NP-MRD: Showing NP-Card for 3b-Allotetrahydrocortisol (NP0086545)

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Record Information

Version

2.0

Created at

2022-05-11 16:23:59 UTC

Updated at

2022-05-11 16:23:59 UTC

NP-MRD ID

NP0086545

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3b-Allotetrahydrocortisol

Description

3B-Allotetrahydrocortisol, also known as reichstein's substance V, belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. 3B-Allotetrahydrocortisol is an extremely weak basic (essentially neutral) compound (based on its pKa). 3B-Allotetrahydrocortisol exists in all living organisms, ranging from bacteria to humans.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02231218272D          

 30 33  0  0  1  0            999 V2000
   12.2456   -8.6375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8320   -9.7210    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3411   -9.6911    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6255  -11.0628    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6853   -8.3347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8965   -7.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3384  -10.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0774  -10.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2770   -9.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6352   -9.2742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0160   -8.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1611   -8.6385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9123  -10.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2328   -7.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2022   -7.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6513  -10.0709    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2252   -9.9811    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1292   -9.3373    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.8682   -8.9704    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4939   -8.0573    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.4949   -7.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4421   -8.8807    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7031   -9.2475    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9200   -8.1471    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.8085   -7.9717    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.2830   -8.2512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4862  -10.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8067   -7.6007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4340   -6.6929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5986   -7.1159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 23  5  1  1  0  0  0
 24  6  1  1  0  0  0
 16  7  1  0  0  0  0
  7  8  1  0  0  0  0
 18  8  1  0  0  0  0
  9 11  1  0  0  0  0
  9 17  1  0  0  0  0
 19 10  1  0  0  0  0
 10 12  1  0  0  0  0
 11 23  1  0  0  0  0
 12 25  1  0  0  0  0
 13 17  1  0  0  0  0
 13 16  1  0  0  0  0
 14 24  1  0  0  0  0
 14 20  1  0  0  0  0
 15 21  1  0  0  0  0
 15 26  1  0  0  0  0
 16 23  1  0  0  0  0
 17 27  1  1  0  0  0
 18 19  1  0  0  0  0
 18 22  1  0  0  0  0
 19 24  1  0  0  0  0
 20 28  1  1  0  0  0
 20 22  1  0  0  0  0
 25 21  1  0  0  0  0
 21 29  2  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 30  1  6  0  0  0
 16  4  1  6  0  0  0
 22  3  1  6  0  0  0
 19  2  1  6  0  0  0
 18  1  1  1  0  0  0
M  END

     RDKit          3D

 60 63  0  0  0  0  0  0  0  0999 V2000
   -2.2121    0.4204    1.6160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1013    0.4407    0.0960 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8169    1.6645   -0.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8609    1.3727   -1.4390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9412    0.4516   -0.9450 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.0143    1.1175   -0.3954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3341   -0.5494    0.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9222   -0.7567   -0.3862 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3339   -2.0648   -0.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9069   -2.1611   -0.4025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1579   -0.9893    0.2508 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7187    0.2593   -0.4017 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1548    1.4551   -0.3181 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0178    2.1938    0.8543 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5915    1.1723   -0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1043    0.0771    0.2070 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0915    0.4193    1.6570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2753   -1.1488   -0.1173 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0177   -2.2191    0.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4571   -1.8764    0.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4635   -0.4368   -0.2151 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4787   -0.3757   -1.6178 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5989    0.2641    0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7513    0.3056    1.5773 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6176    0.9593   -0.4837 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6009    1.5543    0.2884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4809   -0.5670    2.0117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3140    0.7584    2.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0394    1.1098    1.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3810    2.1849    0.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1642    2.4523   -0.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4097    1.0636   -2.3963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3601    2.3591   -1.6497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2817   -0.1570   -1.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8322    0.5601   -0.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3954   -0.1070    1.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8730   -1.5213   -0.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8903   -0.6996   -1.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8917   -2.8468   -0.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4470   -2.3563    1.0425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4261   -3.1065   -0.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7588   -2.0172   -1.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3532   -1.0499    1.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8029   -0.0056   -1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1810    2.1683   -1.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0254    3.1675    0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5829    0.7726   -1.7211 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1902    2.0847   -0.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6431    1.3727    1.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0688    0.5150    2.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6361   -0.3455    2.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3681   -1.3253   -1.2082 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7577   -3.2472    0.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9348   -2.1607    1.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1425   -2.0470    1.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7330   -2.5305   -0.6195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6546    0.5640   -1.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0269    0.2470   -1.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1170    1.7674   -1.0618 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5007    1.3939    1.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 21 16  1  0
 16 17  1  1
 16 15  1  0
 15 13  1  0
 13 14  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  5  1  0
  5  6  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  1
 16 18  1  0
  2 12  1  0
 11 18  1  0
  2  8  1  0
 18 52  1  6
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 22 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 15 47  1  0
 15 48  1  0
 13 45  1  6
 14 46  1  0
 12 44  1  6
 11 43  1  1
 10 41  1  0
 10 42  1  0
  9 39  1  0
  9 40  1  0
  8 38  1  6
  7 36  1  0
  7 37  1  0
  5 34  1  6
  6 35  1  0
  4 32  1  0
  4 33  1  0
  3 30  1  0
  3 31  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END


  Mrv0541 02231218272D          

 30 33  0  0  1  0            999 V2000
   12.2456   -8.6375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8320   -9.7210    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3411   -9.6911    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6255  -11.0628    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6853   -8.3347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8965   -7.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3384  -10.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0774  -10.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2770   -9.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6352   -9.2742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0160   -8.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1611   -8.6385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9123  -10.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2328   -7.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2022   -7.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6513  -10.0709    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2252   -9.9811    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1292   -9.3373    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.8682   -8.9704    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4939   -8.0573    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.4949   -7.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4421   -8.8807    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7031   -9.2475    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9200   -8.1471    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.8085   -7.9717    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.2830   -8.2512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4862  -10.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8067   -7.6007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4340   -6.6929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5986   -7.1159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 23  5  1  1  0  0  0
 24  6  1  1  0  0  0
 16  7  1  0  0  0  0
  7  8  1  0  0  0  0
 18  8  1  0  0  0  0
  9 11  1  0  0  0  0
  9 17  1  0  0  0  0
 19 10  1  0  0  0  0
 10 12  1  0  0  0  0
 11 23  1  0  0  0  0
 12 25  1  0  0  0  0
 13 17  1  0  0  0  0
 13 16  1  0  0  0  0
 14 24  1  0  0  0  0
 14 20  1  0  0  0  0
 15 21  1  0  0  0  0
 15 26  1  0  0  0  0
 16 23  1  0  0  0  0
 17 27  1  1  0  0  0
 18 19  1  0  0  0  0
 18 22  1  0  0  0  0
 19 24  1  0  0  0  0
 20 28  1  1  0  0  0
 20 22  1  0  0  0  0
 25 21  1  0  0  0  0
 21 29  2  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 30  1  6  0  0  0
 16  4  1  6  0  0  0
 22  3  1  6  0  0  0
 19  2  1  6  0  0  0
 18  1  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0086545

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H34O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12-16,18,22-24,26H,3-11H2,1-2H3/t12-,13-,14-,15-,16-,18+,19-,20-,21-/m0/s1

> <INCHI_KEY>
AODPIQQILQLWGS-VSJLKEFSSA-N

> <FORMULA>
C21H34O5

> <MOLECULAR_WEIGHT>
366.4917

> <EXACT_MASS>
366.240624198

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
41.04135236609751

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-1-[(1S,2S,5S,7S,10S,11S,14R,15S,17S)-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]ethan-1-one

> <ALOGPS_LOGP>
1.38

> <JCHEM_LOGP>
1.1134999679999997

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.866131690656431

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.584777685879395

> <JCHEM_PKA_STRONGEST_BASIC>
-1.356956600538469

> <JCHEM_POLAR_SURFACE_AREA>
97.99

> <JCHEM_REFRACTIVITY>
97.60139999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.66e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
reichstein substance V

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  H   UNK     0      22.858 -16.123   0.000  0.00  0.00           H+0
HETATM    2  H   UNK     0      23.953 -18.146   0.000  0.00  0.00           H+0
HETATM    3  H   UNK     0      21.170 -18.090   0.000  0.00  0.00           H+0
HETATM    4  H   UNK     0      19.834 -20.651   0.000  0.00  0.00           H+0
HETATM    5  C   UNK     0      19.946 -15.558   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.073 -13.526   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.165 -19.651   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.544 -18.966   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.317 -17.094   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      25.452 -17.312   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.697 -16.410   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.434 -16.125   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.503 -19.484   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.835 -14.356   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.377 -14.287   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.882 -18.799   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.220 -18.631   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.641 -17.430   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      24.021 -16.745   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.455 -15.040   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      27.057 -13.887   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.359 -16.577   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.979 -17.262   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      24.117 -15.208   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      25.776 -14.881   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      28.528 -15.402   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      15.841 -19.316   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      20.173 -14.188   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      26.943 -12.493   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      25.384 -13.283   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   19                                                            
CONECT    3   22                                                            
CONECT    4   16                                                            
CONECT    5   23                                                            
CONECT    6   24                                                            
CONECT    7   16    8                                                       
CONECT    8    7   18                                                       
CONECT    9   11   17                                                       
CONECT   10   19   12                                                       
CONECT   11    9   23                                                       
CONECT   12   10   25                                                       
CONECT   13   17   16                                                       
CONECT   14   24   20                                                       
CONECT   15   21   26                                                       
CONECT   16    7   13   23    4                                             
CONECT   17    9   13   27                                                  
CONECT   18    8   19   22    1                                             
CONECT   19   10   18   24    2                                             
CONECT   20   14   28   22                                                  
CONECT   21   15   25   29                                                  
CONECT   22   18   20   23    3                                             
CONECT   23    5   11   16   22                                             
CONECT   24    6   14   19   25                                             
CONECT   25   12   21   24   30                                             
CONECT   26   15                                                            
CONECT   27   17                                                            
CONECT   28   20                                                            
CONECT   29   21                                                            
CONECT   30   25                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Value	Source
3b,5a-Tetrahydrocortisol	HMDB
Allo-3-beta-tetrahydrocortisol	HMDB
Reichstein'S substance V	HMDB

Chemical Formula

C₂₁H₃₄O₅

Average Mass

366.4917 Da

Monoisotopic Mass

366.24062 Da

IUPAC Name

2-hydroxy-1-[(1S,2S,5S,7S,10S,11S,14R,15S,17S)-5,14,17-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]ethan-1-one

Traditional Name

reichstein substance V

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C21H34O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h12-16,18,22-24,26H,3-11H2,1-2H3/t12-,13-,14-,15-,16-,18+,19-,20-,21-/m0/s1

InChI Key

AODPIQQILQLWGS-VSJLKEFSSA-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 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Hydroxysteroids

Direct Parent

21-hydroxysteroids

Alternative Parents

Substituents

Progestogin-skeleton
21-hydroxysteroid
20-oxosteroid
Pregnane-skeleton
3-hydroxysteroid
Oxosteroid
11-beta-hydroxysteroid
11-hydroxysteroid
3-beta-hydroxysteroid
17-hydroxysteroid
Tertiary alcohol
Alpha-hydroxy ketone
Cyclic alcohol
Ketone
Secondary alcohol
Polyol
Primary alcohol
Alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

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	1.38	ALOGPS
logP	1.11	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	12.58	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	97.6 m³·mol⁻¹	ChemAxon
Polarizability	41.04 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

HMDB0000314

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB021941

KNApSAcK ID

Not Available

Chemspider ID

13628056

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5303

PubChem Compound

12444612

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 3b-Allotetrahydrocortisol (NP0086545)

MOL for NP0086545 (3b-Allotetrahydrocortisol)

3D MOL for NP0086545 (3b-Allotetrahydrocortisol)

3D SDF for NP0086545 (3b-Allotetrahydrocortisol)

3D-SDF for NP0086545 (3b-Allotetrahydrocortisol)

PDB for NP0086545 (3b-Allotetrahydrocortisol)

3D PDB for NP0086545 (3b-Allotetrahydrocortisol)

SMILES for NP0086545 (3b-Allotetrahydrocortisol)

INCHI for NP0086545 (3b-Allotetrahydrocortisol)

Structure for NP0086545 (3b-Allotetrahydrocortisol)

3D Structure for NP0086545 (3b-Allotetrahydrocortisol)