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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:33:59 UTC

Update Date

2021-09-26 23:11:45 UTC

HMDB ID

HMDB0256239

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Penitrem B

Description

Penitrem B belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Based on a literature review very few articles have been published on Penitrem B. This compound has been identified in human blood as reported by (PMID: 31557052 ). Penitrem b is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Penitrem B is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv0541 02241212392D          

 43 52  0  0  0  0            999 V2000
   11.5322    0.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9643    0.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1985    1.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1621    0.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9279   -0.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1257   -0.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5577    0.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3235   -0.5712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7919    1.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5941    1.2036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2240    1.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4218    1.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1876    0.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7555    0.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5213   -0.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7191   -0.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1512   -0.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3854    0.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7054    0.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0510    0.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.4958   -0.7842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
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  7 14  1  0  0  0  0
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 13 18  1  0  0  0  0
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 29 33  1  0  0  0  0
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 28 36  1  0  0  0  0
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 35 37  1  0  0  0  0
 19 37  1  0  0  0  0
 23 38  1  0  0  0  0
 23 39  1  0  0  0  0
 18 40  1  0  0  0  0
 14 41  1  0  0  0  0
 13 42  1  0  0  0  0
  5 43  1  0  0  0  0
M  END

HMDB0256239
     RDKit          3D
Penitrem B
 88 97  0  0  0  0  0  0  0  0999 V2000
   -7.9464   -1.2083   -0.4338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9356   -1.3954    0.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  3
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M  END

  Mrv0541 02241212392D          

 43 52  0  0  0  0            999 V2000
   11.5322    0.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9643    0.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1985    1.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1621    0.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.5941    1.2036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4218    1.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1876    0.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7555    0.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5213   -0.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7191   -0.9566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1512   -0.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3854    0.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7054    0.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0510    0.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -0.3799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9714   -1.1246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1937   -1.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6714   -1.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1736   -0.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5286    0.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0613    1.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8837    0.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3063    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2251    1.7212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5195   -2.1580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7907   -2.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5356    1.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8633   -0.7908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8323    1.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4958   -0.7842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  0  0  0  0
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 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
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 21 22  1  0  0  0  0
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 23 24  1  0  0  0  0
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 25 26  1  0  0  0  0
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 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
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 31 32  2  0  0  0  0
 29 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
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 18 40  1  0  0  0  0
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  5 43  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256239

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=C)C1OC2CCC3(C)C4(C)C(CCC3(O)C22OC2C1O)C1OC(C)(C)C2CC3C2C2=C(CC3=C)C=CC3=C2C1=C4N3

> <INCHI_IDENTIFIER>
InChI=1S/C37H45NO5/c1-16(2)29-28(39)32-37(43-32)23(41-29)11-12-34(6)35(7)20(10-13-36(34,37)40)30-27-26-22(38-31(27)35)9-8-18-14-17(3)19-15-21(25(19)24(18)26)33(4,5)42-30/h8-9,19-21,23,25,28-30,32,38-40H,1,3,10-15H2,2,4-7H3

> <INCHI_KEY>
CRPJNVUYZRFGAK-UHFFFAOYSA-N

> <FORMULA>
C37H45NO5

> <MOLECULAR_WEIGHT>
583.7569

> <EXACT_MASS>
583.329773555

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
67.60605503093407

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19(30),20,22(29)-tetraene-5,9-diol

> <ALOGPS_LOGP>
5.06

> <JCHEM_LOGP>
4.756595021333334

> <ALOGPS_LOGS>
-6.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.414904365472658

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.799052627277675

> <JCHEM_PKA_STRONGEST_BASIC>
-3.601193183448812

> <JCHEM_POLAR_SURFACE_AREA>
87.24000000000001

> <JCHEM_REFRACTIVITY>
162.78910000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.66e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19(30),20,22(29)-tetraene-5,9-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256239
     RDKit          3D
Penitrem B
 88 97  0  0  0  0  0  0  0  0999 V2000
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    0.3021    2.3292    2.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0135    0.7764    1.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  3
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 43 88  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      21.527   0.372   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.467   1.489   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.904   2.966   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.969   1.130   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.532  -0.347   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.035  -0.707   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.974   0.410   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      15.537  -1.066   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      16.412   1.887   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      17.909   2.247   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      15.351   3.004   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.854   2.644   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.417   1.168   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.477   0.051   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.040  -1.426   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.542  -1.786   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.482  -0.669   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.919   0.808   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.650   1.680   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.429   0.742   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.943  -0.709   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.280  -2.099   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.828  -2.614   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.438  -1.951   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.987  -2.465   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.389  -0.620   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.924  -0.499   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.587   0.891   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.714   2.160   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.179   2.039   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.516   0.649   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.981   0.528   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.696   3.405   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.148   3.919   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.319   2.919   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.038   1.405   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0       9.754   3.213   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0       8.436  -4.028   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.076  -3.957   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      12.200   2.322   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      14.678  -1.476   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      12.754   2.558   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      19.592  -1.464   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   10                                                  
CONECT    5    4    6   43                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    8    9   14                                             
CONECT    8    7    6                                                       
CONECT    9    7   10   11                                                  
CONECT   10    9    4                                                       
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18   42                                             
CONECT   14   13    7   15   41                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   13   19   40                                             
CONECT   19   18   20   37                                                  
CONECT   20   19   21   36                                                  
CONECT   21   20   17   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   38   39                                             
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   31                                                  
CONECT   27   26   24   28                                                  
CONECT   28   27   29   36                                                  
CONECT   29   28   30   33                                                  
CONECT   30   29   31                                                       
CONECT   31   30   26   32                                                  
CONECT   32   31                                                            
CONECT   33   29   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35   28   20                                                  
CONECT   37   35   19                                                       
CONECT   38   23                                                            
CONECT   39   23                                                            
CONECT   40   18                                                            
CONECT   41   14                                                            
CONECT   42   13                                                            
CONECT   43    5                                                            
MASTER        0    0    0    0    0    0    0    0   43    0  104    0
END

COMPND    HMDB0256239
HETATM    1  C1  UNL     1      -7.946  -1.208  -0.434  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.936  -1.395   0.379  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.304  -2.749   0.491  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.885  -2.512   0.051  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.352  -3.487  -0.759  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.095  -3.385  -1.295  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.405  -2.231  -0.968  1.00  0.00           C  
HETATM    8  N1  UNL     1      -1.150  -1.915  -1.384  1.00  0.00           N  
HETATM    9  C8  UNL     1      -0.845  -0.723  -0.860  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.927  -0.321  -0.127  1.00  0.00           C  
HETATM   11  C10 UNL     1      -2.927  -1.243  -0.158  1.00  0.00           C  
HETATM   12  C11 UNL     1      -4.217  -1.337   0.409  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.859  -0.477   1.387  1.00  0.00           C  
HETATM   14  C13 UNL     1      -6.378  -0.353   1.195  1.00  0.00           C  
HETATM   15  C14 UNL     1      -6.090   0.936   0.401  1.00  0.00           C  
HETATM   16  C15 UNL     1      -4.832   0.966   1.343  1.00  0.00           C  
HETATM   17  C16 UNL     1      -3.761   1.813   0.907  1.00  0.00           C  
HETATM   18  C17 UNL     1      -3.765   2.229  -0.537  1.00  0.00           C  
HETATM   19  C18 UNL     1      -3.878   3.157   1.670  1.00  0.00           C  
HETATM   20  O1  UNL     1      -2.521   1.332   1.351  1.00  0.00           O  
HETATM   21  C19 UNL     1      -1.661   1.075   0.384  1.00  0.00           C  
HETATM   22  C20 UNL     1      -0.236   0.884   0.706  1.00  0.00           C  
HETATM   23  C21 UNL     1       0.572   2.053   1.077  1.00  0.00           C  
HETATM   24  C22 UNL     1       2.029   1.579   1.175  1.00  0.00           C  
HETATM   25  C23 UNL     1       2.456   0.959  -0.123  1.00  0.00           C  
HETATM   26  O2  UNL     1       2.390   1.985  -1.092  1.00  0.00           O  
HETATM   27  C24 UNL     1       3.862   0.503  -0.064  1.00  0.00           C  
HETATM   28  O3  UNL     1       4.583   0.617  -1.272  1.00  0.00           O  
HETATM   29  C25 UNL     1       4.951   1.376  -0.164  1.00  0.00           C  
HETATM   30  C26 UNL     1       6.272   1.015   0.430  1.00  0.00           C  
HETATM   31  O4  UNL     1       6.471   1.852   1.546  1.00  0.00           O  
HETATM   32  C27 UNL     1       6.370  -0.414   0.887  1.00  0.00           C  
HETATM   33  C28 UNL     1       7.665  -0.953   0.396  1.00  0.00           C  
HETATM   34  C29 UNL     1       8.553  -1.395   1.266  1.00  0.00           C  
HETATM   35  C30 UNL     1       7.995  -1.009  -1.049  1.00  0.00           C  
HETATM   36  O5  UNL     1       5.368  -1.226   0.376  1.00  0.00           O  
HETATM   37  C31 UNL     1       4.089  -0.749   0.712  1.00  0.00           C  
HETATM   38  C32 UNL     1       3.129  -1.849   0.408  1.00  0.00           C  
HETATM   39  C33 UNL     1       1.715  -1.410   0.212  1.00  0.00           C  
HETATM   40  C34 UNL     1       1.571  -0.156  -0.598  1.00  0.00           C  
HETATM   41  C35 UNL     1       2.038  -0.501  -2.019  1.00  0.00           C  
HETATM   42  C36 UNL     1       0.185   0.333  -0.694  1.00  0.00           C  
HETATM   43  C37 UNL     1      -0.026   1.366  -1.735  1.00  0.00           C  
HETATM   44  H1  UNL     1      -8.433  -0.223  -0.539  1.00  0.00           H  
HETATM   45  H2  UNL     1      -8.306  -2.060  -1.017  1.00  0.00           H  
HETATM   46  H3  UNL     1      -6.779  -3.399  -0.245  1.00  0.00           H  
HETATM   47  H4  UNL     1      -6.370  -3.179   1.489  1.00  0.00           H  
HETATM   48  H5  UNL     1      -4.915  -4.396  -1.012  1.00  0.00           H  
HETATM   49  H6  UNL     1      -2.692  -4.163  -1.928  1.00  0.00           H  
HETATM   50  H7  UNL     1      -0.518  -2.467  -1.995  1.00  0.00           H  
HETATM   51  H8  UNL     1      -4.733  -0.863   2.450  1.00  0.00           H  
HETATM   52  H9  UNL     1      -6.934  -0.108   2.098  1.00  0.00           H  
HETATM   53  H10 UNL     1      -6.782   1.749   0.561  1.00  0.00           H  
HETATM   54  H11 UNL     1      -5.762   0.765  -0.617  1.00  0.00           H  
HETATM   55  H12 UNL     1      -5.285   1.389   2.315  1.00  0.00           H  
HETATM   56  H13 UNL     1      -3.163   3.102  -0.784  1.00  0.00           H  
HETATM   57  H14 UNL     1      -4.814   2.535  -0.841  1.00  0.00           H  
HETATM   58  H15 UNL     1      -3.511   1.422  -1.251  1.00  0.00           H  
HETATM   59  H16 UNL     1      -3.269   3.923   1.141  1.00  0.00           H  
HETATM   60  H17 UNL     1      -3.518   3.016   2.691  1.00  0.00           H  
HETATM   61  H18 UNL     1      -4.932   3.476   1.724  1.00  0.00           H  
HETATM   62  H19 UNL     1      -1.681   1.793  -0.485  1.00  0.00           H  
HETATM   63  H20 UNL     1      -0.141   0.101   1.466  1.00  0.00           H  
HETATM   64  H21 UNL     1       0.466   2.954   0.483  1.00  0.00           H  
HETATM   65  H22 UNL     1       0.302   2.329   2.128  1.00  0.00           H  
HETATM   66  H23 UNL     1       2.712   2.392   1.411  1.00  0.00           H  
HETATM   67  H24 UNL     1       2.013   0.776   1.957  1.00  0.00           H  
HETATM   68  H25 UNL     1       3.249   2.151  -1.522  1.00  0.00           H  
HETATM   69  H26 UNL     1       4.779   2.492  -0.204  1.00  0.00           H  
HETATM   70  H27 UNL     1       7.056   1.262  -0.332  1.00  0.00           H  
HETATM   71  H28 UNL     1       6.745   2.761   1.276  1.00  0.00           H  
HETATM   72  H29 UNL     1       6.321  -0.470   1.985  1.00  0.00           H  
HETATM   73  H30 UNL     1       9.486  -1.785   0.942  1.00  0.00           H  
HETATM   74  H31 UNL     1       8.347  -1.371   2.349  1.00  0.00           H  
HETATM   75  H32 UNL     1       7.253  -0.468  -1.674  1.00  0.00           H  
HETATM   76  H33 UNL     1       8.127  -2.039  -1.413  1.00  0.00           H  
HETATM   77  H34 UNL     1       8.984  -0.499  -1.233  1.00  0.00           H  
HETATM   78  H35 UNL     1       4.119  -0.479   1.794  1.00  0.00           H  
HETATM   79  H36 UNL     1       3.151  -2.552   1.292  1.00  0.00           H  
HETATM   80  H37 UNL     1       3.476  -2.482  -0.445  1.00  0.00           H  
HETATM   81  H38 UNL     1       1.234  -1.371   1.205  1.00  0.00           H  
HETATM   82  H39 UNL     1       1.194  -2.228  -0.341  1.00  0.00           H  
HETATM   83  H40 UNL     1       1.163  -0.738  -2.648  1.00  0.00           H  
HETATM   84  H41 UNL     1       2.573   0.366  -2.479  1.00  0.00           H  
HETATM   85  H42 UNL     1       2.773  -1.328  -1.970  1.00  0.00           H  
HETATM   86  H43 UNL     1       0.739   1.256  -2.559  1.00  0.00           H  
HETATM   87  H44 UNL     1      -1.000   1.223  -2.295  1.00  0.00           H  
HETATM   88  H45 UNL     1       0.007   2.407  -1.424  1.00  0.00           H  
CONECT    1    2    2   44   45
CONECT    2    3   14
CONECT    3    4   46   47
CONECT    4    5    5   12
CONECT    5    6   48
CONECT    6    7    7   49
CONECT    7    8   11
CONECT    8    9   50
CONECT    9   10   10   42
CONECT   10   11   21
CONECT   11   12   12
CONECT   12   13
CONECT   13   14   16   51
CONECT   14   15   52
CONECT   15   16   53   54
CONECT   16   17   55
CONECT   17   18   19   20
CONECT   18   56   57   58
CONECT   19   59   60   61
CONECT   20   21
CONECT   21   22   62
CONECT   22   23   42   63
CONECT   23   24   64   65
CONECT   24   25   66   67
CONECT   25   26   27   40
CONECT   26   68
CONECT   27   28   29   37
CONECT   28   29
CONECT   29   30   69
CONECT   30   31   32   70
CONECT   31   71
CONECT   32   33   36   72
CONECT   33   34   34   35
CONECT   34   73   74
CONECT   35   75   76   77
CONECT   36   37
CONECT   37   38   78
CONECT   38   39   79   80
CONECT   39   40   81   82
CONECT   40   41   42
CONECT   41   83   84   85
CONECT   42   43
CONECT   43   86   87   88
END

HMDB0256239
     RDKit          3D
Penitrem B
 88 97  0  0  0  0  0  0  0  0999 V2000
   -7.9464   -1.2083   -0.4338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9356   -1.3954    0.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3042   -2.7491    0.4909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8847   -2.5122    0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3522   -3.4870   -0.7589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0954   -3.3848   -1.2955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4047   -2.2313   -0.9677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1504   -1.9154   -1.3844 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8448   -0.7231   -0.8601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9270   -0.3206   -0.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9265   -1.2427   -0.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2170   -1.3373    0.4095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8595   -0.4768    1.3874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3780   -0.3535    1.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0897    0.9357    0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8323    0.9661    1.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7609    1.8129    0.9072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7649    2.2287   -0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8779    3.1565    1.6696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5212    1.3316    1.3507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6608    1.0753    0.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2363    0.8837    0.7061 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5716    2.0532    1.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0290    1.5786    1.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4562    0.9592   -0.1235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905    1.9850   -1.0923 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8624    0.5032   -0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5832    0.6173   -1.2715 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9507    1.3763   -0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2720    1.0148    0.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4709    1.8524    1.5465 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3695   -0.4142    0.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6649   -0.9526    0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5526   -1.3952    1.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9951   -1.0092   -1.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3677   -1.2258    0.3759 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0892   -0.7495    0.7124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1288   -1.8486    0.4076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7152   -1.4105    0.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5708   -0.1564   -0.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0380   -0.5008   -2.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1853    0.3334   -0.6942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0264    1.3658   -1.7354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4334   -0.2234   -0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3056   -2.0601   -1.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7790   -3.3993   -0.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3701   -3.1795    1.4892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9150   -4.3962   -1.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6924   -4.1633   -1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5178   -2.4671   -1.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7325   -0.8632    2.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9337   -0.1082    2.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7818    1.7491    0.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7624    0.7649   -0.6166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2846    1.3895    2.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1634    3.1022   -0.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8144    2.5353   -0.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5110    1.4220   -1.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2690    3.9231    1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5176    3.0163    2.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9315    3.4759    1.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6808    1.7932   -0.4849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1413    0.1008    1.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4660    2.9536    0.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3021    2.3292    2.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7121    2.3915    1.4112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0135    0.7764    1.9570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2492    2.1512   -1.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7791    2.4918   -0.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0564    1.2621   -0.3318 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7450    2.7615    1.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3211   -0.4700    1.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4858   -1.7849    0.9425 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3469   -1.3711    2.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2535   -0.4684   -1.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1265   -2.0389   -1.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9845   -0.4990   -1.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1189   -0.4787    1.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1508   -2.5515    1.2923 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4764   -2.4823   -0.4453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2337   -1.3709    1.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1941   -2.2282   -0.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1626   -0.7379   -2.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5728    0.3659   -2.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7730   -1.3283   -1.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7392    1.2556   -2.5590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9997    1.2232   -2.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0073    2.4068   -1.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  2  3
 33 35  1  0
 32 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 14  2  1  0
 42 22  1  0
 12  4  1  0
 16 13  1  0
 40 25  1  0
 11  7  1  0
 29 27  1  0
 42  9  1  0
 21 10  1  0
 37 27  1  0
  1 44  1  0
  1 45  1  0
  3 46  1  0
  3 47  1  0
  5 48  1  0
  6 49  1  0
  8 50  1  0
 13 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 18 56  1  0
 18 57  1  0
 18 58  1  0
 19 59  1  0
 19 60  1  0
 19 61  1  0
 21 62  1  0
 22 63  1  0
 23 64  1  0
 23 65  1  0
 24 66  1  0
 24 67  1  0
 26 68  1  0
 29 69  1  0
 30 70  1  0
 31 71  1  0
 32 72  1  0
 34 73  1  0
 34 74  1  0
 35 75  1  0
 35 76  1  0
 35 77  1  0
 37 78  1  0
 38 79  1  0
 38 80  1  0
 39 81  1  0
 39 82  1  0
 41 83  1  0
 41 84  1  0
 41 85  1  0
 43 86  1  0
 43 87  1  0
 43 88  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₇H₄₅NO₅

Average Molecular Weight

583.7569

Monoisotopic Molecular Weight

583.329773555

IUPAC Name

15,16,33,33-tetramethyl-24-methylidene-10-(prop-1-en-2-yl)-7,11,32-trioxa-18-azadecacyclo[25.4.2.0²,¹⁶.0⁵,¹⁵.0⁶,⁸.0⁶,¹².0¹⁷,³¹.0¹⁹,³⁰.0²²,²⁹.0²⁵,²⁸]tritriaconta-17(31),19(30),20,22(29)-tetraene-5,9-diol

Traditional Name

CAS Registry Number

Not Available

SMILES

CC(=C)C1OC2CCC3(C)C4(C)C(CCC3(O)C22OC2C1O)C1OC(C)(C)C2CC3C2C2=C(CC3=C)C=CC3=C2C1=C4N3

InChI Identifier

InChI=1S/C37H45NO5/c1-16(2)29-28(39)32-37(43-32)23(41-29)11-12-34(6)35(7)20(10-13-36(34,37)40)30-27-26-22(38-31(27)35)9-8-18-14-17(3)19-15-21(25(19)24(18)26)33(4,5)42-30/h8-9,19-21,23,25,28-30,32,38-40H,1,3,10-15H2,2,4-7H3

InChI Key

CRPJNVUYZRFGAK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
Naphthalene
Tetralin
3-alkylindole
Indole
Indole or derivatives
1,4-dioxepane
Dioxepane
Monosaccharide
Oxane
Pyran
Benzenoid
Pyrrole
Cyclic alcohol
Tertiary alcohol
Heteroaromatic compound
Secondary alcohol
Azacycle
Oxacycle
Dialkyl ether
Oxirane
Ether
Alcohol
Organopnictogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Cellular substructure

Membrane (HMDB: HMDB0256239)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.06	ALOGPS
logP	4.76	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	12.8	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	87.24 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	162.79 m³·mol⁻¹	ChemAxon
Polarizability	67.61 Å³	ChemAxon
Number of Rings	10	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]-	259.064	30932474
DeepCCS	[M+Na]+	233.813	30932474
AllCCS	[M+H]+	237.3	32859911
AllCCS	[M+H-H2O]+	236.2	32859911
AllCCS	[M+NH4]+	238.3	32859911
AllCCS	[M+Na]+	238.6	32859911
AllCCS	[M-H]-	230.0	32859911
AllCCS	[M+Na-2H]-	232.9	32859911
AllCCS	[M+HCOO]-	236.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Penitrem B	CC(=C)C1OC2CCC3(C)C4(C)C(CCC3(O)C22OC2C1O)C1OC(C)(C)C2CC3C2C2=C(CC3=C)C=CC3=C2C1=C4N3	4092.4	Standard polar	33892256
Penitrem B	CC(=C)C1OC2CCC3(C)C4(C)C(CCC3(O)C22OC2C1O)C1OC(C)(C)C2CC3C2C2=C(CC3=C)C=CC3=C2C1=C4N3	4346.4	Standard non polar	33892256
Penitrem B	CC(=C)C1OC2CCC3(C)C4(C)C(CCC3(O)C22OC2C1O)C1OC(C)(C)C2CC3C2C2=C(CC3=C)C=CC3=C2C1=C4N3	4822.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Penitrem B,1TMS,isomer #1	C=C1CC2=CC=C3[NH]C4=C5C3=C2C2C1CC2C(C)(C)OC5C1CCC2(O[Si](C)(C)C)C35OC3C(O)C(C(=C)C)OC5CCC2(C)C41C	4825.1	Semi standard non polar	33892256
Penitrem B,1TMS,isomer #1	C=C1CC2=CC=C3[NH]C4=C5C3=C2C2C1CC2C(C)(C)OC5C1CCC2(O[Si](C)(C)C)C35OC3C(O)C(C(=C)C)OC5CCC2(C)C41C	4461.6	Standard non polar	33892256
Penitrem B,1TMS,isomer #1	C=C1CC2=CC=C3[NH]C4=C5C3=C2C2C1CC2C(C)(C)OC5C1CCC2(O[Si](C)(C)C)C35OC3C(O)C(C(=C)C)OC5CCC2(C)C41C	4912.0	Standard polar	33892256
Penitrem B,2TMS,isomer #1	C=C1CC2=CC=C3[NH]C4=C5C3=C2C2C1CC2C(C)(C)OC5C1CCC2(O[Si](C)(C)C)C35OC3C(O[Si](C)(C)C)C(C(=C)C)OC5CCC2(C)C41C	4793.8	Semi standard non polar	33892256
Penitrem B,2TMS,isomer #1	C=C1CC2=CC=C3[NH]C4=C5C3=C2C2C1CC2C(C)(C)OC5C1CCC2(O[Si](C)(C)C)C35OC3C(O[Si](C)(C)C)C(C(=C)C)OC5CCC2(C)C41C	4490.0	Standard non polar	33892256
Penitrem B,2TMS,isomer #1	C=C1CC2=CC=C3[NH]C4=C5C3=C2C2C1CC2C(C)(C)OC5C1CCC2(O[Si](C)(C)C)C35OC3C(O[Si](C)(C)C)C(C(=C)C)OC5CCC2(C)C41C	4785.1	Standard polar	33892256
Penitrem B,2TMS,isomer #2	C=C1CC2=C3C4=C(C=C2)N([Si](C)(C)C)C2=C4C(OC(C)(C)C4CC1C34)C1CCC3(O[Si](C)(C)C)C45OC4C(O)C(C(=C)C)OC5CCC3(C)C21C	4726.4	Semi standard non polar	33892256
Penitrem B,2TMS,isomer #2	C=C1CC2=C3C4=C(C=C2)N([Si](C)(C)C)C2=C4C(OC(C)(C)C4CC1C34)C1CCC3(O[Si](C)(C)C)C45OC4C(O)C(C(=C)C)OC5CCC3(C)C21C	4504.5	Standard non polar	33892256
Penitrem B,2TMS,isomer #2	C=C1CC2=C3C4=C(C=C2)N([Si](C)(C)C)C2=C4C(OC(C)(C)C4CC1C34)C1CCC3(O[Si](C)(C)C)C45OC4C(O)C(C(=C)C)OC5CCC3(C)C21C	4794.4	Standard polar	33892256
Penitrem B,3TMS,isomer #1	C=C1CC2=C3C4=C(C=C2)N([Si](C)(C)C)C2=C4C(OC(C)(C)C4CC1C34)C1CCC3(O[Si](C)(C)C)C45OC4C(O[Si](C)(C)C)C(C(=C)C)OC5CCC3(C)C21C	4673.7	Semi standard non polar	33892256
Penitrem B,3TMS,isomer #1	C=C1CC2=C3C4=C(C=C2)N([Si](C)(C)C)C2=C4C(OC(C)(C)C4CC1C34)C1CCC3(O[Si](C)(C)C)C45OC4C(O[Si](C)(C)C)C(C(=C)C)OC5CCC3(C)C21C	4542.7	Standard non polar	33892256
Penitrem B,3TMS,isomer #1	C=C1CC2=C3C4=C(C=C2)N([Si](C)(C)C)C2=C4C(OC(C)(C)C4CC1C34)C1CCC3(O[Si](C)(C)C)C45OC4C(O[Si](C)(C)C)C(C(=C)C)OC5CCC3(C)C21C	4645.5	Standard polar	33892256
Penitrem B,1TBDMS,isomer #1	C=C1CC2=CC=C3[NH]C4=C5C3=C2C2C1CC2C(C)(C)OC5C1CCC2(O[Si](C)(C)C(C)(C)C)C35OC3C(O)C(C(=C)C)OC5CCC2(C)C41C	5018.1	Semi standard non polar	33892256
Penitrem B,1TBDMS,isomer #1	C=C1CC2=CC=C3[NH]C4=C5C3=C2C2C1CC2C(C)(C)OC5C1CCC2(O[Si](C)(C)C(C)(C)C)C35OC3C(O)C(C(=C)C)OC5CCC2(C)C41C	4714.2	Standard non polar	33892256
Penitrem B,1TBDMS,isomer #1	C=C1CC2=CC=C3[NH]C4=C5C3=C2C2C1CC2C(C)(C)OC5C1CCC2(O[Si](C)(C)C(C)(C)C)C35OC3C(O)C(C(=C)C)OC5CCC2(C)C41C	4985.9	Standard polar	33892256
Penitrem B,2TBDMS,isomer #1	C=C1CC2=CC=C3[NH]C4=C5C3=C2C2C1CC2C(C)(C)OC5C1CCC2(O[Si](C)(C)C(C)(C)C)C35OC3C(O[Si](C)(C)C(C)(C)C)C(C(=C)C)OC5CCC2(C)C41C	5178.8	Semi standard non polar	33892256
Penitrem B,2TBDMS,isomer #1	C=C1CC2=CC=C3[NH]C4=C5C3=C2C2C1CC2C(C)(C)OC5C1CCC2(O[Si](C)(C)C(C)(C)C)C35OC3C(O[Si](C)(C)C(C)(C)C)C(C(=C)C)OC5CCC2(C)C41C	4967.9	Standard non polar	33892256
Penitrem B,2TBDMS,isomer #1	C=C1CC2=CC=C3[NH]C4=C5C3=C2C2C1CC2C(C)(C)OC5C1CCC2(O[Si](C)(C)C(C)(C)C)C35OC3C(O[Si](C)(C)C(C)(C)C)C(C(=C)C)OC5CCC2(C)C41C	4924.2	Standard polar	33892256
Penitrem B,2TBDMS,isomer #2	C=C1CC2=C3C4=C(C=C2)N([Si](C)(C)C(C)(C)C)C2=C4C(OC(C)(C)C4CC1C34)C1CCC3(O[Si](C)(C)C(C)(C)C)C45OC4C(O)C(C(=C)C)OC5CCC3(C)C21C	5033.3	Semi standard non polar	33892256
Penitrem B,2TBDMS,isomer #2	C=C1CC2=C3C4=C(C=C2)N([Si](C)(C)C(C)(C)C)C2=C4C(OC(C)(C)C4CC1C34)C1CCC3(O[Si](C)(C)C(C)(C)C)C45OC4C(O)C(C(=C)C)OC5CCC3(C)C21C	4959.7	Standard non polar	33892256
Penitrem B,2TBDMS,isomer #2	C=C1CC2=C3C4=C(C=C2)N([Si](C)(C)C(C)(C)C)C2=C4C(OC(C)(C)C4CC1C34)C1CCC3(O[Si](C)(C)C(C)(C)C)C45OC4C(O)C(C(=C)C)OC5CCC3(C)C21C	4913.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Penitrem B GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Penitrem B GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Penitrem B GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Penitrem B GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Penitrem B GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Penitrem B GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	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 - Penitrem B 10V, Positive-QTOF	splash10-001i-0000090000-fcc8aba7eac84b5011ce	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Penitrem B 20V, Positive-QTOF	splash10-0006-2000090000-b92d5e5d2de0d128cf70	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Penitrem B 40V, Positive-QTOF	splash10-01b9-9050230000-43c28e9df6ff4b0c1b33	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Penitrem B 10V, Negative-QTOF	splash10-001i-2000390000-e40e61a51db4a95d11a6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Penitrem B 20V, Negative-QTOF	splash10-001i-3000490000-1bedac3b68d1ff7d3db5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Penitrem B 40V, Negative-QTOF	splash10-014l-9020400000-94a0bacb6d9b5a965e79	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

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

73153936

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Penitrem B (HMDB0256239)

MOL for HMDB0256239 (Penitrem B)

3D MOL for HMDB0256239 (Penitrem B)

3D SDF for HMDB0256239 (Penitrem B)

3D-SDF for HMDB0256239 (Penitrem B)

PDB for HMDB0256239 (Penitrem B)

3D PDB for HMDB0256239 (Penitrem B)

SMILES for HMDB0256239 (Penitrem B)

INCHI for HMDB0256239 (Penitrem B)

Structure for HMDB0256239 (Penitrem B)

3D Structure for HMDB0256239 (Penitrem B)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra