NP-MRD: Showing NP-Card for 25-iso-etioline (NP0311530)

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Record Information

Version

2.0

Created at

2022-09-11 07:35:09 UTC

Updated at

2022-09-11 07:35:09 UTC

NP-MRD ID

NP0311530

Secondary Accession Numbers

None

Natural Product Identification

Common Name

25-iso-etioline

Description

25-Iso-etioline belongs to the class of organic compounds known as 22,26-epiminocholestanes. These are steroid alkaloids obtained by reduction of spirosolane through opening of the E-ring. Thus, 25-iso-etioline is considered to be a sterol. 25-iso-etioline is found in Solanum canense and Solanum fraxinifolium. Based on a literature review very few articles have been published on 25-iso-etioline.

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1652309112209352D          

 30 34  0  0  1  0            999 V2000
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2383   -3.6793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4211   -3.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1102   -2.8023    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7071   -2.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -2.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338   -2.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0630   -1.4167    0.0000 O   0  0  0  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
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  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  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   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  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  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
    5.5171   -2.2259    0.0000 C   0  0  1  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
    4.4247   -3.1470    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
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  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  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  3  9  1  0  0  0  0
 10  2  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 14 13  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 14 29  1  0  0  0  0
 10 29  1  0  0  0  0
 29 30  1  1  0  0  0
M  END

     RDKit          3D

 73 77  0  0  0  0  0  0  0  0999 V2000
    2.7730   -2.2094   -1.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8036   -0.7080   -0.9370 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1513   -0.2078   -0.6102 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7647    0.6123   -1.3472 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0541    1.1385   -1.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4803    1.6398    1.5214 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4911    0.9952    0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8963    1.0947    0.9287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6978   -0.1298    0.6876 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3103   -0.0940   -0.5874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0187   -1.4304    0.9091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5287   -1.4038    0.9262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9099   -0.3378    0.0736 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2227   -0.6663   -1.3660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4566   -0.2595    0.3732 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7818   -1.5854    0.3784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3200   -1.4880    0.7835 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3562   -0.6073   -0.2539 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0956   -1.2119   -1.5859 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8091   -2.6342   -0.9964 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1393   -2.6173   -0.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3581   -2.5173   -2.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5719   -0.2997   -1.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0961    2.1446   -1.6184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7886    0.5098   -1.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2816    2.3572    0.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0226    0.4991    1.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1981    0.2648   -0.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5124    1.8661    0.3931 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1451   -1.1041    1.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0254   -0.6794    1.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7602    1.7051   -0.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7629    0.9654    2.1896 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9576    1.4236   -1.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4016    2.7386   -0.5420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3185    0.9107    1.0388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9829    0.6848   -1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6653    2.6009    0.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2664    2.8157   -0.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1856    3.0056    0.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3665    1.9275    0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9772    1.4053    1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5776   -0.0863    1.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6497    0.8407   -0.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3375   -1.8972    1.8876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3611   -2.1886    0.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1639   -2.3928    0.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1543   -1.2544    1.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3542   -1.1569   -1.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5243    0.2101   -1.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2495   -1.0074    1.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  6
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 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  6
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
 29 10  1  0
  9  3  1  0
 29 14  1  0
 26 15  1  0
 24 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  6
 10 45  1  1
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 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  1
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 27 68  1  0
 28 69  1  0
 28 70  1  0
 30 71  1  0
 30 72  1  0
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  5 35  1  0
  5 36  1  0
  6 37  1  1
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  7 39  1  0
  7 40  1  0
  8 41  1  0
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  9 43  1  0
  9 44  1  0
M  END

  Mrv1652309112209352D          

 30 34  0  0  1  0            999 V2000
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2383   -3.6793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4338   -2.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0630   -1.4167    0.0000 O   0  0  0  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
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  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  0  0  0  0  0  0  0  0  0  0
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    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  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 10  2  1  1  0  0  0
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 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
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 24 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 14 29  1  0  0  0  0
 10 29  1  0  0  0  0
 29 30  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0311530

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]([C@H]1[C@H](O)C[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C1=NC[C@H](C)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C27H43NO2/c1-16-5-8-23(28-15-16)17(2)25-24(30)14-22-20-7-6-18-13-19(29)9-11-26(18,3)21(20)10-12-27(22,25)4/h6,16-17,19-22,24-25,29-30H,5,7-15H2,1-4H3/t16-,17-,19+,20-,21+,22+,24-,25+,26+,27+/m1/s1

> <INCHI_KEY>
JMSRDKIFVZVAMX-FZHOSMKISA-N

> <FORMULA>
C27H43NO2

> <MOLECULAR_WEIGHT>
413.646

> <EXACT_MASS>
413.329379629

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
51.103714876357685

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,10S,11S,13R,14R,15S)-2,15-dimethyl-14-[(1S)-1-[(5R)-5-methyl-3,4,5,6-tetrahydropyridin-2-yl]ethyl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,13-diol

> <JCHEM_LOGP>
4.2770634513333325

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.204289505503816

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.901510326880864

> <JCHEM_PKA_STRONGEST_BASIC>
2.513467080365131

> <JCHEM_POLAR_SURFACE_AREA>
52.82000000000001

> <JCHEM_REFRACTIVITY>
123.42049999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,10S,11S,13R,14R,15S)-2,15-dimethyl-14-[(1S)-1-[(5R)-5-methyl-3,4,5,6-tetrahydropyridin-2-yl]ethyl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,13-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       5.363  -7.289   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.782  -5.863   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.257  -5.652   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       2.312  -6.868   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       0.786  -6.657   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.206  -5.231   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.320  -5.020   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.151  -4.015   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.676  -4.226   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.851  -2.645   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.574  -2.304   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.338  -2.436   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      16.362  -3.071   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.814  -3.884   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8    3                                                       
CONECT   10    2   11   29                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   29                                                  
CONECT   15   14   16   26                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   18   25   26                                             
CONECT   25   24                                                            
CONECT   26   24   15   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   14   10   30                                             
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₄₃NO₂

Average Mass

413.6460 Da

Monoisotopic Mass

413.32938 Da

IUPAC Name

(1S,2R,5S,10S,11S,13R,14R,15S)-2,15-dimethyl-14-[(1S)-1-[(5R)-5-methyl-3,4,5,6-tetrahydropyridin-2-yl]ethyl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,13-diol

Traditional Name

(1S,2R,5S,10S,11S,13R,14R,15S)-2,15-dimethyl-14-[(1S)-1-[(5R)-5-methyl-3,4,5,6-tetrahydropyridin-2-yl]ethyl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,13-diol

CAS Registry Number

Not Available

SMILES

C[C@@H]([C@H]1[C@H](O)C[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C1=NC[C@H](C)CC1

InChI Identifier

InChI=1S/C27H43NO2/c1-16-5-8-23(28-15-16)17(2)25-24(30)14-22-20-7-6-18-13-19(29)9-11-26(18,3)21(20)10-12-27(22,25)4/h6,16-17,19-22,24-25,29-30H,5,7-15H2,1-4H3/t16-,17-,19+,20-,21+,22+,24-,25+,26+,27+/m1/s1

InChI Key

JMSRDKIFVZVAMX-FZHOSMKISA-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
Solanum canense	LOTUS Database	35616633
Solanum fraxinifolium	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 22,26-epiminocholestanes. These are steroid alkaloids obtained by reduction of spirosolane through opening of the E-ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal alkaloids

Direct Parent

22,26-epiminocholestanes

Alternative Parents

Substituents

22,26-epiminocholestane skeleton
Progestogin-skeleton
Pregnane-skeleton
3-hydroxy-delta-5-steroid
3-hydroxysteroid
Hydroxysteroid
3-beta-hydroxysteroid
16-hydroxysteroid
16-alpha-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
Delta-5-steroid
Tetrahydropyridine
Hydropyridine
Cyclic alcohol
Ketimine
Secondary alcohol
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Azacycle
Organonitrogen compound
Organic nitrogen compound
Imine
Hydrocarbon derivative
Alcohol
Organopnictogen compound
Organooxygen compound
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Solanidines and alkaloid derivatives (LMST01150011 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.28	ChemAxon
pKa (Strongest Acidic)	14.9	ChemAxon
pKa (Strongest Basic)	2.51	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.82 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	123.42 m³·mol⁻¹	ChemAxon
Polarizability	51.1 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

24823324

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12309793

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 25-iso-etioline (NP0311530)

MOL for NP0311530 (25-iso-etioline)

3D MOL for NP0311530 (25-iso-etioline)

3D SDF for NP0311530 (25-iso-etioline)

3D-SDF for NP0311530 (25-iso-etioline)

PDB for NP0311530 (25-iso-etioline)

3D PDB for NP0311530 (25-iso-etioline)

SMILES for NP0311530 (25-iso-etioline)

INCHI for NP0311530 (25-iso-etioline)

Structure for NP0311530 (25-iso-etioline)

3D Structure for NP0311530 (25-iso-etioline)