Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-09-04 13:13:28 UTC

Update Date

2021-09-14 15:47:52 UTC

HMDB ID

HMDB0006921

Secondary Accession Numbers

HMDB06921

Metabolite Identification

Common Name

(S)-3-Hydroxy-N-methylcoclaurine

Description

(S)-3-Hydroxy-N-methylcoclaurine belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached (S)-3-Hydroxy-N-methylcoclaurine exists in all living organisms, ranging from bacteria to humans (S)-3-Hydroxy-N-methylcoclaurine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make (S)-3-hydroxy-N-methylcoclaurine a potential biomarker for the consumption of these foods (S)-3-Hydroxy-N-methylcoclaurine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on (S)-3-Hydroxy-N-methylcoclaurine.

Structure

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

HMDB0006921
     RDKit          3D
(S)-3-Hydroxy-N-methylcoclaurine
 44 46  0  0  0  0  0  0  0  0999 V2000
    2.3193    1.2461    4.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1801    1.5698    3.8685 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0836    1.1983    2.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0522    0.4953    1.8472 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8907    0.1558    0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7238    0.5250   -0.1278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2387    1.2249    0.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0959    1.5751    1.8987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0923    2.2819    2.5725 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5769    0.1431   -1.5585 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2733   -1.1115   -1.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6314   -0.9466   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9087   -1.2656    0.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1716   -1.1186    0.6939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1868   -0.6470   -0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4884   -0.4752    0.4090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9553   -0.3176   -1.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9638    0.1662   -2.2123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6830   -0.4704   -1.9213 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855    0.0766   -2.2946 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8874   -0.9802   -3.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0033    0.2116   -1.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894   -0.5901   -0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1797    0.2585    5.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2649    1.2928    4.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4941    2.0135    5.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9492    0.2113    2.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1552    1.5210    0.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9354    2.5117    3.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0474    0.9646   -2.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2243   -1.9949   -1.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3447   -1.3007   -2.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1379   -1.6423    0.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3851   -1.3695    1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7630   -0.6858    1.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7807    0.4042   -3.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5394   -0.2017   -2.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2960   -0.7172   -4.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9597   -1.0012   -3.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6743   -1.9759   -2.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1422    1.2700   -1.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8409   -0.1675   -2.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8507   -0.7334    0.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5096   -1.6046   -0.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 10 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  8  3  1  0
 19 12  1  0
 23  5  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  6
 11 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 18 36  1  0
 19 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
 22 42  1  0
 23 43  1  0
 23 44  1  0
M  END


  Mrv0541 02231220562D          

 23 25  0  0  1  0            999 V2000
   14.7263   -4.2522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7263   -5.9022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9980   -9.2472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4364   -8.4388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3548   -5.5069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6072   -5.9309    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.8698   -5.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3548   -4.6475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6072   -4.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8698   -4.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5977   -6.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0677   -5.9222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1553   -5.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3074   -7.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1553   -4.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4408   -5.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4408   -4.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2979   -8.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0266   -6.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0076   -8.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7363   -7.1931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7267   -8.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7263   -3.4272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  1 23  1  0  0  0  0
  2 16  1  0  0  0  0
  3 20  1  0  0  0  0
  4 22  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  5 12  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  1  0  0  0
  7 10  1  0  0  0  0
  7 13  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 15  2  0  0  0  0
 11 14  1  0  0  0  0
 13 16  1  0  0  0  0
 14 18  2  0  0  0  0
 14 19  1  0  0  0  0
 15 17  1  0  0  0  0
 16 17  2  0  0  0  0
 18 20  1  0  0  0  0
 19 21  2  0  0  0  0
 20 22  2  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0006921

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C2[C@H](CC3=CC(O)=C(O)C=C3)N(C)CCC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H21NO4/c1-19-6-5-12-9-18(23-2)17(22)10-13(12)14(19)7-11-3-4-15(20)16(21)8-11/h3-4,8-10,14,20-22H,5-7H2,1-2H3/t14-/m0/s1

> <INCHI_KEY>
DAUPWJBRVZCBQB-AWEZNQCLSA-N

> <FORMULA>
C18H21NO4

> <MOLECULAR_WEIGHT>
315.3636

> <EXACT_MASS>
315.147058165

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
34.2424895801051

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{[(1S)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl}benzene-1,2-diol

> <ALOGPS_LOGP>
2.27

> <JCHEM_LOGP>
2.7605392315915744

> <ALOGPS_LOGS>
-3.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
10.207726906863593

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.221329007512917

> <JCHEM_PKA_STRONGEST_BASIC>
10.90375107586416

> <JCHEM_POLAR_SURFACE_AREA>
73.16

> <JCHEM_REFRACTIVITY>
89.35400000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.29e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-benzene-1,2-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006921
     RDKit          3D
(S)-3-Hydroxy-N-methylcoclaurine
 44 46  0  0  0  0  0  0  0  0999 V2000
    2.3193    1.2461    4.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1801    1.5698    3.8685 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0836    1.1983    2.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0522    0.4953    1.8472 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8907    0.1558    0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7238    0.5250   -0.1278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2387    1.2249    0.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0959    1.5751    1.8987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0923    2.2819    2.5725 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5769    0.1431   -1.5585 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2733   -1.1115   -1.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6314   -0.9466   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9087   -1.2656    0.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1716   -1.1186    0.6939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1868   -0.6470   -0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4884   -0.4752    0.4090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9553   -0.3176   -1.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9638    0.1662   -2.2123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6830   -0.4704   -1.9213 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855    0.0766   -2.2946 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8874   -0.9802   -3.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0033    0.2116   -1.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894   -0.5901   -0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1797    0.2585    5.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2649    1.2928    4.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4941    2.0135    5.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9492    0.2113    2.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1552    1.5210    0.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9354    2.5117    3.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0474    0.9646   -2.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2243   -1.9949   -1.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3447   -1.3007   -2.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1379   -1.6423    0.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3851   -1.3695    1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7630   -0.6858    1.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7807    0.4042   -3.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5394   -0.2017   -2.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2960   -0.7172   -4.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9597   -1.0012   -3.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6743   -1.9759   -2.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1422    1.2700   -1.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8409   -0.1675   -2.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8507   -0.7334    0.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5096   -1.6046   -0.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 10 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  8  3  1  0
 19 12  1  0
 23  5  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  6
 11 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 18 36  1  0
 19 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
 22 42  1  0
 23 43  1  0
 23 44  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      27.489  -7.937   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      27.489 -11.017   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      35.463 -17.261   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      38.148 -15.752   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      34.262 -10.280   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      32.867 -11.071   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      31.490 -10.247   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      34.262  -8.675   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      32.867  -7.884   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      31.490  -8.707   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      32.849 -12.611   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      35.593 -11.055   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      30.157 -11.017   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      34.174 -13.396   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      30.157  -7.937   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.823 -10.247   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      28.823  -8.707   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      34.156 -14.936   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      35.516 -12.642   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      35.481 -15.722   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      36.841 -13.427   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      36.823 -14.967   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      27.489  -6.397   0.000  0.00  0.00           C+0
CONECT    1   17   23                                                       
CONECT    2   16                                                            
CONECT    3   20                                                            
CONECT    4   22                                                            
CONECT    5    6    8   12                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6   10   13                                                  
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    7    9   15                                                  
CONECT   11    6   14                                                       
CONECT   12    5                                                            
CONECT   13    7   16                                                       
CONECT   14   11   18   19                                                  
CONECT   15   10   17                                                       
CONECT   16    2   13   17                                                  
CONECT   17    1   15   16                                                  
CONECT   18   14   20                                                       
CONECT   19   14   21                                                       
CONECT   20    3   18   22                                                  
CONECT   21   19   22                                                       
CONECT   22    4   20   21                                                  
CONECT   23    1                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0006921
HETATM    1  C1  UNL     1       2.319   1.246   4.634  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.180   1.570   3.868  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.084   1.198   2.550  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.052   0.495   1.847  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.891   0.156   0.528  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.724   0.525  -0.128  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.239   1.225   0.574  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.096   1.575   1.899  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.092   2.282   2.572  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.577   0.143  -1.558  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.273  -1.112  -1.705  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.631  -0.947  -1.164  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.909  -1.266   0.154  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.172  -1.119   0.694  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.187  -0.647  -0.078  1.00  0.00           C  
HETATM   16  O3  UNL     1      -5.488  -0.475   0.409  1.00  0.00           O  
HETATM   17  C14 UNL     1      -3.955  -0.318  -1.394  1.00  0.00           C  
HETATM   18  O4  UNL     1      -4.964   0.166  -2.212  1.00  0.00           O  
HETATM   19  C15 UNL     1      -2.683  -0.470  -1.921  1.00  0.00           C  
HETATM   20  N1  UNL     1       1.785   0.077  -2.295  1.00  0.00           N  
HETATM   21  C16 UNL     1       1.887  -0.980  -3.250  1.00  0.00           C  
HETATM   22  C17 UNL     1       3.003   0.212  -1.577  1.00  0.00           C  
HETATM   23  C18 UNL     1       2.889  -0.590  -0.273  1.00  0.00           C  
HETATM   24  H1  UNL     1       2.180   0.258   5.114  1.00  0.00           H  
HETATM   25  H2  UNL     1       3.265   1.293   4.035  1.00  0.00           H  
HETATM   26  H3  UNL     1       2.494   2.013   5.446  1.00  0.00           H  
HETATM   27  H4  UNL     1       2.949   0.211   2.353  1.00  0.00           H  
HETATM   28  H5  UNL     1      -1.155   1.521   0.069  1.00  0.00           H  
HETATM   29  H6  UNL     1      -0.935   2.512   3.545  1.00  0.00           H  
HETATM   30  H7  UNL     1      -0.047   0.965  -2.023  1.00  0.00           H  
HETATM   31  H8  UNL     1       0.224  -1.995  -1.268  1.00  0.00           H  
HETATM   32  H9  UNL     1      -0.345  -1.301  -2.797  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.138  -1.642   0.808  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.385  -1.370   1.726  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.763  -0.686   1.360  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.781   0.404  -3.175  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.539  -0.202  -2.956  1.00  0.00           H  
HETATM   38  H15 UNL     1       1.296  -0.717  -4.153  1.00  0.00           H  
HETATM   39  H16 UNL     1       2.960  -1.001  -3.591  1.00  0.00           H  
HETATM   40  H17 UNL     1       1.674  -1.976  -2.855  1.00  0.00           H  
HETATM   41  H18 UNL     1       3.142   1.270  -1.285  1.00  0.00           H  
HETATM   42  H19 UNL     1       3.841  -0.168  -2.198  1.00  0.00           H  
HETATM   43  H20 UNL     1       3.851  -0.733   0.220  1.00  0.00           H  
HETATM   44  H21 UNL     1       2.510  -1.605  -0.551  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   27
CONECT    5    6    6   23
CONECT    6    7   10
CONECT    7    8    8   28
CONECT    8    9
CONECT    9   29
CONECT   10   11   20   30
CONECT   11   12   31   32
CONECT   12   13   13   19
CONECT   13   14   33
CONECT   14   15   15   34
CONECT   15   16   17
CONECT   16   35
CONECT   17   18   19   19
CONECT   18   36
CONECT   19   37
CONECT   20   21   22
CONECT   21   38   39   40
CONECT   22   23   41   42
CONECT   23   43   44
END

HMDB0006921
     RDKit          3D
(S)-3-Hydroxy-N-methylcoclaurine
 44 46  0  0  0  0  0  0  0  0999 V2000
    2.3193    1.2461    4.6339 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1801    1.5698    3.8685 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0836    1.1983    2.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0522    0.4953    1.8472 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8907    0.1558    0.5278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7238    0.5250   -0.1278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2387    1.2249    0.5745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0959    1.5751    1.8987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0923    2.2819    2.5725 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5769    0.1431   -1.5585 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2733   -1.1115   -1.7052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6314   -0.9466   -1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9087   -1.2656    0.1538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1716   -1.1186    0.6939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1868   -0.6470   -0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4884   -0.4752    0.4090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9553   -0.3176   -1.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9638    0.1662   -2.2123 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6830   -0.4704   -1.9213 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7855    0.0766   -2.2946 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8874   -0.9802   -3.2497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0033    0.2116   -1.5767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8894   -0.5901   -0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1797    0.2585    5.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2649    1.2928    4.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4941    2.0135    5.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9492    0.2113    2.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1552    1.5210    0.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9354    2.5117    3.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0474    0.9646   -2.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2243   -1.9949   -1.2683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3447   -1.3007   -2.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1379   -1.6423    0.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3851   -1.3695    1.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7630   -0.6858    1.3595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7807    0.4042   -3.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5394   -0.2017   -2.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2960   -0.7172   -4.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9597   -1.0012   -3.5910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6743   -1.9759   -2.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1422    1.2700   -1.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8409   -0.1675   -2.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8507   -0.7334    0.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5096   -1.6046   -0.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 10 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
  8  3  1  0
 19 12  1  0
 23  5  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  6
 11 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 16 35  1  0
 18 36  1  0
 19 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
 22 42  1  0
 23 43  1  0
 23 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3'-Hydroxy-(S)-N-methylcoclaurine	ChEBI
3'-Hydroxy-N-methyl-(S)-coclaurine	ChEBI
(S)-3'-Hydroxy-N-methylcoclaurine	Kegg

Chemical Formula

C₁₈H₂₁NO₄

Average Molecular Weight

315.3636

Monoisotopic Molecular Weight

315.147058165

IUPAC Name

4-{[(1S)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl}benzene-1,2-diol

Traditional Name

4-benzene-1,2-diol

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C2[C@H](CC3=CC(O)=C(O)C=C3)N(C)CCC2=C1

InChI Identifier

InChI=1S/C18H21NO4/c1-19-6-5-12-9-18(23-2)17(22)10-13(12)14(19)7-11-3-4-15(20)16(21)8-11/h3-4,8-10,14,20-22H,5-7H2,1-2H3/t14-/m0/s1

InChI Key

DAUPWJBRVZCBQB-AWEZNQCLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Benzylisoquinolines

Direct Parent

Benzylisoquinolines

Alternative Parents

Substituents

Benzylisoquinoline
Tetrahydroisoquinoline
Anisole
Catechol
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Phenol
Monocyclic benzene moiety
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Ether
Azacycle
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

isoquinoline alkaloid (CHEBI:17079 )
isoquinolines (CHEBI:17079 )
Isoquinoline alkaloids (C05202 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0006921)
Cell membrane (HMDB: HMDB0006921)

Source

Endogenous

Endogenous (HMDB: HMDB0006921)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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	0.23 g/L	ALOGPS
logP	2.27	ALOGPS
logP	2.76	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	7.22	ChemAxon
pKa (Strongest Basic)	10.9	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	73.16 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	89.35 m³·mol⁻¹	ChemAxon
Polarizability	34.24 Å³	ChemAxon
Number of Rings	3	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]+	174.575	31661259
DarkChem	[M-H]-	176.542	31661259
DeepCCS	[M+H]+	184.57	30932474
DeepCCS	[M-H]-	182.212	30932474
DeepCCS	[M-2H]-	216.25	30932474
DeepCCS	[M+Na]+	191.478	30932474
AllCCS	[M+H]+	176.9	32859911
AllCCS	[M+H-H2O]+	173.5	32859911
AllCCS	[M+NH4]+	180.0	32859911
AllCCS	[M+Na]+	180.9	32859911
AllCCS	[M-H]-	180.1	32859911
AllCCS	[M+Na-2H]-	179.9	32859911
AllCCS	[M+HCOO]-	179.9	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.	2.96 minutes	32390414
Predicted by Siyang on May 30, 2022	10.253 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.86 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	41.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	721.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	197.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	127.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	149.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	63.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	401.2 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	347.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	630.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	698.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	266.0 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	983.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	184.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	262.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	505.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	430.1 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	51.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-3-Hydroxy-N-methylcoclaurine	COC1=C(O)C=C2[C@H](CC3=CC(O)=C(O)C=C3)N(C)CCC2=C1	4246.6	Standard polar	33892256
(S)-3-Hydroxy-N-methylcoclaurine	COC1=C(O)C=C2[C@H](CC3=CC(O)=C(O)C=C3)N(C)CCC2=C1	2832.5	Standard non polar	33892256
(S)-3-Hydroxy-N-methylcoclaurine	COC1=C(O)C=C2[C@H](CC3=CC(O)=C(O)C=C3)N(C)CCC2=C1	2959.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-3-Hydroxy-N-methylcoclaurine,1TMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C)[C@H](CC1=CC=C(O)C(O)=C1)N(C)CC2	2809.5	Semi standard non polar	33892256
(S)-3-Hydroxy-N-methylcoclaurine,1TMS,isomer #2	COC1=CC2=C(C=C1O)[C@H](CC1=CC=C(O)C(O[Si](C)(C)C)=C1)N(C)CC2	2799.7	Semi standard non polar	33892256
(S)-3-Hydroxy-N-methylcoclaurine,1TMS,isomer #3	COC1=CC2=C(C=C1O)[C@H](CC1=CC=C(O[Si](C)(C)C)C(O)=C1)N(C)CC2	2804.7	Semi standard non polar	33892256
(S)-3-Hydroxy-N-methylcoclaurine,2TMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C)[C@H](CC1=CC=C(O[Si](C)(C)C)C(O)=C1)N(C)CC2	2747.6	Semi standard non polar	33892256
(S)-3-Hydroxy-N-methylcoclaurine,2TMS,isomer #2	COC1=CC2=C(C=C1O[Si](C)(C)C)[C@H](CC1=CC=C(O)C(O[Si](C)(C)C)=C1)N(C)CC2	2737.3	Semi standard non polar	33892256
(S)-3-Hydroxy-N-methylcoclaurine,2TMS,isomer #3	COC1=CC2=C(C=C1O)[C@H](CC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)N(C)CC2	2782.8	Semi standard non polar	33892256
(S)-3-Hydroxy-N-methylcoclaurine,3TMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C)[C@H](CC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)N(C)CC2	2789.7	Semi standard non polar	33892256
(S)-3-Hydroxy-N-methylcoclaurine,1TBDMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)[C@H](CC1=CC=C(O)C(O)=C1)N(C)CC2	3072.3	Semi standard non polar	33892256
(S)-3-Hydroxy-N-methylcoclaurine,1TBDMS,isomer #2	COC1=CC2=C(C=C1O)[C@H](CC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)N(C)CC2	3059.2	Semi standard non polar	33892256
(S)-3-Hydroxy-N-methylcoclaurine,1TBDMS,isomer #3	COC1=CC2=C(C=C1O)[C@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)N(C)CC2	3068.3	Semi standard non polar	33892256
(S)-3-Hydroxy-N-methylcoclaurine,2TBDMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)[C@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)N(C)CC2	3212.3	Semi standard non polar	33892256
(S)-3-Hydroxy-N-methylcoclaurine,2TBDMS,isomer #2	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)[C@H](CC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)N(C)CC2	3210.2	Semi standard non polar	33892256
(S)-3-Hydroxy-N-methylcoclaurine,2TBDMS,isomer #3	COC1=CC2=C(C=C1O)[C@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)N(C)CC2	3221.2	Semi standard non polar	33892256
(S)-3-Hydroxy-N-methylcoclaurine,3TBDMS,isomer #1	COC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)[C@H](CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)N(C)CC2	3422.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-3-Hydroxy-N-methylcoclaurine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-0900000000-16905ec7b37acd6da6f0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-3-Hydroxy-N-methylcoclaurine GC-MS (3 TMS) - 70eV, Positive	splash10-02t9-1390040000-7c86603d65085d54ab9c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-3-Hydroxy-N-methylcoclaurine 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 - (S)-3-Hydroxy-N-methylcoclaurine 10V, Positive-QTOF	splash10-014i-0019000000-9ed95170816cfe1fcfad	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxy-N-methylcoclaurine 20V, Positive-QTOF	splash10-000l-0952000000-7be95e26bc54ea0a159f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxy-N-methylcoclaurine 40V, Positive-QTOF	splash10-00r2-5920000000-6983aa56eb6bde4d9050	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxy-N-methylcoclaurine 10V, Negative-QTOF	splash10-03di-0009000000-63223a01156e31029e0a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxy-N-methylcoclaurine 20V, Negative-QTOF	splash10-03di-0069000000-d962fb4fb99d68aa9cc9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxy-N-methylcoclaurine 40V, Negative-QTOF	splash10-00bd-0590000000-b1ff4042511719f550f1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxy-N-methylcoclaurine 10V, Positive-QTOF	splash10-014i-0019000000-941d7d018f05d7b7b5e9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxy-N-methylcoclaurine 20V, Positive-QTOF	splash10-0ap3-0593000000-427edfb835dd38b010f3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxy-N-methylcoclaurine 40V, Positive-QTOF	splash10-03di-0930000000-66fc76acde1decbe2f14	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxy-N-methylcoclaurine 10V, Negative-QTOF	splash10-03di-0009000000-a9f6ec6e6fe2a282293c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxy-N-methylcoclaurine 20V, Negative-QTOF	splash10-03di-0359000000-1ccd91cadb6625f9a2f2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxy-N-methylcoclaurine 40V, Negative-QTOF	splash10-0006-0490000000-a697489aa89c42118f24	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB024153

KNApSAcK ID

Not Available

Chemspider ID

389490

KEGG Compound ID

C05202

BioCyc ID

3-HYDROXY-N-METHYL-S-COCLAURINE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440591

PDB ID

Not Available

ChEBI ID

17079

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. Tyrosinase

General function:: Involved in oxidoreductase activity
Specific function:: This is a copper-containing oxidase that functions in the formation of pigments such as melanins and other polyphenolic compounds. Catalyzes the rate-limiting conversions of tyrosine to DOPA, DOPA to DOPA-quinone and possibly 5,6-dihydroxyindole to indole-5,6 quinone.
Gene Name:: TYR
Uniprot ID:: P14679
Molecular weight:: 60392.69

Reactions

(S)-N-Methylcoclaurine + Oxygen + Reduced acceptor → (S)-3-Hydroxy-N-methylcoclaurine + Water + Acceptor	details

Showing metabocard for (S)-3-Hydroxy-N-methylcoclaurine (HMDB0006921)

MOL for HMDB0006921 ((S)-3-Hydroxy-N-methylcoclaurine)

3D MOL for HMDB0006921 ((S)-3-Hydroxy-N-methylcoclaurine)

3D SDF for HMDB0006921 ((S)-3-Hydroxy-N-methylcoclaurine)

3D-SDF for HMDB0006921 ((S)-3-Hydroxy-N-methylcoclaurine)

PDB for HMDB0006921 ((S)-3-Hydroxy-N-methylcoclaurine)

3D PDB for HMDB0006921 ((S)-3-Hydroxy-N-methylcoclaurine)

SMILES for HMDB0006921 ((S)-3-Hydroxy-N-methylcoclaurine)

INCHI for HMDB0006921 ((S)-3-Hydroxy-N-methylcoclaurine)

Structure for HMDB0006921 ((S)-3-Hydroxy-N-methylcoclaurine)

3D Structure for HMDB0006921 ((S)-3-Hydroxy-N-methylcoclaurine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions