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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:53:44 UTC

Update Date

2022-03-07 02:53:59 UTC

HMDB ID

HMDB0034102

Secondary Accession Numbers

HMDB34102

Metabolite Identification

Common Name

N-Nitrosotomatidine

Description

N-Nitrosotomatidine belongs to the class of organic compounds known as spirosolanes and derivatives. These are steroidal alkaloids with a structure containing a spirosolane skeleton. Siporosolane is a polycyclic compound that is characterized by a 1-oxa-6-azaspiro[4.5]decane moiety where the oxolane ring is fused to a docosahydronaphth[2,1:4',5']indene ring system. Spirosolane arises from the conversion of a cholestane side-chain into a bicyclic system containing a piperidine and a tetrahydrofuran ring. N-Nitrosotomatidine is a moderately basic compound (based on its pKa). N-Nitrosotomatidine has been identified in tomatoes.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv1652303062020442D          

 38 43  0  0  0  0            999 V2000
10000.114610002.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.984510001.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8385 9999.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6967 9997.7090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8385 9997.2990    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5580 9998.5288    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2712 9999.7647    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9845 9998.5288    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.6969 9999.7770    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.409310001.0123    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.407310002.6767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.690710002.2658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.263210002.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1253 9999.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4108 9998.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 9997.1253 9997.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.270910000.5970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.556410000.1845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5564 9999.3594    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.2709 9998.9470    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.8418 9998.9442    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.8418 9998.1191    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.5563 9997.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2708 9998.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.835610002.6744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.121110002.2619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10002.835610001.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.550110001.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.550110002.2619    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.409710000.1914    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.695310000.6039    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.695310001.4288    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.124210001.4288    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.124210000.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.982810000.1851    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.9828 9999.3602    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.4117 9999.3602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
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 26 30  1  0  0  0  0
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 29 30  1  0  0  0  0
 26 27  1  0  0  0  0
 16  4  1  1  0  0  0
 17 23  1  0  0  0  0
 23  5  1  6  0  0  0
 14 22  1  0  0  0  0
 22  3  1  1  0  0  0
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 20  6  1  6  0  0  0
 25 21  1  0  0  0  0
 21  7  1  1  0  0  0
 27 11  1  0  0  0  0
 30 13  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 21 37  1  0  0  0  0
 37  8  1  6  0  0  0
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 36  2  1  1  0  0  0
 31 35  1  0  0  0  0
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 33  1  1  6  0  0  0
 34 28  1  6  0  0  0
 34 27  1  1  0  0  0
 32 36  1  0  0  0  0
 32  9  1  6  0  0  0
 38 31  1  0  0  0  0
 31 10  1  6  0  0  0
M  END

HMDB0034102
     RDKit          3D
N-Nitrosotomatidine
 76 81  0  0  0  0  0  0  0  0999 V2000
    7.6866   -0.2457    1.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2567   -0.1186    1.3049 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0066   -0.7886   -0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6716   -1.4183   -0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5486   -0.7742    0.5655 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5197   -1.7414    0.6755 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8438   -1.7160   -0.5137 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3881   -2.1551   -0.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3739   -1.0114   -1.0170 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8014   -0.8992   -0.5728 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6163   -1.9624   -1.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0668   -1.9041   -1.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6406   -0.5156   -0.9939 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9780   -0.5435   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6381    0.7914   -0.4014 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.7265    0.8028    0.5015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7666    1.9505   -0.0610 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3994    0.4110   -0.9085 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -0.1083    1.4156   -0.9930 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2536    0.1596    1.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855   -0.2384   -0.8688 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9130    0.3824   -0.1382 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8227    1.0499   -1.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9655   -0.3518    1.8822 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1809    0.3941    2.7582 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2616    1.6309    2.8741 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2910   -0.7294    2.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3184    0.5921    1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6791   -0.1920    2.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1592   -1.1899    1.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9870    0.9476    1.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0893   -2.4184    0.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2324   -3.0408   -1.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8475   -1.2112    0.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2778   -2.4405   -0.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8429   -0.1202   -2.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9068   -0.9118    0.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6125   -1.2798   -0.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0625    0.9209   -1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0928   -0.1105    0.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7560    2.6096   -0.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2570    2.0680   -1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7628    0.5261    1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5954   -0.8022    1.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0523    0.9411    1.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5700    0.4145   -2.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9351    2.4544   -1.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6138    1.9457    0.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4676    2.2550   -0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0491    1.4690   -2.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6346   -0.7177    1.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8201   -0.1224   -1.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6015    1.1768    0.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4175   -1.8300    2.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  1
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
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 27 28  1  0
  5 29  1  0
 29 30  1  0
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 32  2  1  0
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 25 69  1  0
 26 70  1  6
 27 71  1  1
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 28 73  1  0
 28 74  1  0
 32 75  1  0
 32 76  1  0
M  END

  Mrv1652303062020442D          

 38 43  0  0  0  0            999 V2000
10000.114610002.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.984510001.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8385 9999.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.6967 9997.7090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 9998.5580 9998.5288    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.2712 9999.7647    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9845 9998.5288    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10000.6969 9999.7770    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.409310001.0123    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
10001.407310002.6767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10000.690710002.2658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.263210002.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1253 9999.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4108 9998.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4108 9998.1258    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.1253 9997.7134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 9999.2709 9998.9470    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.8418 9998.9442    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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 9999.2708 9998.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.835610002.6744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.121110002.2619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10002.835610001.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.550110001.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.550110002.2619    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.409710000.1914    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.695310000.6039    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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10002.124210001.4288    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10002.124210000.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.982810000.1851    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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10001.4117 9999.3602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 30  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 26 27  1  0  0  0  0
 16  4  1  1  0  0  0
 17 23  1  0  0  0  0
 23  5  1  6  0  0  0
 14 22  1  0  0  0  0
 22  3  1  1  0  0  0
 20 22  1  0  0  0  0
 20  6  1  6  0  0  0
 25 21  1  0  0  0  0
 21  7  1  1  0  0  0
 27 11  1  0  0  0  0
 30 13  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 21 37  1  0  0  0  0
 37  8  1  6  0  0  0
 18 36  1  0  0  0  0
 36  2  1  1  0  0  0
 31 35  1  0  0  0  0
 34 35  1  0  0  0  0
 33  1  1  6  0  0  0
 34 28  1  6  0  0  0
 34 27  1  1  0  0  0
 32 36  1  0  0  0  0
 32  9  1  6  0  0  0
 38 31  1  0  0  0  0
 31 10  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0034102

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12C[C@@]3([H])[C@]4([H])CC[C@@]5([H])C[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@]1(CC[C@H](C)CN1N=O)O2

> <INCHI_IDENTIFIER>
InChI=1S/C27H44N2O3/c1-16-7-12-27(29(15-16)28-31)17(2)24-23(32-27)14-22-20-6-5-18-13-19(30)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,30H,5-15H2,1-4H3/t16-,17-,18-,19-,20+,21-,22-,23-,24-,25-,26-,27-/m0/s1

> <INCHI_KEY>
SGPLNSURQYXVNX-VXPJTDKGSA-N

> <FORMULA>
C27H44N2O3

> <MOLECULAR_WEIGHT>
444.66

> <EXACT_MASS>
444.335193285

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
52.349130249425265

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,4S,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethyl-1'-nitroso-5-oxaspiro[pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane-6,2'-piperidine]-16-ol

> <ALOGPS_LOGP>
4.83

> <JCHEM_LOGP>
5.2469493226666675

> <ALOGPS_LOGS>
-5.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.2963963211217

> <JCHEM_PKA_STRONGEST_BASIC>
2.1783770033204504

> <JCHEM_POLAR_SURFACE_AREA>
62.13000000000001

> <JCHEM_REFRACTIVITY>
126.45390000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.12e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,4S,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethyl-1'-nitroso-5-oxaspiro[pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane-6,2'-piperidine]-16-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034102
     RDKit          3D
N-Nitrosotomatidine
 76 81  0  0  0  0  0  0  0  0999 V2000
    7.6866   -0.2457    1.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2567   -0.1186    1.3049 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0066   -0.7886   -0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6716   -1.4183   -0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5486   -0.7742    0.5655 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5197   -1.7414    0.6755 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8438   -1.7160   -0.5137 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3881   -2.1551   -0.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3739   -1.0114   -1.0170 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8014   -0.8992   -0.5728 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6163   -1.9624   -1.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0668   -1.9041   -1.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6406   -0.5156   -0.9939 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9780   -0.5435   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6381    0.7914   -0.4014 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.7265    0.8028    0.5015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7666    1.9505   -0.0610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3646    1.8495   -0.5561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7661    0.4796   -0.2985 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7500    0.2727    1.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3994    0.4110   -0.9085 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5519    1.6052   -0.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1083    1.4156   -0.9930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4062    0.1448   -0.4162 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2536    0.1596    1.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855   -0.2384   -0.8688 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9130    0.3824   -0.1382 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8227    1.0499   -1.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9655   -0.3518    1.8822 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1809    0.3941    2.7582 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2616    1.6309    2.8741 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2910   -0.7294    2.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3184    0.5921    1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6791   -0.1920    2.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1592   -1.1899    1.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9870    0.9476    1.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2643   -0.0886   -0.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7887   -1.5997   -0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7450   -2.4799    0.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4387   -1.5274   -1.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3700   -2.2467   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0893   -2.4184    0.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2324   -3.0408   -1.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2922   -1.0399   -2.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8475   -1.2112    0.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2386   -2.9753   -1.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4516   -1.8385   -2.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2778   -2.4405   -0.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6072   -2.4614   -1.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8429   -0.1202   -2.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9068   -0.9118    0.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6125   -1.2798   -0.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0625    0.9209   -1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0928   -0.1105    0.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2228    2.8598   -0.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7982    2.1725    1.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7560    2.6096   -0.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2570    2.0680   -1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7628    0.5261    1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5954   -0.8022    1.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0523    0.9411    1.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5700    0.4145   -2.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9351    2.4544   -1.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6138    1.9457    0.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4676    2.2550   -0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0491    1.4690   -2.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7944    0.2903    1.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7882    1.0562    1.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6346   -0.7177    1.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8201   -0.1224   -1.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6015    1.1768    0.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1712    0.3765   -1.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6192    1.6459   -0.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1772    1.8185   -1.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5192   -0.3359    3.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4175   -1.8300    2.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  1
  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
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  1
 24 26  1  0
 26 27  1  0
 27 28  1  0
  5 29  1  0
 29 30  1  0
 30 31  2  0
 29 32  1  0
 32  2  1  0
 27  5  1  0
 26  7  1  0
 24  9  1  0
 21 10  1  0
 19 13  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  6
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  7 41  1  6
  8 42  1  0
  8 43  1  0
  9 44  1  6
 10 45  1  1
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  6
 14 51  1  0
 14 52  1  0
 15 53  1  6
 16 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 20 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  6
 22 63  1  0
 22 64  1  0
 23 65  1  0
 23 66  1  0
 25 67  1  0
 25 68  1  0
 25 69  1  0
 26 70  1  6
 27 71  1  1
 28 72  1  0
 28 73  1  0
 28 74  1  0
 32 75  1  0
 32 76  1  0
M  END

HEADER    PROTEIN                                 06-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAR-20         0                                  
HETATM    1  C   UNK     0    8666.8818670.434   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8666.6388668.556   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8662.6328666.250   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8658.6348662.390   0.000  0.00  0.00           O+0
HETATM    5  H   UNK     0    8662.6328661.625   0.000  0.00  0.00           H+0
HETATM    6  H   UNK     0    8663.9758663.920   0.000  0.00  0.00           H+0
HETATM    7  H   UNK     0    8665.3068666.227   0.000  0.00  0.00           H+0
HETATM    8  H   UNK     0    8666.6388663.920   0.000  0.00  0.00           H+0
HETATM    9  H   UNK     0    8667.9688666.250   0.000  0.00  0.00           H+0
HETATM   10  H   UNK     0    8669.2978668.556   0.000  0.00  0.00           H+0
HETATM   11  N   UNK     0    8669.2948671.663   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0    8667.9568670.896   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8674.6258671.663   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8661.3018665.478   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8659.9678664.708   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8659.9678663.168   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8661.3018662.398   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8665.3068667.781   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8663.9728667.011   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8663.9728665.471   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8665.3068664.701   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8662.6388664.696   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8662.6388663.156   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8663.9728662.386   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8665.3058663.156   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8671.9608671.659   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0    8670.6268670.889   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0    8671.9608668.579   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8673.2948669.349   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8673.2948670.889   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8669.2988667.024   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    8667.9658667.794   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0    8667.9658669.334   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0    8670.6328669.334   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0    8670.6328667.794   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0    8666.6358667.012   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0    8666.6358665.472   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0    8669.3028665.472   0.000  0.00  0.00           C+0
CONECT    1   33                                                            
CONECT    2   36                                                            
CONECT    3   22                                                            
CONECT    4   16                                                            
CONECT    5   23                                                            
CONECT    6   20                                                            
CONECT    7   21                                                            
CONECT    8   37                                                            
CONECT    9   32                                                            
CONECT   10   31                                                            
CONECT   11   12   27                                                       
CONECT   12   11                                                            
CONECT   13   30                                                            
CONECT   14   15   22                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17    4                                                  
CONECT   17   16   23                                                       
CONECT   18   19   36                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22    6                                             
CONECT   21   20   25    7   37                                             
CONECT   22   23   14    3   20                                             
CONECT   23   22   24   17    5                                             
CONECT   24   23   25                                                       
CONECT   25   24   21                                                       
CONECT   26   30   27                                                       
CONECT   27   26   11   34                                                  
CONECT   28   29   34                                                       
CONECT   29   28   30                                                       
CONECT   30   26   29   13                                                  
CONECT   31   32   35   38   10                                             
CONECT   32   31   33   36    9                                             
CONECT   33   32   34    1                                                  
CONECT   34   33   35   28   27                                             
CONECT   35   31   34                                                       
CONECT   36   37   18    2   32                                             
CONECT   37   36   38   21    8                                             
CONECT   38   37   31                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   86    0
END

COMPND    HMDB0034102
HETATM    1  C1  UNL     1       7.687  -0.246   1.776  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.257  -0.119   1.305  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.007  -0.789  -0.005  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.672  -1.418  -0.160  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.549  -0.774   0.565  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.520  -1.741   0.675  1.00  0.00           O  
HETATM    7  C6  UNL     1       1.844  -1.716  -0.514  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.388  -2.155  -0.411  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.374  -1.011  -1.017  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.801  -0.899  -0.573  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.616  -1.962  -1.328  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.067  -1.904  -1.024  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.641  -0.516  -0.994  1.00  0.00           C  
HETATM   14  C13 UNL     1      -5.978  -0.543  -0.284  1.00  0.00           C  
HETATM   15  C14 UNL     1      -6.638   0.791  -0.401  1.00  0.00           C  
HETATM   16  O2  UNL     1      -7.726   0.803   0.501  1.00  0.00           O  
HETATM   17  C15 UNL     1      -5.767   1.950  -0.061  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.365   1.850  -0.556  1.00  0.00           C  
HETATM   19  C17 UNL     1      -3.766   0.480  -0.299  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.750   0.273   1.204  1.00  0.00           C  
HETATM   21  C19 UNL     1      -2.399   0.411  -0.908  1.00  0.00           C  
HETATM   22  C20 UNL     1      -1.552   1.605  -0.605  1.00  0.00           C  
HETATM   23  C21 UNL     1      -0.108   1.416  -0.993  1.00  0.00           C  
HETATM   24  C22 UNL     1       0.406   0.145  -0.416  1.00  0.00           C  
HETATM   25  C23 UNL     1       0.254   0.160   1.072  1.00  0.00           C  
HETATM   26  C24 UNL     1       1.785  -0.238  -0.869  1.00  0.00           C  
HETATM   27  C25 UNL     1       2.913   0.382  -0.138  1.00  0.00           C  
HETATM   28  C26 UNL     1       3.823   1.050  -1.143  1.00  0.00           C  
HETATM   29  N1  UNL     1       3.965  -0.352   1.882  1.00  0.00           N  
HETATM   30  N2  UNL     1       3.181   0.394   2.758  1.00  0.00           N  
HETATM   31  O3  UNL     1       3.262   1.631   2.874  1.00  0.00           O  
HETATM   32  C27 UNL     1       5.291  -0.729   2.323  1.00  0.00           C  
HETATM   33  H1  UNL     1       8.318   0.592   1.415  1.00  0.00           H  
HETATM   34  H2  UNL     1       7.679  -0.192   2.885  1.00  0.00           H  
HETATM   35  H3  UNL     1       8.159  -1.190   1.437  1.00  0.00           H  
HETATM   36  H4  UNL     1       5.987   0.948   1.217  1.00  0.00           H  
HETATM   37  H5  UNL     1       6.264  -0.089  -0.851  1.00  0.00           H  
HETATM   38  H6  UNL     1       6.789  -1.600  -0.103  1.00  0.00           H  
HETATM   39  H7  UNL     1       4.745  -2.480   0.223  1.00  0.00           H  
HETATM   40  H8  UNL     1       4.439  -1.527  -1.238  1.00  0.00           H  
HETATM   41  H9  UNL     1       2.370  -2.247  -1.335  1.00  0.00           H  
HETATM   42  H10 UNL     1       0.089  -2.418   0.603  1.00  0.00           H  
HETATM   43  H11 UNL     1       0.232  -3.041  -1.060  1.00  0.00           H  
HETATM   44  H12 UNL     1      -0.292  -1.040  -2.108  1.00  0.00           H  
HETATM   45  H13 UNL     1      -1.847  -1.211   0.482  1.00  0.00           H  
HETATM   46  H14 UNL     1      -2.239  -2.975  -1.081  1.00  0.00           H  
HETATM   47  H15 UNL     1      -2.452  -1.839  -2.436  1.00  0.00           H  
HETATM   48  H16 UNL     1      -4.278  -2.441  -0.078  1.00  0.00           H  
HETATM   49  H17 UNL     1      -4.607  -2.461  -1.819  1.00  0.00           H  
HETATM   50  H18 UNL     1      -4.843  -0.120  -2.017  1.00  0.00           H  
HETATM   51  H19 UNL     1      -5.907  -0.912   0.755  1.00  0.00           H  
HETATM   52  H20 UNL     1      -6.612  -1.280  -0.828  1.00  0.00           H  
HETATM   53  H21 UNL     1      -7.063   0.921  -1.419  1.00  0.00           H  
HETATM   54  H22 UNL     1      -8.093  -0.110   0.499  1.00  0.00           H  
HETATM   55  H23 UNL     1      -6.223   2.860  -0.552  1.00  0.00           H  
HETATM   56  H24 UNL     1      -5.798   2.172   1.025  1.00  0.00           H  
HETATM   57  H25 UNL     1      -3.756   2.610  -0.023  1.00  0.00           H  
HETATM   58  H26 UNL     1      -4.257   2.068  -1.634  1.00  0.00           H  
HETATM   59  H27 UNL     1      -4.763   0.526   1.640  1.00  0.00           H  
HETATM   60  H28 UNL     1      -3.595  -0.802   1.415  1.00  0.00           H  
HETATM   61  H29 UNL     1      -3.052   0.941   1.713  1.00  0.00           H  
HETATM   62  H30 UNL     1      -2.570   0.414  -2.027  1.00  0.00           H  
HETATM   63  H31 UNL     1      -1.935   2.454  -1.217  1.00  0.00           H  
HETATM   64  H32 UNL     1      -1.614   1.946   0.450  1.00  0.00           H  
HETATM   65  H33 UNL     1       0.468   2.255  -0.550  1.00  0.00           H  
HETATM   66  H34 UNL     1       0.049   1.469  -2.091  1.00  0.00           H  
HETATM   67  H35 UNL     1      -0.794   0.290   1.338  1.00  0.00           H  
HETATM   68  H36 UNL     1       0.788   1.056   1.475  1.00  0.00           H  
HETATM   69  H37 UNL     1       0.635  -0.718   1.592  1.00  0.00           H  
HETATM   70  H38 UNL     1       1.820  -0.122  -1.969  1.00  0.00           H  
HETATM   71  H39 UNL     1       2.601   1.177   0.570  1.00  0.00           H  
HETATM   72  H40 UNL     1       4.171   0.377  -1.926  1.00  0.00           H  
HETATM   73  H41 UNL     1       4.619   1.646  -0.652  1.00  0.00           H  
HETATM   74  H42 UNL     1       3.177   1.818  -1.666  1.00  0.00           H  
HETATM   75  H43 UNL     1       5.519  -0.336   3.333  1.00  0.00           H  
HETATM   76  H44 UNL     1       5.417  -1.830   2.371  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3   32   36
CONECT    3    4   37   38
CONECT    4    5   39   40
CONECT    5    6   27   29
CONECT    6    7
CONECT    7    8   26   41
CONECT    8    9   42   43
CONECT    9   10   24   44
CONECT   10   11   21   45
CONECT   11   12   46   47
CONECT   12   13   48   49
CONECT   13   14   19   50
CONECT   14   15   51   52
CONECT   15   16   17   53
CONECT   16   54
CONECT   17   18   55   56
CONECT   18   19   57   58
CONECT   19   20   21
CONECT   20   59   60   61
CONECT   21   22   62
CONECT   22   23   63   64
CONECT   23   24   65   66
CONECT   24   25   26
CONECT   25   67   68   69
CONECT   26   27   70
CONECT   27   28   71
CONECT   28   72   73   74
CONECT   29   30   32
CONECT   30   31   31
CONECT   32   75   76
END

HMDB0034102
     RDKit          3D
N-Nitrosotomatidine
 76 81  0  0  0  0  0  0  0  0999 V2000
    7.6866   -0.2457    1.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2567   -0.1186    1.3049 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0066   -0.7886   -0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6716   -1.4183   -0.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5486   -0.7742    0.5655 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5197   -1.7414    0.6755 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8438   -1.7160   -0.5137 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3881   -2.1551   -0.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3739   -1.0114   -1.0170 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8014   -0.8992   -0.5728 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6163   -1.9624   -1.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0668   -1.9041   -1.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6406   -0.5156   -0.9939 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9780   -0.5435   -0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6381    0.7914   -0.4014 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.7265    0.8028    0.5015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7666    1.9505   -0.0610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3646    1.8495   -0.5561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7661    0.4796   -0.2985 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7500    0.2727    1.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3994    0.4110   -0.9085 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5519    1.6052   -0.6046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1083    1.4156   -0.9930 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4062    0.1448   -0.4162 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2536    0.1596    1.0722 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855   -0.2384   -0.8688 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9130    0.3824   -0.1382 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8227    1.0499   -1.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9655   -0.3518    1.8822 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1809    0.3941    2.7582 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2616    1.6309    2.8741 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2910   -0.7294    2.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3184    0.5921    1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6791   -0.1920    2.8849 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1592   -1.1899    1.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9870    0.9476    1.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2643   -0.0886   -0.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7887   -1.5997   -0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7450   -2.4799    0.2234 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4387   -1.5274   -1.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3700   -2.2467   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0893   -2.4184    0.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2324   -3.0408   -1.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2922   -1.0399   -2.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8475   -1.2112    0.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2386   -2.9753   -1.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4516   -1.8385   -2.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2778   -2.4405   -0.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6072   -2.4614   -1.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8429   -0.1202   -2.0173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9068   -0.9118    0.7549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6125   -1.2798   -0.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0625    0.9209   -1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0928   -0.1105    0.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2228    2.8598   -0.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7982    2.1725    1.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7560    2.6096   -0.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2570    2.0680   -1.6337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7628    0.5261    1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5954   -0.8022    1.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0523    0.9411    1.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5700    0.4145   -2.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9351    2.4544   -1.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6138    1.9457    0.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4676    2.2550   -0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0491    1.4690   -2.0906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7944    0.2903    1.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7882    1.0562    1.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6346   -0.7177    1.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8201   -0.1224   -1.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6015    1.1768    0.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1712    0.3765   -1.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6192    1.6459   -0.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1772    1.8185   -1.6655 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5192   -0.3359    3.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4175   -1.8300    2.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  1
  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
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  1
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  1
 24 26  1  0
 26 27  1  0
 27 28  1  0
  5 29  1  0
 29 30  1  0
 30 31  2  0
 29 32  1  0
 32  2  1  0
 27  5  1  0
 26  7  1  0
 24  9  1  0
 21 10  1  0
 19 13  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  2 36  1  6
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  7 41  1  6
  8 42  1  0
  8 43  1  0
  9 44  1  6
 10 45  1  1
 11 46  1  0
 11 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  6
 14 51  1  0
 14 52  1  0
 15 53  1  6
 16 54  1  0
 17 55  1  0
 17 56  1  0
 18 57  1  0
 18 58  1  0
 20 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  6
 22 63  1  0
 22 64  1  0
 23 65  1  0
 23 66  1  0
 25 67  1  0
 25 68  1  0
 25 69  1  0
 26 70  1  6
 27 71  1  1
 28 72  1  0
 28 73  1  0
 28 74  1  0
 32 75  1  0
 32 76  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-Nitroso-5alpha-tomatidan-3beta-ol	HMDB
N-Nitroso-5α-tomatidan-3β-ol	HMDB
N-Nitrosotomatidine	HMDB

Chemical Formula

C₂₇H₄₄N₂O₃

Average Molecular Weight

444.66

Monoisotopic Molecular Weight

444.335193285

IUPAC Name

(1R,2S,4S,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethyl-1'-nitroso-5-oxaspiro[pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane-6,2'-piperidine]-16-ol

Traditional Name

(1R,2S,4S,5'S,6S,7S,8R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethyl-1'-nitroso-5-oxaspiro[pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosane-6,2'-piperidine]-16-ol

CAS Registry Number

4847-05-6

SMILES

[H][C@]12C[C@@]3([H])[C@]4([H])CC[C@@]5([H])C[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@]1(CC[C@H](C)CN1N=O)O2

InChI Identifier

InChI=1S/C27H44N2O3/c1-16-7-12-27(29(15-16)28-31)17(2)24-23(32-27)14-22-20-6-5-18-13-19(30)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,30H,5-15H2,1-4H3/t16-,17-,18-,19-,20+,21-,22-,23-,24-,25-,26-,27-/m0/s1

InChI Key

SGPLNSURQYXVNX-VXPJTDKGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as spirosolanes and derivatives. These are steroidal alkaloids with a structure containing a spirosolane skeleton. Siporosolane is a polycyclic compound that is characterized by a 1-oxa-6-azaspiro[4.5]Decane moiety where the oxolane ring is fused to a docosahydronaphth[2,1:4',5']Indene ring system. Spirosolane arises from the conversion of a cholestane side-chain into a bicyclic system containing a piperidine and a tetrahydrofuran ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal alkaloids

Direct Parent

Spirosolanes and derivatives

Alternative Parents

Substituents

Spirosolane skeleton
3-beta-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
Azasteroid
Azaspirodecane
Alkaloid or derivatives
1-nitrosopiperidine
Piperidine
Tetrahydrofuran
Cyclic alcohol
Organic n-nitroso compound
Secondary alcohol
Organic nitroso compound
Oxacycle
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0034102)

Tissue

Nervous tissue

Hepatic tissue (HMDB: HMDB0034102)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034102)

Source

Endogenous

Endogenous (HMDB: HMDB0034102)

Plant

Plant (HMDB: HMDB0034102)

Animal

Animal (HMDB: HMDB0034102)

Exogenous

Food

Food (HMDB: HMDB0034102)

Vegetable

Fruit vegetable

Garden tomato (FooDB: FOOD00171)

Exogenous (HMDB: HMDB0034102)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0034102)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0034102)

Lipid metabolism pathway (HMDB: HMDB0034102)

Cellular process

Cell signaling (HMDB: HMDB0034102)

Biochemical process

Lipid transport (HMDB: HMDB0034102)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0034102)

Molecular messenger

Signaling molecule (HMDB: HMDB0034102)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034102)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	234 - 237 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00071 g/L	ALOGPS
logP	4.83	ALOGPS
logP	5.25	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	18.3	ChemAxon
pKa (Strongest Basic)	2.18	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	62.13 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	126.45 m³·mol⁻¹	ChemAxon
Polarizability	52.35 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	221.175	30932474
DeepCCS	[M+Na]+	195.693	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Nitrosotomatidine	[H][C@]12C[C@@]3([H])[C@]4([H])CC[C@@]5([H])C[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@]1(CC[C@H](C)CN1N=O)O2	2996.0	Standard polar	33892256
N-Nitrosotomatidine	[H][C@]12C[C@@]3([H])[C@]4([H])CC[C@@]5([H])C[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@]1(CC[C@H](C)CN1N=O)O2	3442.3	Standard non polar	33892256
N-Nitrosotomatidine	[H][C@]12C[C@@]3([H])[C@]4([H])CC[C@@]5([H])C[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@]1(CC[C@H](C)CN1N=O)O2	3778.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Nitrosotomatidine,1TMS,isomer #1	C[C@H]1CC[C@@]2(O[C@H]3C[C@H]4[C@@H]5CC[C@H]6C[C@@H](O[Si](C)(C)C)CC[C@]6(C)[C@H]5CC[C@]4(C)[C@H]3[C@@H]2C)N(N=O)C1	3582.3	Semi standard non polar	33892256
N-Nitrosotomatidine,1TBDMS,isomer #1	C[C@H]1CC[C@@]2(O[C@H]3C[C@H]4[C@@H]5CC[C@H]6C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]6(C)[C@H]5CC[C@]4(C)[C@H]3[C@@H]2C)N(N=O)C1	3832.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Nitrosotomatidine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Nitrosotomatidine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Nitrosotomatidine 10V, Positive-QTOF	splash10-0002-0000900000-9ca2f11325db497207ab	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Nitrosotomatidine 20V, Positive-QTOF	splash10-0002-0207900000-14d51dc9b5d871cad30e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Nitrosotomatidine 40V, Positive-QTOF	splash10-0a4m-9524000000-901b6859073563da7bd0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Nitrosotomatidine 10V, Negative-QTOF	splash10-0006-0000900000-3fd584cd044cdf5874e9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Nitrosotomatidine 20V, Negative-QTOF	splash10-0006-1000900000-d6708f219c6a31ad4348	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Nitrosotomatidine 40V, Negative-QTOF	splash10-0007-7905700000-d93dce6311826f8bba5d	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB012366

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

156908038

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for N-Nitrosotomatidine (HMDB0034102)

MOL for HMDB0034102 (N-Nitrosotomatidine)

3D MOL for HMDB0034102 (N-Nitrosotomatidine)

3D SDF for HMDB0034102 (N-Nitrosotomatidine)

3D-SDF for HMDB0034102 (N-Nitrosotomatidine)

PDB for HMDB0034102 (N-Nitrosotomatidine)

3D PDB for HMDB0034102 (N-Nitrosotomatidine)

SMILES for HMDB0034102 (N-Nitrosotomatidine)

INCHI for HMDB0034102 (N-Nitrosotomatidine)

Structure for HMDB0034102 (N-Nitrosotomatidine)

3D Structure for HMDB0034102 (N-Nitrosotomatidine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra