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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:15:25 UTC

Update Date

2021-09-26 23:04:53 UTC

HMDB ID

HMDB0252371

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Fluorocarazolol

Description

Fluorocarazolol 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. Based on a literature review a significant number of articles have been published on Fluorocarazolol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Fluorocarazolol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Fluorocarazolol 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

HMDB0252371
     RDKit          3D
Fluorocarazolol
 44 46  0  0  0  0  0  0  0  0999 V2000
    4.5841   -0.8290    1.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1077   -1.4870    0.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3323   -1.9711   -0.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -0.9065   -0.9959 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.4890   -0.4259   -0.7808 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3184    0.0913   -0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6931    1.1624   -0.8390 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7104    2.1415   -1.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5174    1.8602   -0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5720    1.1826    0.1331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1554    0.2612    0.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5812   -0.5247    1.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3053   -1.4516    2.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6304   -1.6204    2.2913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2579   -0.8851    1.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5455   -0.8701    0.8667 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6679    0.0485   -0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7545    0.4508   -0.8997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5711    1.4365   -1.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3331    2.0193   -2.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2816    1.6008   -1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4167    0.6100   -0.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5319    0.0378    0.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5173   -1.3182    1.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8405    0.2189    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7726   -0.9180    2.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3703   -2.2674    0.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0426   -2.4323   -1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8647   -2.6938   -0.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0931   -0.9260   -1.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6873    0.4745    0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6028   -0.7814    0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4051    0.7231   -1.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6454    2.4571   -2.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3051    2.7459   -0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    2.4441    0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4519   -0.3703    2.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7866   -2.0316    3.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1972   -2.3433    2.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3152   -1.4750    1.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7017   -0.0152   -0.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4232    1.7559   -2.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1711    2.7943   -2.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2845    2.0269   -1.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 11  1  0
 23 15  2  0
 22 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
M  END


  Mrv1652309112112152D          

 23 25  0  0  0  0            999 V2000
   -3.6211   -4.7818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6211   -3.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3356   -3.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0501   -3.9568    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9067   -3.5443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1922   -3.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4777   -3.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7633   -3.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0488   -3.5443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6657   -3.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6657   -4.7818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802   -5.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0946   -4.7818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0946   -3.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3802   -3.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5517   -2.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0668   -2.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4023   -1.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2228   -1.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7077   -1.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3722   -2.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7077   -3.4048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4777   -2.7193    0.0000 O   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
  2  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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  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
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 14 22  1  0  0  0  0
  7 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252371

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CF)NCC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2

> <INCHI_IDENTIFIER>
InChI=1S/C18H21FN2O2/c1-12(9-19)20-10-13(22)11-23-17-8-4-7-16-18(17)14-5-2-3-6-15(14)21-16/h2-8,12-13,20-22H,9-11H2,1H3

> <INCHI_KEY>
QHLGXPUIUKSADT-UHFFFAOYSA-N

> <FORMULA>
C18H21FN2O2

> <MOLECULAR_WEIGHT>
316.376

> <EXACT_MASS>
316.158706087

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
34.23383504138811

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(9H-carbazol-4-yloxy)-3-[(1-fluoropropan-2-yl)amino]propan-2-ol

> <ALOGPS_LOGP>
2.77

> <JCHEM_LOGP>
2.5560408533333336

> <ALOGPS_LOGS>
-4.06

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.002475645017554

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.02997687095785

> <JCHEM_PKA_STRONGEST_BASIC>
8.162838378440323

> <JCHEM_POLAR_SURFACE_AREA>
57.28

> <JCHEM_REFRACTIVITY>
87.64130000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.78e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(9H-carbazol-4-yloxy)-3-[(1-fluoropropan-2-yl)amino]propan-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252371
     RDKit          3D
Fluorocarazolol
 44 46  0  0  0  0  0  0  0  0999 V2000
    4.5841   -0.8290    1.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1077   -1.4870    0.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3323   -1.9711   -0.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -0.9065   -0.9959 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.4890   -0.4259   -0.7808 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3184    0.0913   -0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6931    1.1624   -0.8390 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7104    2.1415   -1.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5174    1.8602   -0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5720    1.1826    0.1331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1554    0.2612    0.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5812   -0.5247    1.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3053   -1.4516    2.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6304   -1.6204    2.2913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2579   -0.8851    1.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5455   -0.8701    0.8667 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6679    0.0485   -0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7545    0.4508   -0.8997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5711    1.4365   -1.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3331    2.0193   -2.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2816    1.6008   -1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4167    0.6100   -0.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5319    0.0378    0.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5173   -1.3182    1.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8405    0.2189    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7726   -0.9180    2.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3703   -2.2674    0.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0426   -2.4323   -1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8647   -2.6938   -0.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0931   -0.9260   -1.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6873    0.4745    0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6028   -0.7814    0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4051    0.7231   -1.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6454    2.4571   -2.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3051    2.7459   -0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    2.4441    0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4519   -0.3703    2.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7866   -2.0316    3.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1972   -2.3433    2.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3152   -1.4750    1.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7017   -0.0152   -0.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4232    1.7559   -2.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1711    2.7943   -2.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2845    2.0269   -1.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 11  1  0
 23 15  2  0
 22 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  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      -6.759  -8.926   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.759  -7.386   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.093  -6.616   0.000  0.00  0.00           C+0
HETATM    4  F   UNK     0      -9.427  -7.386   0.000  0.00  0.00           F+0
HETATM    5  N   UNK     0      -5.426  -6.616   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -4.092  -7.386   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.758  -6.616   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.425  -7.386   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.091  -6.616   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.243  -7.386   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.243  -8.926   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.576  -9.696   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.910  -8.926   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.910  -7.386   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.576  -6.616   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.896  -5.110   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.991  -3.864   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.618  -2.457   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.149  -2.296   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.054  -3.542   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.428  -4.949   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       5.054  -6.356   0.000  0.00  0.00           N+0
HETATM   23  O   UNK     0      -2.758  -5.076   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   23                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   22                                                  
CONECT   15   14   10   16                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16   22                                                  
CONECT   22   21   14                                                       
CONECT   23    7                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0252371
HETATM    1  C1  UNL     1       4.584  -0.829   1.318  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.108  -1.487   0.028  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.332  -1.971  -0.716  1.00  0.00           C  
HETATM    4  F1  UNL     1       6.148  -0.906  -0.996  1.00  0.00           F  
HETATM    5  N1  UNL     1       3.489  -0.426  -0.781  1.00  0.00           N  
HETATM    6  C4  UNL     1       2.318   0.091  -0.024  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.693   1.162  -0.839  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.710   2.142  -1.063  1.00  0.00           O  
HETATM    9  C6  UNL     1       0.517   1.860  -0.204  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.572   1.183   0.133  1.00  0.00           O  
HETATM   11  C7  UNL     1      -1.155   0.261   0.871  1.00  0.00           C  
HETATM   12  C8  UNL     1      -0.581  -0.525   1.873  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.305  -1.452   2.573  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.630  -1.620   2.291  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.258  -0.885   1.323  1.00  0.00           C  
HETATM   16  N2  UNL     1      -4.545  -0.870   0.867  1.00  0.00           N  
HETATM   17  C12 UNL     1      -4.668   0.049  -0.116  1.00  0.00           C  
HETATM   18  C13 UNL     1      -5.755   0.451  -0.900  1.00  0.00           C  
HETATM   19  C14 UNL     1      -5.571   1.436  -1.846  1.00  0.00           C  
HETATM   20  C15 UNL     1      -4.333   2.019  -2.018  1.00  0.00           C  
HETATM   21  C16 UNL     1      -3.282   1.601  -1.229  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.417   0.610  -0.261  1.00  0.00           C  
HETATM   23  C18 UNL     1      -2.532   0.038   0.628  1.00  0.00           C  
HETATM   24  H1  UNL     1       5.517  -1.318   1.671  1.00  0.00           H  
HETATM   25  H2  UNL     1       4.840   0.219   1.084  1.00  0.00           H  
HETATM   26  H3  UNL     1       3.773  -0.918   2.065  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.370  -2.267   0.206  1.00  0.00           H  
HETATM   28  H5  UNL     1       5.043  -2.432  -1.688  1.00  0.00           H  
HETATM   29  H6  UNL     1       5.865  -2.694  -0.067  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.093  -0.926  -1.619  1.00  0.00           H  
HETATM   31  H8  UNL     1       2.687   0.475   0.940  1.00  0.00           H  
HETATM   32  H9  UNL     1       1.603  -0.781   0.102  1.00  0.00           H  
HETATM   33  H10 UNL     1       1.405   0.723  -1.839  1.00  0.00           H  
HETATM   34  H11 UNL     1       2.645   2.457  -2.021  1.00  0.00           H  
HETATM   35  H12 UNL     1       0.305   2.746  -0.918  1.00  0.00           H  
HETATM   36  H13 UNL     1       0.984   2.444   0.672  1.00  0.00           H  
HETATM   37  H14 UNL     1       0.452  -0.370   2.093  1.00  0.00           H  
HETATM   38  H15 UNL     1      -0.787  -2.032   3.345  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.197  -2.343   2.836  1.00  0.00           H  
HETATM   40  H17 UNL     1      -5.315  -1.475   1.222  1.00  0.00           H  
HETATM   41  H18 UNL     1      -6.702  -0.015  -0.747  1.00  0.00           H  
HETATM   42  H19 UNL     1      -6.423   1.756  -2.465  1.00  0.00           H  
HETATM   43  H20 UNL     1      -4.171   2.794  -2.755  1.00  0.00           H  
HETATM   44  H21 UNL     1      -2.285   2.027  -1.323  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    5   27
CONECT    3    4   28   29
CONECT    5    6   30
CONECT    6    7   31   32
CONECT    7    8    9   33
CONECT    8   34
CONECT    9   10   35   36
CONECT   10   11
CONECT   11   12   12   23
CONECT   12   13   37
CONECT   13   14   14   38
CONECT   14   15   39
CONECT   15   16   23   23
CONECT   16   17   40
CONECT   17   18   18   22
CONECT   18   19   41
CONECT   19   20   20   42
CONECT   20   21   43
CONECT   21   22   22   44
CONECT   22   23
END

HMDB0252371
     RDKit          3D
Fluorocarazolol
 44 46  0  0  0  0  0  0  0  0999 V2000
    4.5841   -0.8290    1.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1077   -1.4870    0.0277 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3323   -1.9711   -0.7165 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -0.9065   -0.9959 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.4890   -0.4259   -0.7808 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3184    0.0913   -0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6931    1.1624   -0.8390 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7104    2.1415   -1.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5174    1.8602   -0.2044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5720    1.1826    0.1331 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1554    0.2612    0.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5812   -0.5247    1.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3053   -1.4516    2.5734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6304   -1.6204    2.2913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2579   -0.8851    1.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5455   -0.8701    0.8667 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6679    0.0485   -0.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7545    0.4508   -0.8997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5711    1.4365   -1.8456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3331    2.0193   -2.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2816    1.6008   -1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4167    0.6100   -0.2612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5319    0.0378    0.6277 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5173   -1.3182    1.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8405    0.2189    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7726   -0.9180    2.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3703   -2.2674    0.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0426   -2.4323   -1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8647   -2.6938   -0.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0931   -0.9260   -1.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6873    0.4745    0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6028   -0.7814    0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4051    0.7231   -1.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6454    2.4571   -2.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3051    2.7459   -0.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    2.4441    0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4519   -0.3703    2.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7866   -2.0316    3.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1972   -2.3433    2.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3152   -1.4750    1.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7017   -0.0152   -0.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4232    1.7559   -2.4646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1711    2.7943   -2.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2845    2.0269   -1.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 11  1  0
 23 15  2  0
 22 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  0
 21 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(18F)-Fluorocarazolol	HMDB
1-(9H-Carbazol-4-yloxy)-3-((1-(fluoromethyl)ethyl)amino)-2-propanol	HMDB
Fluorocarazolol, (R-(r,r))-stereoisomer	HMDB

Chemical Formula

C₁₈H₂₁FN₂O₂

Average Molecular Weight

316.376

Monoisotopic Molecular Weight

316.158706087

IUPAC Name

1-(9H-carbazol-4-yloxy)-3-[(1-fluoropropan-2-yl)amino]propan-2-ol

Traditional Name

1-(9H-carbazol-4-yloxy)-3-[(1-fluoropropan-2-yl)amino]propan-2-ol

CAS Registry Number

Not Available

SMILES

CC(CF)NCC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2

InChI Identifier

InChI=1S/C18H21FN2O2/c1-12(9-19)20-10-13(22)11-23-17-8-4-7-16-18(17)14-5-2-3-6-15(14)21-16/h2-8,12-13,20-22H,9-11H2,1H3

InChI Key

QHLGXPUIUKSADT-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
Indole
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Pyrrole
1,2-aminoalcohol
Secondary alcohol
Secondary aliphatic amine
Azacycle
Secondary amine
Ether
Organic nitrogen compound
Organofluoride
Organohalogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organopnictogen compound
Amine
Alkyl halide
Alkyl fluoride
Organic oxygen compound
Alcohol
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	2.77	ALOGPS
logP	2.56	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	14.03	ChemAxon
pKa (Strongest Basic)	8.16	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	57.28 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	87.64 m³·mol⁻¹	ChemAxon
Polarizability	34.23 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	169.704	30932474
DeepCCS	[M-H]-	167.346	30932474
DeepCCS	[M-2H]-	200.428	30932474
DeepCCS	[M+Na]+	175.798	30932474
AllCCS	[M+H]+	175.7	32859911
AllCCS	[M+H-H2O]+	172.6	32859911
AllCCS	[M+NH4]+	178.6	32859911
AllCCS	[M+Na]+	179.5	32859911
AllCCS	[M-H]-	179.0	32859911
AllCCS	[M+Na-2H]-	178.8	32859911
AllCCS	[M+HCOO]-	178.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.2773 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.56 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1283.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	254.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	150.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	187.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	141.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	374.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	359.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	189.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	724.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	395.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	892.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	257.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	290.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	375.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	313.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	23.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fluorocarazolol	CC(CF)NCC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2	4089.7	Standard polar	33892256
Fluorocarazolol	CC(CF)NCC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2	2741.5	Standard non polar	33892256
Fluorocarazolol	CC(CF)NCC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2	2935.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Fluorocarazolol,2TMS,isomer #1	CC(CF)N(CC(COC1=CC=CC2=C1C1=CC=CC=C1[NH]2)O[Si](C)(C)C)[Si](C)(C)C	2971.6	Semi standard non polar	33892256
Fluorocarazolol,2TMS,isomer #1	CC(CF)N(CC(COC1=CC=CC2=C1C1=CC=CC=C1[NH]2)O[Si](C)(C)C)[Si](C)(C)C	2800.5	Standard non polar	33892256
Fluorocarazolol,2TMS,isomer #1	CC(CF)N(CC(COC1=CC=CC2=C1C1=CC=CC=C1[NH]2)O[Si](C)(C)C)[Si](C)(C)C	3210.3	Standard polar	33892256
Fluorocarazolol,2TMS,isomer #2	CC(CF)NCC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)O[Si](C)(C)C	2819.8	Semi standard non polar	33892256
Fluorocarazolol,2TMS,isomer #2	CC(CF)NCC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)O[Si](C)(C)C	2662.8	Standard non polar	33892256
Fluorocarazolol,2TMS,isomer #2	CC(CF)NCC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)O[Si](C)(C)C	2994.2	Standard polar	33892256
Fluorocarazolol,2TMS,isomer #3	CC(CF)N(CC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)[Si](C)(C)C	2915.9	Semi standard non polar	33892256
Fluorocarazolol,2TMS,isomer #3	CC(CF)N(CC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)[Si](C)(C)C	2762.4	Standard non polar	33892256
Fluorocarazolol,2TMS,isomer #3	CC(CF)N(CC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)[Si](C)(C)C	3161.8	Standard polar	33892256
Fluorocarazolol,3TMS,isomer #1	CC(CF)N(CC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C	2932.8	Semi standard non polar	33892256
Fluorocarazolol,3TMS,isomer #1	CC(CF)N(CC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C	2790.8	Standard non polar	33892256
Fluorocarazolol,3TMS,isomer #1	CC(CF)N(CC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C	2933.2	Standard polar	33892256
Fluorocarazolol,2TBDMS,isomer #1	CC(CF)N(CC(COC1=CC=CC2=C1C1=CC=CC=C1[NH]2)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3409.6	Semi standard non polar	33892256
Fluorocarazolol,2TBDMS,isomer #1	CC(CF)N(CC(COC1=CC=CC2=C1C1=CC=CC=C1[NH]2)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3198.1	Standard non polar	33892256
Fluorocarazolol,2TBDMS,isomer #1	CC(CF)N(CC(COC1=CC=CC2=C1C1=CC=CC=C1[NH]2)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3358.1	Standard polar	33892256
Fluorocarazolol,2TBDMS,isomer #2	CC(CF)NCC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3187.5	Semi standard non polar	33892256
Fluorocarazolol,2TBDMS,isomer #2	CC(CF)NCC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3055.3	Standard non polar	33892256
Fluorocarazolol,2TBDMS,isomer #2	CC(CF)NCC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3142.9	Standard polar	33892256
Fluorocarazolol,2TBDMS,isomer #3	CC(CF)N(CC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3296.3	Semi standard non polar	33892256
Fluorocarazolol,2TBDMS,isomer #3	CC(CF)N(CC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3137.5	Standard non polar	33892256
Fluorocarazolol,2TBDMS,isomer #3	CC(CF)N(CC(O)COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3286.9	Standard polar	33892256
Fluorocarazolol,3TBDMS,isomer #1	CC(CF)N(CC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3513.1	Semi standard non polar	33892256
Fluorocarazolol,3TBDMS,isomer #1	CC(CF)N(CC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3347.0	Standard non polar	33892256
Fluorocarazolol,3TBDMS,isomer #1	CC(CF)N(CC(COC1=CC=CC2=C1C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3158.8	Standard polar	33892256

Spectra

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

117407

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

133038

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 Fluorocarazolol (HMDB0252371)

MOL for HMDB0252371 (Fluorocarazolol)

3D MOL for HMDB0252371 (Fluorocarazolol)

3D SDF for HMDB0252371 (Fluorocarazolol)

3D-SDF for HMDB0252371 (Fluorocarazolol)

PDB for HMDB0252371 (Fluorocarazolol)

3D PDB for HMDB0252371 (Fluorocarazolol)

SMILES for HMDB0252371 (Fluorocarazolol)

INCHI for HMDB0252371 (Fluorocarazolol)

Structure for HMDB0252371 (Fluorocarazolol)

3D Structure for HMDB0252371 (Fluorocarazolol)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized