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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:54:59 UTC

Update Date

2022-03-07 02:56:56 UTC

HMDB ID

HMDB0041245

Secondary Accession Numbers

HMDB41245

Metabolite Identification

Common Name

7-Hydroxyheptaphylline

Description

7-Hydroxyheptaphylline belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring. 7-Hydroxyheptaphylline has been detected, but not quantified in, fruits. This could make 7-hydroxyheptaphylline a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 7-Hydroxyheptaphylline.

Structure

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

HMDB0041245
     RDKit          3D
7-Hydroxyheptaphylline
 39 41  0  0  0  0  0  0  0  0999 V2000
    3.4637   -0.4423    1.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5019   -0.1719   -0.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5099   -0.9197   -1.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    0.6738   -0.9080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7053    1.4332   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3197    1.2496   -0.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1268    1.8652   -1.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674    2.6843   -2.5473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416    1.6839   -2.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9225    2.3354   -3.3922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1079    2.1609   -3.7581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3069    0.8913   -1.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8721    0.2692   -0.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5680    0.4556    0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3936   -0.2475    1.2198 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5193   -0.8933    1.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8472   -1.7251    2.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1329   -2.2102    2.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5215   -3.0404    3.7084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0736   -1.8940    1.7221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7307   -1.0692    0.6817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4518   -0.5664    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3572    0.4562    1.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4115   -0.9216    1.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6634   -1.1759    1.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3178   -0.7556   -2.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3129   -2.0111   -0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5433   -0.6678   -0.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7988    0.8182   -1.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9575    2.5291   -0.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861    1.3209    0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6162    2.8395   -2.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2358    2.9554   -3.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3266    0.7673   -1.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4793   -0.2949    1.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1097   -1.9746    3.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8961   -3.3275    4.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0808   -2.2810    1.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4577   -0.7990   -0.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
  9 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 14  6  1  0
 22 16  1  0
 22 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  8 32  1  0
 10 33  1  0
 12 34  1  0
 15 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
M  END


  Mrv0541 05061312302D          

 22 24  0  0  0  0            999 V2000
   -0.3053   -2.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6643   -2.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6024   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046   -1.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8573   -2.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1966    1.4672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    0.0694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995    0.0694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  3  2  0  0  0  0
 11  7  1  0  0  0  0
 11  9  1  0  0  0  0
 12  4  1  0  0  0  0
 12  8  2  0  0  0  0
 13  6  1  0  0  0  0
 14  5  1  0  0  0  0
 15  7  2  0  0  0  0
 15 13  1  0  0  0  0
 16  8  1  0  0  0  0
 16 13  2  0  0  0  0
 17 14  2  0  0  0  0
 17 15  1  0  0  0  0
 18 11  2  0  0  0  0
 18 14  1  0  0  0  0
 19 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20  9  2  0  0  0  0
 21 12  1  0  0  0  0
 22 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041245

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCC1=C2NC3=C(C=CC(O)=C3)C2=CC(C=O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C18H17NO3/c1-10(2)3-5-14-17-15(7-11(9-20)18(14)22)13-6-4-12(21)8-16(13)19-17/h3-4,6-9,19,21-22H,5H2,1-2H3

> <INCHI_KEY>
NRWURNOYKGONNZ-UHFFFAOYSA-N

> <FORMULA>
C18H17NO3

> <MOLECULAR_WEIGHT>
295.3325

> <EXACT_MASS>
295.120843415

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
32.72086428244806

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,7-dihydroxy-1-(3-methylbut-2-en-1-yl)-9H-carbazole-3-carbaldehyde

> <ALOGPS_LOGP>
3.52

> <JCHEM_LOGP>
4.574824390000002

> <ALOGPS_LOGS>
-4.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.501199563862368

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.9621925225914545

> <JCHEM_PKA_STRONGEST_BASIC>
-5.534190507713146

> <JCHEM_POLAR_SURFACE_AREA>
73.32000000000001

> <JCHEM_REFRACTIVITY>
88.2608

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.34e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,7-dihydroxy-1-(3-methylbut-2-en-1-yl)-9H-carbazole-3-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041245
     RDKit          3D
7-Hydroxyheptaphylline
 39 41  0  0  0  0  0  0  0  0999 V2000
    3.4637   -0.4423    1.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5019   -0.1719   -0.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5099   -0.9197   -1.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    0.6738   -0.9080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7053    1.4332   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3197    1.2496   -0.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1268    1.8652   -1.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674    2.6843   -2.5473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416    1.6839   -2.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9225    2.3354   -3.3922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1079    2.1609   -3.7581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3069    0.8913   -1.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8721    0.2692   -0.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5680    0.4556    0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3936   -0.2475    1.2198 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5193   -0.8933    1.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8472   -1.7251    2.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1329   -2.2102    2.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5215   -3.0404    3.7084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0736   -1.8940    1.7221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7307   -1.0692    0.6817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4518   -0.5664    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3572    0.4562    1.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4115   -0.9216    1.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6634   -1.1759    1.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3178   -0.7556   -2.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3129   -2.0111   -0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5433   -0.6678   -0.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7988    0.8182   -1.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9575    2.5291   -0.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861    1.3209    0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6162    2.8395   -2.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2358    2.9554   -3.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3266    0.7673   -1.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4793   -0.2949    1.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1097   -1.9746    3.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8961   -3.3275    4.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0808   -2.2810    1.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4577   -0.7990   -0.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
  9 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 14  6  1  0
 22 16  1  0
 22 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  8 32  1  0
 10 33  1  0
 12 34  1  0
 15 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -0.570  -5.089   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.107  -4.264   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.124  -2.479   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.917   1.914   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.382  -2.159   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.411   2.235   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.727   3.059   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.600  -3.944   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.393   0.450   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.173   0.450   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       3.610  -1.280   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0      -2.234   2.739   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       8.899   0.130   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.679   0.130   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3    5   10                                                       
CONECT    4    6   12                                                       
CONECT    5    3   14                                                       
CONECT    6    4   13                                                       
CONECT    7   11   15                                                       
CONECT    8   12   16                                                       
CONECT    9   11   20                                                       
CONECT   10    1    2    3                                                  
CONECT   11    7    9   18                                                  
CONECT   12    4    8   21                                                  
CONECT   13    6   15   16                                                  
CONECT   14    5   17   18                                                  
CONECT   15    7   13   17                                                  
CONECT   16    8   13   19                                                  
CONECT   17   14   15   19                                                  
CONECT   18   11   14   22                                                  
CONECT   19   16   17                                                       
CONECT   20    9                                                            
CONECT   21   12                                                            
CONECT   22   18                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0041245
HETATM    1  C1  UNL     1       3.464  -0.442   1.137  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.502  -0.172  -0.311  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.510  -0.920  -1.125  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.711   0.674  -0.908  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.705   1.433  -0.175  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.320   1.250  -0.618  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.127   1.865  -1.759  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.667   2.684  -2.547  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.442   1.684  -2.182  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.923   2.335  -3.392  1.00  0.00           C  
HETATM   11  O2  UNL     1      -3.108   2.161  -3.758  1.00  0.00           O  
HETATM   12  C10 UNL     1      -2.307   0.891  -1.467  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.872   0.269  -0.321  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.568   0.456   0.088  1.00  0.00           C  
HETATM   15  N1  UNL     1      -0.394  -0.248   1.220  1.00  0.00           N  
HETATM   16  C13 UNL     1      -1.519  -0.893   1.583  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.847  -1.725   2.642  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.133  -2.210   2.684  1.00  0.00           C  
HETATM   19  O3  UNL     1      -3.521  -3.040   3.708  1.00  0.00           O  
HETATM   20  C16 UNL     1      -4.074  -1.894   1.722  1.00  0.00           C  
HETATM   21  C17 UNL     1      -3.731  -1.069   0.682  1.00  0.00           C  
HETATM   22  C18 UNL     1      -2.452  -0.566   0.610  1.00  0.00           C  
HETATM   23  H1  UNL     1       3.357   0.456   1.775  1.00  0.00           H  
HETATM   24  H2  UNL     1       4.411  -0.922   1.495  1.00  0.00           H  
HETATM   25  H3  UNL     1       2.663  -1.176   1.369  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.318  -0.756  -2.224  1.00  0.00           H  
HETATM   27  H5  UNL     1       4.313  -2.011  -0.955  1.00  0.00           H  
HETATM   28  H6  UNL     1       5.543  -0.668  -0.883  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.799   0.818  -1.977  1.00  0.00           H  
HETATM   30  H8  UNL     1       1.958   2.529  -0.312  1.00  0.00           H  
HETATM   31  H9  UNL     1       1.786   1.321   0.948  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.616   2.840  -2.264  1.00  0.00           H  
HETATM   33  H11 UNL     1      -1.236   2.955  -3.943  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.327   0.767  -1.819  1.00  0.00           H  
HETATM   35  H13 UNL     1       0.479  -0.295   1.751  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.110  -1.975   3.398  1.00  0.00           H  
HETATM   37  H15 UNL     1      -2.896  -3.328   4.462  1.00  0.00           H  
HETATM   38  H16 UNL     1      -5.081  -2.281   1.765  1.00  0.00           H  
HETATM   39  H17 UNL     1      -4.458  -0.799  -0.101  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4    4
CONECT    3   26   27   28
CONECT    4    5   29
CONECT    5    6   30   31
CONECT    6    7    7   14
CONECT    7    8    9
CONECT    8   32
CONECT    9   10   12   12
CONECT   10   11   11   33
CONECT   12   13   34
CONECT   13   14   14   22
CONECT   14   15
CONECT   15   16   35
CONECT   16   17   17   22
CONECT   17   18   36
CONECT   18   19   20   20
CONECT   19   37
CONECT   20   21   38
CONECT   21   22   22   39
END

HMDB0041245
     RDKit          3D
7-Hydroxyheptaphylline
 39 41  0  0  0  0  0  0  0  0999 V2000
    3.4637   -0.4423    1.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5019   -0.1719   -0.3114 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5099   -0.9197   -1.1246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112    0.6738   -0.9080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7053    1.4332   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3197    1.2496   -0.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1268    1.8652   -1.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674    2.6843   -2.5473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416    1.6839   -2.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9225    2.3354   -3.3922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1079    2.1609   -3.7581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3069    0.8913   -1.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8721    0.2692   -0.3215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5680    0.4556    0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3936   -0.2475    1.2198 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5193   -0.8933    1.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8472   -1.7251    2.6418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1329   -2.2102    2.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5215   -3.0404    3.7084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0736   -1.8940    1.7221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7307   -1.0692    0.6817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4518   -0.5664    0.6099 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3572    0.4562    1.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4115   -0.9216    1.4949 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6634   -1.1759    1.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3178   -0.7556   -2.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3129   -2.0111   -0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5433   -0.6678   -0.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7988    0.8182   -1.9771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9575    2.5291   -0.3117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861    1.3209    0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6162    2.8395   -2.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2358    2.9554   -3.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3266    0.7673   -1.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4793   -0.2949    1.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1097   -1.9746    3.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8961   -3.3275    4.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0808   -2.2810    1.7653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4577   -0.7990   -0.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
  9 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 14  6  1  0
 22 16  1  0
 22 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  8 32  1  0
 10 33  1  0
 12 34  1  0
 15 35  1  0
 17 36  1  0
 19 37  1  0
 20 38  1  0
 21 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,7-Dihydroxy-1-(3-methyl-2-butenyl)-9H-carbazole-3-carboxaldehyde, 9ci	HMDB
3-Formyl-2,7-dihydroxy-1-prenylcarbazole	HMDB

Chemical Formula

C₁₈H₁₇NO₃

Average Molecular Weight

295.3325

Monoisotopic Molecular Weight

295.120843415

IUPAC Name

2,7-dihydroxy-1-(3-methylbut-2-en-1-yl)-9H-carbazole-3-carbaldehyde

Traditional Name

2,7-dihydroxy-1-(3-methylbut-2-en-1-yl)-9H-carbazole-3-carbaldehyde

CAS Registry Number

170663-15-7

SMILES

CC(C)=CCC1=C2NC3=C(C=CC(O)=C3)C2=CC(C=O)=C1O

InChI Identifier

InChI=1S/C18H17NO3/c1-10(2)3-5-14-17-15(7-11(9-20)18(14)22)13-6-4-12(21)8-16(13)19-17/h3-4,6-9,19,21-22H,5H2,1-2H3

InChI Key

NRWURNOYKGONNZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Carbazoles

Alternative Parents

Substituents

Carbazole
Hydroxyindole
Indole
1-hydroxy-2-unsubstituted benzenoid
Aryl-aldehyde
Benzenoid
Pyrrole
Vinylogous acid
Heteroaromatic compound
Azacycle
Organic oxide
Organopnictogen compound
Aldehyde
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

carbazoles (CHEBI:69933 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0041245)

Cellular substructure

Membrane (HMDB: HMDB0041245)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041245)

Source

Exogenous

Food

Food (HMDB: HMDB0041245)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0041245)

Not Available

Nutrient (HMDB: HMDB0041245)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	194 - 196 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.15 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.013 g/L	ALOGPS
logP	3.52	ALOGPS
logP	4.57	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	7.96	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	73.32 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	88.26 m³·mol⁻¹	ChemAxon
Polarizability	32.72 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
DarkChem	[M+H]+	170.686	31661259
DarkChem	[M-H]-	167.58	31661259
DeepCCS	[M+H]+	167.691	30932474
DeepCCS	[M-H]-	165.333	30932474
DeepCCS	[M-2H]-	198.759	30932474
DeepCCS	[M+Na]+	173.986	30932474
AllCCS	[M+H]+	169.3	32859911
AllCCS	[M+H-H2O]+	165.8	32859911
AllCCS	[M+NH4]+	172.6	32859911
AllCCS	[M+Na]+	173.5	32859911
AllCCS	[M-H]-	172.5	32859911
AllCCS	[M+Na-2H]-	171.8	32859911
AllCCS	[M+HCOO]-	171.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Hydroxyheptaphylline	CC(C)=CCC1=C2NC3=C(C=CC(O)=C3)C2=CC(C=O)=C1O	4232.0	Standard polar	33892256
7-Hydroxyheptaphylline	CC(C)=CCC1=C2NC3=C(C=CC(O)=C3)C2=CC(C=O)=C1O	3084.4	Standard non polar	33892256
7-Hydroxyheptaphylline	CC(C)=CCC1=C2NC3=C(C=CC(O)=C3)C2=CC(C=O)=C1O	3174.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-Hydroxyheptaphylline,1TMS,isomer #1	CC(C)=CCC1=C(O)C(C=O)=CC2=C1[NH]C1=CC(O[Si](C)(C)C)=CC=C12	3059.4	Semi standard non polar	33892256
7-Hydroxyheptaphylline,1TMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C)C(C=O)=CC2=C1[NH]C1=CC(O)=CC=C12	3034.5	Semi standard non polar	33892256
7-Hydroxyheptaphylline,1TMS,isomer #3	CC(C)=CCC1=C(O)C(C=O)=CC2=C1N([Si](C)(C)C)C1=CC(O)=CC=C21	3002.7	Semi standard non polar	33892256
7-Hydroxyheptaphylline,2TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(C=O)=CC2=C1[NH]C1=CC(O[Si](C)(C)C)=CC=C12	3046.4	Semi standard non polar	33892256
7-Hydroxyheptaphylline,2TMS,isomer #2	CC(C)=CCC1=C(O)C(C=O)=CC2=C1N([Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC=C21	2961.9	Semi standard non polar	33892256
7-Hydroxyheptaphylline,2TMS,isomer #3	CC(C)=CCC1=C(O[Si](C)(C)C)C(C=O)=CC2=C1N([Si](C)(C)C)C1=CC(O)=CC=C21	2979.9	Semi standard non polar	33892256
7-Hydroxyheptaphylline,3TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(C=O)=CC2=C1N([Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC=C21	3029.5	Semi standard non polar	33892256
7-Hydroxyheptaphylline,3TMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C)C(C=O)=CC2=C1N([Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC=C21	2956.2	Standard non polar	33892256
7-Hydroxyheptaphylline,1TBDMS,isomer #1	CC(C)=CCC1=C(O)C(C=O)=CC2=C1[NH]C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C12	3290.1	Semi standard non polar	33892256
7-Hydroxyheptaphylline,1TBDMS,isomer #2	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(C=O)=CC2=C1[NH]C1=CC(O)=CC=C12	3257.5	Semi standard non polar	33892256
7-Hydroxyheptaphylline,1TBDMS,isomer #3	CC(C)=CCC1=C(O)C(C=O)=CC2=C1N([Si](C)(C)C(C)(C)C)C1=CC(O)=CC=C21	3188.3	Semi standard non polar	33892256
7-Hydroxyheptaphylline,2TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(C=O)=CC2=C1[NH]C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C12	3511.2	Semi standard non polar	33892256
7-Hydroxyheptaphylline,2TBDMS,isomer #2	CC(C)=CCC1=C(O)C(C=O)=CC2=C1N([Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C21	3404.9	Semi standard non polar	33892256
7-Hydroxyheptaphylline,2TBDMS,isomer #3	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(C=O)=CC2=C1N([Si](C)(C)C(C)(C)C)C1=CC(O)=CC=C21	3374.5	Semi standard non polar	33892256
7-Hydroxyheptaphylline,3TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(C=O)=CC2=C1N([Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C21	3602.8	Semi standard non polar	33892256
7-Hydroxyheptaphylline,3TBDMS,isomer #1	CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(C=O)=CC2=C1N([Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C21	3533.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxyheptaphylline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-2090000000-137ffa4c988d345b7d57	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxyheptaphylline GC-MS (2 TMS) - 70eV, Positive	splash10-00di-3109500000-d0e27c326ffd03a2c1bc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxyheptaphylline 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 - 7-Hydroxyheptaphylline 10V, Positive-QTOF	splash10-0002-0090000000-9b0a606b5916a051afd1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyheptaphylline 20V, Positive-QTOF	splash10-0a4m-3090000000-063804b27ac307e3cf64	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyheptaphylline 40V, Positive-QTOF	splash10-0a4i-9240000000-e75b3ff039522ab332be	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyheptaphylline 10V, Negative-QTOF	splash10-0006-0090000000-68cac2111d27bc630023	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyheptaphylline 20V, Negative-QTOF	splash10-00kf-0090000000-7bb97bd62fced1e962cf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyheptaphylline 40V, Negative-QTOF	splash10-000b-1390000000-3ba9cfd68bc04071ba8d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyheptaphylline 10V, Negative-QTOF	splash10-0006-0090000000-617cac9c409742842799	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyheptaphylline 20V, Negative-QTOF	splash10-01ox-0090000000-b4d6d68bade0dc6fd74d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyheptaphylline 40V, Negative-QTOF	splash10-08fs-0290000000-c08d15303cda6475101a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyheptaphylline 10V, Positive-QTOF	splash10-0007-0090000000-05ee6a2fab06f2f80172	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyheptaphylline 20V, Positive-QTOF	splash10-0007-0090000000-16ec399c2f91fbefbe67	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxyheptaphylline 40V, Positive-QTOF	splash10-03k9-0090000000-87eef29a9b5c2ff0bcb9	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB021153

KNApSAcK ID

Not Available

Chemspider ID

26393702

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15767846

PDB ID

Not Available

ChEBI ID

69933

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1890811

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 7-Hydroxyheptaphylline (HMDB0041245)

MOL for HMDB0041245 (7-Hydroxyheptaphylline)

3D MOL for HMDB0041245 (7-Hydroxyheptaphylline)

3D SDF for HMDB0041245 (7-Hydroxyheptaphylline)

3D-SDF for HMDB0041245 (7-Hydroxyheptaphylline)

PDB for HMDB0041245 (7-Hydroxyheptaphylline)

3D PDB for HMDB0041245 (7-Hydroxyheptaphylline)

SMILES for HMDB0041245 (7-Hydroxyheptaphylline)

INCHI for HMDB0041245 (7-Hydroxyheptaphylline)

Structure for HMDB0041245 (7-Hydroxyheptaphylline)

3D Structure for HMDB0041245 (7-Hydroxyheptaphylline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra