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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:13:03 UTC

Update Date

2021-09-26 23:01:34 UTC

HMDB ID

HMDB0250234

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cicloprolol

Description

Cicloprolol belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. Based on a literature review very few articles have been published on Cicloprolol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Cicloprolol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cicloprolol 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

HMDB0250234
     RDKit          3D
Cicloprolol
 52 53  0  0  0  0  0  0  0  0999 V2000
    6.5252   -1.7824    0.7773 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3053   -0.3283    0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6183    0.2849   -0.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3902   -0.3433   -0.7367 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1842    0.9068   -1.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4578    1.8799   -0.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1062    2.2066    0.6237 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0578    1.4299   -0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3038    1.0692   -1.3149 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9999    0.6407   -1.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4391    0.5680    0.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8474    0.1544    0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6256   -0.2115   -0.7571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9284   -0.6371   -0.5936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5182   -0.7138    0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9501   -1.2042    0.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6233   -0.2809   -0.2053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9523   -0.6007   -0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7658   -0.6805    0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9267    0.4701    1.7689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0578    0.1658    0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0793   -0.1481   -2.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2166    0.2724   -2.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8573   -2.4783    0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4327   -1.9197    1.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5534   -2.0521    0.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9999    0.2012    1.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4356   -0.1176    0.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8127    0.0535   -1.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6558    1.3832    0.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4782   -0.7763   -0.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2160    1.3009   -1.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7274    0.7774   -2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3300    2.8247   -1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5173    2.0993    1.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5564    2.3048    0.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0337    0.6050    0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0426    0.8527    0.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2919    0.0974    1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9266   -1.3513    1.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5004    0.3104    1.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3430   -1.2274    1.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9417   -2.2181    0.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4470    0.0733   -1.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9494   -1.6075   -0.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9603   -1.7207    1.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3382    1.3774    1.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1145    0.3031    2.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9913   -0.2839    1.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1868    0.8530   -0.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6658   -0.4300   -2.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6783    0.3364   -3.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 13 22  1  0
 22 23  2  0
 23 10  1  0
 21 19  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
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 11 38  1  0
 12 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 23 52  1  0
M  END

  Mrv1652309112109132D          

 23 24  0  0  0  0            999 V2000
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7006   -9.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8756   -9.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 22  1  0  0  0  0
  6 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250234

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)NCC(O)COC1=CC=C(OCCOCC2CC2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H29NO4/c1-14(2)19-11-16(20)13-23-18-7-5-17(6-8-18)22-10-9-21-12-15-3-4-15/h5-8,14-16,19-20H,3-4,9-13H2,1-2H3

> <INCHI_KEY>
JNDJPKHYZWRRIS-UHFFFAOYSA-N

> <FORMULA>
C18H29NO4

> <MOLECULAR_WEIGHT>
323.433

> <EXACT_MASS>
323.209658418

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
38.085879720483945

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-{4-[2-(cyclopropylmethoxy)ethoxy]phenoxy}-3-[(propan-2-yl)amino]propan-2-ol

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
2.1701496719999986

> <ALOGPS_LOGS>
-3.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.087971385366053

> <JCHEM_PKA_STRONGEST_BASIC>
9.666166605673329

> <JCHEM_POLAR_SURFACE_AREA>
59.95

> <JCHEM_REFRACTIVITY>
89.82420000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.57e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{4-[2-(cyclopropylmethoxy)ethoxy]phenoxy}-3-(isopropylamino)propan-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250234
     RDKit          3D
Cicloprolol
 52 53  0  0  0  0  0  0  0  0999 V2000
    6.5252   -1.7824    0.7773 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3053   -0.3283    0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6183    0.2849   -0.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3902   -0.3433   -0.7367 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1842    0.9068   -1.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4578    1.8799   -0.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1062    2.2066    0.6237 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0578    1.4299   -0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3038    1.0692   -1.3149 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9999    0.6407   -1.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4391    0.5680    0.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8474    0.1544    0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6256   -0.2115   -0.7571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9284   -0.6371   -0.5936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5182   -0.7138    0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9501   -1.2042    0.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6233   -0.2809   -0.2053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9523   -0.6007   -0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7658   -0.6805    0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9267    0.4701    1.7689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0578    0.1658    0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0793   -0.1481   -2.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2166    0.2724   -2.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8573   -2.4783    0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4327   -1.9197    1.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5534   -2.0521    0.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9999    0.2012    1.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4356   -0.1176    0.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8127    0.0535   -1.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6558    1.3832    0.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4782   -0.7763   -0.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2160    1.3009   -1.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7274    0.7774   -2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3300    2.8247   -1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5173    2.0993    1.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5564    2.3048    0.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0337    0.6050    0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0426    0.8527    0.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2919    0.0974    1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9266   -1.3513    1.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5004    0.3104    1.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3430   -1.2274    1.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9417   -2.2181    0.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4470    0.0733   -1.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9494   -1.6075   -0.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9603   -1.7207    1.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3382    1.3774    1.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1145    0.3031    2.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9913   -0.2839    1.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1868    0.8530   -0.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6658   -0.4300   -2.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6783    0.3364   -3.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 13 22  1  0
 22 23  2  0
 23 10  1  0
 21 19  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
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 11 38  1  0
 12 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 23 52  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       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       4.001  -6.930   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      14.670 -10.010   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      14.670 -11.550   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      16.004 -13.860   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      17.338 -14.630   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.338 -16.170   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.108 -17.504   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.568 -17.504   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   23                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15   12   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20   22                                                       
CONECT   22   21   20                                                       
CONECT   23    6                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0250234
HETATM    1  C1  UNL     1       6.525  -1.782   0.777  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.305  -0.328   0.356  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.618   0.285  -0.117  1.00  0.00           C  
HETATM    4  N1  UNL     1       5.390  -0.343  -0.737  1.00  0.00           N  
HETATM    5  C4  UNL     1       5.184   0.907  -1.410  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.458   1.880  -0.555  1.00  0.00           C  
HETATM    7  O1  UNL     1       5.106   2.207   0.624  1.00  0.00           O  
HETATM    8  C6  UNL     1       3.058   1.430  -0.204  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.304   1.069  -1.315  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.000   0.641  -1.165  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.439   0.568   0.076  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.847   0.154   0.321  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.626  -0.211  -0.757  1.00  0.00           C  
HETATM   14  O3  UNL     1      -2.928  -0.637  -0.594  1.00  0.00           O  
HETATM   15  C11 UNL     1      -3.518  -0.714   0.681  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.950  -1.204   0.586  1.00  0.00           C  
HETATM   17  O4  UNL     1      -5.623  -0.281  -0.205  1.00  0.00           O  
HETATM   18  C13 UNL     1      -6.952  -0.601  -0.391  1.00  0.00           C  
HETATM   19  C14 UNL     1      -7.766  -0.680   0.863  1.00  0.00           C  
HETATM   20  C15 UNL     1      -7.927   0.470   1.769  1.00  0.00           C  
HETATM   21  C16 UNL     1      -9.058   0.166   0.854  1.00  0.00           C  
HETATM   22  C17 UNL     1      -1.079  -0.148  -2.045  1.00  0.00           C  
HETATM   23  C18 UNL     1       0.217   0.272  -2.249  1.00  0.00           C  
HETATM   24  H1  UNL     1       5.857  -2.478   0.231  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.433  -1.920   1.866  1.00  0.00           H  
HETATM   26  H3  UNL     1       7.553  -2.052   0.489  1.00  0.00           H  
HETATM   27  H4  UNL     1       6.000   0.201   1.256  1.00  0.00           H  
HETATM   28  H5  UNL     1       8.436  -0.118   0.543  1.00  0.00           H  
HETATM   29  H6  UNL     1       7.813   0.054  -1.184  1.00  0.00           H  
HETATM   30  H7  UNL     1       7.656   1.383   0.027  1.00  0.00           H  
HETATM   31  H8  UNL     1       4.478  -0.776  -0.538  1.00  0.00           H  
HETATM   32  H9  UNL     1       6.216   1.301  -1.642  1.00  0.00           H  
HETATM   33  H10 UNL     1       4.727   0.777  -2.417  1.00  0.00           H  
HETATM   34  H11 UNL     1       4.330   2.825  -1.139  1.00  0.00           H  
HETATM   35  H12 UNL     1       4.517   2.099   1.385  1.00  0.00           H  
HETATM   36  H13 UNL     1       2.556   2.305   0.274  1.00  0.00           H  
HETATM   37  H14 UNL     1       3.034   0.605   0.522  1.00  0.00           H  
HETATM   38  H15 UNL     1       1.043   0.853   0.936  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.292   0.097   1.310  1.00  0.00           H  
HETATM   40  H17 UNL     1      -2.927  -1.351   1.393  1.00  0.00           H  
HETATM   41  H18 UNL     1      -3.500   0.310   1.117  1.00  0.00           H  
HETATM   42  H19 UNL     1      -5.343  -1.227   1.639  1.00  0.00           H  
HETATM   43  H20 UNL     1      -4.942  -2.218   0.158  1.00  0.00           H  
HETATM   44  H21 UNL     1      -7.447   0.073  -1.124  1.00  0.00           H  
HETATM   45  H22 UNL     1      -6.949  -1.608  -0.904  1.00  0.00           H  
HETATM   46  H23 UNL     1      -7.960  -1.721   1.220  1.00  0.00           H  
HETATM   47  H24 UNL     1      -7.338   1.377   1.546  1.00  0.00           H  
HETATM   48  H25 UNL     1      -8.115   0.303   2.852  1.00  0.00           H  
HETATM   49  H26 UNL     1      -9.991  -0.284   1.187  1.00  0.00           H  
HETATM   50  H27 UNL     1      -9.187   0.853  -0.030  1.00  0.00           H  
HETATM   51  H28 UNL     1      -1.666  -0.430  -2.908  1.00  0.00           H  
HETATM   52  H29 UNL     1       0.678   0.336  -3.230  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    4   27
CONECT    3   28   29   30
CONECT    4    5   31
CONECT    5    6   32   33
CONECT    6    7    8   34
CONECT    7   35
CONECT    8    9   36   37
CONECT    9   10
CONECT   10   11   11   23
CONECT   11   12   38
CONECT   12   13   13   39
CONECT   13   14   22
CONECT   14   15
CONECT   15   16   40   41
CONECT   16   17   42   43
CONECT   17   18
CONECT   18   19   44   45
CONECT   19   20   21   46
CONECT   20   21   47   48
CONECT   21   49   50
CONECT   22   23   23   51
CONECT   23   52
END

HMDB0250234
     RDKit          3D
Cicloprolol
 52 53  0  0  0  0  0  0  0  0999 V2000
    6.5252   -1.7824    0.7773 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3053   -0.3283    0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6183    0.2849   -0.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3902   -0.3433   -0.7367 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1842    0.9068   -1.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4578    1.8799   -0.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1062    2.2066    0.6237 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0578    1.4299   -0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3038    1.0692   -1.3149 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9999    0.6407   -1.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4391    0.5680    0.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8474    0.1544    0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6256   -0.2115   -0.7571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9284   -0.6371   -0.5936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5182   -0.7138    0.6807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9501   -1.2042    0.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6233   -0.2809   -0.2053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9523   -0.6007   -0.3908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7658   -0.6805    0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9267    0.4701    1.7689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0578    0.1658    0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0793   -0.1481   -2.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2166    0.2724   -2.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8573   -2.4783    0.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4327   -1.9197    1.8661 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5534   -2.0521    0.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9999    0.2012    1.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4356   -0.1176    0.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8127    0.0535   -1.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6558    1.3832    0.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4782   -0.7763   -0.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2160    1.3009   -1.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7274    0.7774   -2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3300    2.8247   -1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5173    2.0993    1.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5564    2.3048    0.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0337    0.6050    0.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0426    0.8527    0.9357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2919    0.0974    1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9266   -1.3513    1.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5004    0.3104    1.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3430   -1.2274    1.6387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9417   -2.2181    0.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4470    0.0733   -1.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9494   -1.6075   -0.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9603   -1.7207    1.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3382    1.3774    1.5461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1145    0.3031    2.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9913   -0.2839    1.1869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1868    0.8530   -0.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6658   -0.4300   -2.9077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6783    0.3364   -3.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 13 22  1  0
 22 23  2  0
 23 10  1  0
 21 19  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
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 11 38  1  0
 12 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 23 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Cicloprolol hydrochloride	HMDB

Chemical Formula

C₁₈H₂₉NO₄

Average Molecular Weight

323.433

Monoisotopic Molecular Weight

323.209658418

IUPAC Name

1-{4-[2-(cyclopropylmethoxy)ethoxy]phenoxy}-3-[(propan-2-yl)amino]propan-2-ol

Traditional Name

1-{4-[2-(cyclopropylmethoxy)ethoxy]phenoxy}-3-(isopropylamino)propan-2-ol

CAS Registry Number

Not Available

SMILES

CC(C)NCC(O)COC1=CC=C(OCCOCC2CC2)C=C1

InChI Identifier

InChI=1S/C18H29NO4/c1-14(2)19-11-16(20)13-23-18-7-5-17(6-8-18)22-10-9-21-12-15-3-4-15/h5-8,14-16,19-20H,3-4,9-13H2,1-2H3

InChI Key

JNDJPKHYZWRRIS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
1,2-aminoalcohol
Secondary alcohol
Dialkyl ether
Secondary amine
Secondary aliphatic amine
Ether
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organopnictogen compound
Amine
Organic oxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	2.52	ALOGPS
logP	2.17	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	14.09	ChemAxon
pKa (Strongest Basic)	9.67	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	59.95 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	89.82 m³·mol⁻¹	ChemAxon
Polarizability	38.09 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	181.211	30932474
DeepCCS	[M-H]-	178.853	30932474
DeepCCS	[M-2H]-	211.74	30932474
DeepCCS	[M+Na]+	187.305	30932474
AllCCS	[M+H]+	181.4	32859911
AllCCS	[M+H-H2O]+	178.7	32859911
AllCCS	[M+NH4]+	183.9	32859911
AllCCS	[M+Na]+	184.6	32859911
AllCCS	[M-H]-	177.6	32859911
AllCCS	[M+Na-2H]-	178.3	32859911
AllCCS	[M+HCOO]-	179.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cicloprolol	CC(C)NCC(O)COC1=CC=C(OCCOCC2CC2)C=C1	3035.9	Standard polar	33892256
Cicloprolol	CC(C)NCC(O)COC1=CC=C(OCCOCC2CC2)C=C1	2489.9	Standard non polar	33892256
Cicloprolol	CC(C)NCC(O)COC1=CC=C(OCCOCC2CC2)C=C1	2518.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cicloprolol,2TMS,isomer #1	CC(C)N(CC(COC1=CC=C(OCCOCC2CC2)C=C1)O[Si](C)(C)C)[Si](C)(C)C	2692.2	Semi standard non polar	33892256
Cicloprolol,2TMS,isomer #1	CC(C)N(CC(COC1=CC=C(OCCOCC2CC2)C=C1)O[Si](C)(C)C)[Si](C)(C)C	2676.9	Standard non polar	33892256
Cicloprolol,2TMS,isomer #1	CC(C)N(CC(COC1=CC=C(OCCOCC2CC2)C=C1)O[Si](C)(C)C)[Si](C)(C)C	3035.8	Standard polar	33892256
Cicloprolol,2TBDMS,isomer #1	CC(C)N(CC(COC1=CC=C(OCCOCC2CC2)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3137.8	Semi standard non polar	33892256
Cicloprolol,2TBDMS,isomer #1	CC(C)N(CC(COC1=CC=C(OCCOCC2CC2)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3057.0	Standard non polar	33892256
Cicloprolol,2TBDMS,isomer #1	CC(C)N(CC(COC1=CC=C(OCCOCC2CC2)C=C1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3204.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cicloprolol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-9431000000-b2a0ebd4014b14150482	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cicloprolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cicloprolol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cicloprolol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cicloprolol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cicloprolol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	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 - Cicloprolol 10V, Positive-QTOF	splash10-05fr-6009000000-423e326b58b36b448019	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cicloprolol 20V, Positive-QTOF	splash10-05fr-9232000000-81e40ee7f9e137f92120	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cicloprolol 40V, Positive-QTOF	splash10-0a4i-9100000000-6578b14cfbe5605300be	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cicloprolol 10V, Negative-QTOF	splash10-00di-3559000000-0bde9673ef21adca29ee	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cicloprolol 20V, Negative-QTOF	splash10-0pb9-1900000000-ca3b70127591c8949ee0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cicloprolol 40V, Negative-QTOF	splash10-0a4i-2900000000-bda442296caf63cc158a	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

129044

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cicloprolol

METLIN ID

Not Available

PubChem Compound

146294

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 Cicloprolol (HMDB0250234)

MOL for HMDB0250234 (Cicloprolol)

3D MOL for HMDB0250234 (Cicloprolol)

3D SDF for HMDB0250234 (Cicloprolol)

3D-SDF for HMDB0250234 (Cicloprolol)

PDB for HMDB0250234 (Cicloprolol)

3D PDB for HMDB0250234 (Cicloprolol)

SMILES for HMDB0250234 (Cicloprolol)

INCHI for HMDB0250234 (Cicloprolol)

Structure for HMDB0250234 (Cicloprolol)

3D Structure for HMDB0250234 (Cicloprolol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra