NP-MRD: Showing NP-Card for (3as,3br,5r,5ar,7s,9r,9as,9bs,11as)-5,5a,7,9-tetrahydroxy-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-one (NP0206159)

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Record Information

Version

2.0

Created at

2022-09-05 02:18:06 UTC

Updated at

2022-09-05 02:18:06 UTC

NP-MRD ID

NP0206159

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3as,3br,5r,5ar,7s,9r,9as,9bs,11as)-5,5a,7,9-tetrahydroxy-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-one

Description

1,3,5,6-Tetrahydroxyandrostan-17-one, also known as 1,3,5,6-thao, belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Thus, 1,3,5,6-tetrahydroxyandrostan-17-one is considered to be a steroid. (3as,3br,5r,5ar,7s,9r,9as,9bs,11as)-5,5a,7,9-tetrahydroxy-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-one is found in Sarcophyton glaucum. Based on a literature review very few articles have been published on 1,3,5,6-Tetrahydroxyandrostan-17-one.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052204182D          

 24 27  0  0  1  0            999 V2000
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3580    0.1019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8898   -0.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5807   -3.4873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
  5 18  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  1  0  0  0
  6 20  1  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  2  0  0  0  0
M  END

     RDKit          3D

 54 57  0  0  0  0  0  0  0  0999 V2000
   -2.9965    1.7329    0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9531    0.2857    0.6686 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0884    0.1909    1.8453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9160   -0.7692    1.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1319   -0.6791    0.4923 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9788   -0.0417   -0.6310 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3139   -0.2490   -1.9281 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0540   -0.8248   -1.8993 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7231   -0.3927   -3.0711 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9111   -0.5153   -0.7519 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4693   -1.7343   -0.2815 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0766    0.3854   -1.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0479    0.1519    0.1207 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0669    1.1141   -0.0277 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4671    0.2005    1.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0514   -0.1824    1.6467 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6067    0.5634    2.7690 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1560    0.0283    0.4736 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0241    1.5464    0.3027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3187   -0.5903   -0.4310 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3241   -0.5074   -1.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6392   -0.6280   -0.6985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2812   -0.2953    0.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9939   -0.4929    1.6540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7597    1.8600   -0.8488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2845    2.3695    0.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0075    2.1589    0.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6728    1.1729    2.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6970   -0.1762    2.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4067   -1.7886    1.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3560   -0.6780    2.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0348   -1.7326    0.1053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9380    1.0617   -0.3935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9913   -0.9010   -2.5578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2850    0.7164   -2.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9426   -1.9391   -2.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3598   -1.0940   -3.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1087   -2.0067   -0.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5876   -0.0078   -1.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8456    1.4272   -1.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5596   -0.8313   -0.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5340    1.0398   -0.8777 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0805   -0.4819    2.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6936    1.2238    1.8948 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9723   -1.2657    1.9339 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9775    0.0669    3.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0022    2.0092    0.6311 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9058    1.8416   -0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2709    1.9392    0.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3117   -1.6157   -0.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3078    0.3702   -2.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2306   -1.4088   -2.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9532   -1.6893   -0.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3919    0.0622   -1.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  6
  6 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 20  2  1  0
 23  2  1  0
 18  5  1  0
 18 10  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  6
  6 33  1  1
  7 34  1  0
  7 35  1  0
  8 36  1  6
  9 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  6
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  1
 17 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  1
 21 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
M  END


  Mrv1652309052204182D          

 24 27  0  0  1  0            999 V2000
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3580    0.1019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8898   -0.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5807   -3.4873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
  5 18  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  1  0  0  0
  6 20  1  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0206159

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]12CC[C@H]3[C@@H](C[C@@H](O)[C@@]4(O)C[C@@H](O)C[C@@H](O)[C@]34C)[C@@H]1CCC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H30O5/c1-17-6-5-13-11(12(17)3-4-14(17)21)8-16(23)19(24)9-10(20)7-15(22)18(13,19)2/h10-13,15-16,20,22-24H,3-9H2,1-2H3/t10-,11-,12-,13-,15+,16+,17-,18-,19-/m0/s1

> <INCHI_KEY>
ONHQGXIEYFYVDF-MESRZZFMSA-N

> <FORMULA>
C19H30O5

> <MOLECULAR_WEIGHT>
338.444

> <EXACT_MASS>
338.209324066

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
37.021164255949934

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,3R,5S,7R,8R,10R,11S,15S)-3,5,7,8-tetrahydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one

> <JCHEM_LOGP>
0.15668208566666672

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.35913780421707

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.202033260830113

> <JCHEM_PKA_STRONGEST_BASIC>
-2.764826520663277

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
88.12679999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,3R,5S,7R,8R,10R,11S,15S)-3,5,7,8-tetrahydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      11.868   0.190   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      12.338  -2.436   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      12.861  -0.987   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      16.362  -3.071   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      12.284  -6.510   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      11.814  -3.884   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.574  -2.304   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.782  -5.863   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   20   23                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7   20                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12   18                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    5   10   19                                             
CONECT   19   18                                                            
CONECT   20    6    2   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22    2   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

View in JSmol

Synonyms

Value	Source
1,3,5,6-THAO	MeSH
1 beta,3 beta,5,6 beta-Tetrahydroxy-5 alpha-androstan-17-one	MeSH

Chemical Formula

C₁₉H₃₀O₅

Average Mass

338.4440 Da

Monoisotopic Mass

338.20932 Da

IUPAC Name

(1S,2S,3R,5S,7R,8R,10R,11S,15S)-3,5,7,8-tetrahydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one

Traditional Name

(1S,2S,3R,5S,7R,8R,10R,11S,15S)-3,5,7,8-tetrahydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one

CAS Registry Number

Not Available

SMILES

C[C@]12CC[C@H]3[C@@H](C[C@@H](O)[C@@]4(O)C[C@@H](O)C[C@@H](O)[C@]34C)[C@@H]1CCC2=O

InChI Identifier

InChI=1S/C19H30O5/c1-17-6-5-13-11(12(17)3-4-14(17)21)8-16(23)19(24)9-10(20)7-15(22)18(13,19)2/h10-13,15-16,20,22-24H,3-9H2,1-2H3/t10-,11-,12-,13-,15+,16+,17-,18-,19-/m0/s1

InChI Key

ONHQGXIEYFYVDF-MESRZZFMSA-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
Sarcophyton glaucum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Androstane steroids

Direct Parent

Androgens and derivatives

Alternative Parents

Substituents

Androgen-skeleton
3-hydroxysteroid
1-hydroxysteroid
6-hydroxysteroid
3-beta-hydroxysteroid
5-hydroxysteroid
Hydroxysteroid
17-oxosteroid
Oxosteroid
Cyclic alcohol
Tertiary alcohol
Ketone
Secondary alcohol
Polyol
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

C19 steroids (androgens) and derivatives (LMST02020108 )

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	0.16	ChemAxon
pKa (Strongest Acidic)	13.2	ChemAxon
pKa (Strongest Basic)	-2.8	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	0	ChemAxon
Refractivity	88.13 m³·mol⁻¹	ChemAxon
Polarizability	37.02 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

128906

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146134

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3as,3br,5r,5ar,7s,9r,9as,9bs,11as)-5,5a,7,9-tetrahydroxy-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-one (NP0206159)

MOL for NP0206159 ((3as,3br,5r,5ar,7s,9r,9as,9bs,11as)-5,5a,7,9-tetrahydroxy-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-one)

3D MOL for NP0206159 ((3as,3br,5r,5ar,7s,9r,9as,9bs,11as)-5,5a,7,9-tetrahydroxy-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-one)

3D SDF for NP0206159 ((3as,3br,5r,5ar,7s,9r,9as,9bs,11as)-5,5a,7,9-tetrahydroxy-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-one)

3D-SDF for NP0206159 ((3as,3br,5r,5ar,7s,9r,9as,9bs,11as)-5,5a,7,9-tetrahydroxy-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-one)

PDB for NP0206159 ((3as,3br,5r,5ar,7s,9r,9as,9bs,11as)-5,5a,7,9-tetrahydroxy-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-one)

3D PDB for NP0206159 ((3as,3br,5r,5ar,7s,9r,9as,9bs,11as)-5,5a,7,9-tetrahydroxy-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-one)

SMILES for NP0206159 ((3as,3br,5r,5ar,7s,9r,9as,9bs,11as)-5,5a,7,9-tetrahydroxy-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-one)

INCHI for NP0206159 ((3as,3br,5r,5ar,7s,9r,9as,9bs,11as)-5,5a,7,9-tetrahydroxy-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-one)

Structure for NP0206159 ((3as,3br,5r,5ar,7s,9r,9as,9bs,11as)-5,5a,7,9-tetrahydroxy-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-one)

3D Structure for NP0206159 ((3as,3br,5r,5ar,7s,9r,9as,9bs,11as)-5,5a,7,9-tetrahydroxy-9a,11a-dimethyl-dodecahydro-2h-cyclopenta[a]phenanthren-1-one)