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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:17:25 UTC

Update Date

2021-09-26 23:06:52 UTC

HMDB ID

HMDB0253576

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate

Description

3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate belongs to the class of organic compounds known as quinuclidines. Quinuclidines are compounds containing a 1-azabicyclo[2.2.2]octane moiety. Based on a literature review a small amount of articles have been published on 3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate 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

HMDB0253576
     RDKit          3D
3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate
 45 47  0  0  0  0  0  0  0  0999 V2000
    0.6420    0.2364    1.4614 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5113    0.4657    0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7171    0.2902   -0.3040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8803   -0.1262    0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8496    1.0628    0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2192    0.5980    0.1296 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4829   -0.4448    1.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7309   -1.6696    0.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5741   -1.2915   -0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2105   -0.8585   -1.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3595    0.0859   -1.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7266    0.9200   -0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2901    1.1039   -1.8363 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1945    2.2549   -0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5491    2.3539    1.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7477    2.7499    1.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2838    2.9010    3.8238 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.6900   -0.1599   -0.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0365   -0.0325   -0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8851   -1.1354   -0.3958 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3743   -2.3969   -0.5889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0262   -2.5549   -0.7518 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2077   -1.4587   -0.7202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7169   -0.3217    1.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7124    1.7281    1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6495    1.6923   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0706   -0.1211    2.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5609   -0.6815    1.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2542   -2.1726    1.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3669   -2.3688    0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9849   -2.2070   -0.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4774   -0.3771   -2.2619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6612   -1.7624   -2.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3443   -0.4181   -1.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3740    0.9573   -1.9122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0925    0.9955   -2.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687    2.9925   -0.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0594    2.5406   -0.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8416    2.1059    2.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4690    3.0020    1.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951    0.9212   -0.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9377   -0.9925   -0.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0266   -3.2761   -0.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6129   -3.5296   -0.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1288   -1.6007   -0.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  2 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 12 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
  9  4  1  0
 23 18  1  0
 11  6  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 23 45  1  0
M  END

  Mrv1652309112114172D          

 23 25  0  0  0  0            999 V2000
    1.0030    0.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0030    0.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1405    1.4834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4260    1.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4260    0.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1405   -0.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8549    0.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8549    1.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5694   -0.1666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2839    0.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2839    1.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9983   -0.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7128   -0.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4273   -0.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1418   -0.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8562   -0.1666    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    3.5858   -0.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9983   -1.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5858   -2.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7608   -2.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3483   -1.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7608   -0.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4108    0.5479    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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  4  0  0  0
 12 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 12 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253576

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(CC=CI)(C(=O)OC1CN2CCC1CC2)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H22INO3/c19-10-4-9-18(22,15-5-2-1-3-6-15)17(21)23-16-13-20-11-7-14(16)8-12-20/h1-6,10,14,16,22H,7-9,11-13H2

> <INCHI_KEY>
MMUQVFDMUDOFSH-UHFFFAOYSA-N

> <FORMULA>
C18H22INO3

> <MOLECULAR_WEIGHT>
427.282

> <EXACT_MASS>
427.06444

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
38.06346759170308

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-azabicyclo[2.2.2]octan-3-yl 2-hydroxy-5-iodo-2-phenylpent-4-enoate

> <ALOGPS_LOGP>
2.83

> <JCHEM_LOGP>
3.0786400286666655

> <ALOGPS_LOGS>
-4.24

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.62909314063146

> <JCHEM_PKA_STRONGEST_BASIC>
8.761205171600709

> <JCHEM_POLAR_SURFACE_AREA>
49.769999999999996

> <JCHEM_REFRACTIVITY>
98.77830000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.44e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-azabicyclo[2.2.2]octan-3-yl 2-hydroxy-5-iodo-2-phenylpent-4-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253576
     RDKit          3D
3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate
 45 47  0  0  0  0  0  0  0  0999 V2000
    0.6420    0.2364    1.4614 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5113    0.4657    0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7171    0.2902   -0.3040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8803   -0.1262    0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8496    1.0628    0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2192    0.5980    0.1296 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4829   -0.4448    1.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7309   -1.6696    0.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5741   -1.2915   -0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2105   -0.8585   -1.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3595    0.0859   -1.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7266    0.9200   -0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2901    1.1039   -1.8363 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1945    2.2549   -0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5491    2.3539    1.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7477    2.7499    1.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2838    2.9010    3.8238 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.6900   -0.1599   -0.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0365   -0.0325   -0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8851   -1.1354   -0.3958 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3743   -2.3969   -0.5889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0262   -2.5549   -0.7518 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2077   -1.4587   -0.7202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7169   -0.3217    1.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7124    1.7281    1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6495    1.6923   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0706   -0.1211    2.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5609   -0.6815    1.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2542   -2.1726    1.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3669   -2.3688    0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9849   -2.2070   -0.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4774   -0.3771   -2.2619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6612   -1.7624   -2.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3443   -0.4181   -1.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3740    0.9573   -1.9122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0925    0.9955   -2.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687    2.9925   -0.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0594    2.5406   -0.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8416    2.1059    2.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4690    3.0020    1.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951    0.9212   -0.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9377   -0.9925   -0.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0266   -3.2761   -0.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6129   -3.5296   -0.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1288   -1.6007   -0.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  2 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 12 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
  9  4  1  0
 23 18  1  0
 11  6  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 23 45  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       1.872   0.716   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.872   1.742   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.129   2.769   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.795   1.999   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.795   0.459   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.129  -0.311   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.463   0.459   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.463   1.999   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.796  -0.311   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.130   0.459   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.130   1.999   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       7.464  -0.311   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.797  -1.081   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.131  -0.311   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.465  -1.081   0.000  0.00  0.00           C+0
HETATM   16  I   UNK     0      12.798  -0.311   0.000  0.00  0.00           I+0
HETATM   17  C   UNK     0       6.694  -1.645   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.464  -2.978   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.694  -4.312   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.154  -4.312   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.384  -2.978   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.154  -1.645   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.234   1.023   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7    3                                                       
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   17   23                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   12   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23   12                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0253576
HETATM    1  O1  UNL     1       0.642   0.236   1.461  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.511   0.466   0.253  1.00  0.00           C  
HETATM    3  O2  UNL     1      -0.717   0.290  -0.304  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.880  -0.126   0.327  1.00  0.00           C  
HETATM    5  C3  UNL     1      -2.850   1.063   0.268  1.00  0.00           C  
HETATM    6  N1  UNL     1      -4.219   0.598   0.130  1.00  0.00           N  
HETATM    7  C4  UNL     1      -4.483  -0.445   1.107  1.00  0.00           C  
HETATM    8  C5  UNL     1      -3.731  -1.670   0.655  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.574  -1.292  -0.271  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.210  -0.858  -1.579  1.00  0.00           C  
HETATM   11  C8  UNL     1      -4.360   0.086  -1.232  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.727   0.920  -0.495  1.00  0.00           C  
HETATM   13  O3  UNL     1       1.290   1.104  -1.836  1.00  0.00           O  
HETATM   14  C10 UNL     1       2.195   2.255  -0.030  1.00  0.00           C  
HETATM   15  C11 UNL     1       2.549   2.354   1.393  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.748   2.750   1.779  1.00  0.00           C  
HETATM   17  I1  UNL     1       4.284   2.901   3.824  1.00  0.00           I  
HETATM   18  C13 UNL     1       2.690  -0.160  -0.526  1.00  0.00           C  
HETATM   19  C14 UNL     1       4.037  -0.032  -0.367  1.00  0.00           C  
HETATM   20  C15 UNL     1       4.885  -1.135  -0.396  1.00  0.00           C  
HETATM   21  C16 UNL     1       4.374  -2.397  -0.589  1.00  0.00           C  
HETATM   22  C17 UNL     1       3.026  -2.555  -0.752  1.00  0.00           C  
HETATM   23  C18 UNL     1       2.208  -1.459  -0.720  1.00  0.00           C  
HETATM   24  H1  UNL     1      -1.717  -0.322   1.415  1.00  0.00           H  
HETATM   25  H2  UNL     1      -2.712   1.728   1.146  1.00  0.00           H  
HETATM   26  H3  UNL     1      -2.650   1.692  -0.631  1.00  0.00           H  
HETATM   27  H4  UNL     1      -4.071  -0.121   2.076  1.00  0.00           H  
HETATM   28  H5  UNL     1      -5.561  -0.681   1.132  1.00  0.00           H  
HETATM   29  H6  UNL     1      -3.254  -2.173   1.527  1.00  0.00           H  
HETATM   30  H7  UNL     1      -4.367  -2.369   0.108  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.985  -2.207  -0.356  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.477  -0.377  -2.262  1.00  0.00           H  
HETATM   33  H10 UNL     1      -3.661  -1.762  -2.039  1.00  0.00           H  
HETATM   34  H11 UNL     1      -5.344  -0.418  -1.314  1.00  0.00           H  
HETATM   35  H12 UNL     1      -4.374   0.957  -1.912  1.00  0.00           H  
HETATM   36  H13 UNL     1       2.093   0.995  -2.402  1.00  0.00           H  
HETATM   37  H14 UNL     1       1.369   2.993  -0.243  1.00  0.00           H  
HETATM   38  H15 UNL     1       3.059   2.541  -0.687  1.00  0.00           H  
HETATM   39  H16 UNL     1       1.842   2.106   2.189  1.00  0.00           H  
HETATM   40  H17 UNL     1       4.469   3.002   1.013  1.00  0.00           H  
HETATM   41  H18 UNL     1       4.495   0.921  -0.225  1.00  0.00           H  
HETATM   42  H19 UNL     1       5.938  -0.992  -0.266  1.00  0.00           H  
HETATM   43  H20 UNL     1       5.027  -3.276  -0.614  1.00  0.00           H  
HETATM   44  H21 UNL     1       2.613  -3.530  -0.903  1.00  0.00           H  
HETATM   45  H22 UNL     1       1.129  -1.601  -0.852  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4
CONECT    4    5    9   24
CONECT    5    6   25   26
CONECT    6    7   11
CONECT    7    8   27   28
CONECT    8    9   29   30
CONECT    9   10   31
CONECT   10   11   32   33
CONECT   11   34   35
CONECT   12   13   14   18
CONECT   13   36
CONECT   14   15   37   38
CONECT   15   16   16   39
CONECT   16   17   40
CONECT   18   19   19   23
CONECT   19   20   41
CONECT   20   21   21   42
CONECT   21   22   43
CONECT   22   23   23   44
CONECT   23   45
END

HMDB0253576
     RDKit          3D
3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate
 45 47  0  0  0  0  0  0  0  0999 V2000
    0.6420    0.2364    1.4614 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5113    0.4657    0.2534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7171    0.2902   -0.3040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8803   -0.1262    0.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8496    1.0628    0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2192    0.5980    0.1296 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4829   -0.4448    1.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7309   -1.6696    0.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5741   -1.2915   -0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2105   -0.8585   -1.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3595    0.0859   -1.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7266    0.9200   -0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2901    1.1039   -1.8363 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1945    2.2549   -0.0299 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5491    2.3539    1.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7477    2.7499    1.7794 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2838    2.9010    3.8238 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.6900   -0.1599   -0.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0365   -0.0325   -0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8851   -1.1354   -0.3958 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3743   -2.3969   -0.5889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0262   -2.5549   -0.7518 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2077   -1.4587   -0.7202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7169   -0.3217    1.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7124    1.7281    1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6495    1.6923   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0706   -0.1211    2.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5609   -0.6815    1.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2542   -2.1726    1.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3669   -2.3688    0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9849   -2.2070   -0.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4774   -0.3771   -2.2619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6612   -1.7624   -2.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3443   -0.4181   -1.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3740    0.9573   -1.9122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0925    0.9955   -2.4025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687    2.9925   -0.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0594    2.5406   -0.6872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8416    2.1059    2.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4690    3.0020    1.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951    0.9212   -0.2250 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9377   -0.9925   -0.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0266   -3.2761   -0.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6129   -3.5296   -0.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1288   -1.6007   -0.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  2 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 12 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
  9  4  1  0
 23 18  1  0
 11  6  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 15 39  1  0
 16 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 23 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Quinuclidinyl a-hydroxy-a-(1-iodo-1-propen-3-yl)-a-phenylacetate	Generator
3-Quinuclidinyl a-hydroxy-a-(1-iodo-1-propen-3-yl)-a-phenylacetic acid	Generator
3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetic acid	Generator
3-Quinuclidinyl α-hydroxy-α-(1-iodo-1-propen-3-yl)-α-phenylacetate	Generator
3-Quinuclidinyl α-hydroxy-α-(1-iodo-1-propen-3-yl)-α-phenylacetic acid	Generator

Chemical Formula

C₁₈H₂₂INO₃

Average Molecular Weight

427.282

Monoisotopic Molecular Weight

427.06444

IUPAC Name

1-azabicyclo[2.2.2]octan-3-yl 2-hydroxy-5-iodo-2-phenylpent-4-enoate

Traditional Name

1-azabicyclo[2.2.2]octan-3-yl 2-hydroxy-5-iodo-2-phenylpent-4-enoate

CAS Registry Number

Not Available

SMILES

OC(CC=CI)(C(=O)OC1CN2CCC1CC2)C1=CC=CC=C1

InChI Identifier

InChI=1S/C18H22INO3/c19-10-4-9-18(22,15-5-2-1-3-6-15)17(21)23-16-13-20-11-7-14(16)8-12-20/h1-6,10,14,16,22H,7-9,11-13H2

InChI Key

MMUQVFDMUDOFSH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinuclidines. Quinuclidines are compounds containing a 1-azabicyclo[2.2.2]Octane moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinuclidines

Sub Class

Not Available

Direct Parent

Quinuclidines

Alternative Parents

Substituents

Quinuclidine
Fatty acid ester
Monocyclic benzene moiety
Piperidine
Benzenoid
Fatty acyl
Tertiary alcohol
Amino acid or derivatives
Carboxylic acid ester
Tertiary amine
Tertiary aliphatic amine
Azacycle
Iodoalkene
Carboxylic acid derivative
Haloalkene
Monocarboxylic acid or derivatives
Vinyl halide
Vinyl iodide
Organooxygen compound
Organonitrogen compound
Organoiodide
Organohalogen compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Alcohol
Hydrocarbon derivative
Aromatic alcohol
Carbonyl group
Amine
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	2.83	ALOGPS
logP	3.08	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	11.63	ChemAxon
pKa (Strongest Basic)	8.76	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.77 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	98.78 m³·mol⁻¹	ChemAxon
Polarizability	38.06 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]+	184.923	30932474
DeepCCS	[M-H]-	182.478	30932474
DeepCCS	[M-2H]-	215.575	30932474
DeepCCS	[M+Na]+	191.711	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate	OC(CC=CI)(C(=O)OC1CN2CCC1CC2)C1=CC=CC=C1	2970.5	Standard polar	33892256
3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate	OC(CC=CI)(C(=O)OC1CN2CCC1CC2)C1=CC=CC=C1	2610.9	Standard non polar	33892256
3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate	OC(CC=CI)(C(=O)OC1CN2CCC1CC2)C1=CC=CC=C1	2680.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fu-2950000000-031426dcfac716722d88	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	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 - 3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate 10V, Positive-QTOF	splash10-004i-0030900000-d8494700f7afd359b8f3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate 20V, Positive-QTOF	splash10-03fr-0965500000-8ecb74ce79ac24d97035	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate 40V, Positive-QTOF	splash10-116r-5953000000-1af137d45f47736e245e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate 10V, Negative-QTOF	splash10-00b9-0182900000-8b84b0bfae58c60276cc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate 20V, Negative-QTOF	splash10-0kc5-0940000000-00c4a2e495d432f6cb05	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate 40V, Negative-QTOF	splash10-0fk9-1690000000-9859be2257a6e414a8a8	2021-10-12	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

23349816

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

127044

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 3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate (HMDB0253576)

MOL for HMDB0253576 (3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate)

3D MOL for HMDB0253576 (3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate)

3D SDF for HMDB0253576 (3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate)

3D-SDF for HMDB0253576 (3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate)

PDB for HMDB0253576 (3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate)

3D PDB for HMDB0253576 (3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate)

SMILES for HMDB0253576 (3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate)

INCHI for HMDB0253576 (3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate)

Structure for HMDB0253576 (3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate)

3D Structure for HMDB0253576 (3-Quinuclidinyl alpha-hydroxy-alpha-(1-iodo-1-propen-3-yl)-alpha-phenylacetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra