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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4)transporters (1) Show 5 proteins XML

enzymes (4)transporters (1) Show 5 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:45 UTC

HMDB ID

HMDB0014842

Secondary Accession Numbers

HMDB14842

Metabolite Identification

Common Name

Naltrexone

Description

Naltrexone, also known as vivitrol or PTI-555, belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene. Naltrexone is a drug which is used as an adjunct to a medically supervised behaviour modification program in the maintenance of opiate cessation in individuals who were formerly physically dependent on opiates and who have successfully undergone detoxification. also used for the management of alcohol dependence in conjunction with a behavioural modification program. Naltrexone is a very strong basic compound (based on its pKa). In humans, naltrexone is involved in naltrexone action pathway. Naltrexone is a potentially toxic compound.

Structure

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

704
  Mrv0541 02231214562D          

 27 32  0  0  1  0            999 V2000
    1.9356   -0.2231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4727   -1.7584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349   -2.3527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349    1.8149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440   -1.0939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -0.6814    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9151   -1.0939    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6296   -0.6814    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4861   -1.0939    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6773   -0.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006    0.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151   -1.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8506   -0.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6296    0.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151    0.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9350   -1.7290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -2.3315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7804   -1.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -1.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861    0.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6097   -1.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4155   -0.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151    1.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861    1.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006    1.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8675   -1.3334    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8196   -1.2870    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 20  1  0  0  0  0
  7  2  1  1  0  0  0
  3 19  2  0  0  0  0
  4 24  1  0  0  0  0
  5  8  1  0  0  0  0
  5 13  1  0  0  0  0
  5 16  1  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  1  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8 14  1  0  0  0  0
  8 26  1  6  0  0  0
  9 19  1  0  0  0  0
  9 27  1  1  0  0  0
 10 13  1  0  0  0  0
 11 15  2  0  0  0  0
 11 20  1  0  0  0  0
 12 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 23  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 21  1  0  0  0  0
 18 22  1  0  0  0  0
 20 24  2  0  0  0  0
 21 22  1  0  0  0  0
 23 25  2  0  0  0  0
 24 25  1  0  0  0  0
M  END

HMDB0014842
     RDKit          3D
Naltrexone
 48 53  0  0  0  0  0  0  0  0999 V2000
   -3.9384   -2.6439    0.7734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9346   -2.0464    0.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5192   -2.1352   -0.9851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0239   -2.2415   -1.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2494   -1.4205   -0.1258 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5847   -2.2788    0.6230 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7121   -0.4719   -0.8364 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0549    0.6077   -1.6131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2601    1.0310   -1.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0446    1.9862   -1.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2866    2.3078   -1.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7311    1.6708    0.0216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9534    1.9582    0.6132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9308    0.7050    0.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7411    0.4441    0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0399   -0.5940    0.8114 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1517    0.1091    1.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1816    0.4950    1.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6712   -0.0365    0.1151 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935    0.6653   -0.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0283    0.5052    0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2396    1.2585   -0.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2062   -0.2603   -0.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2087   -1.2754    1.4613 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0309   -0.1252    1.7474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9317   -1.3117   -1.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9485   -3.0626   -1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7259   -1.9832   -2.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7619   -3.3372   -0.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2592   -2.3838    1.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2568   -1.1311   -1.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0244    0.3335   -2.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7255    1.5067   -1.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6785    2.4643   -2.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9164    3.0568   -1.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5975    2.6292    0.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0943   -0.5699    2.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7241    0.9974    2.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2471    1.6195    1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9423    0.2474    2.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0032    0.2373   -1.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5637    1.7448   -0.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8447    0.6308    1.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7986    1.8575    0.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2085    1.5864   -1.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8852   -0.6243    0.7850 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1977   -0.8921   -0.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9572   -1.8298    2.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  1
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  1
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 16 24  1  0
 24 25  1  0
 24  2  1  0
 16  5  1  0
 23 21  1  0
 19  7  1  0
 15  9  1  0
 25 14  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  7 31  1  6
  8 32  1  0
  8 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 20 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  1
M  END

704
  Mrv0541 02231214562D          

 27 32  0  0  1  0            999 V2000
    1.9356   -0.2231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4727   -1.7584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349   -2.3527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349    1.8149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440   -1.0939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -0.6814    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9151   -1.0939    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6296   -0.6814    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4861   -1.0939    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6773   -0.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006    0.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151   -1.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8506   -0.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6296    0.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151    0.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9350   -1.7290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -2.3315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7804   -1.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -1.9190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861    0.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6097   -1.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4155   -0.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151    1.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861    1.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006    1.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8675   -1.3334    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8196   -1.2870    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 20  1  0  0  0  0
  7  2  1  1  0  0  0
  3 19  2  0  0  0  0
  4 24  1  0  0  0  0
  5  8  1  0  0  0  0
  5 13  1  0  0  0  0
  5 16  1  0  0  0  0
  6  7  1  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  1  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8 14  1  0  0  0  0
  8 26  1  6  0  0  0
  9 19  1  0  0  0  0
  9 27  1  1  0  0  0
 10 13  1  0  0  0  0
 11 15  2  0  0  0  0
 11 20  1  0  0  0  0
 12 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 23  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 21  1  0  0  0  0
 18 22  1  0  0  0  0
 20 24  2  0  0  0  0
 21 22  1  0  0  0  0
 23 25  2  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014842

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(CC3CC3)[C@]([H])(C4)[C@]1(O)CCC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H23NO4/c22-13-4-3-12-9-15-20(24)6-5-14(23)18-19(20,16(12)17(13)25-18)7-8-21(15)10-11-1-2-11/h3-4,11,15,18,22,24H,1-2,5-10H2/t15-,18+,19+,20-/m1/s1

> <INCHI_KEY>
DQCKKXVULJGBQN-XFWGSAIBSA-N

> <FORMULA>
C20H23NO4

> <MOLECULAR_WEIGHT>
341.4009

> <EXACT_MASS>
341.162708229

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
35.967038914412

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5R,13R,17S)-4-(cyclopropylmethyl)-10,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10-trien-14-one

> <ALOGPS_LOGP>
2.07

> <JCHEM_LOGP>
1.3626752317227506

> <ALOGPS_LOGS>
-2.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.580740243335221

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.391927458087206

> <JCHEM_PKA_STRONGEST_BASIC>
11.537658099298126

> <JCHEM_POLAR_SURFACE_AREA>
70

> <JCHEM_REFRACTIVITY>
91.50150000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.07e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
naltrexone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014842
     RDKit          3D
Naltrexone
 48 53  0  0  0  0  0  0  0  0999 V2000
   -3.9384   -2.6439    0.7734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9346   -2.0464    0.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5192   -2.1352   -0.9851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0239   -2.2415   -1.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2494   -1.4205   -0.1258 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5847   -2.2788    0.6230 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7121   -0.4719   -0.8364 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0549    0.6077   -1.6131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2601    1.0310   -1.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0446    1.9862   -1.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2866    2.3078   -1.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7311    1.6708    0.0216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9534    1.9582    0.6132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9308    0.7050    0.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7411    0.4441    0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0399   -0.5940    0.8114 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1517    0.1091    1.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1816    0.4950    1.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6712   -0.0365    0.1151 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935    0.6653   -0.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0283    0.5052    0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2396    1.2585   -0.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2062   -0.2603   -0.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2087   -1.2754    1.4613 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0309   -0.1252    1.7474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9317   -1.3117   -1.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9485   -3.0626   -1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7259   -1.9832   -2.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7619   -3.3372   -0.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2592   -2.3838    1.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2568   -1.1311   -1.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0244    0.3335   -2.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7255    1.5067   -1.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6785    2.4643   -2.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9164    3.0568   -1.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5975    2.6292    0.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0943   -0.5699    2.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7241    0.9974    2.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2471    1.6195    1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9423    0.2474    2.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0032    0.2373   -1.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5637    1.7448   -0.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8447    0.6308    1.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7986    1.8575    0.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2085    1.5864   -1.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8852   -0.6243    0.7850 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1977   -0.8921   -0.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9572   -1.8298    2.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  1
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  1
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 16 24  1  0
 24 25  1  0
 24  2  1  0
 16  5  1  0
 23 21  1  0
 19  7  1  0
 15  9  1  0
 25 14  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  7 31  1  6
  8 32  1  0
  8 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 20 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 704                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       3.613  -0.416   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       8.349  -3.282   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.238  -4.392   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.238   3.388   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       9.975  -2.042   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.974  -1.272   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.308  -2.042   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.642  -1.272   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.641  -2.042   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.864  -0.143   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.974   0.268   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.308  -3.582   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.054  -0.143   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.642   0.268   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.308   1.038   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.079  -3.227   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.974  -4.352   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.657  -2.865   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.641  -3.582   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.641   1.038   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.205  -3.340   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.842  -1.762   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.308   2.578   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.641   2.578   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.974   3.348   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0       9.086  -2.489   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.397  -2.402   0.000  0.00  0.00           H+0
CONECT    1    9   20                                                       
CONECT    2    7                                                            
CONECT    3   19                                                            
CONECT    4   24                                                            
CONECT    5    8   13   16                                                  
CONECT    6    7    9   10   11                                             
CONECT    7    2    6    8   12                                             
CONECT    8    5    7   14   26                                             
CONECT    9    1    6   19   27                                             
CONECT   10    6   13                                                       
CONECT   11    6   15   20                                                  
CONECT   12    7   17                                                       
CONECT   13    5   10                                                       
CONECT   14    8   15                                                       
CONECT   15   11   14   23                                                  
CONECT   16    5   18                                                       
CONECT   17   12   19                                                       
CONECT   18   16   21   22                                                  
CONECT   19    3    9   17                                                  
CONECT   20    1   11   24                                                  
CONECT   21   18   22                                                       
CONECT   22   18   21                                                       
CONECT   23   15   25                                                       
CONECT   24    4   20   25                                                  
CONECT   25   23   24                                                       
CONECT   26    8                                                            
CONECT   27    9                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   64    0
END

COMPND    HMDB0014842
HETATM    1  O1  UNL     1      -3.938  -2.644   0.773  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.935  -2.046   0.427  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.519  -2.135  -0.985  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.024  -2.241  -1.079  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.249  -1.420  -0.126  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.585  -2.279   0.623  1.00  0.00           O  
HETATM    7  C5  UNL     1       0.712  -0.472  -0.836  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.055   0.608  -1.613  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.260   1.031  -1.100  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.045   1.986  -1.696  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.287   2.308  -1.132  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.731   1.671   0.022  1.00  0.00           C  
HETATM   13  O3  UNL     1      -4.953   1.958   0.613  1.00  0.00           O  
HETATM   14  C11 UNL     1      -2.931   0.705   0.619  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.741   0.444   0.021  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.040  -0.594   0.811  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.152   0.109   1.793  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.182   0.495   1.335  1.00  0.00           C  
HETATM   19  N1  UNL     1       1.671  -0.037   0.115  1.00  0.00           N  
HETATM   20  C16 UNL     1       2.794   0.665  -0.428  1.00  0.00           C  
HETATM   21  C17 UNL     1       4.028   0.505   0.411  1.00  0.00           C  
HETATM   22  C18 UNL     1       5.240   1.258  -0.169  1.00  0.00           C  
HETATM   23  C19 UNL     1       5.206  -0.260  -0.016  1.00  0.00           C  
HETATM   24  C20 UNL     1      -2.209  -1.275   1.461  1.00  0.00           C  
HETATM   25  O4  UNL     1      -3.031  -0.125   1.747  1.00  0.00           O  
HETATM   26  H1  UNL     1      -2.932  -1.312  -1.607  1.00  0.00           H  
HETATM   27  H2  UNL     1      -2.949  -3.063  -1.416  1.00  0.00           H  
HETATM   28  H3  UNL     1      -0.726  -1.983  -2.138  1.00  0.00           H  
HETATM   29  H4  UNL     1      -0.762  -3.337  -0.997  1.00  0.00           H  
HETATM   30  H5  UNL     1       0.259  -2.384   1.540  1.00  0.00           H  
HETATM   31  H6  UNL     1       1.257  -1.131  -1.576  1.00  0.00           H  
HETATM   32  H7  UNL     1      -0.024   0.334  -2.694  1.00  0.00           H  
HETATM   33  H8  UNL     1       0.726   1.507  -1.604  1.00  0.00           H  
HETATM   34  H9  UNL     1      -1.679   2.464  -2.589  1.00  0.00           H  
HETATM   35  H10 UNL     1      -3.916   3.057  -1.587  1.00  0.00           H  
HETATM   36  H11 UNL     1      -5.597   2.629   0.268  1.00  0.00           H  
HETATM   37  H12 UNL     1      -0.094  -0.570   2.696  1.00  0.00           H  
HETATM   38  H13 UNL     1      -0.724   0.997   2.170  1.00  0.00           H  
HETATM   39  H14 UNL     1       1.247   1.619   1.256  1.00  0.00           H  
HETATM   40  H15 UNL     1       1.942   0.247   2.131  1.00  0.00           H  
HETATM   41  H16 UNL     1       3.003   0.237  -1.425  1.00  0.00           H  
HETATM   42  H17 UNL     1       2.564   1.745  -0.573  1.00  0.00           H  
HETATM   43  H18 UNL     1       3.845   0.631   1.503  1.00  0.00           H  
HETATM   44  H19 UNL     1       5.799   1.858   0.579  1.00  0.00           H  
HETATM   45  H20 UNL     1       5.209   1.586  -1.209  1.00  0.00           H  
HETATM   46  H21 UNL     1       5.885  -0.624   0.785  1.00  0.00           H  
HETATM   47  H22 UNL     1       5.198  -0.892  -0.906  1.00  0.00           H  
HETATM   48  H23 UNL     1      -1.957  -1.830   2.364  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   24
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6    7   16
CONECT    6   30
CONECT    7    8   19   31
CONECT    8    9   32   33
CONECT    9   10   10   15
CONECT   10   11   34
CONECT   11   12   12   35
CONECT   12   13   14
CONECT   13   36
CONECT   14   15   15   25
CONECT   15   16
CONECT   16   17   24
CONECT   17   18   37   38
CONECT   18   19   39   40
CONECT   19   20
CONECT   20   21   41   42
CONECT   21   22   23   43
CONECT   22   23   44   45
CONECT   23   46   47
CONECT   24   25   48
END

HMDB0014842
     RDKit          3D
Naltrexone
 48 53  0  0  0  0  0  0  0  0999 V2000
   -3.9384   -2.6439    0.7734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9346   -2.0464    0.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5192   -2.1352   -0.9851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0239   -2.2415   -1.0791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2494   -1.4205   -0.1258 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5847   -2.2788    0.6230 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7121   -0.4719   -0.8364 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0549    0.6077   -1.6131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2601    1.0310   -1.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0446    1.9862   -1.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2866    2.3078   -1.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7311    1.6708    0.0216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9534    1.9582    0.6132 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9308    0.7050    0.6195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7411    0.4441    0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0399   -0.5940    0.8114 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1517    0.1091    1.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1816    0.4950    1.3346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6712   -0.0365    0.1151 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7935    0.6653   -0.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0283    0.5052    0.4108 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2396    1.2585   -0.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2062   -0.2603   -0.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2087   -1.2754    1.4613 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0309   -0.1252    1.7474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9317   -1.3117   -1.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9485   -3.0626   -1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7259   -1.9832   -2.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7619   -3.3372   -0.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2592   -2.3838    1.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2568   -1.1311   -1.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0244    0.3335   -2.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7255    1.5067   -1.6044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6785    2.4643   -2.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9164    3.0568   -1.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5975    2.6292    0.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0943   -0.5699    2.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7241    0.9974    2.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2471    1.6195    1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9423    0.2474    2.1310 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0032    0.2373   -1.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5637    1.7448   -0.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8447    0.6308    1.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7986    1.8575    0.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2085    1.5864   -1.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8852   -0.6243    0.7850 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1977   -0.8921   -0.9058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9572   -1.8298    2.3642 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  1
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  1
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 16 24  1  0
 24 25  1  0
 24  2  1  0
 16  5  1  0
 23 21  1  0
 19  7  1  0
 15  9  1  0
 25 14  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  7 31  1  6
  8 32  1  0
  8 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 20 41  1  0
 20 42  1  0
 21 43  1  0
 22 44  1  0
 22 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
17-(Cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-one	ChEBI
17-(Cyclopropylmethyl)-4,5alpha-epoxy-3,14-dihydroxymorphinan-6-one	ChEBI
N-Cyclopropylmethyl-14-hydroxydihydromorphinone	ChEBI
N-Cyclopropylmethylnoroxymorphone	ChEBI
Vivitrol	Kegg
17-(Cyclopropylmethyl)-4,5a-epoxy-3,14-dihydroxymorphinan-6-one	Generator
17-(Cyclopropylmethyl)-4,5α-epoxy-3,14-dihydroxymorphinan-6-one	Generator
PTI-555	HMDB
Du pont brand OF naltrexone hydrochloride	HMDB
ReVia	HMDB
Schering plough brand OF naltrexone hydrochloride	HMDB
Antaxone	HMDB
Bristol-myers squibb brand OF naltrexone hydrochloride	HMDB
Lacer brand OF naltrexone hydrochloride	HMDB
Lamepro brand OF naltrexone hydrochloride	HMDB
Naltrexone hydrochloride	HMDB
Pharmazam brand OF naltrexone hydrochloride	HMDB
United drug brand OF naltrexone hydrochloride	HMDB
Celupan	HMDB
Nemexin	HMDB
Orphan brand OF naltrexone hydrochloride	HMDB
Schering-plough brand OF naltrexone hydrochloride	HMDB
Trexan	HMDB
Bristol myers squibb brand OF naltrexone hydrochloride	HMDB
Hydrochloride, naltrexone	HMDB
Nalorex	HMDB

Chemical Formula

C₂₀H₂₃NO₄

Average Molecular Weight

341.4009

Monoisotopic Molecular Weight

341.162708229

IUPAC Name

(1S,5R,13R,17S)-4-(cyclopropylmethyl)-10,17-dihydroxy-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10-trien-14-one

Traditional Name

naltrexone

CAS Registry Number

16590-41-3

SMILES

[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(CC3CC3)[C@]([H])(C4)[C@]1(O)CCC2=O

InChI Identifier

InChI=1S/C20H23NO4/c22-13-4-3-12-9-15-20(24)6-5-14(23)18-19(20,16(12)17(13)25-18)7-8-21(15)10-11-1-2-11/h3-4,11,15,18,22,24H,1-2,5-10H2/t15-,18+,19+,20-/m1/s1

InChI Key

DQCKKXVULJGBQN-XFWGSAIBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Not Available

Direct Parent

Phenanthrenes and derivatives

Alternative Parents

Substituents

Phenanthrene
Isoquinolone
Tetralin
Coumaran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Aralkylamine
Piperidine
Cyclic alcohol
Tertiary alcohol
1,2-aminoalcohol
Ketone
Tertiary aliphatic amine
Tertiary amine
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Organooxygen compound
Alcohol
Organic oxygen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organic heteropentacyclic compound (CHEBI:7465 )
cyclopropanes (CHEBI:7465 )
morphinane-like compound (CHEBI:7465 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	169 - 170 °C; 274 - 276 °C (hydrochloride salt)	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	3.07 g/L	Not Available
LogP	0.7	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	176.5	30932474
[M+H]+	Not Available	175.973	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000841

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.07 g/L	ALOGPS
logP	2.07	ALOGPS
logP	1.36	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	7.39	ChemAxon
pKa (Strongest Basic)	11.54	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	91.5 m³·mol⁻¹	ChemAxon
Polarizability	35.97 Å³	ChemAxon
Number of Rings	6	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]+	178.225	31661259
DarkChem	[M-H]-	171.235	31661259
DeepCCS	[M-2H]-	218.741	30932474
DeepCCS	[M+Na]+	194.871	30932474
AllCCS	[M+H]+	181.2	32859911
AllCCS	[M+H-H2O]+	178.5	32859911
AllCCS	[M+NH4]+	183.7	32859911
AllCCS	[M+Na]+	184.5	32859911
AllCCS	[M-H]-	184.7	32859911
AllCCS	[M+Na-2H]-	184.2	32859911
AllCCS	[M+HCOO]-	183.9	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.	3.25 minutes	32390414
Predicted by Siyang on May 30, 2022	9.5783 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.41 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1001.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	182.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	148.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	165.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	96.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	300.5 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	308.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	667.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	671.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	246.1 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	761.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	191.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	241.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	475.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	421.5 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	157.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Naltrexone	[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(CC3CC3)[C@]([H])(C4)[C@]1(O)CCC2=O	4004.0	Standard polar	33892256
Naltrexone	[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(CC3CC3)[C@]([H])(C4)[C@]1(O)CCC2=O	2869.3	Standard non polar	33892256
Naltrexone	[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(CC3CC3)[C@]([H])(C4)[C@]1(O)CCC2=O	2935.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Naltrexone,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C[C@H]3N(CC4CC4)CC[C@]45C2=C1O[C@H]4C(=O)CC[C@@]35O	2877.8	Semi standard non polar	33892256
Naltrexone,1TMS,isomer #2	C[Si](C)(C)O[C@@]12CCC(=O)[C@@H]3OC4=C(O)C=CC5=C4[C@@]31CCN(CC1CC1)[C@@H]2C5	2826.2	Semi standard non polar	33892256
Naltrexone,1TMS,isomer #3	C[Si](C)(C)OC1=C2OC3=C(O)C=CC4=C3[C@@]23CCN(CC2CC2)[C@H](C4)[C@]3(O)CC1	2857.4	Semi standard non polar	33892256
Naltrexone,1TMS,isomer #4	C[Si](C)(C)OC1=CC[C@@]2(O)[C@H]3CC4=CC=C(O)C5=C4[C@@]2(CCN3CC2CC2)[C@H]1O5	2837.9	Semi standard non polar	33892256
Naltrexone,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C[C@H]3N(CC4CC4)CC[C@]45C2=C1O[C@H]4C(=O)CC[C@@]35O[Si](C)(C)C	2812.0	Semi standard non polar	33892256
Naltrexone,2TMS,isomer #2	C[Si](C)(C)OC1=C2OC3=C(O[Si](C)(C)C)C=CC4=C3[C@@]23CCN(CC2CC2)[C@H](C4)[C@]3(O)CC1	2828.6	Semi standard non polar	33892256
Naltrexone,2TMS,isomer #3	C[Si](C)(C)OC1=CC[C@@]2(O)[C@H]3CC4=CC=C(O[Si](C)(C)C)C5=C4[C@@]2(CCN3CC2CC2)[C@H]1O5	2817.6	Semi standard non polar	33892256
Naltrexone,2TMS,isomer #4	C[Si](C)(C)OC1=C2OC3=C(O)C=CC4=C3[C@@]23CCN(CC2CC2)[C@H](C4)[C@]3(O[Si](C)(C)C)CC1	2774.8	Semi standard non polar	33892256
Naltrexone,2TMS,isomer #5	C[Si](C)(C)OC1=CC[C@@]2(O[Si](C)(C)C)[C@H]3CC4=CC=C(O)C5=C4[C@@]2(CCN3CC2CC2)[C@H]1O5	2755.9	Semi standard non polar	33892256
Naltrexone,3TMS,isomer #1	C[Si](C)(C)OC1=C2OC3=C(O[Si](C)(C)C)C=CC4=C3[C@@]23CCN(CC2CC2)[C@H](C4)[C@]3(O[Si](C)(C)C)CC1	2803.4	Semi standard non polar	33892256
Naltrexone,3TMS,isomer #1	C[Si](C)(C)OC1=C2OC3=C(O[Si](C)(C)C)C=CC4=C3[C@@]23CCN(CC2CC2)[C@H](C4)[C@]3(O[Si](C)(C)C)CC1	3018.0	Standard non polar	33892256
Naltrexone,3TMS,isomer #1	C[Si](C)(C)OC1=C2OC3=C(O[Si](C)(C)C)C=CC4=C3[C@@]23CCN(CC2CC2)[C@H](C4)[C@]3(O[Si](C)(C)C)CC1	3473.0	Standard polar	33892256
Naltrexone,3TMS,isomer #2	C[Si](C)(C)OC1=CC[C@@]2(O[Si](C)(C)C)[C@H]3CC4=CC=C(O[Si](C)(C)C)C5=C4[C@@]2(CCN3CC2CC2)[C@H]1O5	2813.9	Semi standard non polar	33892256
Naltrexone,3TMS,isomer #2	C[Si](C)(C)OC1=CC[C@@]2(O[Si](C)(C)C)[C@H]3CC4=CC=C(O[Si](C)(C)C)C5=C4[C@@]2(CCN3CC2CC2)[C@H]1O5	2990.1	Standard non polar	33892256
Naltrexone,3TMS,isomer #2	C[Si](C)(C)OC1=CC[C@@]2(O[Si](C)(C)C)[C@H]3CC4=CC=C(O[Si](C)(C)C)C5=C4[C@@]2(CCN3CC2CC2)[C@H]1O5	3450.8	Standard polar	33892256
Naltrexone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C[C@H]3N(CC4CC4)CC[C@]45C2=C1O[C@H]4C(=O)CC[C@@]35O	3129.2	Semi standard non polar	33892256
Naltrexone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@]12CCC(=O)[C@@H]3OC4=C(O)C=CC5=C4[C@@]31CCN(CC1CC1)[C@@H]2C5	3066.2	Semi standard non polar	33892256
Naltrexone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=C2OC3=C(O)C=CC4=C3[C@@]23CCN(CC2CC2)[C@H](C4)[C@]3(O)CC1	3090.4	Semi standard non polar	33892256
Naltrexone,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(O)[C@H]3CC4=CC=C(O)C5=C4[C@@]2(CCN3CC2CC2)[C@H]1O5	3062.8	Semi standard non polar	33892256
Naltrexone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C[C@H]3N(CC4CC4)CC[C@]45C2=C1O[C@H]4C(=O)CC[C@@]35O[Si](C)(C)C(C)(C)C	3284.9	Semi standard non polar	33892256
Naltrexone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC4=C3[C@@]23CCN(CC2CC2)[C@H](C4)[C@]3(O)CC1	3304.0	Semi standard non polar	33892256
Naltrexone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(O)[C@H]3CC4=CC=C(O[Si](C)(C)C(C)(C)C)C5=C4[C@@]2(CCN3CC2CC2)[C@H]1O5	3284.0	Semi standard non polar	33892256
Naltrexone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=C2OC3=C(O)C=CC4=C3[C@@]23CCN(CC2CC2)[C@H](C4)[C@]3(O[Si](C)(C)C(C)(C)C)CC1	3240.0	Semi standard non polar	33892256
Naltrexone,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(O[Si](C)(C)C(C)(C)C)[C@H]3CC4=CC=C(O)C5=C4[C@@]2(CCN3CC2CC2)[C@H]1O5	3221.9	Semi standard non polar	33892256
Naltrexone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC4=C3[C@@]23CCN(CC2CC2)[C@H](C4)[C@]3(O[Si](C)(C)C(C)(C)C)CC1	3475.4	Semi standard non polar	33892256
Naltrexone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC4=C3[C@@]23CCN(CC2CC2)[C@H](C4)[C@]3(O[Si](C)(C)C(C)(C)C)CC1	3632.8	Standard non polar	33892256
Naltrexone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC4=C3[C@@]23CCN(CC2CC2)[C@H](C4)[C@]3(O[Si](C)(C)C(C)(C)C)CC1	3718.9	Standard polar	33892256
Naltrexone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(O[Si](C)(C)C(C)(C)C)[C@H]3CC4=CC=C(O[Si](C)(C)C(C)(C)C)C5=C4[C@@]2(CCN3CC2CC2)[C@H]1O5	3489.9	Semi standard non polar	33892256
Naltrexone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(O[Si](C)(C)C(C)(C)C)[C@H]3CC4=CC=C(O[Si](C)(C)C(C)(C)C)C5=C4[C@@]2(CCN3CC2CC2)[C@H]1O5	3522.3	Standard non polar	33892256
Naltrexone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(O[Si](C)(C)C(C)(C)C)[C@H]3CC4=CC=C(O[Si](C)(C)C(C)(C)C)C5=C4[C@@]2(CCN3CC2CC2)[C@H]1O5	3664.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Naltrexone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-9032000000-f869731a6a6d2ba21fc9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Naltrexone GC-MS (2 TMS) - 70eV, Positive	splash10-00bc-9601600000-928a74224d18c2ec3c94	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Naltrexone GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Naltrexone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Naltrexone GC-MS ("Naltrexone,2TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naltrexone LC-ESI-ITFT , positive-QTOF	splash10-00di-0009000000-e30316dd5784a7100d38	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naltrexone LC-ESI-ITFT , positive-QTOF	splash10-0006-0009000000-2218214724e56047d52b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naltrexone LC-ESI-ITFT , positive-QTOF	splash10-0006-0009000000-bb047c719f3429eb4410	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naltrexone LC-ESI-ITFT , positive-QTOF	splash10-00di-0049000000-de9a717563978f22f02f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naltrexone LC-ESI-ITFT , positive-QTOF	splash10-00xr-0191000000-d2f2ff1e4eb93db46b5e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naltrexone LC-ESI-ITFT , positive-QTOF	splash10-03di-1390000000-091705f6f42bc0f1c209	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naltrexone LC-ESI-ITFT , positive-QTOF	splash10-03di-1890000000-148c5608ef92c1dcaac4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naltrexone LC-ESI-ITFT , positive-QTOF	splash10-0006-0009000000-6df03abdbdb7461f2945	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naltrexone LC-ESI-ITFT , positive-QTOF	splash10-0006-0009000000-059b1dffee7ef15b9e95	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naltrexone LC-ESI-ITFT , positive-QTOF	splash10-00di-0049000000-a20ede951b350fa97a31	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naltrexone LC-ESI-ITFT , positive-QTOF	splash10-00xr-0191000000-8a66ac92b4a1eadcc405	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naltrexone LC-ESI-ITFT , positive-QTOF	splash10-03di-1490000000-0cfb621f77295ff438f2	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naltrexone LC-ESI-ITFT , positive-QTOF	splash10-03di-1980000000-63edda852273619df16c	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naltrexone LC-ESI-ITFT , positive-QTOF	splash10-00di-0009000000-59ab0ef68d6e13a7d085	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naltrexone 60V, Positive-QTOF	splash10-00xr-0191000000-8a66ac92b4a1eadcc405	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naltrexone 45V, Positive-QTOF	splash10-00di-0049000000-02654ed4a592aa3f1d77	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naltrexone 35V, Positive-QTOF	splash10-00di-0009000000-5c4b68f88d13143d13c8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naltrexone 75V, Positive-QTOF	splash10-03di-1490000000-0cfb621f77295ff438f2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naltrexone 75V, Positive-QTOF	splash10-03di-1390000000-091705f6f42bc0f1c209	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naltrexone 10V, Positive-QTOF	splash10-05fu-2009000000-0922bce7a8eb5f33ce53	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naltrexone 20V, Positive-QTOF	splash10-0a4i-9016000000-2d32afb0b23d74c8267b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naltrexone 40V, Positive-QTOF	splash10-0a4i-9000000000-2fb0ae567a7b9fc291d7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naltrexone 10V, Negative-QTOF	splash10-0006-0019000000-fa732c8c50c28496a983	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naltrexone 20V, Negative-QTOF	splash10-006x-1049000000-ad083164dfddedbd64d3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naltrexone 40V, Negative-QTOF	splash10-000f-4090000000-a84ca353819c1033f1e6	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Naltrexone 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 DB00704	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00704	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

DB00704

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4514524

KEGG Compound ID

C07253

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Naltrexone

METLIN ID

Not Available

PubChem Compound

5360515

PDB ID

Not Available

ChEBI ID

7465

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

Schmitz JM, Stotts AL, Rhoades HM, Grabowski J: Naltrexone and relapse prevention treatment for cocaine-dependent patients. Addict Behav. 2001 Mar-Apr;26(2):167-80. [PubMed:11316375 ]
Krystal JH, Gueorguieva R, Cramer J, Collins J, Rosenheck R: Naltrexone is associated with reduced drinking by alcohol dependent patients receiving antidepressants for mood and anxiety symptoms: results from VA Cooperative Study No. 425, "Naltrexone in the treatment of alcoholism". Alcohol Clin Exp Res. 2008 Jan;32(1):85-91. Epub 2007 Dec 7. [PubMed:18070245 ]
Ray LA, Chin PF, Miotto K: Naltrexone for the treatment of alcoholism: clinical findings, mechanisms of action, and pharmacogenetics. CNS Neurol Disord Drug Targets. 2010 Mar;9(1):13-22. [PubMed:20201811 ]

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

References

Antonilli L, Brusadin V, Milella MS, Sobrero F, Badiani A, Nencini P: In vivo chronic exposure to heroin or naltrexone selectively inhibits liver microsome formation of estradiol-3-glucuronide in the rat. Biochem Pharmacol. 2008 Sep 1;76(5):672-9. doi: 10.1016/j.bcp.2008.06.011. Epub 2008 Jul 1. [PubMed:18639530 ]

Enzyme Details

2. Delta-type opioid receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Inhibits neurotransmitter release by reducing calcium ion currents and increasing potassium ion conductance. Highly stereoselective. receptor for enkephalins
Gene Name:: OPRD1
Uniprot ID:: P41143
Molecular weight:: 40412.3

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Roy S, Guo X, Kelschenbach J, Liu Y, Loh HH: In vivo activation of a mutant mu-opioid receptor by naltrexone produces a potent analgesic effect but no tolerance: role of mu-receptor activation and delta-receptor blockade in morphine tolerance. J Neurosci. 2005 Mar 23;25(12):3229-33. [PubMed:15788780 ]
Barrios de Tomasi E, Juarez-Gonzalez J: [Opioid antagonists and alcohol consumption]. Rev Neurol. 2007 Aug 1-15;45(3):155-62. [PubMed:17661275 ]
Weerts EM, Kim YK, Wand GS, Dannals RF, Lee JS, Frost JJ, McCaul ME: Differences in delta- and mu-opioid receptor blockade measured by positron emission tomography in naltrexone-treated recently abstinent alcohol-dependent subjects. Neuropsychopharmacology. 2008 Feb;33(3):653-65. Epub 2007 May 9. [PubMed:17487229 ]
Herz A: Opioid reward mechanisms: a key role in drug abuse? Can J Physiol Pharmacol. 1998 Mar;76(3):252-8. [PubMed:9673788 ]
Herz A: Endogenous opioid systems and alcohol addiction. Psychopharmacology (Berl). 1997 Jan;129(2):99-111. [PubMed:9040115 ]

Enzyme Details

3. Mu-type opioid receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Inhibits neurotransmitter release by reducing calcium ion currents and increasing potassium ion conductance. Receptor for beta-endorphin
Gene Name:: OPRM1
Uniprot ID:: P35372
Molecular weight:: 44778.9

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Kato H: [Pharmacological effects of a mu-opioid receptor antagonist naltrexone on alcohol dependence]. Nihon Arukoru Yakubutsu Igakkai Zasshi. 2008 Oct;43(5):697-704. [PubMed:19068776 ]
Helm S, Trescot AM, Colson J, Sehgal N, Silverman S: Opioid antagonists, partial agonists, and agonists/antagonists: the role of office-based detoxification. Pain Physician. 2008 Mar-Apr;11(2):225-35. [PubMed:18354714 ]
Goodman AJ, Le Bourdonnec B, Dolle RE: Mu opioid receptor antagonists: recent developments. ChemMedChem. 2007 Nov;2(11):1552-70. [PubMed:17918759 ]
Barrios de Tomasi E, Juarez-Gonzalez J: [Opioid antagonists and alcohol consumption]. Rev Neurol. 2007 Aug 1-15;45(3):155-62. [PubMed:17661275 ]
Weerts EM, Kim YK, Wand GS, Dannals RF, Lee JS, Frost JJ, McCaul ME: Differences in delta- and mu-opioid receptor blockade measured by positron emission tomography in naltrexone-treated recently abstinent alcohol-dependent subjects. Neuropsychopharmacology. 2008 Feb;33(3):653-65. Epub 2007 May 9. [PubMed:17487229 ]
Herz A: Opioid reward mechanisms: a key role in drug abuse? Can J Physiol Pharmacol. 1998 Mar;76(3):252-8. [PubMed:9673788 ]

Enzyme Details

4. Kappa-type opioid receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: Inhibits neurotransmitter release by reducing calcium ion currents and increasing potassium ion conductance. Receptor for dynorphins. May play a role in arousal and regulation of autonomic and neuroendocrine functions
Gene Name:: OPRK1
Uniprot ID:: P41145
Molecular weight:: 42644.7

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Helm S, Trescot AM, Colson J, Sehgal N, Silverman S: Opioid antagonists, partial agonists, and agonists/antagonists: the role of office-based detoxification. Pain Physician. 2008 Mar-Apr;11(2):225-35. [PubMed:18354714 ]
Herz A: Endogenous opioid systems and alcohol addiction. Psychopharmacology (Berl). 1997 Jan;129(2):99-111. [PubMed:9040115 ]
Barrios de Tomasi E, Juarez-Gonzalez J: [Opioid antagonists and alcohol consumption]. Rev Neurol. 2007 Aug 1-15;45(3):155-62. [PubMed:17661275 ]
Wee S, Orio L, Ghirmai S, Cashman JR, Koob GF: Inhibition of kappa opioid receptors attenuated increased cocaine intake in rats with extended access to cocaine. Psychopharmacology (Berl). 2009 Sep;205(4):565-75. doi: 10.1007/s00213-009-1563-y. Epub 2009 May 30. [PubMed:19484223 ]

Transporters

Enzyme Details

1. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Mahar Doan KM, Humphreys JE, Webster LO, Wring SA, Shampine LJ, Serabjit-Singh CJ, Adkison KK, Polli JW: Passive permeability and P-glycoprotein-mediated efflux differentiate central nervous system (CNS) and non-CNS marketed drugs. J Pharmacol Exp Ther. 2002 Dec;303(3):1029-37. [PubMed:12438524 ]

Showing metabocard for Naltrexone (HMDB0014842)

MOL for HMDB0014842 (Naltrexone)

3D MOL for HMDB0014842 (Naltrexone)

3D SDF for HMDB0014842 (Naltrexone)

3D-SDF for HMDB0014842 (Naltrexone)

PDB for HMDB0014842 (Naltrexone)

3D PDB for HMDB0014842 (Naltrexone)

SMILES for HMDB0014842 (Naltrexone)

INCHI for HMDB0014842 (Naltrexone)

Structure for HMDB0014842 (Naltrexone)

3D Structure for HMDB0014842 (Naltrexone)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

Transporters

References