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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-06-15 17:59:22 UTC

Update Date

2021-09-14 15:47:01 UTC

HMDB ID

HMDB0060609

Secondary Accession Numbers

HMDB60609

Metabolite Identification

Common Name

Orciprenaline-3-O-sulfate

Description

Orciprenaline-3-O-sulfate, also known as metaproterenol-3-O-sulfate, belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group. Orciprenaline-3-O-sulfate is a very strong basic compound (based on its pKa). Orciprenaline-3-O-sulfate is a metabolite of orciprenaline. Orciprenaline is a moderately selective beta2-adrenergic receptor agonist that stimulates receptors of the smooth muscle in the lungs, uterus, and vasculature supplying skeletal muscle, with minimal or no effect on alpha-adrenergic receptors. Orciprenaline is a bronchodilator used in the treatment of asthma.

Structure

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

HMDB0060609
     RDKit          3D
Orciprenaline-3-O-sulfate
 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.4041   -0.9384   -0.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9578    0.4334   -0.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2218    0.7233    0.8419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6177    0.7555   -0.9562 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6004    0.0190   -0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2591    0.5694   -0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2910    1.9358   -0.4263 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8922   -0.0374   -0.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8568   -1.2455    0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9547   -1.7861    1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8601   -3.0182    1.8601 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1532   -1.0802    1.1996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2334    0.1378    0.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4232    0.8748    0.5212 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5086    0.6091   -0.7552 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.4265   -0.8266   -1.1479 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9248    0.9016   -0.3134 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1324    1.5494   -2.0950 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1008    0.6444   -0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6883   -1.7404   -0.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6992   -1.0284   -2.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3158   -1.1619   -0.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6155    1.1588   -1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5582    1.5328    1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2746    1.0207    1.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0583   -0.1957    1.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4194    1.7635   -0.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5753    0.1586    0.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6353   -1.0660   -0.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2150    0.4997   -1.8903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0578    1.9466    0.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0698   -1.8080    0.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0657   -3.8762    1.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0373   -1.4586    1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7970    2.4464   -1.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1675    1.5870   -0.5834 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  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 13 19  2  0
 19  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  9 32  1  0
 11 33  1  0
 12 34  1  0
 18 35  1  0
 19 36  1  0
M  END


  Mrv0541 06151310502D          

 19 19  0  0  0  0            999 V2000
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138   -2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888   -1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    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  2  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
  7 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  2  0  0  0  0
 14 17  1  0  0  0  0
  9 18  1  0  0  0  0
  6 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060609

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)NCC(O)C1=CC(O)=CC(OS(O)(=O)=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H17NO6S/c1-7(2)12-6-11(14)8-3-9(13)5-10(4-8)18-19(15,16)17/h3-5,7,11-14H,6H2,1-2H3,(H,15,16,17)

> <INCHI_KEY>
IJWHPUWEGCYHMQ-UHFFFAOYSA-N

> <FORMULA>
C11H17NO6S

> <MOLECULAR_WEIGHT>
291.321

> <EXACT_MASS>
291.077657971

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
28.552173889278237

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3-hydroxy-5-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}phenyl)oxidanesulfonic acid

> <ALOGPS_LOGP>
-1.23

> <JCHEM_LOGP>
-0.6262252375370642

> <ALOGPS_LOGS>
-2.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.61811541410509

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.218805764506956

> <JCHEM_PKA_STRONGEST_BASIC>
9.689380990771687

> <JCHEM_POLAR_SURFACE_AREA>
116.09

> <JCHEM_REFRACTIVITY>
68.38950000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.74e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{3-hydroxy-5-[1-hydroxy-2-(isopropylamino)ethyl]phenyl}oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060609
     RDKit          3D
Orciprenaline-3-O-sulfate
 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.4041   -0.9384   -0.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9578    0.4334   -0.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2218    0.7233    0.8419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6177    0.7555   -0.9562 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6004    0.0190   -0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2591    0.5694   -0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2910    1.9358   -0.4263 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8922   -0.0374   -0.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8568   -1.2455    0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9547   -1.7861    1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8601   -3.0182    1.8601 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1532   -1.0802    1.1996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2334    0.1378    0.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4232    0.8748    0.5212 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5086    0.6091   -0.7552 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.4265   -0.8266   -1.1479 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9248    0.9016   -0.3134 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1324    1.5494   -2.0950 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1008    0.6444   -0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6883   -1.7404   -0.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6992   -1.0284   -2.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3158   -1.1619   -0.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6155    1.1588   -1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5582    1.5328    1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2746    1.0207    1.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0583   -0.1957    1.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4194    1.7635   -0.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5753    0.1586    0.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6353   -1.0660   -0.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2150    0.4997   -1.8903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0578    1.9466    0.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0698   -1.8080    0.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0657   -3.8762    1.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0373   -1.4586    1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7970    2.4464   -1.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1675    1.5870   -0.5834 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  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 13 19  2  0
 19  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  9 32  1  0
 11 33  1  0
 12 34  1  0
 18 35  1  0
 19 36  1  0
M  END

HEADER    PROTEIN                                 15-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JUN-13         0                                  
HETATM    1  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       0.000  -4.620   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   14  S   UNK     0       9.336  -3.850   0.000  0.00  0.00           S+0
HETATM   15  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      10.106  -5.184   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       8.566  -2.516   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.667  -6.160   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   19                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11    7                                                       
CONECT   13   11   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18    9                                                            
CONECT   19    6                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0060609
HETATM    1  C1  UNL     1      -4.404  -0.938  -0.967  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.958   0.433  -0.643  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.222   0.723   0.842  1.00  0.00           C  
HETATM    4  N1  UNL     1      -2.618   0.756  -0.956  1.00  0.00           N  
HETATM    5  C4  UNL     1      -1.600   0.019  -0.285  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.259   0.569  -0.790  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.291   1.936  -0.426  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.892  -0.037  -0.091  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.857  -1.246   0.565  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.955  -1.786   1.210  1.00  0.00           C  
HETATM   11  O2  UNL     1       1.860  -3.018   1.860  1.00  0.00           O  
HETATM   12  C9  UNL     1       3.153  -1.080   1.200  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.233   0.138   0.553  1.00  0.00           C  
HETATM   14  O3  UNL     1       4.423   0.875   0.521  1.00  0.00           O  
HETATM   15  S1  UNL     1       5.509   0.609  -0.755  1.00  0.00           S  
HETATM   16  O4  UNL     1       5.426  -0.827  -1.148  1.00  0.00           O  
HETATM   17  O5  UNL     1       6.925   0.902  -0.313  1.00  0.00           O  
HETATM   18  O6  UNL     1       5.132   1.549  -2.095  1.00  0.00           O  
HETATM   19  C11 UNL     1       2.101   0.644  -0.085  1.00  0.00           C  
HETATM   20  H1  UNL     1      -3.688  -1.740  -0.767  1.00  0.00           H  
HETATM   21  H2  UNL     1      -4.699  -1.028  -2.043  1.00  0.00           H  
HETATM   22  H3  UNL     1      -5.316  -1.162  -0.338  1.00  0.00           H  
HETATM   23  H4  UNL     1      -4.616   1.159  -1.182  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.558   1.533   1.200  1.00  0.00           H  
HETATM   25  H6  UNL     1      -5.275   1.021   1.021  1.00  0.00           H  
HETATM   26  H7  UNL     1      -4.058  -0.196   1.463  1.00  0.00           H  
HETATM   27  H8  UNL     1      -2.419   1.763  -0.893  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.575   0.159   0.815  1.00  0.00           H  
HETATM   29  H10 UNL     1      -1.635  -1.066  -0.555  1.00  0.00           H  
HETATM   30  H11 UNL     1      -0.215   0.500  -1.890  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.058   1.947   0.537  1.00  0.00           H  
HETATM   32  H13 UNL     1      -0.070  -1.808   0.582  1.00  0.00           H  
HETATM   33  H14 UNL     1       2.066  -3.876   1.331  1.00  0.00           H  
HETATM   34  H15 UNL     1       4.037  -1.459   1.689  1.00  0.00           H  
HETATM   35  H16 UNL     1       4.797   2.446  -1.829  1.00  0.00           H  
HETATM   36  H17 UNL     1       2.168   1.587  -0.583  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    4   23
CONECT    3   24   25   26
CONECT    4    5   27
CONECT    5    6   28   29
CONECT    6    7    8   30
CONECT    7   31
CONECT    8    9    9   19
CONECT    9   10   32
CONECT   10   11   12   12
CONECT   11   33
CONECT   12   13   34
CONECT   13   14   19   19
CONECT   14   15
CONECT   15   16   16   17   17
CONECT   15   18
CONECT   18   35
CONECT   19   36
END

HMDB0060609
     RDKit          3D
Orciprenaline-3-O-sulfate
 36 36  0  0  0  0  0  0  0  0999 V2000
   -4.4041   -0.9384   -0.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9578    0.4334   -0.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2218    0.7233    0.8419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6177    0.7555   -0.9562 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6004    0.0190   -0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2591    0.5694   -0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2910    1.9358   -0.4263 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8922   -0.0374   -0.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8568   -1.2455    0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9547   -1.7861    1.2101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8601   -3.0182    1.8601 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1532   -1.0802    1.1996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2334    0.1378    0.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4232    0.8748    0.5212 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5086    0.6091   -0.7552 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.4265   -0.8266   -1.1479 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9248    0.9016   -0.3134 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1324    1.5494   -2.0950 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1008    0.6444   -0.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6883   -1.7404   -0.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6992   -1.0284   -2.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3158   -1.1619   -0.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6155    1.1588   -1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5582    1.5328    1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2746    1.0207    1.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0583   -0.1957    1.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4194    1.7635   -0.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5753    0.1586    0.8145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6353   -1.0660   -0.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2150    0.4997   -1.8903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0578    1.9466    0.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0698   -1.8080    0.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0657   -3.8762    1.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0373   -1.4586    1.6886 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7970    2.4464   -1.8295 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1675    1.5870   -0.5834 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  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  2  0
 15 18  1  0
 13 19  2  0
 19  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  9 32  1  0
 11 33  1  0
 12 34  1  0
 18 35  1  0
 19 36  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Orciprenaline-3-O-sulfuric acid	Generator
Orciprenaline-3-O-sulphate	Generator
Orciprenaline-3-O-sulphuric acid	Generator
Metaproterenol-3-O-sulfate	MeSH
Orciprenaline-3-O-sulfate	MeSH

Chemical Formula

C₁₁H₁₇NO₆S

Average Molecular Weight

291.321

Monoisotopic Molecular Weight

291.077657971

IUPAC Name

(3-hydroxy-5-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}phenyl)oxidanesulfonic acid

Traditional Name

{3-hydroxy-5-[1-hydroxy-2-(isopropylamino)ethyl]phenyl}oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

CC(C)NCC(O)C1=CC(O)=CC(OS(O)(=O)=O)=C1

InChI Identifier

InChI=1S/C11H17NO6S/c1-7(2)12-6-11(14)8-3-9(13)5-10(4-8)18-19(15,16)17/h3-5,7,11-14H,6H2,1-2H3,(H,15,16,17)

InChI Key

IJWHPUWEGCYHMQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfuric acid group conjugated to a phenyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfuric acids and derivatives

Sub Class

Arylsulfates

Direct Parent

Phenylsulfates

Alternative Parents

Substituents

Phenylsulfate
Phenoxy compound
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
1,2-aminoalcohol
Secondary alcohol
Secondary aliphatic amine
Secondary amine
Organic nitrogen compound
Aromatic alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Amine
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 (HMDB: HMDB0060609)

Organ

Kidney (HMDB: HMDB0060609)
Liver (HMDB: HMDB0060609)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060609)

Cellular substructure

Cytoplasm (HMDB: HMDB0060609)

Source

Endogenous

Endogenous (HMDB: HMDB0060609)

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
Water Solubility	1.74 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-0.63	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	-2.2	ChemAxon
pKa (Strongest Basic)	9.69	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.09 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	68.39 m³·mol⁻¹	ChemAxon
Polarizability	28.55 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	169.717	31661259
DarkChem	[M-H]-	165.166	31661259
DeepCCS	[M+H]+	176.719	30932474
DeepCCS	[M-H]-	174.361	30932474
DeepCCS	[M-2H]-	207.249	30932474
DeepCCS	[M+Na]+	182.813	30932474
AllCCS	[M+H]+	166.0	32859911
AllCCS	[M+H-H2O]+	162.7	32859911
AllCCS	[M+NH4]+	169.0	32859911
AllCCS	[M+Na]+	169.9	32859911
AllCCS	[M-H]-	162.2	32859911
AllCCS	[M+Na-2H]-	162.6	32859911
AllCCS	[M+HCOO]-	163.2	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.	3.35 minutes	32390414
Predicted by Siyang on May 30, 2022	9.611 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.64 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	596.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	210.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	81.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	153.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	45.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	262.0 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	279.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	576.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	600.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	83.6 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	768.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	163.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	182.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	432.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	439.1 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	208.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Orciprenaline-3-O-sulfate	CC(C)NCC(O)C1=CC(O)=CC(OS(O)(=O)=O)=C1	4172.5	Standard polar	33892256
Orciprenaline-3-O-sulfate	CC(C)NCC(O)C1=CC(O)=CC(OS(O)(=O)=O)=C1	2218.1	Standard non polar	33892256
Orciprenaline-3-O-sulfate	CC(C)NCC(O)C1=CC(O)=CC(OS(O)(=O)=O)=C1	2507.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Orciprenaline-3-O-sulfate,1TMS,isomer #1	CC(C)NCC(O[Si](C)(C)C)C1=CC(O)=CC(OS(=O)(=O)O)=C1	2447.3	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,1TMS,isomer #2	CC(C)NCC(O)C1=CC(O[Si](C)(C)C)=CC(OS(=O)(=O)O)=C1	2500.7	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,1TMS,isomer #3	CC(C)NCC(O)C1=CC(O)=CC(OS(=O)(=O)O[Si](C)(C)C)=C1	2478.8	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,1TMS,isomer #4	CC(C)N(CC(O)C1=CC(O)=CC(OS(=O)(=O)O)=C1)[Si](C)(C)C	2567.3	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,2TMS,isomer #1	CC(C)NCC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(OS(=O)(=O)O)=C1	2374.4	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,2TMS,isomer #2	CC(C)NCC(O[Si](C)(C)C)C1=CC(O)=CC(OS(=O)(=O)O[Si](C)(C)C)=C1	2409.1	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,2TMS,isomer #3	CC(C)N(CC(O[Si](C)(C)C)C1=CC(O)=CC(OS(=O)(=O)O)=C1)[Si](C)(C)C	2559.4	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,2TMS,isomer #4	CC(C)NCC(O)C1=CC(O[Si](C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C)=C1	2461.3	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,2TMS,isomer #5	CC(C)N(CC(O)C1=CC(O[Si](C)(C)C)=CC(OS(=O)(=O)O)=C1)[Si](C)(C)C	2563.6	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,2TMS,isomer #6	CC(C)N(CC(O)C1=CC(O)=CC(OS(=O)(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2559.4	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,3TMS,isomer #1	CC(C)NCC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C)=C1	2367.1	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,3TMS,isomer #1	CC(C)NCC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C)=C1	2579.0	Standard non polar	33892256
Orciprenaline-3-O-sulfate,3TMS,isomer #1	CC(C)NCC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C)=C1	2981.9	Standard polar	33892256
Orciprenaline-3-O-sulfate,3TMS,isomer #2	CC(C)N(CC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(OS(=O)(=O)O)=C1)[Si](C)(C)C	2547.3	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,3TMS,isomer #2	CC(C)N(CC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(OS(=O)(=O)O)=C1)[Si](C)(C)C	2617.3	Standard non polar	33892256
Orciprenaline-3-O-sulfate,3TMS,isomer #2	CC(C)N(CC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(OS(=O)(=O)O)=C1)[Si](C)(C)C	3049.4	Standard polar	33892256
Orciprenaline-3-O-sulfate,3TMS,isomer #3	CC(C)N(CC(O[Si](C)(C)C)C1=CC(O)=CC(OS(=O)(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2519.6	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,3TMS,isomer #3	CC(C)N(CC(O[Si](C)(C)C)C1=CC(O)=CC(OS(=O)(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2711.8	Standard non polar	33892256
Orciprenaline-3-O-sulfate,3TMS,isomer #3	CC(C)N(CC(O[Si](C)(C)C)C1=CC(O)=CC(OS(=O)(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	3129.7	Standard polar	33892256
Orciprenaline-3-O-sulfate,3TMS,isomer #4	CC(C)N(CC(O)C1=CC(O[Si](C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2554.3	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,3TMS,isomer #4	CC(C)N(CC(O)C1=CC(O[Si](C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2710.0	Standard non polar	33892256
Orciprenaline-3-O-sulfate,3TMS,isomer #4	CC(C)N(CC(O)C1=CC(O[Si](C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	3141.9	Standard polar	33892256
Orciprenaline-3-O-sulfate,4TMS,isomer #1	CC(C)N(CC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2542.3	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,4TMS,isomer #1	CC(C)N(CC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2742.8	Standard non polar	33892256
Orciprenaline-3-O-sulfate,4TMS,isomer #1	CC(C)N(CC(O[Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C)=C1)[Si](C)(C)C	2901.8	Standard polar	33892256
Orciprenaline-3-O-sulfate,1TBDMS,isomer #1	CC(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(OS(=O)(=O)O)=C1	2681.6	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,1TBDMS,isomer #2	CC(C)NCC(O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(OS(=O)(=O)O)=C1	2726.8	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,1TBDMS,isomer #3	CC(C)NCC(O)C1=CC(O)=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1	2711.6	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,1TBDMS,isomer #4	CC(C)N(CC(O)C1=CC(O)=CC(OS(=O)(=O)O)=C1)[Si](C)(C)C(C)(C)C	2825.6	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,2TBDMS,isomer #1	CC(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(OS(=O)(=O)O)=C1	2858.4	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,2TBDMS,isomer #2	CC(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1	2845.5	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,2TBDMS,isomer #3	CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(OS(=O)(=O)O)=C1)[Si](C)(C)C(C)(C)C	3044.1	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,2TBDMS,isomer #4	CC(C)NCC(O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1	2931.6	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,2TBDMS,isomer #5	CC(C)N(CC(O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(OS(=O)(=O)O)=C1)[Si](C)(C)C(C)(C)C	3069.1	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,2TBDMS,isomer #6	CC(C)N(CC(O)C1=CC(O)=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3020.8	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,3TBDMS,isomer #1	CC(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1	3051.8	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,3TBDMS,isomer #1	CC(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1	3321.3	Standard non polar	33892256
Orciprenaline-3-O-sulfate,3TBDMS,isomer #1	CC(C)NCC(O[Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1	3161.8	Standard polar	33892256
Orciprenaline-3-O-sulfate,3TBDMS,isomer #2	CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(OS(=O)(=O)O)=C1)[Si](C)(C)C(C)(C)C	3270.4	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,3TBDMS,isomer #2	CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(OS(=O)(=O)O)=C1)[Si](C)(C)C(C)(C)C	3355.0	Standard non polar	33892256
Orciprenaline-3-O-sulfate,3TBDMS,isomer #2	CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(OS(=O)(=O)O)=C1)[Si](C)(C)C(C)(C)C	3227.2	Standard polar	33892256
Orciprenaline-3-O-sulfate,3TBDMS,isomer #3	CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3210.9	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,3TBDMS,isomer #3	CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3456.2	Standard non polar	33892256
Orciprenaline-3-O-sulfate,3TBDMS,isomer #3	CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O)=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3285.0	Standard polar	33892256
Orciprenaline-3-O-sulfate,3TBDMS,isomer #4	CC(C)N(CC(O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3257.9	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,3TBDMS,isomer #4	CC(C)N(CC(O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3415.3	Standard non polar	33892256
Orciprenaline-3-O-sulfate,3TBDMS,isomer #4	CC(C)N(CC(O)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3307.3	Standard polar	33892256
Orciprenaline-3-O-sulfate,4TBDMS,isomer #1	CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3442.3	Semi standard non polar	33892256
Orciprenaline-3-O-sulfate,4TBDMS,isomer #1	CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3684.8	Standard non polar	33892256
Orciprenaline-3-O-sulfate,4TBDMS,isomer #1	CC(C)N(CC(O[Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)=C1)[Si](C)(C)C(C)(C)C	3163.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Orciprenaline-3-O-sulfate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00xr-9160000000-24a961fb08ab7bae552c	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Orciprenaline-3-O-sulfate GC-MS (2 TMS) - 70eV, Positive	splash10-00di-9027300000-7fc1ccbce4d1bb79bdeb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Orciprenaline-3-O-sulfate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Orciprenaline-3-O-sulfate 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 - Orciprenaline-3-O-sulfate 10V, Positive-QTOF	splash10-00dl-0090000000-928b2cdf9fa8d64d9de2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orciprenaline-3-O-sulfate 20V, Positive-QTOF	splash10-007o-1490000000-74ea6bff1acae3d5983f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orciprenaline-3-O-sulfate 40V, Positive-QTOF	splash10-01wf-7930000000-3c89b913e127ca8dd38f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orciprenaline-3-O-sulfate 10V, Negative-QTOF	splash10-0006-1090000000-a37e872ba35c8ac9d1a3	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orciprenaline-3-O-sulfate 20V, Negative-QTOF	splash10-0006-3690000000-f7fcf4e94e7aa16d39ba	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orciprenaline-3-O-sulfate 40V, Negative-QTOF	splash10-0a4r-9810000000-9af68b6881dd0884fa4b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orciprenaline-3-O-sulfate 10V, Positive-QTOF	splash10-0006-0090000000-fffe2de9897ad9a78691	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orciprenaline-3-O-sulfate 20V, Positive-QTOF	splash10-000x-0690000000-0d22b6c865810e073ab5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orciprenaline-3-O-sulfate 40V, Positive-QTOF	splash10-00yj-9730000000-11dac8fb4a0efc200118	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orciprenaline-3-O-sulfate 10V, Negative-QTOF	splash10-0006-0090000000-df6888f5e6bc9efadb0c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orciprenaline-3-O-sulfate 20V, Negative-QTOF	splash10-06di-4090000000-33ca1db332b869ecda65	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Orciprenaline-3-O-sulfate 40V, Negative-QTOF	splash10-003s-9360000000-cc05141b5a0b895cb41a	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

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	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

145888

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

Not Available

Showing metabocard for Orciprenaline-3-O-sulfate (HMDB0060609)

MOL for HMDB0060609 (Orciprenaline-3-O-sulfate)

3D MOL for HMDB0060609 (Orciprenaline-3-O-sulfate)

3D SDF for HMDB0060609 (Orciprenaline-3-O-sulfate)

3D-SDF for HMDB0060609 (Orciprenaline-3-O-sulfate)

PDB for HMDB0060609 (Orciprenaline-3-O-sulfate)

3D PDB for HMDB0060609 (Orciprenaline-3-O-sulfate)

SMILES for HMDB0060609 (Orciprenaline-3-O-sulfate)

INCHI for HMDB0060609 (Orciprenaline-3-O-sulfate)

Structure for HMDB0060609 (Orciprenaline-3-O-sulfate)

3D Structure for HMDB0060609 (Orciprenaline-3-O-sulfate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra