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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 19:45:01 UTC

Update Date

2021-09-26 23:15:08 UTC

HMDB ID

HMDB0258327

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine

Description

2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine, also known as R-SK and F 38393 or SKF 38393 a, belongs to the class of organic compounds known as benzazepines. These are organic compounds containing a benzene ring fused to an azepine ring (unsaturated seven-membered heterocycle with one nitrogen atom replacing a carbon atom). Based on a literature review a small amount of articles have been published on 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2,3,4,5-tetrahydro-7,8-dihydroxy-1-phenyl-1h-3-benzazepine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine 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

HMDB0258327
     RDKit          3D
2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine
 36 38  0  0  0  0  0  0  0  0999 V2000
   -4.1646    1.9710    0.7947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9611    1.3152    0.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9685    0.2191   -0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855   -0.4156   -0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5871    0.0405   -0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5458    1.1157    0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7574    1.7433    0.9786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7367    2.8408    1.8217 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7520   -0.5872   -0.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8764    0.2228   -0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4154    1.1343   -0.9329 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4931    1.9377   -0.6101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0739    1.8536    0.6382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    0.9543    1.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4706    0.1555    1.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7080   -1.9864    0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6701   -2.4619    0.2029 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2395   -2.7512   -1.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0308   -1.5761   -1.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0290    1.6231    0.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8951   -0.1481   -0.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3865    1.4553    1.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5896    3.3263    2.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7686   -0.6760   -1.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0121    1.2591   -1.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9172    2.6473   -1.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9182    2.4555    0.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9537    0.8267    2.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0487   -0.5524    1.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1781   -2.6996   -0.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1921   -2.1778    1.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6935   -3.3171    0.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4421   -3.0631   -1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9104   -3.6284   -0.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6042   -1.2877   -2.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1077   -1.7682   -1.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  7  2  1  0
 15 10  1  0
 19  4  1  0
  1 20  1  0
  3 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
M  END

  Mrv1652309112121452D          

 19 21  0  0  0  0            999 V2000
    3.6315    0.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358    0.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7938   -0.2691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4358   -1.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6315   -1.1960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865   -0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720   -1.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575   -0.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5575    0.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720    0.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9865    0.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8431    0.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8431   -1.0941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4479   -2.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0527   -2.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8691   -3.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0808   -3.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4760   -3.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6596   -2.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
  1 11  1  0  0  0  0
  9 12  1  0  0  0  0
  8 13  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258327

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(O)C=C2C(CNCCC2=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H17NO2/c18-15-8-12-6-7-17-10-14(13(12)9-16(15)19)11-4-2-1-3-5-11/h1-5,8-9,14,17-19H,6-7,10H2

> <INCHI_KEY>
JUDKOGFHZYMDMF-UHFFFAOYSA-N

> <FORMULA>
C16H17NO2

> <MOLECULAR_WEIGHT>
255.317

> <EXACT_MASS>
255.125928791

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
27.80276698093803

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol

> <ALOGPS_LOGP>
2.26

> <JCHEM_LOGP>
1.8804549839680142

> <ALOGPS_LOGS>
-3.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.910643834504377

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.280201091619345

> <JCHEM_PKA_STRONGEST_BASIC>
9.251954179162276

> <JCHEM_POLAR_SURFACE_AREA>
52.489999999999995

> <JCHEM_REFRACTIVITY>
75.89900000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.53e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258327
     RDKit          3D
2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine
 36 38  0  0  0  0  0  0  0  0999 V2000
   -4.1646    1.9710    0.7947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9611    1.3152    0.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9685    0.2191   -0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855   -0.4156   -0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5871    0.0405   -0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5458    1.1157    0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7574    1.7433    0.9786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7367    2.8408    1.8217 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7520   -0.5872   -0.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8764    0.2228   -0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4154    1.1343   -0.9329 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4931    1.9377   -0.6101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0739    1.8536    0.6382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    0.9543    1.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4706    0.1555    1.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7080   -1.9864    0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6701   -2.4619    0.2029 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2395   -2.7512   -1.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0308   -1.5761   -1.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0290    1.6231    0.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8951   -0.1481   -0.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3865    1.4553    1.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5896    3.3263    2.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7686   -0.6760   -1.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0121    1.2591   -1.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9172    2.6473   -1.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9182    2.4555    0.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9537    0.8267    2.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0487   -0.5524    1.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1781   -2.6996   -0.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1921   -2.1778    1.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6935   -3.3171    0.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4421   -3.0631   -1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9104   -3.6284   -0.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6042   -1.2877   -2.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1077   -1.7682   -1.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  7  2  1  0
 15 10  1  0
 19  4  1  0
  1 20  1  0
  3 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       6.779   1.228   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.280   0.885   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       8.948  -0.502   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       8.280  -1.890   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.779  -2.233   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.575  -1.272   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.241  -2.042   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.907  -1.272   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.907   0.268   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.241   1.038   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.575   0.268   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.574   1.038   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       1.574  -2.042   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.436  -3.734   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.565  -4.781   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.222  -6.283   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.751  -6.737   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.622  -5.689   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.965  -4.188   0.000  0.00  0.00           C+0
CONECT    1    2   11                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6    1                                                  
CONECT   12    9                                                            
CONECT   13    8                                                            
CONECT   14    5   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0258327
HETATM    1  O1  UNL     1      -4.165   1.971   0.795  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.961   1.315   0.472  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.969   0.219  -0.368  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.786  -0.416  -0.678  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.587   0.041  -0.151  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.546   1.116   0.678  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.757   1.743   0.979  1.00  0.00           C  
HETATM    8  O2  UNL     1      -1.737   2.841   1.822  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.752  -0.587  -0.432  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.876   0.223  -0.036  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.415   1.134  -0.933  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.493   1.938  -0.610  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.074   1.854   0.638  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.554   0.954   1.546  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.471   0.156   1.202  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.708  -1.986   0.081  1.00  0.00           C  
HETATM   17  N1  UNL     1      -0.670  -2.462   0.203  1.00  0.00           N  
HETATM   18  C15 UNL     1      -1.240  -2.751  -1.086  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.031  -1.576  -1.603  1.00  0.00           C  
HETATM   20  H1  UNL     1      -5.029   1.623   0.400  1.00  0.00           H  
HETATM   21  H2  UNL     1      -3.895  -0.148  -0.787  1.00  0.00           H  
HETATM   22  H3  UNL     1       0.386   1.455   1.077  1.00  0.00           H  
HETATM   23  H4  UNL     1      -2.590   3.326   2.066  1.00  0.00           H  
HETATM   24  H5  UNL     1       0.769  -0.676  -1.562  1.00  0.00           H  
HETATM   25  H6  UNL     1       2.012   1.259  -1.937  1.00  0.00           H  
HETATM   26  H7  UNL     1       3.917   2.647  -1.300  1.00  0.00           H  
HETATM   27  H8  UNL     1       4.918   2.455   0.948  1.00  0.00           H  
HETATM   28  H9  UNL     1       3.954   0.827   2.549  1.00  0.00           H  
HETATM   29  H10 UNL     1       2.049  -0.552   1.896  1.00  0.00           H  
HETATM   30  H11 UNL     1       1.178  -2.700  -0.660  1.00  0.00           H  
HETATM   31  H12 UNL     1       1.192  -2.178   1.030  1.00  0.00           H  
HETATM   32  H13 UNL     1      -0.693  -3.317   0.794  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.442  -3.063  -1.815  1.00  0.00           H  
HETATM   34  H15 UNL     1      -1.910  -3.628  -0.976  1.00  0.00           H  
HETATM   35  H16 UNL     1      -1.604  -1.288  -2.586  1.00  0.00           H  
HETATM   36  H17 UNL     1      -3.108  -1.768  -1.656  1.00  0.00           H  
CONECT    1    2   20
CONECT    2    3    3    7
CONECT    3    4   21
CONECT    4    5    5   19
CONECT    5    6    9
CONECT    6    7    7   22
CONECT    7    8
CONECT    8   23
CONECT    9   10   16   24
CONECT   10   11   11   15
CONECT   11   12   25
CONECT   12   13   13   26
CONECT   13   14   27
CONECT   14   15   15   28
CONECT   15   29
CONECT   16   17   30   31
CONECT   17   18   32
CONECT   18   19   33   34
CONECT   19   35   36
END

HMDB0258327
     RDKit          3D
2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine
 36 38  0  0  0  0  0  0  0  0999 V2000
   -4.1646    1.9710    0.7947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9611    1.3152    0.4718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9685    0.2191   -0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7855   -0.4156   -0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5871    0.0405   -0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5458    1.1157    0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7574    1.7433    0.9786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7367    2.8408    1.8217 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7520   -0.5872   -0.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8764    0.2228   -0.0355 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4154    1.1343   -0.9329 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4931    1.9377   -0.6101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0739    1.8536    0.6382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    0.9543    1.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4706    0.1555    1.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7080   -1.9864    0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6701   -2.4619    0.2029 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2395   -2.7512   -1.0863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0308   -1.5761   -1.6029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0290    1.6231    0.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8951   -0.1481   -0.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3865    1.4553    1.0768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5896    3.3263    2.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7686   -0.6760   -1.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0121    1.2591   -1.9375 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9172    2.6473   -1.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9182    2.4555    0.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9537    0.8267    2.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0487   -0.5524    1.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1781   -2.6996   -0.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1921   -2.1778    1.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6935   -3.3171    0.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4421   -3.0631   -1.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9104   -3.6284   -0.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6042   -1.2877   -2.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1077   -1.7682   -1.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  7  2  1  0
 15 10  1  0
 19  4  1  0
  1 20  1  0
  3 21  1  0
  6 22  1  0
  8 23  1  0
  9 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
R-SK And F 38393	HMDB
RSK And F 38393	HMDB
SK And F 38393	HMDB
SK And F-38393	HMDB
SK And F38393	HMDB
SKF 38393 a	HMDB
SKF 38393-a	HMDB

Chemical Formula

C₁₆H₁₇NO₂

Average Molecular Weight

255.317

Monoisotopic Molecular Weight

255.125928791

IUPAC Name

1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol

Traditional Name

1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diol

CAS Registry Number

Not Available

SMILES

OC1=C(O)C=C2C(CNCCC2=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H17NO2/c18-15-8-12-6-7-17-10-14(13(12)9-16(15)19)11-4-2-1-3-5-11/h1-5,8-9,14,17-19H,6-7,10H2

InChI Key

JUDKOGFHZYMDMF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzazepines. These are organic compounds containing a benzene ring fused to an azepine ring (unsaturated seven-membered heterocycle with one nitrogen atom replacing a carbon atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzazepines

Sub Class

Not Available

Direct Parent

Benzazepines

Alternative Parents

Substituents

Benzazepine
Azepine
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Secondary aliphatic amine
Secondary amine
Azacycle
Organooxygen compound
Organonitrogen compound
Amine
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen 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)

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	2.26	ALOGPS
logP	1.88	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	10.28	ChemAxon
pKa (Strongest Basic)	9.25	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	52.49 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	75.9 m³·mol⁻¹	ChemAxon
Polarizability	27.8 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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+H]+	159.79	30932474
DeepCCS	[M-H]-	157.419	30932474
DeepCCS	[M-2H]-	190.376	30932474
DeepCCS	[M+Na]+	165.87	30932474
AllCCS	[M+H]+	160.1	32859911
AllCCS	[M+H-H2O]+	156.3	32859911
AllCCS	[M+NH4]+	163.8	32859911
AllCCS	[M+Na]+	164.8	32859911
AllCCS	[M-H]-	164.7	32859911
AllCCS	[M+Na-2H]-	164.2	32859911
AllCCS	[M+HCOO]-	163.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine	OC1=C(O)C=C2C(CNCCC2=C1)C1=CC=CC=C1	3601.8	Standard polar	33892256
2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine	OC1=C(O)C=C2C(CNCCC2=C1)C1=CC=CC=C1	2536.2	Standard non polar	33892256
2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine	OC1=C(O)C=C2C(CNCCC2=C1)C1=CC=CC=C1	2486.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine,3TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C(C1=CC=CC=C1)CN([Si](C)(C)C)CC2	2553.3	Semi standard non polar	33892256
2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine,3TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C(C1=CC=CC=C1)CN([Si](C)(C)C)CC2	2598.4	Standard non polar	33892256
2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine,3TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C(C1=CC=CC=C1)CN([Si](C)(C)C)CC2	2821.6	Standard polar	33892256
2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C(C1=CC=CC=C1)CN([Si](C)(C)C(C)(C)C)CC2	3236.5	Semi standard non polar	33892256
2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C(C1=CC=CC=C1)CN([Si](C)(C)C(C)(C)C)CC2	3297.0	Standard non polar	33892256
2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C(C1=CC=CC=C1)CN([Si](C)(C)C(C)(C)C)CC2	3135.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine GC-MS (Non-derivatized) - 70eV, Positive	splash10-03fr-0590000000-da1754d58fcf59ccaf6b	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	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

1205

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1242

PDB ID

Not Available

ChEBI ID

131801

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 2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine (HMDB0258327)

MOL for HMDB0258327 (2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine)

3D MOL for HMDB0258327 (2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine)

3D SDF for HMDB0258327 (2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine)

3D-SDF for HMDB0258327 (2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine)

PDB for HMDB0258327 (2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine)

3D PDB for HMDB0258327 (2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine)

SMILES for HMDB0258327 (2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine)

INCHI for HMDB0258327 (2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine)

Structure for HMDB0258327 (2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine)

3D Structure for HMDB0258327 (2,3,4,5-Tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra