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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (5) Show 5 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:37 UTC

HMDB ID

HMDB0014441

Secondary Accession Numbers

HMDB14441

Metabolite Identification

Common Name

Ropivacaine

Description

Ropivacaine is only found in individuals that have used or taken this drug. It is a local anaesthetic drug belonging to the amino amide group. The name ropivacaine refers to both the racemate and the marketed S-enantiomer. Ropivacaine hydrochloride is commonly marketed by AstraZeneca under the trade name Naropin. [Wikipedia ]Local anesthetics such as Ropivacaine block the generation and the conduction of nerve impulses, presumably by increasing the threshold for electrical excitation in the nerve, by slowing the propagation of the nerve impulse, and by reducing the rate of rise of the action potential. Specifically, they block the sodium-channel and decrease chances of depolarization and consequent action potentials. In general, the progression of anesthesia is related to the diameter, myelination and conduction velocity of affected nerve fibers.

Structure

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

HMDB0014441
     RDKit          3D
Ropivacaine
 46 47  0  0  0  0  0  0  0  0999 V2000
   -4.2322    2.5372   -0.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7914    1.1739   -0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4386    0.8502   -0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8807   -0.3710   -0.5201 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4705   -1.5711   -0.9433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1692   -2.1564    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1308   -2.5630    1.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8880   -1.7459    1.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0062   -0.4168    0.5703 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3695   -0.0719    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5858    0.1712   -1.1606 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4761   -0.0079    0.9416 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7745    0.3096    0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1679    1.6255    0.4645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2505    2.7394    0.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4288    1.9537    0.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3512    0.9970   -0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9587   -0.3186   -0.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6890   -0.6382    0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3135   -2.0673    0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6013    3.3016   -0.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3051    2.6892   -0.7379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0137    2.5414   -1.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5658    0.4530   -0.6518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7920    1.1680    0.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7227    1.6733   -0.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972    0.8382   -2.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6468   -2.3005   -1.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1422   -1.4447   -1.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7866   -1.3583    0.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7430   -3.0312   -0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9274   -3.6549    1.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6143   -2.5288    2.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925   -2.3504    0.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5370   -1.5507    2.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2579    0.4107    1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2970   -0.2070    1.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8814    3.6061    1.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6561    3.0170   -0.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6228    2.4255    1.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7380    2.9915    0.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3328    1.2861   -0.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6803   -1.0708   -0.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7916   -2.4906    1.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7540   -2.5967   -0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2337   -2.2463    0.2217 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  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  2  0
 19 20  1  0
  9  4  1  0
 19 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  1
 12 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
M  END


  Mrv0541 09251317582D          

 20 21  0  0  0  0            999 V2000
    6.1043   -8.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4015   -7.7866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8260   -7.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5289   -8.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5289   -9.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8074   -9.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1043   -9.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8260   -6.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6984   -8.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6984   -9.0075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4015   -9.4330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9954   -7.7866    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2740   -8.1750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5710   -7.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5710   -6.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2740   -6.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9954   -6.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2740   -9.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9769   -9.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9769  -10.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  2  1  1  0  0  0  0
  7  1  1  0  0  0  0
  9  2  1  0  0  0  0
  4  3  1  0  0  0  0
  8  3  1  0  0  0  0
  5  4  2  0  0  0  0
  6  5  1  0  0  0  0
  7  6  2  0  0  0  0
 11  7  1  0  0  0  0
 10  9  2  0  0  0  0
 12  9  1  1  0  0  0
 13 12  1  0  0  0  0
 17 12  1  0  0  0  0
 14 13  1  0  0  0  0
 18 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014441

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCN1CCCC[C@H]1C(=O)NC1=C(C)C=CC=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C17H26N2O/c1-4-11-19-12-6-5-10-15(19)17(20)18-16-13(2)8-7-9-14(16)3/h7-9,15H,4-6,10-12H2,1-3H3,(H,18,20)/t15-/m0/s1

> <INCHI_KEY>
ZKMNUMMKYBVTFN-HNNXBMFYSA-N

> <FORMULA>
C17H26N2O

> <MOLECULAR_WEIGHT>
274.4011

> <EXACT_MASS>
274.204513464

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
32.665408838794555

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-N-(2,6-dimethylphenyl)-1-propylpiperidine-2-carboxamide

> <ALOGPS_LOGP>
2.91

> <JCHEM_LOGP>
4.070950219333334

> <ALOGPS_LOGS>
-3.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.623525622831593

> <JCHEM_PKA_STRONGEST_BASIC>
7.818046257329233

> <JCHEM_POLAR_SURFACE_AREA>
32.34

> <JCHEM_REFRACTIVITY>
85.5923

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.53e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ropivacaine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014441
     RDKit          3D
Ropivacaine
 46 47  0  0  0  0  0  0  0  0999 V2000
   -4.2322    2.5372   -0.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7914    1.1739   -0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4386    0.8502   -0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8807   -0.3710   -0.5201 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4705   -1.5711   -0.9433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1692   -2.1564    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1308   -2.5630    1.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8880   -1.7459    1.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0062   -0.4168    0.5703 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3695   -0.0719    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5858    0.1712   -1.1606 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4761   -0.0079    0.9416 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7745    0.3096    0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1679    1.6255    0.4645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2505    2.7394    0.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4288    1.9537    0.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3512    0.9970   -0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9587   -0.3186   -0.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6890   -0.6382    0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3135   -2.0673    0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6013    3.3016   -0.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3051    2.6892   -0.7379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0137    2.5414   -1.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5658    0.4530   -0.6518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7920    1.1680    0.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7227    1.6733   -0.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972    0.8382   -2.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6468   -2.3005   -1.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1422   -1.4447   -1.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7866   -1.3583    0.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7430   -3.0312   -0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9274   -3.6549    1.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6143   -2.5288    2.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925   -2.3504    0.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5370   -1.5507    2.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2579    0.4107    1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2970   -0.2070    1.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8814    3.6061    1.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6561    3.0170   -0.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6228    2.4255    1.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7380    2.9915    0.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3328    1.2861   -0.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6803   -1.0708   -0.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7916   -2.4906    1.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7540   -2.5967   -0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2337   -2.2463    0.2217 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  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  2  0
 19 20  1  0
  9  4  1  0
 19 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  1
 12 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
M  END

HEADER    PROTEIN                                 25-SEP-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-SEP-13         0                                  
HETATM    1  C   UNK     0      11.395 -15.295   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      10.083 -14.535   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      12.742 -14.535   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.054 -15.260   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.054 -16.814   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.707 -17.574   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.395 -16.814   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.742 -12.981   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.770 -15.295   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.770 -16.814   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.083 -17.608   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.458 -14.535   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       6.111 -15.260   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       4.799 -14.535   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.799 -12.981   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.111 -12.221   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.458 -12.981   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.111 -16.814   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.424 -17.574   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.424 -19.128   0.000  0.00  0.00           C+0
CONECT    1    3    2    7                                                  
CONECT    2    1    9                                                       
CONECT    3    1    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    1    6   11                                                  
CONECT    8    3                                                            
CONECT    9    2   10   12                                                  
CONECT   10    9                                                            
CONECT   11    7                                                            
CONECT   12    9   13   17                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   12   16                                                       
CONECT   18   13   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0014441
HETATM    1  C1  UNL     1      -4.232   2.537  -0.851  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.791   1.174  -0.308  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.439   0.850  -0.907  1.00  0.00           C  
HETATM    4  N1  UNL     1      -1.881  -0.371  -0.520  1.00  0.00           N  
HETATM    5  C4  UNL     1      -2.471  -1.571  -0.943  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.169  -2.156   0.274  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.131  -2.563   1.282  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.888  -1.746   1.261  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.006  -0.417   0.570  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.370  -0.072   0.061  1.00  0.00           C  
HETATM   11  O1  UNL     1       0.586   0.171  -1.161  1.00  0.00           O  
HETATM   12  N2  UNL     1       1.476  -0.008   0.942  1.00  0.00           N  
HETATM   13  C10 UNL     1       2.775   0.310   0.497  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.168   1.625   0.465  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.251   2.739   0.894  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.429   1.954   0.033  1.00  0.00           C  
HETATM   17  C14 UNL     1       5.351   0.997  -0.384  1.00  0.00           C  
HETATM   18  C15 UNL     1       4.959  -0.319  -0.352  1.00  0.00           C  
HETATM   19  C16 UNL     1       3.689  -0.638   0.084  1.00  0.00           C  
HETATM   20  C17 UNL     1       3.313  -2.067   0.105  1.00  0.00           C  
HETATM   21  H1  UNL     1      -3.601   3.302  -0.352  1.00  0.00           H  
HETATM   22  H2  UNL     1      -5.305   2.689  -0.738  1.00  0.00           H  
HETATM   23  H3  UNL     1      -4.014   2.541  -1.951  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.566   0.453  -0.652  1.00  0.00           H  
HETATM   25  H5  UNL     1      -3.792   1.168   0.787  1.00  0.00           H  
HETATM   26  H6  UNL     1      -1.723   1.673  -0.710  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.597   0.838  -2.019  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.647  -2.300  -1.187  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.142  -1.445  -1.805  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.787  -1.358   0.708  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.743  -3.031  -0.088  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.927  -3.655   1.100  1.00  0.00           H  
HETATM   33  H13 UNL     1      -2.614  -2.529   2.281  1.00  0.00           H  
HETATM   34  H14 UNL     1      -0.093  -2.350   0.778  1.00  0.00           H  
HETATM   35  H15 UNL     1      -0.537  -1.551   2.296  1.00  0.00           H  
HETATM   36  H16 UNL     1      -1.258   0.411   1.270  1.00  0.00           H  
HETATM   37  H17 UNL     1       1.297  -0.207   1.958  1.00  0.00           H  
HETATM   38  H18 UNL     1       2.881   3.606   1.213  1.00  0.00           H  
HETATM   39  H19 UNL     1       1.656   3.017  -0.003  1.00  0.00           H  
HETATM   40  H20 UNL     1       1.623   2.425   1.751  1.00  0.00           H  
HETATM   41  H21 UNL     1       4.738   2.992   0.010  1.00  0.00           H  
HETATM   42  H22 UNL     1       6.333   1.286  -0.720  1.00  0.00           H  
HETATM   43  H23 UNL     1       5.680  -1.071  -0.679  1.00  0.00           H  
HETATM   44  H24 UNL     1       3.792  -2.491   1.031  1.00  0.00           H  
HETATM   45  H25 UNL     1       3.754  -2.597  -0.749  1.00  0.00           H  
HETATM   46  H26 UNL     1       2.234  -2.246   0.222  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4   26   27
CONECT    4    5    9
CONECT    5    6   28   29
CONECT    6    7   30   31
CONECT    7    8   32   33
CONECT    8    9   34   35
CONECT    9   10   36
CONECT   10   11   11   12
CONECT   12   13   37
CONECT   13   14   14   19
CONECT   14   15   16
CONECT   15   38   39   40
CONECT   16   17   17   41
CONECT   17   18   42
CONECT   18   19   19   43
CONECT   19   20
CONECT   20   44   45   46
END

HMDB0014441
     RDKit          3D
Ropivacaine
 46 47  0  0  0  0  0  0  0  0999 V2000
   -4.2322    2.5372   -0.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7914    1.1739   -0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4386    0.8502   -0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8807   -0.3710   -0.5201 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4705   -1.5711   -0.9433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1692   -2.1564    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1308   -2.5630    1.2824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8880   -1.7459    1.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0062   -0.4168    0.5703 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3695   -0.0719    0.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5858    0.1712   -1.1606 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4761   -0.0079    0.9416 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7745    0.3096    0.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1679    1.6255    0.4645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2505    2.7394    0.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4288    1.9537    0.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3512    0.9970   -0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9587   -0.3186   -0.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6890   -0.6382    0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3135   -2.0673    0.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6013    3.3016   -0.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3051    2.6892   -0.7379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0137    2.5414   -1.9507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5658    0.4530   -0.6518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7920    1.1680    0.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7227    1.6733   -0.7102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972    0.8382   -2.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6468   -2.3005   -1.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1422   -1.4447   -1.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7866   -1.3583    0.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7430   -3.0312   -0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9274   -3.6549    1.1005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6143   -2.5288    2.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925   -2.3504    0.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5370   -1.5507    2.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2579    0.4107    1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2970   -0.2070    1.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8814    3.6061    1.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6561    3.0170   -0.0031 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6228    2.4255    1.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7380    2.9915    0.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3328    1.2861   -0.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6803   -1.0708   -0.6791 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7916   -2.4906    1.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7540   -2.5967   -0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2337   -2.2463    0.2217 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  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  2  0
 19 20  1  0
  9  4  1  0
 19 13  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  1
 12 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(-)-1-Propyl-2',6'-dimethyl-2-piperidylcarboxyanilide	ChEBI
(-)-1-Propyl-2',6'-pipecoloxylidide	ChEBI
(S)-(-)-1-Propyl-2',6'-pipecoloxylidide	ChEBI
L-N-N-Propylpipecolic acid-2,6-xylidide	ChEBI
Ropivacaina	ChEBI
Ropivacainum	ChEBI
Naropin	Kegg
L-N-N-Propylpipecolate-2,6-xylidide	Generator
S-Ropivacaine	HMDB
LEA-103	HMDB
Naropeine	HMDB
Ropivacaine hydrochloride	HMDB
Ropivacaine monohydrochloride	HMDB
Ropivacaine monohydrochloride, (S)-isomer	HMDB
1-Propyl-2',6'-pipecoloxylidide	HMDB
LEA 103	HMDB
1 Propyl 2',6' pipecoloxylidide	HMDB

Chemical Formula

C₁₇H₂₆N₂O

Average Molecular Weight

274.4011

Monoisotopic Molecular Weight

274.204513464

IUPAC Name

(2S)-N-(2,6-dimethylphenyl)-1-propylpiperidine-2-carboxamide

Traditional Name

ropivacaine

CAS Registry Number

84057-95-4

SMILES

CCCN1CCCC[C@H]1C(=O)NC1=C(C)C=CC=C1C

InChI Identifier

InChI=1S/C17H26N2O/c1-4-11-19-12-6-5-10-15(19)17(20)18-16-13(2)8-7-9-14(16)3/h7-9,15H,4-6,10-12H2,1-3H3,(H,18,20)/t15-/m0/s1

InChI Key

ZKMNUMMKYBVTFN-HNNXBMFYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid amides

Alternative Parents

Substituents

Alpha-amino acid amide
2-piperidinecarboxamide
Piperidinecarboxamide
Anilide
M-xylene
Xylene
N-arylamide
Monocyclic benzene moiety
Benzenoid
Piperidine
Carboxamide group
Tertiary aliphatic amine
Tertiary amine
Secondary carboxylic acid amide
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

piperidinecarboxamide (CHEBI:8890 )
ropivacaine (CHEBI:8890 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0014441)
Membrane (HMDB: HMDB0014441)

Source

Exogenous

Exogenous (HMDB: HMDB0014441)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Ropivacaine Action Pathway (PathBank: SMP0000404)

Role

Industrial application

Local anaesthetic (HMDB: HMDB0014441)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.25 g/L	Not Available
LogP	3	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.25 g/L	ALOGPS
logP	2.91	ALOGPS
logP	4.07	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	13.62	ChemAxon
pKa (Strongest Basic)	7.82	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.34 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	85.59 m³·mol⁻¹	ChemAxon
Polarizability	32.67 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	163.394	31661259
DarkChem	[M-H]-	164.021	31661259
DeepCCS	[M+H]+	170.837	30932474
DeepCCS	[M-H]-	168.479	30932474
DeepCCS	[M-2H]-	201.365	30932474
DeepCCS	[M+Na]+	176.93	30932474
AllCCS	[M+H]+	167.9	32859911
AllCCS	[M+H-H2O]+	164.5	32859911
AllCCS	[M+NH4]+	171.1	32859911
AllCCS	[M+Na]+	172.0	32859911
AllCCS	[M-H]-	171.3	32859911
AllCCS	[M+Na-2H]-	171.8	32859911
AllCCS	[M+HCOO]-	172.3	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.	4.42 minutes	32390414
Predicted by Siyang on May 30, 2022	10.4701 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.37 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	67.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1448.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	189.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	165.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	163.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	72.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	355.4 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	442.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	250.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	831.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	338.8 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	1015.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	243.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	291.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	364.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	353.3 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	72.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ropivacaine	CCCN1CCCC[C@H]1C(=O)NC1=C(C)C=CC=C1C	2640.0	Standard polar	33892256
Ropivacaine	CCCN1CCCC[C@H]1C(=O)NC1=C(C)C=CC=C1C	2241.1	Standard non polar	33892256
Ropivacaine	CCCN1CCCC[C@H]1C(=O)NC1=C(C)C=CC=C1C	2192.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ropivacaine,1TMS,isomer #1	CCCN1CCCC[C@H]1C(=O)N(C1=C(C)C=CC=C1C)[Si](C)(C)C	2084.9	Semi standard non polar	33892256
Ropivacaine,1TMS,isomer #1	CCCN1CCCC[C@H]1C(=O)N(C1=C(C)C=CC=C1C)[Si](C)(C)C	2147.0	Standard non polar	33892256
Ropivacaine,1TMS,isomer #1	CCCN1CCCC[C@H]1C(=O)N(C1=C(C)C=CC=C1C)[Si](C)(C)C	2779.2	Standard polar	33892256
Ropivacaine,1TBDMS,isomer #1	CCCN1CCCC[C@H]1C(=O)N(C1=C(C)C=CC=C1C)[Si](C)(C)C(C)(C)C	2307.7	Semi standard non polar	33892256
Ropivacaine,1TBDMS,isomer #1	CCCN1CCCC[C@H]1C(=O)N(C1=C(C)C=CC=C1C)[Si](C)(C)C(C)(C)C	2372.7	Standard non polar	33892256
Ropivacaine,1TBDMS,isomer #1	CCCN1CCCC[C@H]1C(=O)N(C1=C(C)C=CC=C1C)[Si](C)(C)C(C)(C)C	2878.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ropivacaine GC-MS (Non-derivatized) - 70eV, Positive	splash10-006t-8920000000-73e85079216552ba91a9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ropivacaine 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 - Ropivacaine 10V, Positive-QTOF	splash10-00b9-0970000000-5c1a64ae27aff997890c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropivacaine 20V, Positive-QTOF	splash10-00fr-2900000000-672e3b8722fe16738c24	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropivacaine 40V, Positive-QTOF	splash10-0006-9200000000-082eb7de53612f8e41d3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropivacaine 10V, Negative-QTOF	splash10-00di-0290000000-0bab56be469e7bd6a507	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropivacaine 20V, Negative-QTOF	splash10-00di-0960000000-9f382933eb477808418c	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropivacaine 40V, Negative-QTOF	splash10-00xr-6900000000-85680fbf3993e3ad0b26	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropivacaine 10V, Negative-QTOF	splash10-00di-0090000000-f65ed1883e2d82087854	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropivacaine 20V, Negative-QTOF	splash10-00di-0590000000-0e618e825ce0a7c6f894	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropivacaine 40V, Negative-QTOF	splash10-00yi-2910000000-3a2ddfb03e07c24ab3b3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropivacaine 10V, Positive-QTOF	splash10-004i-0190000000-5ca58a328a550062ca9f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropivacaine 20V, Positive-QTOF	splash10-004i-2910000000-0b84aebef101786ad64a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ropivacaine 40V, Positive-QTOF	splash10-004j-5900000000-12d6c869d1aa71a3e37b	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Ropivacaine Action Pathway		Not Available

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 DB00296	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00296	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00296

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

153165

KEGG Compound ID

C07532

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ropivacaine

METLIN ID

Not Available

PubChem Compound

175805

PDB ID

Not Available

ChEBI ID

8890

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

Weinberg G, Ripper R, Feinstein DL, Hoffman W: Lipid emulsion infusion rescues dogs from bupivacaine-induced cardiac toxicity. Reg Anesth Pain Med. 2003 May-Jun;28(3):198-202. [PubMed:12772136 ]
Picard J, Meek T: Lipid emulsion to treat overdose of local anaesthetic: the gift of the glob. Anaesthesia. 2006 Feb;61(2):107-9. [PubMed:16430560 ]
Rosenblatt MA, Abel M, Fischer GW, Itzkovich CJ, Eisenkraft JB: Successful use of a 20% lipid emulsion to resuscitate a patient after a presumed bupivacaine-related cardiac arrest. Anesthesiology. 2006 Jul;105(1):217-8. [PubMed:16810015 ]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

3. Cytochrome P450 2B6

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:: CYP2B6
Uniprot ID:: P20813
Molecular weight:: 56277.81

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

4. Cytochrome P450 1A2

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:: CYP1A2
Uniprot ID:: P05177
Molecular weight:: 58406.915

References

Arlander E, Ekstrom G, Alm C, Carrillo JA, Bielenstein M, Bottiger Y, Bertilsson L, Gustafsson LL: Metabolism of ropivacaine in humans is mediated by CYP1A2 and to a minor extent by CYP3A4: an interaction study with fluvoxamine and ketoconazole as in vivo inhibitors. Clin Pharmacol Ther. 1998 Nov;64(5):484-91. [PubMed:9834040 ]
Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

5. Sodium channel protein type 10 subunit alpha

General function:: Involved in ion channel activity
Specific function:: This protein mediates the voltage-dependent sodium ion permeability of excitable membranes. Assuming opened or closed conformations in response to the voltage difference across the membrane, the protein forms a sodium-selective channel through which sodium ions may pass in accordance with their electrochemical gradient. It is a tetrodotoxin-resistant sodium channel isoform. Its electrophysiological properties vary depending on the type of the associated beta subunits (in vitro). Plays a role in neuropathic pain mechanisms
Gene Name:: SCN10A
Uniprot ID:: Q9Y5Y9
Molecular weight:: 220623.6

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Liu BG, Zhuang XL, Li ST, Xu GH: The effects of ropivacaine on sodium currents in dorsal horn neurons of neonatal rats. Anesth Analg. 2000 May;90(5):1034-8. [PubMed:10781449 ]

Showing metabocard for Ropivacaine (HMDB0014441)

MOL for HMDB0014441 (Ropivacaine)

3D MOL for HMDB0014441 (Ropivacaine)

3D SDF for HMDB0014441 (Ropivacaine)

3D-SDF for HMDB0014441 (Ropivacaine)

PDB for HMDB0014441 (Ropivacaine)

3D PDB for HMDB0014441 (Ropivacaine)

SMILES for HMDB0014441 (Ropivacaine)

INCHI for HMDB0014441 (Ropivacaine)

Structure for HMDB0014441 (Ropivacaine)

3D Structure for HMDB0014441 (Ropivacaine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References