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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:49 UTC

HMDB ID

HMDB0015005

Secondary Accession Numbers

HMDB15005

Metabolite Identification

Common Name

Ritodrine

Description

Ritodrine, also known as du-21220Ritodrine or prepar, belongs to the class of organic compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine. Ritodrine is a drug which is used for the treatment and prophylaxis of premature labour. This drug has been removed from the US market, according to FDA Orange Book. The passage of β agonists through the placenta does occur and may be responsible for fetal tachycardia, as well as hypoglycemia or hyperglycemia at birth. Ritodrine is a very strong basic compound (based on its pKa). Ritodrine (trade name Yutopar) is a tocolytic drug used to stop premature labor. Also, the 4-hydroxy group on the benzene ring is important for activity as it is needed to form hydrogen bonds. However, the 4-hydroxy group makes it susceptible to metabolism by catechol-O-methyl transferase (COMT). Since it is β2-selective it is used for premature labor. Most side effects of β2 agonists result from their concurrent β1 activity, and include increase in heart rate, rise in systolic pressure, decrease in diastolic pressure, chest pain secondary to myocardial infarction, and arrhythmia. Patients with type 2 diabetes, high blood pressure or migraines should bring this to their doctor's attention before receiving care. Since ritodrine has a bulky N-substituent, it has high β2 selectivity.

Structure

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

HMDB0015005
     RDKit          3D
Ritodrine
 42 43  0  0  0  0  0  0  0  0999 V2000
   -1.5890   -2.4944   -0.3864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0246   -1.1604   -0.1712 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2854   -1.1454    0.3211 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3474   -0.5328   -0.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4777   -0.4704    0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6846    0.2132    0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7273    1.5984    0.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8752    2.2519    0.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9802    1.5402   -0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1698    2.1923   -0.7710 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9278    0.1568   -0.5775 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7565   -0.5065   -0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7836   -0.2274    0.7617 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6412   -0.7311    2.0679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1325    0.1228    0.4267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1760   -0.5888    1.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4945   -0.2782    0.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7918    0.7425   -0.0904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1225    1.0199   -0.3240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7740    1.4765   -0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4708    1.1392   -0.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3099   -2.8141    0.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8347   -3.3006   -0.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1452   -2.6361   -1.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9717   -0.6406   -1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4584   -1.4994    1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6869   -1.0026   -1.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0546    0.5149   -0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6374   -1.5295    0.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0826    0.0610    1.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8962    2.1850    0.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9447    3.3506    0.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3018    2.5188   -1.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7475   -0.4046   -0.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7148   -1.5861   -0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1050    0.7049    0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8524   -1.6971    2.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9516   -1.3872    1.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2771   -0.8452    1.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6135    1.6867    0.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0008    2.2876   -1.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6945    1.7155   -0.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  2 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 12  6  1  0
 21 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  6
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  1
 14 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
M  END

867
  Mrv0541 02231215042D          

 21 22  0  0  1  0            999 V2000
    1.6500   -0.1279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.8405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    3.5847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.6971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.1279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3645   -0.5404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7935    1.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    1.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    3.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    3.5847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    2.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    3.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  1  0  0  0
  2 18  1  0  0  0  0
  3 21  1  0  0  0  0
  5  4  1  1  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  7 10  1  0  0  0  0
  9 12  2  0  0  0  0
  9 13  1  0  0  0  0
 10 11  1  0  0  0  0
 11 14  2  0  0  0  0
 11 15  1  0  0  0  0
 12 16  1  0  0  0  0
 13 17  2  0  0  0  0
 14 19  1  0  0  0  0
 15 20  2  0  0  0  0
 16 18  2  0  0  0  0
 17 18  1  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015005

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@H](NCCC1=CC=C(O)C=C1)[C@H](O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H21NO3/c1-12(17(21)14-4-8-16(20)9-5-14)18-11-10-13-2-6-15(19)7-3-13/h2-9,12,17-21H,10-11H2,1H3/t12-,17-/m0/s1

> <INCHI_KEY>
IOVGROKTTNBUGK-SJCJKPOMSA-N

> <FORMULA>
C17H21NO3

> <MOLECULAR_WEIGHT>
287.3535

> <EXACT_MASS>
287.152143543

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
31.557280114167703

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(2-{[(1R,2S)-1-hydroxy-1-(4-hydroxyphenyl)propan-2-yl]amino}ethyl)phenol

> <ALOGPS_LOGP>
1.53

> <JCHEM_LOGP>
1.8155849143994929

> <ALOGPS_LOGS>
-3.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
10.484191132091894

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.154391629740328

> <JCHEM_PKA_STRONGEST_BASIC>
9.806609961013399

> <JCHEM_POLAR_SURFACE_AREA>
72.72

> <JCHEM_REFRACTIVITY>
83.01670000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
PrePar

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015005
     RDKit          3D
Ritodrine
 42 43  0  0  0  0  0  0  0  0999 V2000
   -1.5890   -2.4944   -0.3864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0246   -1.1604   -0.1712 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2854   -1.1454    0.3211 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3474   -0.5328   -0.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4777   -0.4704    0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6846    0.2132    0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7273    1.5984    0.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8752    2.2519    0.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9802    1.5402   -0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1698    2.1923   -0.7710 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9278    0.1568   -0.5775 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7565   -0.5065   -0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7836   -0.2274    0.7617 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6412   -0.7311    2.0679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1325    0.1228    0.4267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1760   -0.5888    1.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4945   -0.2782    0.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7918    0.7425   -0.0904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1225    1.0199   -0.3240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7740    1.4765   -0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4708    1.1392   -0.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3099   -2.8141    0.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8347   -3.3006   -0.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1452   -2.6361   -1.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9717   -0.6406   -1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4584   -1.4994    1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6869   -1.0026   -1.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0546    0.5149   -0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6374   -1.5295    0.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0826    0.0610    1.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8962    2.1850    0.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9447    3.3506    0.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3018    2.5188   -1.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7475   -0.4046   -0.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7148   -1.5861   -0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1050    0.7049    0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8524   -1.6971    2.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9516   -1.3872    1.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2771   -0.8452    1.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6135    1.6867    0.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0008    2.2876   -1.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6945    1.7155   -0.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  2 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 12  6  1  0
 21 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  6
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  1
 14 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 867                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       3.080  -0.239   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       4.414  -7.169   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      12.416   6.691   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       5.748   1.301   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       5.748  -0.239   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.414  -1.009   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.081   2.071   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.081  -1.009   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.414  -2.549   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.081   3.611   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.415   4.381   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.748  -3.319   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.080  -3.319   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.415   5.921   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.748   3.611   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.748  -4.859   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.080  -4.859   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.414  -5.629   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.748   6.691   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.082   4.381   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.082   5.921   0.000  0.00  0.00           C+0
CONECT    1    6                                                            
CONECT    2   18                                                            
CONECT    3   21                                                            
CONECT    4    5    7                                                       
CONECT    5    4    6    8                                                  
CONECT    6    1    5    9                                                  
CONECT    7    4   10                                                       
CONECT    8    5                                                            
CONECT    9    6   12   13                                                  
CONECT   10    7   11                                                       
CONECT   11   10   14   15                                                  
CONECT   12    9   16                                                       
CONECT   13    9   17                                                       
CONECT   14   11   19                                                       
CONECT   15   11   20                                                       
CONECT   16   12   18                                                       
CONECT   17   13   18                                                       
CONECT   18    2   16   17                                                  
CONECT   19   14   21                                                       
CONECT   20   15   21                                                       
CONECT   21    3   19   20                                                  
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0015005
HETATM    1  C1  UNL     1      -1.589  -2.494  -0.386  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.025  -1.160  -0.171  1.00  0.00           C  
HETATM    3  N1  UNL     1       0.285  -1.145   0.321  1.00  0.00           N  
HETATM    4  C3  UNL     1       1.347  -0.533  -0.375  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.478  -0.470   0.665  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.685   0.213   0.245  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.727   1.598   0.400  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.875   2.252   0.065  1.00  0.00           C  
HETATM    9  C8  UNL     1       5.980   1.540  -0.422  1.00  0.00           C  
HETATM   10  O1  UNL     1       7.170   2.192  -0.771  1.00  0.00           O  
HETATM   11  C9  UNL     1       5.928   0.157  -0.578  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.756  -0.506  -0.235  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.784  -0.227   0.762  1.00  0.00           C  
HETATM   14  O2  UNL     1      -1.641  -0.731   2.068  1.00  0.00           O  
HETATM   15  C12 UNL     1      -3.133   0.123   0.427  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.176  -0.589   1.025  1.00  0.00           C  
HETATM   17  C14 UNL     1      -5.494  -0.278   0.768  1.00  0.00           C  
HETATM   18  C15 UNL     1      -5.792   0.743  -0.090  1.00  0.00           C  
HETATM   19  O3  UNL     1      -7.122   1.020  -0.324  1.00  0.00           O  
HETATM   20  C16 UNL     1      -4.774   1.476  -0.709  1.00  0.00           C  
HETATM   21  C17 UNL     1      -3.471   1.139  -0.426  1.00  0.00           C  
HETATM   22  H1  UNL     1      -2.310  -2.814   0.426  1.00  0.00           H  
HETATM   23  H2  UNL     1      -0.835  -3.301  -0.402  1.00  0.00           H  
HETATM   24  H3  UNL     1      -2.145  -2.636  -1.368  1.00  0.00           H  
HETATM   25  H4  UNL     1      -0.972  -0.641  -1.198  1.00  0.00           H  
HETATM   26  H5  UNL     1       0.458  -1.499   1.261  1.00  0.00           H  
HETATM   27  H6  UNL     1       1.687  -1.003  -1.295  1.00  0.00           H  
HETATM   28  H7  UNL     1       1.055   0.515  -0.595  1.00  0.00           H  
HETATM   29  H8  UNL     1       2.637  -1.529   0.961  1.00  0.00           H  
HETATM   30  H9  UNL     1       2.083   0.061   1.582  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.896   2.185   0.779  1.00  0.00           H  
HETATM   32  H11 UNL     1       4.945   3.351   0.166  1.00  0.00           H  
HETATM   33  H12 UNL     1       7.302   2.519  -1.707  1.00  0.00           H  
HETATM   34  H13 UNL     1       6.748  -0.405  -0.938  1.00  0.00           H  
HETATM   35  H14 UNL     1       4.715  -1.586  -0.358  1.00  0.00           H  
HETATM   36  H15 UNL     1      -1.105   0.705   0.800  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.852  -1.697   2.128  1.00  0.00           H  
HETATM   38  H17 UNL     1      -3.952  -1.387   1.707  1.00  0.00           H  
HETATM   39  H18 UNL     1      -6.277  -0.845   1.247  1.00  0.00           H  
HETATM   40  H19 UNL     1      -7.613   1.687   0.259  1.00  0.00           H  
HETATM   41  H20 UNL     1      -5.001   2.288  -1.390  1.00  0.00           H  
HETATM   42  H21 UNL     1      -2.694   1.715  -0.911  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   13   25
CONECT    3    4   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7    7   12
CONECT    7    8   31
CONECT    8    9    9   32
CONECT    9   10   11
CONECT   10   33
CONECT   11   12   12   34
CONECT   12   35
CONECT   13   14   15   36
CONECT   14   37
CONECT   15   16   16   21
CONECT   16   17   38
CONECT   17   18   18   39
CONECT   18   19   20
CONECT   19   40
CONECT   20   21   21   41
CONECT   21   42
END

HMDB0015005
     RDKit          3D
Ritodrine
 42 43  0  0  0  0  0  0  0  0999 V2000
   -1.5890   -2.4944   -0.3864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0246   -1.1604   -0.1712 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2854   -1.1454    0.3211 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3474   -0.5328   -0.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4777   -0.4704    0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6846    0.2132    0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7273    1.5984    0.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8752    2.2519    0.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9802    1.5402   -0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1698    2.1923   -0.7710 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9278    0.1568   -0.5775 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7565   -0.5065   -0.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7836   -0.2274    0.7617 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6412   -0.7311    2.0679 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1325    0.1228    0.4267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1760   -0.5888    1.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4945   -0.2782    0.7678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7918    0.7425   -0.0904 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1225    1.0199   -0.3240 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7740    1.4765   -0.7093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4708    1.1392   -0.4258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3099   -2.8141    0.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8347   -3.3006   -0.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1452   -2.6361   -1.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9717   -0.6406   -1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4584   -1.4994    1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6869   -1.0026   -1.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0546    0.5149   -0.5946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6374   -1.5295    0.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0826    0.0610    1.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8962    2.1850    0.7792 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9447    3.3506    0.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3018    2.5188   -1.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7475   -0.4046   -0.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7148   -1.5861   -0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1050    0.7049    0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8524   -1.6971    2.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9516   -1.3872    1.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2771   -0.8452    1.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6135    1.6867    0.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0008    2.2876   -1.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6945    1.7155   -0.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
  2 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 12  6  1  0
 21 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  6
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  8 32  1  0
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  1
 14 37  1  0
 16 38  1  0
 17 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
DU-21220Ritodrine	HMDB
PrePar	HMDB
Astra brand OF ritodrine hydrochloride	HMDB
Janssen brand OF ritodrine hydrochloride	HMDB
Pre-par	HMDB
Solvay brand OF ritodrine hydrochloride	HMDB
Ritodrine hydrochloride	HMDB
Hydrochloride, ritodrine	HMDB
Pre par	HMDB
Yutopar	HMDB

Chemical Formula

C₁₇H₂₁NO₃

Average Molecular Weight

287.3535

Monoisotopic Molecular Weight

287.152143543

IUPAC Name

4-(2-{[(1R,2S)-1-hydroxy-1-(4-hydroxyphenyl)propan-2-yl]amino}ethyl)phenol

Traditional Name

PrePar

CAS Registry Number

26652-09-5

SMILES

C[C@H](NCCC1=CC=C(O)C=C1)[C@H](O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C17H21NO3/c1-12(17(21)14-4-8-16(20)9-5-14)18-11-10-13-2-6-15(19)7-3-13/h2-9,12,17-21H,10-11H2,1H3/t12-,17-/m0/s1

InChI Key

IOVGROKTTNBUGK-SJCJKPOMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Phenethylamines

Alternative Parents

Substituents

Phenethylamine
Phenylpropane
Phenol
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Secondary alcohol
1,2-aminoalcohol
Secondary amine
Secondary aliphatic amine
Amine
Aromatic alcohol
Alcohol
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

amphetamines (CHEBI:8872 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	88 - 90 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.18 g/L	Not Available
LogP	2.4	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	166.51	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000722

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.18 g/L	ALOGPS
logP	1.53	ALOGPS
logP	1.82	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	9.15	ChemAxon
pKa (Strongest Basic)	9.81	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	72.72 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	83.02 m³·mol⁻¹	ChemAxon
Polarizability	31.56 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
DarkChem	[M+H]+	167.387	31661259
DarkChem	[M-H]-	166.945	31661259
DeepCCS	[M+H]+	174.454	30932474
DeepCCS	[M-H]-	172.096	30932474
DeepCCS	[M-2H]-	205.954	30932474
DeepCCS	[M+Na]+	181.181	30932474
AllCCS	[M+H]+	171.7	32859911
AllCCS	[M+H-H2O]+	168.3	32859911
AllCCS	[M+NH4]+	174.9	32859911
AllCCS	[M+Na]+	175.8	32859911
AllCCS	[M-H]-	172.6	32859911
AllCCS	[M+Na-2H]-	172.6	32859911
AllCCS	[M+HCOO]-	172.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.21 minutes	32390414
Predicted by Siyang on May 30, 2022	9.8158 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.7 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	110.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	784.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	194.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	134.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	158.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	70.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	312.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	290.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	692.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	664.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	253.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	767.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	182.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	225.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	449.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	458.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	60.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ritodrine	C[C@H](NCCC1=CC=C(O)C=C1)[C@H](O)C1=CC=C(O)C=C1	4114.8	Standard polar	33892256
Ritodrine	C[C@H](NCCC1=CC=C(O)C=C1)[C@H](O)C1=CC=C(O)C=C1	2732.4	Standard non polar	33892256
Ritodrine	C[C@H](NCCC1=CC=C(O)C=C1)[C@H](O)C1=CC=C(O)C=C1	2842.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ritodrine,1TMS,isomer #1	C[C@H](NCCC1=CC=C(O[Si](C)(C)C)C=C1)[C@H](O)C1=CC=C(O)C=C1	2758.4	Semi standard non polar	33892256
Ritodrine,1TMS,isomer #2	C[C@H](NCCC1=CC=C(O)C=C1)[C@H](O[Si](C)(C)C)C1=CC=C(O)C=C1	2817.5	Semi standard non polar	33892256
Ritodrine,1TMS,isomer #3	C[C@H](NCCC1=CC=C(O)C=C1)[C@H](O)C1=CC=C(O[Si](C)(C)C)C=C1	2764.1	Semi standard non polar	33892256
Ritodrine,1TMS,isomer #4	C[C@@H]([C@H](O)C1=CC=C(O)C=C1)N(CCC1=CC=C(O)C=C1)[Si](C)(C)C	2868.5	Semi standard non polar	33892256
Ritodrine,2TMS,isomer #1	C[C@H](NCCC1=CC=C(O[Si](C)(C)C)C=C1)[C@H](O[Si](C)(C)C)C1=CC=C(O)C=C1	2715.1	Semi standard non polar	33892256
Ritodrine,2TMS,isomer #2	C[C@H](NCCC1=CC=C(O[Si](C)(C)C)C=C1)[C@H](O)C1=CC=C(O[Si](C)(C)C)C=C1	2711.9	Semi standard non polar	33892256
Ritodrine,2TMS,isomer #3	C[C@@H]([C@H](O)C1=CC=C(O)C=C1)N(CCC1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	2812.2	Semi standard non polar	33892256
Ritodrine,2TMS,isomer #4	C[C@H](NCCC1=CC=C(O)C=C1)[C@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1	2706.9	Semi standard non polar	33892256
Ritodrine,2TMS,isomer #5	C[C@@H]([C@H](O[Si](C)(C)C)C1=CC=C(O)C=C1)N(CCC1=CC=C(O)C=C1)[Si](C)(C)C	2871.7	Semi standard non polar	33892256
Ritodrine,2TMS,isomer #6	C[C@@H]([C@H](O)C1=CC=C(O[Si](C)(C)C)C=C1)N(CCC1=CC=C(O)C=C1)[Si](C)(C)C	2832.7	Semi standard non polar	33892256
Ritodrine,3TMS,isomer #1	C[C@H](NCCC1=CC=C(O[Si](C)(C)C)C=C1)[C@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1	2698.3	Semi standard non polar	33892256
Ritodrine,3TMS,isomer #2	C[C@@H]([C@H](O[Si](C)(C)C)C1=CC=C(O)C=C1)N(CCC1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	2775.2	Semi standard non polar	33892256
Ritodrine,3TMS,isomer #3	C[C@@H]([C@H](O)C1=CC=C(O[Si](C)(C)C)C=C1)N(CCC1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	2810.1	Semi standard non polar	33892256
Ritodrine,3TMS,isomer #4	C[C@@H]([C@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1)N(CCC1=CC=C(O)C=C1)[Si](C)(C)C	2781.2	Semi standard non polar	33892256
Ritodrine,4TMS,isomer #1	C[C@@H]([C@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1)N(CCC1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	2825.5	Semi standard non polar	33892256
Ritodrine,4TMS,isomer #1	C[C@@H]([C@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1)N(CCC1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	2574.6	Standard non polar	33892256
Ritodrine,4TMS,isomer #1	C[C@@H]([C@H](O[Si](C)(C)C)C1=CC=C(O[Si](C)(C)C)C=C1)N(CCC1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	2788.6	Standard polar	33892256
Ritodrine,1TBDMS,isomer #1	C[C@H](NCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[C@H](O)C1=CC=C(O)C=C1	3035.9	Semi standard non polar	33892256
Ritodrine,1TBDMS,isomer #2	C[C@H](NCCC1=CC=C(O)C=C1)[C@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C=C1	3077.9	Semi standard non polar	33892256
Ritodrine,1TBDMS,isomer #3	C[C@H](NCCC1=CC=C(O)C=C1)[C@H](O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3045.2	Semi standard non polar	33892256
Ritodrine,1TBDMS,isomer #4	C[C@@H]([C@H](O)C1=CC=C(O)C=C1)N(CCC1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C	3127.7	Semi standard non polar	33892256
Ritodrine,2TBDMS,isomer #1	C[C@H](NCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[C@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C=C1	3239.0	Semi standard non polar	33892256
Ritodrine,2TBDMS,isomer #2	C[C@H](NCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[C@H](O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3273.3	Semi standard non polar	33892256
Ritodrine,2TBDMS,isomer #3	C[C@@H]([C@H](O)C1=CC=C(O)C=C1)N(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3314.0	Semi standard non polar	33892256
Ritodrine,2TBDMS,isomer #4	C[C@H](NCCC1=CC=C(O)C=C1)[C@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3215.0	Semi standard non polar	33892256
Ritodrine,2TBDMS,isomer #5	C[C@@H]([C@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C=C1)N(CCC1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C	3380.2	Semi standard non polar	33892256
Ritodrine,2TBDMS,isomer #6	C[C@@H]([C@H](O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N(CCC1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C	3341.3	Semi standard non polar	33892256
Ritodrine,3TBDMS,isomer #1	C[C@H](NCCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[C@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3425.1	Semi standard non polar	33892256
Ritodrine,3TBDMS,isomer #2	C[C@@H]([C@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O)C=C1)N(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3547.4	Semi standard non polar	33892256
Ritodrine,3TBDMS,isomer #3	C[C@@H]([C@H](O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3609.8	Semi standard non polar	33892256
Ritodrine,3TBDMS,isomer #4	C[C@@H]([C@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N(CCC1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C	3528.9	Semi standard non polar	33892256
Ritodrine,4TBDMS,isomer #1	C[C@@H]([C@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3783.6	Semi standard non polar	33892256
Ritodrine,4TBDMS,isomer #1	C[C@@H]([C@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3313.6	Standard non polar	33892256
Ritodrine,4TBDMS,isomer #1	C[C@@H]([C@H](O[Si](C)(C)C(C)(C)C)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)N(CCC1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3140.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ritodrine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-2900000000-3805a42a3d5fd6ba5125	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritodrine GC-MS (3 TMS) - 70eV, Positive	splash10-000i-3812900000-413b9134e83bd9eb68ea	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ritodrine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritodrine 10V, Positive-QTOF	splash10-00dr-0290000000-02edb26ad804521cb8e4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritodrine 20V, Positive-QTOF	splash10-00di-0950000000-0e89a0ff051f0d547e32	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritodrine 40V, Positive-QTOF	splash10-05fr-3900000000-a099c03cdf184ee84188	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritodrine 10V, Negative-QTOF	splash10-000i-0190000000-6866c99f3f35731b7230	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritodrine 20V, Negative-QTOF	splash10-00kr-0590000000-8f1447c41913cfe1e6a8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritodrine 40V, Negative-QTOF	splash10-059f-2900000000-934b4f1329ef64eb84b7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritodrine 10V, Positive-QTOF	splash10-00dr-0090000000-7e6adf998001bda28d4c	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritodrine 20V, Positive-QTOF	splash10-0229-0940000000-539c88e27fcfbd0e43b9	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritodrine 40V, Positive-QTOF	splash10-00di-3910000000-ff359fb94fd092d0d974	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritodrine 10V, Negative-QTOF	splash10-000i-0090000000-3d5dafd780989d4c897a	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritodrine 20V, Negative-QTOF	splash10-000i-0590000000-a01c09e2c4aaee3ee8a8	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ritodrine 40V, Negative-QTOF	splash10-000x-5900000000-9f661b051730763b4d5b	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00867	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00867	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00867

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

30971

KEGG Compound ID

C07239

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ritodrine

METLIN ID

Not Available

PubChem Compound

33572

PDB ID

Not Available

ChEBI ID

147138

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

Not Available

Enzymes

Enzyme Details

1. 6-phosphogluconate dehydrogenase, decarboxylating

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the oxidative decarboxylation of 6-phosphogluconate to ribulose 5-phosphate and CO(2), with concomitant reduction of NADP to NADPH (By similarity).
Gene Name:: PGD
Uniprot ID:: P52209
Molecular weight:: 53139.56

References

Akkemik E, Budak H, Ciftci M: Effects of some drugs on human erythrocyte 6-phosphogluconate dehydrogenase: an in vitro study. J Enzyme Inhib Med Chem. 2010 Aug;25(4):476-9. doi: 10.3109/14756360903257900. [PubMed:20235752 ]
Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

Enzyme Details

2. Beta-2 adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Beta-adrenergic receptors mediate the catecholamine- induced activation of adenylate cyclase through the action of G proteins. The beta-2-adrenergic receptor binds epinephrine with an approximately 30-fold greater affinity than it does norepinephrine
Gene Name:: ADRB2
Uniprot ID:: P07550
Molecular weight:: 46458.3

References

Tanaka N, Tamai T, Mukaiyama H, Hirabayashi A, Muranaka H, Akahane S, Miyata H, Akahane M: Discovery of novel N-phenylglycine derivatives as potent and selective beta(3)-adrenoceptor agonists for the treatment of frequent urination and urinary incontinence. J Med Chem. 2001 Apr 26;44(9):1436-45. [PubMed:11311067 ]
Schwarz MK, Page P: Preterm labour: an overview of current and emerging therapeutics. Curr Med Chem. 2003 Aug;10(15):1441-68. [PubMed:12871140 ]
Lye SJ, Dayes BA, Freitag CL, Brooks J, Casper RF: Failure of ritodrine to prevent preterm labor in the sheep. Am J Obstet Gynecol. 1992 Nov;167(5):1399-408. [PubMed:1332478 ]
Bianchetti A, Manara L: In vitro inhibition of intestinal motility by phenylethanolaminotetralines: evidence of atypical beta-adrenoceptors in rat colon. Br J Pharmacol. 1990 Aug;100(4):831-9. [PubMed:1976401 ]
Lenselink DR, Kuhlmann RS, Lawrence JM, Kolesari GL: Cardiovascular teratogenicity of terbutaline and ritodrine in the chick embryo. Am J Obstet Gynecol. 1994 Aug;171(2):501-6. [PubMed:8059831 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Showing metabocard for Ritodrine (HMDB0015005)

MOL for HMDB0015005 (Ritodrine)

3D MOL for HMDB0015005 (Ritodrine)

3D SDF for HMDB0015005 (Ritodrine)

3D-SDF for HMDB0015005 (Ritodrine)

PDB for HMDB0015005 (Ritodrine)

3D PDB for HMDB0015005 (Ritodrine)

SMILES for HMDB0015005 (Ritodrine)

INCHI for HMDB0015005 (Ritodrine)

Structure for HMDB0015005 (Ritodrine)

3D Structure for HMDB0015005 (Ritodrine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References