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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:28:56 UTC

Update Date

2021-09-26 22:55:34 UTC

HMDB ID

HMDB0246463

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-Hydroxypenbutolol

Description

4-Hydroxypenbutolol belongs to the class of organic compounds known as 4-alkoxyphenols. These are phenols that carry an alkoxy group at the 4-position of the benzene ring. Based on a literature review a significant number of articles have been published on 4-Hydroxypenbutolol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-hydroxypenbutolol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-Hydroxypenbutolol 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

HMDB0246463
     RDKit          3D
4-Hydroxypenbutolol
 51 52  0  0  0  0  0  0  0  0999 V2000
    5.1753   -0.9279    0.9980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1004    0.0877    0.5924 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7749    1.1517   -0.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6244    0.7472    1.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0927   -0.5098   -0.2149 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3327   -1.5674    0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3572   -2.0978   -0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1060   -2.5774   -1.6842 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4609   -0.9815   -1.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3337   -0.4020   -0.3007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1120    0.1748    0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6992    0.8509    1.7026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5786    1.4512    2.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9266    1.4029    2.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8419    1.9906    3.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3947    0.7508    1.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5116    0.1599    0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9566   -0.5301   -0.8822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4510   -0.7017   -0.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0089    0.4912   -1.6372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8445    1.2355   -2.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6432    0.3225   -2.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3138   -1.6519    0.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0996   -0.3129    1.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9080   -1.3568    1.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0553    1.9178   -0.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2384    0.6997   -1.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5600    1.6648    0.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7517    0.2431    2.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4303    0.7188    2.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3265    1.8165    1.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4471   -0.8076   -1.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8333   -1.2675    1.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0546   -2.3999    0.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079   -2.8998   -0.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8656   -2.1593   -2.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0158   -1.4303   -2.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2083   -0.2326   -1.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3605    0.9011    1.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2508    1.9687    3.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8258    1.9707    2.9768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4767    0.7616    1.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5134   -1.5295   -1.0397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9002   -0.8627    0.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7357   -1.6325   -1.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6433    1.1352   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7164    0.1389   -2.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0482    1.3548   -3.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6093    2.1774   -1.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4725   -0.3101   -3.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064    0.8628   -1.8923 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
  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
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 17 11  1  0
 22 18  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 12 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
M  END


  Mrv1652309112101292D          

 22 23  0  0  0  0            999 V2000
    4.3935    1.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6791    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2666    1.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0916    0.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9646    0.7634    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2501    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5356    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8212    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067    0.7634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7512    2.4134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6548   -0.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097   -1.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347   -1.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9897   -0.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5356   -0.0616    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
  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
 13 16  1  0  0  0  0
 11 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
 17 21  1  0  0  0  0
  7 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246463

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(C)NCC(O)COC1=C(C=C(O)C=C1)C1CCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C18H29NO3/c1-18(2,3)19-11-15(21)12-22-17-9-8-14(20)10-16(17)13-6-4-5-7-13/h8-10,13,15,19-21H,4-7,11-12H2,1-3H3

> <INCHI_KEY>
PYXBIIXXYVBVLU-UHFFFAOYSA-N

> <FORMULA>
C18H29NO3

> <MOLECULAR_WEIGHT>
307.434

> <EXACT_MASS>
307.214743798

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
35.621189120665036

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[3-(tert-butylamino)-2-hydroxypropoxy]-3-cyclopentylphenol

> <ALOGPS_LOGP>
3.33

> <JCHEM_LOGP>
2.7605824720295593

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.087617684801458

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.198080871770152

> <JCHEM_PKA_STRONGEST_BASIC>
9.562357694673958

> <JCHEM_POLAR_SURFACE_AREA>
61.72

> <JCHEM_REFRACTIVITY>
88.5852

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[3-(tert-butylamino)-2-hydroxypropoxy]-3-cyclopentylphenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246463
     RDKit          3D
4-Hydroxypenbutolol
 51 52  0  0  0  0  0  0  0  0999 V2000
    5.1753   -0.9279    0.9980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1004    0.0877    0.5924 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7749    1.1517   -0.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6244    0.7472    1.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0927   -0.5098   -0.2149 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3327   -1.5674    0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3572   -2.0978   -0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1060   -2.5774   -1.6842 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4609   -0.9815   -1.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3337   -0.4020   -0.3007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1120    0.1748    0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6992    0.8509    1.7026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5786    1.4512    2.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9266    1.4029    2.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8419    1.9906    3.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3947    0.7508    1.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5116    0.1599    0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9566   -0.5301   -0.8822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4510   -0.7017   -0.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0089    0.4912   -1.6372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8445    1.2355   -2.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6432    0.3225   -2.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3138   -1.6519    0.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0996   -0.3129    1.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9080   -1.3568    1.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0553    1.9178   -0.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2384    0.6997   -1.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5600    1.6648    0.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7517    0.2431    2.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4303    0.7188    2.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3265    1.8165    1.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4471   -0.8076   -1.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8333   -1.2675    1.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0546   -2.3999    0.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079   -2.8998   -0.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8656   -2.1593   -2.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0158   -1.4303   -2.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2083   -0.2326   -1.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3605    0.9011    1.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2508    1.9687    3.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8258    1.9707    2.9768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4767    0.7616    1.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5134   -1.5295   -1.0397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9002   -0.8627    0.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7357   -1.6325   -1.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6433    1.1352   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7164    0.1389   -2.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0482    1.3548   -3.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6093    2.1774   -1.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4725   -0.3101   -3.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064    0.8628   -1.8923 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
  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
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 17 11  1  0
 22 18  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 12 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  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       8.201   2.965   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.868   2.195   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.098   3.529   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.638   0.861   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       5.534   1.425   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       4.200   2.195   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.867   1.425   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.533   2.195   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.199   1.425   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.134   2.195   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.468   1.425   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.802   2.195   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.802   3.735   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.468   4.505   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.134   3.735   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.136   4.505   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.468  -0.115   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.222  -1.020   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.698  -2.485   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.238  -2.485   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.714  -1.020   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.867  -0.115   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   22                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   13                                                            
CONECT   17   11   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   17                                                       
CONECT   22    7                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0246463
HETATM    1  C1  UNL     1       5.175  -0.928   0.998  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.100   0.088   0.592  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.775   1.152  -0.266  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.624   0.747   1.848  1.00  0.00           C  
HETATM    5  N1  UNL     1       3.093  -0.510  -0.215  1.00  0.00           N  
HETATM    6  C5  UNL     1       2.333  -1.567   0.413  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.357  -2.098  -0.618  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.106  -2.577  -1.684  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.461  -0.982  -1.143  1.00  0.00           C  
HETATM   10  O2  UNL     1      -0.334  -0.402  -0.301  1.00  0.00           O  
HETATM   11  C8  UNL     1      -1.112   0.175   0.539  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.699   0.851   1.703  1.00  0.00           C  
HETATM   13  C10 UNL     1      -1.579   1.451   2.567  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.927   1.403   2.305  1.00  0.00           C  
HETATM   15  O3  UNL     1      -3.842   1.991   3.143  1.00  0.00           O  
HETATM   16  C12 UNL     1      -3.395   0.751   1.173  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.512   0.160   0.326  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.957  -0.530  -0.882  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.451  -0.702  -0.908  1.00  0.00           C  
HETATM   20  C16 UNL     1      -5.009   0.491  -1.637  1.00  0.00           C  
HETATM   21  C17 UNL     1      -3.845   1.236  -2.257  1.00  0.00           C  
HETATM   22  C18 UNL     1      -2.643   0.322  -2.111  1.00  0.00           C  
HETATM   23  H1  UNL     1       5.314  -1.652   0.196  1.00  0.00           H  
HETATM   24  H2  UNL     1       6.100  -0.313   1.158  1.00  0.00           H  
HETATM   25  H3  UNL     1       4.908  -1.357   1.980  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.055   1.918  -0.599  1.00  0.00           H  
HETATM   27  H5  UNL     1       5.238   0.700  -1.168  1.00  0.00           H  
HETATM   28  H6  UNL     1       5.560   1.665   0.322  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.752   0.243   2.292  1.00  0.00           H  
HETATM   30  H8  UNL     1       4.430   0.719   2.620  1.00  0.00           H  
HETATM   31  H9  UNL     1       3.326   1.816   1.699  1.00  0.00           H  
HETATM   32  H10 UNL     1       3.447  -0.808  -1.124  1.00  0.00           H  
HETATM   33  H11 UNL     1       1.833  -1.268   1.345  1.00  0.00           H  
HETATM   34  H12 UNL     1       3.055  -2.400   0.622  1.00  0.00           H  
HETATM   35  H13 UNL     1       0.708  -2.900  -0.254  1.00  0.00           H  
HETATM   36  H14 UNL     1       1.866  -2.159  -2.557  1.00  0.00           H  
HETATM   37  H15 UNL     1       0.016  -1.430  -2.085  1.00  0.00           H  
HETATM   38  H16 UNL     1       1.208  -0.233  -1.583  1.00  0.00           H  
HETATM   39  H17 UNL     1       0.360   0.901   1.929  1.00  0.00           H  
HETATM   40  H18 UNL     1      -1.251   1.969   3.460  1.00  0.00           H  
HETATM   41  H19 UNL     1      -4.826   1.971   2.977  1.00  0.00           H  
HETATM   42  H20 UNL     1      -4.477   0.762   1.028  1.00  0.00           H  
HETATM   43  H21 UNL     1      -2.513  -1.529  -1.040  1.00  0.00           H  
HETATM   44  H22 UNL     1      -4.900  -0.863   0.083  1.00  0.00           H  
HETATM   45  H23 UNL     1      -4.736  -1.633  -1.482  1.00  0.00           H  
HETATM   46  H24 UNL     1      -5.643   1.135  -0.999  1.00  0.00           H  
HETATM   47  H25 UNL     1      -5.716   0.139  -2.447  1.00  0.00           H  
HETATM   48  H26 UNL     1      -4.048   1.355  -3.334  1.00  0.00           H  
HETATM   49  H27 UNL     1      -3.609   2.177  -1.731  1.00  0.00           H  
HETATM   50  H28 UNL     1      -2.473  -0.310  -3.003  1.00  0.00           H  
HETATM   51  H29 UNL     1      -1.706   0.863  -1.892  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4    5
CONECT    3   26   27   28
CONECT    4   29   30   31
CONECT    5    6   32
CONECT    6    7   33   34
CONECT    7    8    9   35
CONECT    8   36
CONECT    9   10   37   38
CONECT   10   11
CONECT   11   12   12   17
CONECT   12   13   39
CONECT   13   14   14   40
CONECT   14   15   16
CONECT   15   41
CONECT   16   17   17   42
CONECT   17   18
CONECT   18   19   22   43
CONECT   19   20   44   45
CONECT   20   21   46   47
CONECT   21   22   48   49
CONECT   22   50   51
END

HMDB0246463
     RDKit          3D
4-Hydroxypenbutolol
 51 52  0  0  0  0  0  0  0  0999 V2000
    5.1753   -0.9279    0.9980 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1004    0.0877    0.5924 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7749    1.1517   -0.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6244    0.7472    1.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0927   -0.5098   -0.2149 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3327   -1.5674    0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3572   -2.0978   -0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1060   -2.5774   -1.6842 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4609   -0.9815   -1.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3337   -0.4020   -0.3007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1120    0.1748    0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6992    0.8509    1.7026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5786    1.4512    2.5670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9266    1.4029    2.3050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8419    1.9906    3.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3947    0.7508    1.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5116    0.1599    0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9566   -0.5301   -0.8822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4510   -0.7017   -0.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0089    0.4912   -1.6372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8445    1.2355   -2.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6432    0.3225   -2.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3138   -1.6519    0.1960 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0996   -0.3129    1.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9080   -1.3568    1.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0553    1.9178   -0.5991 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2384    0.6997   -1.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5600    1.6648    0.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7517    0.2431    2.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4303    0.7188    2.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3265    1.8165    1.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4471   -0.8076   -1.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8333   -1.2675    1.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0546   -2.3999    0.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079   -2.8998   -0.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8656   -2.1593   -2.5568 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0158   -1.4303   -2.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2083   -0.2326   -1.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3605    0.9011    1.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2508    1.9687    3.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8258    1.9707    2.9768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4767    0.7616    1.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5134   -1.5295   -1.0397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9002   -0.8627    0.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7357   -1.6325   -1.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6433    1.1352   -0.9990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7164    0.1389   -2.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0482    1.3548   -3.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6093    2.1774   -1.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4725   -0.3101   -3.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064    0.8628   -1.8923 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
  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
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 17 11  1  0
 22 18  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 12 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  0
 18 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₈H₂₉NO₃

Average Molecular Weight

307.434

Monoisotopic Molecular Weight

307.214743798

IUPAC Name

4-[3-(tert-butylamino)-2-hydroxypropoxy]-3-cyclopentylphenol

Traditional Name

4-[3-(tert-butylamino)-2-hydroxypropoxy]-3-cyclopentylphenol

CAS Registry Number

Not Available

SMILES

CC(C)(C)NCC(O)COC1=C(C=C(O)C=C1)C1CCCC1

InChI Identifier

InChI=1S/C18H29NO3/c1-18(2,3)19-11-15(21)12-22-17-9-8-14(20)10-16(17)13-6-4-5-7-13/h8-10,13,15,19-21H,4-7,11-12H2,1-3H3

InChI Key

PYXBIIXXYVBVLU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-alkoxyphenols. These are phenols that carry an alkoxy group at the 4-position of the benzene ring.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

4-alkoxyphenol
Phenoxy compound
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Secondary alcohol
1,2-aminoalcohol
Secondary amine
Ether
Secondary aliphatic amine
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Amine
Organic nitrogen compound
Alcohol
Organopnictogen compound
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)

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	3.33	ALOGPS
logP	2.76	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	10.2	ChemAxon
pKa (Strongest Basic)	9.56	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	61.72 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	88.59 m³·mol⁻¹	ChemAxon
Polarizability	35.62 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]+	175.327	30932474
DeepCCS	[M-H]-	172.969	30932474
DeepCCS	[M-2H]-	206.183	30932474
DeepCCS	[M+Na]+	181.421	30932474
AllCCS	[M+H]+	176.3	32859911
AllCCS	[M+H-H2O]+	173.5	32859911
AllCCS	[M+NH4]+	178.9	32859911
AllCCS	[M+Na]+	179.6	32859911
AllCCS	[M-H]-	174.5	32859911
AllCCS	[M+Na-2H]-	175.0	32859911
AllCCS	[M+HCOO]-	175.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxypenbutolol	CC(C)(C)NCC(O)COC1=C(C=C(O)C=C1)C1CCCC1	3583.1	Standard polar	33892256
4-Hydroxypenbutolol	CC(C)(C)NCC(O)COC1=C(C=C(O)C=C1)C1CCCC1	2429.9	Standard non polar	33892256
4-Hydroxypenbutolol	CC(C)(C)NCC(O)COC1=C(C=C(O)C=C1)C1CCCC1	2444.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxypenbutolol,3TMS,isomer #1	CC(C)(C)N(CC(COC1=CC=C(O[Si](C)(C)C)C=C1C1CCCC1)O[Si](C)(C)C)[Si](C)(C)C	2604.7	Semi standard non polar	33892256
4-Hydroxypenbutolol,3TMS,isomer #1	CC(C)(C)N(CC(COC1=CC=C(O[Si](C)(C)C)C=C1C1CCCC1)O[Si](C)(C)C)[Si](C)(C)C	2641.5	Standard non polar	33892256
4-Hydroxypenbutolol,3TMS,isomer #1	CC(C)(C)N(CC(COC1=CC=C(O[Si](C)(C)C)C=C1C1CCCC1)O[Si](C)(C)C)[Si](C)(C)C	2706.8	Standard polar	33892256
4-Hydroxypenbutolol,3TBDMS,isomer #1	CC(C)(C)N(CC(COC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1C1CCCC1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3277.1	Semi standard non polar	33892256
4-Hydroxypenbutolol,3TBDMS,isomer #1	CC(C)(C)N(CC(COC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1C1CCCC1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3258.0	Standard non polar	33892256
4-Hydroxypenbutolol,3TBDMS,isomer #1	CC(C)(C)N(CC(COC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1C1CCCC1)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2971.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypenbutolol GC-MS (Non-derivatized) - 70eV, Positive	splash10-055u-9460000000-95871ea378c0e867f557	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypenbutolol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypenbutolol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypenbutolol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypenbutolol GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypenbutolol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypenbutolol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypenbutolol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypenbutolol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypenbutolol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypenbutolol GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypenbutolol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypenbutolol GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxypenbutolol GC-MS (TBDMS_2_3) - 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 - 4-Hydroxypenbutolol 10V, Positive-QTOF	splash10-0a4i-0019000000-2b8928fa172c6962251c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxypenbutolol 20V, Positive-QTOF	splash10-0pb9-3393000000-da65e8f566c981531082	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxypenbutolol 40V, Positive-QTOF	splash10-0a4i-9200000000-f4be4923b40a839b6c39	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxypenbutolol 10V, Negative-QTOF	splash10-0a4i-0109000000-54ae80295772c8fc02cf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxypenbutolol 20V, Negative-QTOF	splash10-0a6r-2904000000-8900a27d6329539200cc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxypenbutolol 40V, Negative-QTOF	splash10-0cdm-9710000000-0980a764a63e513de78b	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

26502923

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13933755

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 4-Hydroxypenbutolol (HMDB0246463)

MOL for HMDB0246463 (4-Hydroxypenbutolol)

3D MOL for HMDB0246463 (4-Hydroxypenbutolol)

3D SDF for HMDB0246463 (4-Hydroxypenbutolol)

3D-SDF for HMDB0246463 (4-Hydroxypenbutolol)

PDB for HMDB0246463 (4-Hydroxypenbutolol)

3D PDB for HMDB0246463 (4-Hydroxypenbutolol)

SMILES for HMDB0246463 (4-Hydroxypenbutolol)

INCHI for HMDB0246463 (4-Hydroxypenbutolol)

Structure for HMDB0246463 (4-Hydroxypenbutolol)

3D Structure for HMDB0246463 (4-Hydroxypenbutolol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra