]. Nihon Sanka Fujinka Gakkai Zasshi. 1984 Oct;36(10):1841-50. [PubMed:6238997 ]

Showing NP-Card for 20alpha-Dihydroprogesterone (NP0087023)

MOL for NP0087023 (20alpha-Dihydroprogesterone)

3D MOL for NP0087023 (20alpha-Dihydroprogesterone)

3D SDF for NP0087023 (20alpha-Dihydroprogesterone)

3D-SDF for NP0087023 (20alpha-Dihydroprogesterone)

PDB for NP0087023 (20alpha-Dihydroprogesterone)

3D PDB for NP0087023 (20alpha-Dihydroprogesterone)

SMILES for NP0087023 (20alpha-Dihydroprogesterone)

INCHI for NP0087023 (20alpha-Dihydroprogesterone)

Structure for NP0087023 (20alpha-Dihydroprogesterone)

3D Structure for NP0087023 (20alpha-Dihydroprogesterone)