Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-09-11 20:43:42 UTC

Update Date

2021-09-14 15:43:40 UTC

HMDB ID

HMDB0061345

Secondary Accession Numbers

HMDB0061166
HMDB61166
HMDB61345

Metabolite Identification

Common Name

N,N,O-Tridesmethylvenlafaxine

Description

N,N,O-Tridesmethylvenlafaxine is a metabolite of venlafaxine (brand name: Effexor or Efexor). Venlafaxine is a bicyclic antidepressant and is usually categorized as a serotonin-norepinephrine reuptake inhibitor (SNRI), but it has been referred to as a serotonin-norepinephrine-dopamine reuptake inhibitor. It works by blocking the transporter reuptake proteins for key neurotransmitters affecting mood, thereby leaving more active neurotransmitters in the synapse.

Structure

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

HMDB0061345
     RDKit          3D
N,N,O-Tridesmethylvenlafaxine
 38 39  0  0  0  0  0  0  0  0999 V2000
    0.5772    2.3935   -1.4602 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4103    2.4175   -0.0465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2361    1.0629    0.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4144    0.2353    0.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2120   -0.1709    1.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3430   -0.9488    1.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6471   -1.3129   -0.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7734   -2.0988   -0.3282 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8700   -0.9237   -1.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7504   -0.1476   -0.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0864    0.4397    0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0570    1.3302    0.8536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2275   -0.8094    1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1350   -1.8198    0.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3223   -1.1635   -0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9635   -0.1297   -1.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4486    0.1504   -1.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0569    3.1703   -1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5716    2.4982   -1.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2562    2.9369    0.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4871    3.0667    0.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2160    1.2977    1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9896    0.1075    2.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9709   -1.2691    2.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3805   -2.4166    0.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1481   -1.2373   -2.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1720    0.1338   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2850    2.0314    0.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2349   -1.2702    1.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6473   -0.5710    2.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5223   -2.4758    1.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6043   -2.4774   -0.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9692   -1.9799   -0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9237   -0.6518    0.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5268    0.8215   -0.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2283   -0.4820   -2.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3269    1.0413   -1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9992   -0.7787   -1.4814 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  3 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 10  4  1  0
 17 11  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  5 23  1  0
  6 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
M  END


  Mrv1652305211922542D          

 17 18  0  0  1  0            999 V2000
    2.1624    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2877    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9875    1.5395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5750   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9875    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8604   -1.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2894   -1.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8604   -1.8415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2894   -1.8415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5750   -2.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5750    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8125    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0501    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0501   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4626    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  2 17  1  0  0  0  0
  3 11  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5 11  1  0  0  0  0
  5 12  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 10  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  2  0  0  0  0
 15 17  2  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061345

> <DATABASE_NAME>
hmdb

> <SMILES>
NCC(C1=CC=C(O)C=C1)C1(O)CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C14H21NO2/c15-10-13(11-4-6-12(16)7-5-11)14(17)8-2-1-3-9-14/h4-7,13,16-17H,1-3,8-10,15H2

> <INCHI_KEY>
BHCUWXACHAFFSK-UHFFFAOYSA-N

> <FORMULA>
C14H21NO2

> <MOLECULAR_WEIGHT>
235.322

> <EXACT_MASS>
235.157228921

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
26.41984397960932

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[2-amino-1-(1-hydroxycyclohexyl)ethyl]phenol

> <ALOGPS_LOGP>
1.75

> <JCHEM_LOGP>
1.413556641007423

> <ALOGPS_LOGS>
-2.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.45726398565846

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.176447393174715

> <JCHEM_PKA_STRONGEST_BASIC>
9.330800334902815

> <JCHEM_POLAR_SURFACE_AREA>
66.48

> <JCHEM_REFRACTIVITY>
68.4726

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.31e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[2-amino-1-(1-hydroxycyclohexyl)ethyl]phenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061345
     RDKit          3D
N,N,O-Tridesmethylvenlafaxine
 38 39  0  0  0  0  0  0  0  0999 V2000
    0.5772    2.3935   -1.4602 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4103    2.4175   -0.0465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2361    1.0629    0.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4144    0.2353    0.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2120   -0.1709    1.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3430   -0.9488    1.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6471   -1.3129   -0.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7734   -2.0988   -0.3282 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8700   -0.9237   -1.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7504   -0.1476   -0.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0864    0.4397    0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0570    1.3302    0.8536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2275   -0.8094    1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1350   -1.8198    0.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3223   -1.1635   -0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9635   -0.1297   -1.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4486    0.1504   -1.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0569    3.1703   -1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5716    2.4982   -1.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2562    2.9369    0.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4871    3.0667    0.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2160    1.2977    1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9896    0.1075    2.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9709   -1.2691    2.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3805   -2.4166    0.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1481   -1.2373   -2.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1720    0.1338   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2850    2.0314    0.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2349   -1.2702    1.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6473   -0.5710    2.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5223   -2.4758    1.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6043   -2.4774   -0.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9692   -1.9799   -0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9237   -0.6518    0.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5268    0.8215   -0.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2283   -0.4820   -2.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3269    1.0413   -1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9992   -0.7787   -1.4814 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  3 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 10  4  1  0
 17 11  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  5 23  1  0
  6 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
M  END

HEADER    PROTEIN                                 21-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-MAY-19         0                                  
HETATM    1  O   UNK     0       4.037   0.206   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      11.737   0.206   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0       5.577   2.874   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       4.807  -1.127   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.577   0.206   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.473  -1.898   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.140  -1.898   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.473  -3.438   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.140  -3.438   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.807  -4.208   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.807   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.117   0.206   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.887   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.887  -1.127   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.427   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.427  -1.127   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.197   0.206   0.000  0.00  0.00           C+0
CONECT    1    4                                                            
CONECT    2   17                                                            
CONECT    3   11                                                            
CONECT    4    1    5    6    7                                             
CONECT    5    4   11   12                                                  
CONECT    6    4    8                                                       
CONECT    7    4    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   10                                                       
CONECT   10    8    9                                                       
CONECT   11    3    5                                                       
CONECT   12    5   13   14                                                  
CONECT   13   12   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   17                                                       
CONECT   16   14   17                                                       
CONECT   17    2   15   16                                                  
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0061345
HETATM    1  N1  UNL     1       0.577   2.393  -1.460  1.00  0.00           N  
HETATM    2  C1  UNL     1       0.410   2.417  -0.046  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.236   1.063   0.596  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.414   0.235   0.320  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.212  -0.171   1.361  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.343  -0.949   1.207  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.647  -1.313  -0.085  1.00  0.00           C  
HETATM    8  O1  UNL     1       4.773  -2.099  -0.328  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.870  -0.924  -1.152  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.750  -0.148  -0.951  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.086   0.440   0.331  1.00  0.00           C  
HETATM   12  O2  UNL     1      -2.057   1.330   0.854  1.00  0.00           O  
HETATM   13  C10 UNL     1      -1.228  -0.809   1.211  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.135  -1.820   0.551  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.322  -1.164  -0.087  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.963  -0.130  -1.105  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.449   0.150  -1.075  1.00  0.00           C  
HETATM   18  H1  UNL     1       0.057   3.170  -1.947  1.00  0.00           H  
HETATM   19  H2  UNL     1       1.572   2.498  -1.726  1.00  0.00           H  
HETATM   20  H3  UNL     1       1.256   2.937   0.461  1.00  0.00           H  
HETATM   21  H4  UNL     1      -0.487   3.067   0.177  1.00  0.00           H  
HETATM   22  H5  UNL     1       0.216   1.298   1.715  1.00  0.00           H  
HETATM   23  H6  UNL     1       1.990   0.108   2.404  1.00  0.00           H  
HETATM   24  H7  UNL     1       3.971  -1.269   2.022  1.00  0.00           H  
HETATM   25  H8  UNL     1       5.380  -2.417   0.394  1.00  0.00           H  
HETATM   26  H9  UNL     1       3.148  -1.237  -2.177  1.00  0.00           H  
HETATM   27  H10 UNL     1       1.172   0.134  -1.826  1.00  0.00           H  
HETATM   28  H11 UNL     1      -2.285   2.031   0.217  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.235  -1.270   1.331  1.00  0.00           H  
HETATM   30  H13 UNL     1      -1.647  -0.571   2.198  1.00  0.00           H  
HETATM   31  H14 UNL     1      -2.522  -2.476   1.367  1.00  0.00           H  
HETATM   32  H15 UNL     1      -1.604  -2.477  -0.150  1.00  0.00           H  
HETATM   33  H16 UNL     1      -3.969  -1.980  -0.495  1.00  0.00           H  
HETATM   34  H17 UNL     1      -3.924  -0.652   0.709  1.00  0.00           H  
HETATM   35  H18 UNL     1      -3.527   0.822  -0.954  1.00  0.00           H  
HETATM   36  H19 UNL     1      -3.228  -0.482  -2.124  1.00  0.00           H  
HETATM   37  H20 UNL     1      -1.327   1.041  -1.693  1.00  0.00           H  
HETATM   38  H21 UNL     1      -0.999  -0.779  -1.481  1.00  0.00           H  
CONECT    1    2   18   19
CONECT    2    3   20   21
CONECT    3    4   11   22
CONECT    4    5    5   10
CONECT    5    6   23
CONECT    6    7    7   24
CONECT    7    8    9
CONECT    8   25
CONECT    9   10   10   26
CONECT   10   27
CONECT   11   12   13   17
CONECT   12   28
CONECT   13   14   29   30
CONECT   14   15   31   32
CONECT   15   16   33   34
CONECT   16   17   35   36
CONECT   17   37   38
END

HMDB0061345
     RDKit          3D
N,N,O-Tridesmethylvenlafaxine
 38 39  0  0  0  0  0  0  0  0999 V2000
    0.5772    2.3935   -1.4602 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4103    2.4175   -0.0465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2361    1.0629    0.5955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4144    0.2353    0.3203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2120   -0.1709    1.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3430   -0.9488    1.2069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6471   -1.3129   -0.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7734   -2.0988   -0.3282 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8700   -0.9237   -1.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7504   -0.1476   -0.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0864    0.4397    0.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0570    1.3302    0.8536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2275   -0.8094    1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1350   -1.8198    0.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3223   -1.1635   -0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9635   -0.1297   -1.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4486    0.1504   -1.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0569    3.1703   -1.9465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5716    2.4982   -1.7265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2562    2.9369    0.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4871    3.0667    0.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2160    1.2977    1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9896    0.1075    2.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9709   -1.2691    2.0219 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3805   -2.4166    0.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1481   -1.2373   -2.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1720    0.1338   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2850    2.0314    0.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2349   -1.2702    1.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6473   -0.5710    2.1978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5223   -2.4758    1.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6043   -2.4774   -0.1498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9692   -1.9799   -0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9237   -0.6518    0.7088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5268    0.8215   -0.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2283   -0.4820   -2.1237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3269    1.0413   -1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9992   -0.7787   -1.4814 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  3 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 10  4  1  0
 17 11  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  5 23  1  0
  6 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-[2-Amino-1-(4-hydroxyphenyl)ethyl]cyclohexanol	HMDB
4-[2-Amino-1-(1-hydroxycyclohexyl)ethyl]phenol	HMDB
O-Desmethyl-N,N-didesmethylvenlafaxine	HMDB
Tridesmethylvenlafaxine	HMDB

Chemical Formula

C₁₄H₂₁NO₂

Average Molecular Weight

235.322

Monoisotopic Molecular Weight

235.157228921

IUPAC Name

4-[2-amino-1-(1-hydroxycyclohexyl)ethyl]phenol

Traditional Name

4-[2-amino-1-(1-hydroxycyclohexyl)ethyl]phenol

CAS Registry Number

149289-29-2

SMILES

NCC(C1=CC=C(O)C=C1)C1(O)CCCCC1

InChI Identifier

InChI=1S/C14H21NO2/c15-10-13(11-4-6-12(16)7-5-11)14(17)8-2-1-3-9-14/h4-7,13,16-17H,1-3,8-10,15H2

InChI Key

BHCUWXACHAFFSK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexanols. Cyclohexanols are compounds containing an alcohol group attached to a cyclohexane ring.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Cyclohexanols

Alternative Parents

Substituents

Cyclohexanol
Phenol
Aralkylamine
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Tertiary alcohol
1,3-aminoalcohol
Cyclic alcohol
Primary amine
Amine
Organonitrogen compound
Primary aliphatic amine
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Endogenous (HMDB: HMDB0061345)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Venlafaxine Metabolism Pathway (PathBank: SMP0000636)

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	0.83 g/L	ALOGPS
logP	1.75	ALOGPS
logP	1.41	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	10.18	ChemAxon
pKa (Strongest Basic)	9.33	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	66.48 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	68.47 m³·mol⁻¹	ChemAxon
Polarizability	26.42 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	158.276	30932474
DeepCCS	[M-H]-	155.918	30932474
DeepCCS	[M-2H]-	189.101	30932474
DeepCCS	[M+Na]+	164.369	30932474
AllCCS	[M+H]+	156.3	32859911
AllCCS	[M+H-H2O]+	152.4	32859911
AllCCS	[M+NH4]+	159.8	32859911
AllCCS	[M+Na]+	160.9	32859911
AllCCS	[M-H]-	160.4	32859911
AllCCS	[M+Na-2H]-	160.7	32859911
AllCCS	[M+HCOO]-	161.2	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 √ó 2.1 mm; 1.7 Œºmparticle diameter). Predicted by Afia on May 17, 2022.	2.7 minutes	32390414
Predicted by Siyang on May 30, 2022	9.7291 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.1 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1004.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	201.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	135.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	161.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	135.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	347.7 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	324.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	687.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	738.9 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	815.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	207.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	248.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	604.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	366.6 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	258.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N,N,O-Tridesmethylvenlafaxine	NCC(C1=CC=C(O)C=C1)C1(O)CCCCC1	2715.8	Standard polar	33892256
N,N,O-Tridesmethylvenlafaxine	NCC(C1=CC=C(O)C=C1)C1(O)CCCCC1	2182.9	Standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine	NCC(C1=CC=C(O)C=C1)C1(O)CCCCC1	2199.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N,N,O-Tridesmethylvenlafaxine,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C(CN)C2(O)CCCCC2)C=C1	2241.0	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,1TMS,isomer #2	C[Si](C)(C)OC1(C(CN)C2=CC=C(O)C=C2)CCCCC1	2259.6	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,1TMS,isomer #3	C[Si](C)(C)NCC(C1=CC=C(O)C=C1)C1(O)CCCCC1	2360.5	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C(CN)C2(O[Si](C)(C)C)CCCCC2)C=C1	2183.3	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,2TMS,isomer #2	C[Si](C)(C)NCC(C1=CC=C(O[Si](C)(C)C)C=C1)C1(O)CCCCC1	2277.4	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,2TMS,isomer #3	C[Si](C)(C)NCC(C1=CC=C(O)C=C1)C1(O[Si](C)(C)C)CCCCC1	2322.0	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,2TMS,isomer #4	C[Si](C)(C)N(CC(C1=CC=C(O)C=C1)C1(O)CCCCC1)[Si](C)(C)C	2520.4	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,3TMS,isomer #1	C[Si](C)(C)NCC(C1=CC=C(O[Si](C)(C)C)C=C1)C1(O[Si](C)(C)C)CCCCC1	2267.7	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,3TMS,isomer #1	C[Si](C)(C)NCC(C1=CC=C(O[Si](C)(C)C)C=C1)C1(O[Si](C)(C)C)CCCCC1	2299.0	Standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,3TMS,isomer #1	C[Si](C)(C)NCC(C1=CC=C(O[Si](C)(C)C)C=C1)C1(O[Si](C)(C)C)CCCCC1	2522.4	Standard polar	33892256
N,N,O-Tridesmethylvenlafaxine,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C(CN([Si](C)(C)C)[Si](C)(C)C)C2(O)CCCCC2)C=C1	2474.3	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C(CN([Si](C)(C)C)[Si](C)(C)C)C2(O)CCCCC2)C=C1	2397.2	Standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C(CN([Si](C)(C)C)[Si](C)(C)C)C2(O)CCCCC2)C=C1	2666.9	Standard polar	33892256
N,N,O-Tridesmethylvenlafaxine,3TMS,isomer #3	C[Si](C)(C)OC1(C(CN([Si](C)(C)C)[Si](C)(C)C)C2=CC=C(O)C=C2)CCCCC1	2511.9	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,3TMS,isomer #3	C[Si](C)(C)OC1(C(CN([Si](C)(C)C)[Si](C)(C)C)C2=CC=C(O)C=C2)CCCCC1	2501.9	Standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,3TMS,isomer #3	C[Si](C)(C)OC1(C(CN([Si](C)(C)C)[Si](C)(C)C)C2=CC=C(O)C=C2)CCCCC1	2652.3	Standard polar	33892256
N,N,O-Tridesmethylvenlafaxine,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C(CN([Si](C)(C)C)[Si](C)(C)C)C2(O[Si](C)(C)C)CCCCC2)C=C1	2493.7	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C(CN([Si](C)(C)C)[Si](C)(C)C)C2(O[Si](C)(C)C)CCCCC2)C=C1	2431.8	Standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C(C(CN([Si](C)(C)C)[Si](C)(C)C)C2(O[Si](C)(C)C)CCCCC2)C=C1	2447.5	Standard polar	33892256
N,N,O-Tridesmethylvenlafaxine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C(CN)C2(O)CCCCC2)C=C1	2504.4	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1(C(CN)C2=CC=C(O)C=C2)CCCCC1	2514.1	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NCC(C1=CC=C(O)C=C1)C1(O)CCCCC1	2610.8	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C(CN)C2(O[Si](C)(C)C(C)(C)C)CCCCC2)C=C1	2704.1	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C1(O)CCCCC1	2783.9	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NCC(C1=CC=C(O)C=C1)C1(O[Si](C)(C)C(C)(C)C)CCCCC1	2834.7	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CC(C1=CC=C(O)C=C1)C1(O)CCCCC1)[Si](C)(C)C(C)(C)C	2953.3	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C1(O[Si](C)(C)C(C)(C)C)CCCCC1	2989.2	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C1(O[Si](C)(C)C(C)(C)C)CCCCC1	2897.7	Standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C1(O[Si](C)(C)C(C)(C)C)CCCCC1	2801.2	Standard polar	33892256
N,N,O-Tridesmethylvenlafaxine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2(O)CCCCC2)C=C1	3174.8	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2(O)CCCCC2)C=C1	2964.1	Standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2(O)CCCCC2)C=C1	2900.2	Standard polar	33892256
N,N,O-Tridesmethylvenlafaxine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1(C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC=C(O)C=C2)CCCCC1	3192.1	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1(C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC=C(O)C=C2)CCCCC1	3053.7	Standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1(C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2=CC=C(O)C=C2)CCCCC1	2860.7	Standard polar	33892256
N,N,O-Tridesmethylvenlafaxine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2(O[Si](C)(C)C(C)(C)C)CCCCC2)C=C1	3417.7	Semi standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2(O[Si](C)(C)C(C)(C)C)CCCCC2)C=C1	3130.0	Standard non polar	33892256
N,N,O-Tridesmethylvenlafaxine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C(C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C2(O[Si](C)(C)C(C)(C)C)CCCCC2)C=C1	2788.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N,N,O-Tridesmethylvenlafaxine GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9410000000-2a946521b39fd2a93a3a	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N,N,O-Tridesmethylvenlafaxine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N,N,O-Tridesmethylvenlafaxine 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 - N,N,O-Tridesmethylvenlafaxine 10V, Positive-QTOF	splash10-014r-0090000000-a0bc5a6c99ec3135d880	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N,O-Tridesmethylvenlafaxine 20V, Positive-QTOF	splash10-0gb9-2190000000-8b1f9d70e7c8a356da89	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N,O-Tridesmethylvenlafaxine 40V, Positive-QTOF	splash10-1003-9210000000-5e3f08548da33fbadfed	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N,O-Tridesmethylvenlafaxine 10V, Negative-QTOF	splash10-001i-0090000000-da85f4b511ecb3f4b2d6	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N,O-Tridesmethylvenlafaxine 20V, Negative-QTOF	splash10-0540-0590000000-f0d2e698e63813c65658	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N,O-Tridesmethylvenlafaxine 40V, Negative-QTOF	splash10-05n4-6910000000-b1db238b53f83db3c8d1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N,O-Tridesmethylvenlafaxine 10V, Positive-QTOF	splash10-000i-0090000000-5281081ef386ecfc0d00	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N,O-Tridesmethylvenlafaxine 20V, Positive-QTOF	splash10-0udi-0490000000-ce3c55f2ff61365600df	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N,O-Tridesmethylvenlafaxine 40V, Positive-QTOF	splash10-0a4r-1910000000-b809532fd3d00ecd52fb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N,O-Tridesmethylvenlafaxine 10V, Negative-QTOF	splash10-001i-0090000000-b855c6c1ebb7f3b3b541	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N,O-Tridesmethylvenlafaxine 20V, Negative-QTOF	splash10-0kai-1490000000-d133fac3a2db63708c7a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N,N,O-Tridesmethylvenlafaxine 40V, Negative-QTOF	splash10-00l5-6940000000-4c882e5c165a4504ab0f	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Venlafaxine Metabolism Pathway		Not Available

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8035200

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9859500

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

Silverstone PH, Entsuah R, Hackett D: Two items on the Hamilton Depression rating scale are effective predictors of remission: comparison of selective serotonin reuptake inhibitors with the combined serotonin/norepinephrine reuptake inhibitor, venlafaxine. Int Clin Psychopharmacol. 2002 Nov;17(6):273-80. [PubMed:12409680 ]
Rahman Z, Ring RH, Young K, Platt B, Lin Q, Schechter LE, Rosenzweig-Lipson S, Beyer CE: Inhibition of uptake 2 (or extraneuronal monoamine transporter) by normetanephrine potentiates the neurochemical effects of venlafaxine. Brain Res. 2008 Apr 8;1203:68-78. doi: 10.1016/j.brainres.2008.01.062. Epub 2008 Feb 5. [PubMed:18321472 ]

Showing metabocard for N,N,O-Tridesmethylvenlafaxine (HMDB0061345)

MOL for HMDB0061345 (N,N,O-Tridesmethylvenlafaxine)

3D MOL for HMDB0061345 (N,N,O-Tridesmethylvenlafaxine)

3D SDF for HMDB0061345 (N,N,O-Tridesmethylvenlafaxine)

3D-SDF for HMDB0061345 (N,N,O-Tridesmethylvenlafaxine)

PDB for HMDB0061345 (N,N,O-Tridesmethylvenlafaxine)

3D PDB for HMDB0061345 (N,N,O-Tridesmethylvenlafaxine)

SMILES for HMDB0061345 (N,N,O-Tridesmethylvenlafaxine)

INCHI for HMDB0061345 (N,N,O-Tridesmethylvenlafaxine)

Structure for HMDB0061345 (N,N,O-Tridesmethylvenlafaxine)

3D Structure for HMDB0061345 (N,N,O-Tridesmethylvenlafaxine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra