NP-MRD: Showing NP-Card for Pregnanetriolone (NP0136271)

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Record Information

Version

2.0

Created at

2022-05-12 15:10:12 UTC

Updated at

2022-05-12 15:10:12 UTC

NP-MRD ID

NP0136271

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pregnanetriolone

Description

Pregnanetriolone 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. Pregnanetriolone is an extremely weak basic (essentially neutral) compound (based on its pKa). These are terpenes compsed of five consecutive isoprene units.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304062013082D          

 31 34  0  0  0  0            999 V2000
   -1.4498    0.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8295    0.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4314    0.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    2.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399    2.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2475    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    2.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    0.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1695    0.8237    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1838    2.1537    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5278    1.6682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.8632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7475    1.7180    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8111    0.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.2325    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9035    1.3777    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4672    0.9421    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3574    0.9689    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7013    1.4544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.8134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429   -0.1741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3862    0.1460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8145    0.1340    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4641    2.9296    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0596    1.0374    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8441    2.2740    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6593    2.5383    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3755    0.4579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 12  1  1  0  0  0  0
 13  4  1  0  0  0  0
 13 10  1  0  0  0  0
 14  6  1  0  0  0  0
 14 10  1  0  0  0  0
 15  5  1  0  0  0  0
 16  7  1  0  0  0  0
 16 15  1  0  0  0  0
 17 11  1  0  0  0  0
 18 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19  2  1  1  0  0  0
 19  8  1  0  0  0  0
 19 13  1  0  0  0  0
 19 18  1  0  0  0  0
 20  3  1  1  0  0  0
 20 11  1  0  0  0  0
 20 16  1  0  0  0  0
 21  9  1  0  0  0  0
 21 12  1  1  0  0  0
 21 20  1  0  0  0  0
 12 22  1  1  0  0  0
 14 23  1  6  0  0  0
 24 17  2  0  0  0  0
 21 25  1  6  0  0  0
 12 26  1  1  0  0  0
 13 27  1  1  0  0  0
 14 28  1  1  0  0  0
 15 29  1  1  0  0  0
 16 30  1  6  0  0  0
 18 31  1  6  0  0  0
M  END

     RDKit          3D

 59 62  0  0  0  0  0  0  0  0999 V2000
    5.7392   -0.5354    0.2005 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4377   -0.6113   -0.5761 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5334   -0.0447   -1.8228 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3527   -0.0694    0.2850 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3728   -0.7290    1.5078 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5004    1.4097    0.5747 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0689    1.9576    0.6963 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2430    0.7194    0.7363 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1965    0.9123    0.3725 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9062    1.4725    1.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1611    0.7332    1.9374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0374    0.3912    0.7858 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9797   -0.7114    1.2929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0579   -0.8643    0.2774 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9724   -1.8459    0.6548 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4596   -1.0957   -1.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9580   -1.3030   -1.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2452   -0.1151   -0.4264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2106    0.9620   -1.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8731   -0.4004    0.0357 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0513   -1.2389   -0.8596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4062   -1.7635   -1.8732 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3758   -1.4514   -0.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9846   -0.1098   -0.3244 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9862    0.5910   -1.6501 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4288    0.2143   -0.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2852   -1.5023    0.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5632   -0.2417    1.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2344   -1.6986   -0.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5021    0.0857   -2.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2361   -1.7013    1.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9817    1.5953    1.5558 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0672    1.9447   -0.1914 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9647    2.6081    1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8310    2.5570   -0.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882    0.2117    1.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2903    1.6633   -0.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1091    2.5764    1.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2479    1.4298    2.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9513   -0.1569    2.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7553    1.4206    2.6093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6934    1.2217    0.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3371   -0.3698    2.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4030   -1.6545    1.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6124    0.1180    0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8194   -1.6434    0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8846   -2.0553   -1.4734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7234   -0.3220   -1.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6887   -1.3449   -2.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6987   -2.2446   -0.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1330    0.9092   -2.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2064    1.9834   -1.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3682    0.7991   -2.1946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9336   -0.9613    1.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3297   -2.0105    0.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9484   -2.0228   -1.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2788   -0.1106   -2.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7327    1.4350   -1.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0035    1.0075   -1.9233 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  1
  4  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  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 18 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  6
 24  4  1  0
 24  8  1  0
 20  9  1  0
 18 12  1  0
  2 29  1  6
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  1
  9 37  1  6
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  6
 13 43  1  0
 13 44  1  0
 14 45  1  6
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 19 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  1
 23 55  1  0
 23 56  1  0
 25 57  1  0
 25 58  1  0
 25 59  1  0
M  END


  Mrv1652304062013082D          

 31 34  0  0  0  0            999 V2000
   -1.4498    0.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8295    0.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4314    0.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    2.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399    2.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2475    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    2.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4354    0.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    0.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1695    0.8237    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1838    2.1537    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5278    1.6682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.8632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7475    1.7180    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8111    0.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.2325    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9035    1.3777    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4672    0.9421    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3574    0.9689    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7013    1.4544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.8134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429   -0.1741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3862    0.1460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8145    0.1340    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4641    2.9296    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0596    1.0374    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8441    2.2740    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6593    2.5383    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3755    0.4579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 12  1  1  0  0  0  0
 13  4  1  0  0  0  0
 13 10  1  0  0  0  0
 14  6  1  0  0  0  0
 14 10  1  0  0  0  0
 15  5  1  0  0  0  0
 16  7  1  0  0  0  0
 16 15  1  0  0  0  0
 17 11  1  0  0  0  0
 18 15  1  0  0  0  0
 18 17  1  0  0  0  0
 19  2  1  1  0  0  0
 19  8  1  0  0  0  0
 19 13  1  0  0  0  0
 19 18  1  0  0  0  0
 20  3  1  1  0  0  0
 20 11  1  0  0  0  0
 20 16  1  0  0  0  0
 21  9  1  0  0  0  0
 21 12  1  1  0  0  0
 21 20  1  0  0  0  0
 12 22  1  1  0  0  0
 14 23  1  6  0  0  0
 24 17  2  0  0  0  0
 21 25  1  6  0  0  0
 12 26  1  1  0  0  0
 13 27  1  1  0  0  0
 14 28  1  1  0  0  0
 15 29  1  1  0  0  0
 16 30  1  6  0  0  0
 18 31  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0136271

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H34O4/c1-12(22)21(25)9-7-16-15-5-4-13-10-14(23)6-8-19(13,2)18(15)17(24)11-20(16,21)3/h12-16,18,22-23,25H,4-11H2,1-3H3/t12-,13+,14+,15-,16-,18+,19-,20-,21-/m0/s1

> <INCHI_KEY>
WKFXHNDWEHDGQD-ZQRGSSBZSA-N

> <FORMULA>
C21H34O4

> <MOLECULAR_WEIGHT>
350.4923

> <EXACT_MASS>
350.245709576

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
40.08670408674714

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,5R,7R,10S,11S,14R,15S)-5,14-dihydroxy-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-17-one

> <ALOGPS_LOGP>
2.32

> <JCHEM_LOGP>
1.9307480140000004

> <ALOGPS_LOGS>
-3.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.105722347695167

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.403700221048158

> <JCHEM_PKA_STRONGEST_BASIC>
-1.356962067700766

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
95.89919999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.34e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5R,7R,10S,11S,14R,15S)-5,14-dihydroxy-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-17-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0      -2.706   0.089   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.282   1.068   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.805   0.428   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.950   5.198   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.434   4.926   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.929   1.665   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.180   4.152   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.413   1.394   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.095   3.288   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.459   4.291   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.865   0.581   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.183   1.538   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.943   4.020   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.452   3.114   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.911   3.478   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.395   3.207   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.381   0.852   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.904   2.301   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.420   2.572   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.872   1.759   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.667   1.809   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.176   2.715   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       9.968   3.385   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.373  -0.325   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -0.721   0.273   0.000  0.00  0.00           O+0
HETATM   26  H   UNK     0      -1.520   0.250   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       6.466   5.469   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       9.445   1.936   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.576   4.245   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.231   4.738   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.434   0.855   0.000  0.00  0.00           H+0
CONECT    1   12                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4    5   13                                                       
CONECT    5    4   15                                                       
CONECT    6    8   14                                                       
CONECT    7    9   16                                                       
CONECT    8    6   19                                                       
CONECT    9    7   21                                                       
CONECT   10   13   14                                                       
CONECT   11   17   20                                                       
CONECT   12    1   21   22   26                                             
CONECT   13    4   10   19   27                                             
CONECT   14    6   10   23   28                                             
CONECT   15    5   16   18   29                                             
CONECT   16    7   15   20   30                                             
CONECT   17   11   18   24                                                  
CONECT   18   15   17   19   31                                             
CONECT   19    2    8   13   18                                             
CONECT   20    3   11   16   21                                             
CONECT   21    9   12   20   25                                             
CONECT   22   12                                                            
CONECT   23   14                                                            
CONECT   24   17                                                            
CONECT   25   21                                                            
CONECT   26   12                                                            
CONECT   27   13                                                            
CONECT   28   14                                                            
CONECT   29   15                                                            
CONECT   30   16                                                            
CONECT   31   18                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Value	Source
(3alpha,5beta,20S)-3,17,20-Trihydroxypregnan-11-one	Kegg
(3a,5b,20S)-3,17,20-Trihydroxypregnan-11-one	Generator
(3Α,5β,20S)-3,17,20-trihydroxypregnan-11-one	Generator
3,17,20-Trihydroxypregnan-11-one (acd/name 4.0)	HMDB
5alpha,17alpha,20alpha-Triol-11-one	HMDB
5beta-Pregnane-3alpha,17alpha,20alpha-triol-11-one	HMDB
11-Keto-pregnanetriol	HMDB
3 alpha,17 alpha,20 alpha-Trihydroxy-5 beta-pregnan-11-one	HMDB
Pregnanetriolone	KEGG
5b-Pregnane-3a,17a,20a-triol-11-one	Generator
5Β-pregnane-3α,17α,20α-triol-11-one	Generator

Chemical Formula

C₂₁H₃₄O₄

Average Mass

350.4923 Da

Monoisotopic Mass

350.24571 Da

IUPAC Name

(1S,2S,5R,7R,10S,11S,14R,15S)-5,14-dihydroxy-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-17-one

Traditional Name

(1S,2S,5R,7R,10S,11S,14R,15S)-5,14-dihydroxy-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-17-one

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C21H34O4/c1-12(22)21(25)9-7-16-15-5-4-13-10-14(23)6-8-19(13,2)18(15)17(24)11-20(16,21)3/h12-16,18,22-23,25H,4-11H2,1-3H3/t12-,13+,14+,15-,16-,18+,19-,20-,21-/m0/s1

InChI Key

WKFXHNDWEHDGQD-ZQRGSSBZSA-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

Not Available

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-hydroxysteroid
17-hydroxysteroid
3-alpha-hydroxysteroid
Hydroxysteroid
11-oxosteroid
Oxosteroid
Cyclic alcohol
Tertiary alcohol
Ketone
Secondary alcohol
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

corticosteroid hormone (CHEBI:79870 )

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	2.32	ALOGPS
logP	1.93	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	13.4	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	95.9 m³·mol⁻¹	ChemAxon
Polarizability	40.09 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0041997

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

132900

KEGG Compound ID

C15368

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

150786

PDB ID

Not Available

ChEBI ID

79870

Good Scents ID

Not Available

References

General References

Showing NP-Card for Pregnanetriolone (NP0136271)

MOL for NP0136271 (Pregnanetriolone)

3D MOL for NP0136271 (Pregnanetriolone)

3D SDF for NP0136271 (Pregnanetriolone)

3D-SDF for NP0136271 (Pregnanetriolone)

PDB for NP0136271 (Pregnanetriolone)

3D PDB for NP0136271 (Pregnanetriolone)

SMILES for NP0136271 (Pregnanetriolone)

INCHI for NP0136271 (Pregnanetriolone)

Structure for NP0136271 (Pregnanetriolone)

3D Structure for NP0136271 (Pregnanetriolone)