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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (7)transporters (2) Show 9 proteins XML

enzymes (7)transporters (2) Show 9 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:56 UTC

HMDB ID

HMDB0015314

Secondary Accession Numbers

HMDB15314

Metabolite Identification

Common Name

Naloxone

Description

Naloxone is only found in individuals that have used or taken this drug. It is a specific opiate antagonist that has no agonist activity. It is a competitive antagonist at mu, delta, and kappa opioid receptors. [PubChem]While the mechanism of action of naloxone is not fully understood, the preponderance of evidence suggests that naloxone antagonizes the opioid effects by competing for the same receptor sites, especially the opioid mu receptor. Recently, naloxone has been shown to bind all three opioid receptors (mu, kappa and gamma) but the strongest binding is to the mu receptor.

Structure

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

1183
  Mrv0541 02231215182D          

 26 30  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
    4.6296    0.1436    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
    3.9151    0.5561    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
    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
    5.9350   -1.7290    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
    6.7804   -1.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3713   -2.1699    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 18  1  0  0  0  0
  7  2  1  1  0  0  0
  3 17  2  0  0  0  0
  4 21  1  0  0  0  0
  5  8  1  0  0  0  0
  5 14  1  0  0  0  0
  5 19  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 13  1  0  0  0  0
  8 25  1  6  0  0  0
  9 17  1  0  0  0  0
  9 26  1  1  0  0  0
 10 14  1  0  0  0  0
 11 15  2  0  0  0  0
 11 18  1  0  0  0  0
 12 16  1  0  0  0  0
 13 15  1  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 18 21  2  0  0  0  0
 19 23  1  0  0  0  0
 20 22  2  0  0  0  0
 21 22  1  0  0  0  0
 23 24  2  0  0  0  0
M  END

HMDB0015314
     RDKit          3D
Naloxone
 45 49  0  0  0  0  0  0  0  0999 V2000
   -4.4735    0.6783    0.8554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7228    1.3299   -0.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1923    0.6558   -1.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7461    0.7205   -1.1843 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1452    0.1709   -2.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565    0.0588   -2.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8214   -0.5344   -0.9675 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5211    0.4655   -0.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968    1.3496    0.7098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7080    2.2032    1.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0971    2.1475    1.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6568    1.2215    0.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0250    1.1205    0.2551 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8590    0.3540   -0.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0460   -0.6659   -1.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9092   -1.5576   -1.1426 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0305   -2.4628    0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1063   -2.9308    0.3205 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8409   -2.8392    0.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1020   -1.5674    1.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3552   -0.9595   -0.1553 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0978   -1.9392   -0.7946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2290    0.2426    0.0586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5592    1.3534    0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8765    1.1242    1.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7093   -0.3759    0.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4986    2.3742    0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6103    1.0211   -2.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4610   -0.4355   -1.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3339    0.9139   -3.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6066   -0.7625   -2.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7840    1.0718   -2.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6899   -0.5959   -3.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3075    2.9343    2.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7322    2.8145    1.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6248    1.7625    0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8540   -2.0561   -2.1125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1716   -3.4175    0.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1223   -3.4208    1.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7345   -0.8778    1.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8083   -1.8780    1.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6995   -2.4017   -0.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0970   -0.0920    0.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9328    2.3142    0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8425    1.3681    1.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  6  1  6
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  0
 23  4  1  0
 16  7  1  0
 21  7  1  0
 14  8  1  0
 24  9  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 16 37  1  6
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 22 42  1  0
 23 43  1  1
 24 44  1  0
 24 45  1  0
M  END

1183
  Mrv0541 02231215182D          

 26 30  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
    4.6296    0.1436    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
    3.9151    0.5561    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
    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
    5.9350   -1.7290    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
    6.7804   -1.5349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3713   -2.1699    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 18  1  0  0  0  0
  7  2  1  1  0  0  0
  3 17  2  0  0  0  0
  4 21  1  0  0  0  0
  5  8  1  0  0  0  0
  5 14  1  0  0  0  0
  5 19  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 13  1  0  0  0  0
  8 25  1  6  0  0  0
  9 17  1  0  0  0  0
  9 26  1  1  0  0  0
 10 14  1  0  0  0  0
 11 15  2  0  0  0  0
 11 18  1  0  0  0  0
 12 16  1  0  0  0  0
 13 15  1  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 18 21  2  0  0  0  0
 19 23  1  0  0  0  0
 20 22  2  0  0  0  0
 21 22  1  0  0  0  0
 23 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015314

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H21NO4/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11/h2-4,14,17,21,23H,1,5-10H2/t14-,17+,18+,19-/m1/s1

> <INCHI_KEY>
UZHSEJADLWPNLE-GRGSLBFTSA-N

> <FORMULA>
C19H21NO4

> <MOLECULAR_WEIGHT>
327.3743

> <EXACT_MASS>
327.147058165

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
33.802113519777905

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5R,13R,17S)-10,17-dihydroxy-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10-trien-14-one

> <ALOGPS_LOGP>
1.47

> <JCHEM_LOGP>
1.620221160000001

> <ALOGPS_LOGS>
-1.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.580259045446617

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.2696665202107935

> <JCHEM_PKA_STRONGEST_BASIC>
10.630340131165019

> <JCHEM_POLAR_SURFACE_AREA>
70

> <JCHEM_REFRACTIVITY>
88.72220000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.64e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
naloxone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015314
     RDKit          3D
Naloxone
 45 49  0  0  0  0  0  0  0  0999 V2000
   -4.4735    0.6783    0.8554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7228    1.3299   -0.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1923    0.6558   -1.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7461    0.7205   -1.1843 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1452    0.1709   -2.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565    0.0588   -2.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8214   -0.5344   -0.9675 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5211    0.4655   -0.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968    1.3496    0.7098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7080    2.2032    1.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0971    2.1475    1.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6568    1.2215    0.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0250    1.1205    0.2551 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8590    0.3540   -0.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0460   -0.6659   -1.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9092   -1.5576   -1.1426 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0305   -2.4628    0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1063   -2.9308    0.3205 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8409   -2.8392    0.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1020   -1.5674    1.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3552   -0.9595   -0.1553 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0978   -1.9392   -0.7946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2290    0.2426    0.0586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5592    1.3534    0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8765    1.1242    1.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7093   -0.3759    0.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4986    2.3742    0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6103    1.0211   -2.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4610   -0.4355   -1.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3339    0.9139   -3.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6066   -0.7625   -2.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7840    1.0718   -2.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6899   -0.5959   -3.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3075    2.9343    2.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7322    2.8145    1.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6248    1.7625    0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8540   -2.0561   -2.1125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1716   -3.4175    0.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1223   -3.4208    1.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7345   -0.8778    1.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8083   -1.8780    1.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6995   -2.4017   -0.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0970   -0.0920    0.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9328    2.3142    0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8425    1.3681    1.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  6  1  6
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  0
 23  4  1  0
 16  7  1  0
 21  7  1  0
 14  8  1  0
 24  9  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 16 37  1  6
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 22 42  1  0
 23 43  1  1
 24 44  1  0
 24 45  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1183                                              
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       8.642   0.268   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.054  -0.143   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       5.974  -4.352   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.641  -3.582   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.641   1.038   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.079  -3.227   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.308   2.578   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.641   2.578   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.974   3.348   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.657  -2.865   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.760  -4.050   0.000  0.00  0.00           C+0
HETATM   25  H   UNK     0       9.086  -2.489   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.397  -2.402   0.000  0.00  0.00           H+0
CONECT    1    9   18                                                       
CONECT    2    7                                                            
CONECT    3   17                                                            
CONECT    4   21                                                            
CONECT    5    8   14   19                                                  
CONECT    6    7    9   10   11                                             
CONECT    7    2    6    8   12                                             
CONECT    8    5    7   13   25                                             
CONECT    9    1    6   17   26                                             
CONECT   10    6   14                                                       
CONECT   11    6   15   18                                                  
CONECT   12    7   16                                                       
CONECT   13    8   15                                                       
CONECT   14    5   10                                                       
CONECT   15   11   13   20                                                  
CONECT   16   12   17                                                       
CONECT   17    3    9   16                                                  
CONECT   18    1   11   21                                                  
CONECT   19    5   23                                                       
CONECT   20   15   22                                                       
CONECT   21    4   18   22                                                  
CONECT   22   20   21                                                       
CONECT   23   19   24                                                       
CONECT   24   23                                                            
CONECT   25    8                                                            
CONECT   26    9                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

COMPND    HMDB0015314
HETATM    1  C1  UNL     1      -4.474   0.678   0.855  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.723   1.330  -0.023  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.192   0.656  -1.236  1.00  0.00           C  
HETATM    4  N1  UNL     1      -1.746   0.721  -1.184  1.00  0.00           N  
HETATM    5  C4  UNL     1      -1.145   0.171  -2.349  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.356   0.059  -2.258  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.821  -0.534  -0.968  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.521   0.466  -0.122  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.897   1.350   0.710  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.708   2.203   1.427  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.097   2.147   1.292  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.657   1.221   0.427  1.00  0.00           C  
HETATM   13  O1  UNL     1       5.025   1.120   0.255  1.00  0.00           O  
HETATM   14  C12 UNL     1       2.859   0.354  -0.303  1.00  0.00           C  
HETATM   15  O2  UNL     1       3.046  -0.666  -1.229  1.00  0.00           O  
HETATM   16  C13 UNL     1       1.909  -1.558  -1.143  1.00  0.00           C  
HETATM   17  C14 UNL     1       2.031  -2.463   0.000  1.00  0.00           C  
HETATM   18  O3  UNL     1       3.106  -2.931   0.321  1.00  0.00           O  
HETATM   19  C15 UNL     1       0.841  -2.839   0.807  1.00  0.00           C  
HETATM   20  C16 UNL     1       0.102  -1.567   1.163  1.00  0.00           C  
HETATM   21  C17 UNL     1      -0.355  -0.960  -0.155  1.00  0.00           C  
HETATM   22  O4  UNL     1      -1.098  -1.939  -0.795  1.00  0.00           O  
HETATM   23  C18 UNL     1      -1.229   0.243   0.059  1.00  0.00           C  
HETATM   24  C19 UNL     1      -0.559   1.353   0.815  1.00  0.00           C  
HETATM   25  H1  UNL     1      -4.877   1.124   1.743  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.709  -0.376   0.685  1.00  0.00           H  
HETATM   27  H3  UNL     1      -3.499   2.374   0.160  1.00  0.00           H  
HETATM   28  H4  UNL     1      -3.610   1.021  -2.175  1.00  0.00           H  
HETATM   29  H5  UNL     1      -3.461  -0.436  -1.179  1.00  0.00           H  
HETATM   30  H6  UNL     1      -1.334   0.914  -3.181  1.00  0.00           H  
HETATM   31  H7  UNL     1      -1.607  -0.763  -2.723  1.00  0.00           H  
HETATM   32  H8  UNL     1       0.784   1.072  -2.388  1.00  0.00           H  
HETATM   33  H9  UNL     1       0.690  -0.596  -3.078  1.00  0.00           H  
HETATM   34  H10 UNL     1       1.308   2.934   2.109  1.00  0.00           H  
HETATM   35  H11 UNL     1       3.732   2.815   1.855  1.00  0.00           H  
HETATM   36  H12 UNL     1       5.625   1.762   0.795  1.00  0.00           H  
HETATM   37  H13 UNL     1       1.854  -2.056  -2.113  1.00  0.00           H  
HETATM   38  H14 UNL     1       0.172  -3.417   0.116  1.00  0.00           H  
HETATM   39  H15 UNL     1       1.122  -3.421   1.705  1.00  0.00           H  
HETATM   40  H16 UNL     1       0.735  -0.878   1.744  1.00  0.00           H  
HETATM   41  H17 UNL     1      -0.808  -1.878   1.714  1.00  0.00           H  
HETATM   42  H18 UNL     1      -1.700  -2.402  -0.137  1.00  0.00           H  
HETATM   43  H19 UNL     1      -2.097  -0.092   0.679  1.00  0.00           H  
HETATM   44  H20 UNL     1      -0.933   2.314   0.398  1.00  0.00           H  
HETATM   45  H21 UNL     1      -0.843   1.368   1.898  1.00  0.00           H  
CONECT    1    2    2   25   26
CONECT    2    3   27
CONECT    3    4   28   29
CONECT    4    5   23
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8   16   21
CONECT    8    9    9   14
CONECT    9   10   24
CONECT   10   11   11   34
CONECT   11   12   35
CONECT   12   13   14   14
CONECT   13   36
CONECT   14   15
CONECT   15   16
CONECT   16   17   37
CONECT   17   18   18   19
CONECT   19   20   38   39
CONECT   20   21   40   41
CONECT   21   22   23
CONECT   22   42
CONECT   23   24   43
CONECT   24   44   45
END

HMDB0015314
     RDKit          3D
Naloxone
 45 49  0  0  0  0  0  0  0  0999 V2000
   -4.4735    0.6783    0.8554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7228    1.3299   -0.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1923    0.6558   -1.2363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7461    0.7205   -1.1843 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1452    0.1709   -2.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565    0.0588   -2.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8214   -0.5344   -0.9675 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5211    0.4655   -0.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968    1.3496    0.7098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7080    2.2032    1.4265 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0971    2.1475    1.2922 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6568    1.2215    0.4271 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0250    1.1205    0.2551 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8590    0.3540   -0.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0460   -0.6659   -1.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9092   -1.5576   -1.1426 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0305   -2.4628    0.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1063   -2.9308    0.3205 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8409   -2.8392    0.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1020   -1.5674    1.1631 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3552   -0.9595   -0.1553 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0978   -1.9392   -0.7946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2290    0.2426    0.0586 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5592    1.3534    0.8146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8765    1.1242    1.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7093   -0.3759    0.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4986    2.3742    0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6103    1.0211   -2.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4610   -0.4355   -1.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3339    0.9139   -3.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6066   -0.7625   -2.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7840    1.0718   -2.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6899   -0.5959   -3.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3075    2.9343    2.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7322    2.8145    1.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6248    1.7625    0.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8540   -2.0561   -2.1125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1716   -3.4175    0.1157 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1223   -3.4208    1.7045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7345   -0.8778    1.7440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8083   -1.8780    1.7138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6995   -2.4017   -0.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0970   -0.0920    0.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9328    2.3142    0.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8425    1.3681    1.8984 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  6  1  6
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  0
 23  4  1  0
 16  7  1  0
 21  7  1  0
 14  8  1  0
 24  9  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
 10 34  1  0
 11 35  1  0
 13 36  1  0
 16 37  1  6
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 22 42  1  0
 23 43  1  1
 24 44  1  0
 24 45  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(-)-Naloxone	ChEBI
1-N-Allyl-14-hydroxynordihydromorphinone	ChEBI
17-Allyl-3,14-dihydroxy-4,5alpha-epoxymorphinan-6-one	ChEBI
Naloxona	ChEBI
Naloxonum	ChEBI
DBL Naloxone	Kegg
17-Allyl-3,14-dihydroxy-4,5a-epoxymorphinan-6-one	Generator
17-Allyl-3,14-dihydroxy-4,5α-epoxymorphinan-6-one	Generator
EN 1530 base	HMDB
L-Naloxone	HMDB
N-Allylnoroxymorphone	HMDB
Nalossone	HMDB
Abello brand OF naloxone hydrochloride	HMDB
Abello, naloxone	HMDB
Boots brand OF naloxone hydrochloride	HMDB
Bristol-myers squibb brand OF naloxone hydrochloride	HMDB
Curamed brand OF naloxone hydrochloride	HMDB
endo Brand OF naloxone hydrochloride	HMDB
Narcanti	HMDB
Ratiopharm brand OF naloxone hydrochloride	HMDB
Dihydride, naloxone hydrochloride	HMDB
Naloxon ratiopharm	HMDB
Naloxone hydrochloride	HMDB
Naloxone hydrochloride, (5 beta,9 alpha,13 alpha,14 alpha)-isomer	HMDB
SERB brand OF naloxone hydrochloride	HMDB
Bristol myers squibb brand OF naloxone hydrochloride	HMDB
Curamed, naloxon	HMDB
Lamepro brand OF naloxone hydrochloride	HMDB
MRZ 2593BR	HMDB
Nalone	HMDB
Naloxon-ratiopharm	HMDB
Hydrobromide, naloxone	HMDB
Hydrochloride dihydride, naloxone	HMDB
Hydrochloride, naloxone	HMDB
MRZ 2593 BR	HMDB
MRZ 2593-BR	HMDB
Naloxon curamed	HMDB
Naloxone abello	HMDB
Naloxone hydrochloride dihydride	HMDB
Naloxone, (5 beta,9 alpha,13 alpha,14 alpha)-isomer	HMDB
Naloxonratiopharm	HMDB
Naloxone hydrobromide	HMDB
Narcan	HMDB
United drug brand OF naloxone hydrochloride	HMDB

Chemical Formula

C₁₉H₂₁NO₄

Average Molecular Weight

327.3743

Monoisotopic Molecular Weight

327.147058165

IUPAC Name

(1S,5R,13R,17S)-10,17-dihydroxy-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10-trien-14-one

Traditional Name

naloxone

CAS Registry Number

465-65-6

SMILES

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

InChI Identifier

InChI=1S/C19H21NO4/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11/h2-4,14,17,21,23H,1,5-10H2/t14-,17+,18+,19-/m1/s1

InChI Key

UZHSEJADLWPNLE-GRGSLBFTSA-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

morphinane alkaloid (CHEBI:7459 )
organic heteropentacyclic compound (CHEBI:7459 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0015314)
Membrane (HMDB: HMDB0015314)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Naloxone Action Pathway (PathBank: SMP0000688)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	200 - 205 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	5.64 g/L	Not Available
LogP	0.6	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	171.8	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.64 g/L	ALOGPS
logP	1.47	ALOGPS
logP	1.62	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	7.27	ChemAxon
pKa (Strongest Basic)	10.63	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	88.72 m³·mol⁻¹	ChemAxon
Polarizability	33.8 Å³	ChemAxon
Number of Rings	5	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]+	172.949	31661259
DarkChem	[M-H]-	167.453	31661259
DeepCCS	[M-2H]-	215.679	30932474
DeepCCS	[M+Na]+	191.714	30932474
AllCCS	[M+H]+	178.4	32859911
AllCCS	[M+H-H2O]+	175.4	32859911
AllCCS	[M+NH4]+	181.2	32859911
AllCCS	[M+Na]+	181.9	32859911
AllCCS	[M-H]-	181.5	32859911
AllCCS	[M+Na-2H]-	181.0	32859911
AllCCS	[M+HCOO]-	180.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Naloxone	[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(CC=C)[C@]([H])(C4)[C@]1(O)CCC2=O	4025.7	Standard polar	33892256
Naloxone	[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(CC=C)[C@]([H])(C4)[C@]1(O)CCC2=O	2639.3	Standard non polar	33892256
Naloxone	[H][C@@]12OC3=C(O)C=CC4=C3[C@@]11CCN(CC=C)[C@]([H])(C4)[C@]1(O)CCC2=O	2780.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Naloxone,1TMS,isomer #1	C=CCN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2C(=O)CC[C@@]3(O)[C@H]1C5	2724.2	Semi standard non polar	33892256
Naloxone,1TMS,isomer #2	C=CCN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2C(=O)CC[C@@]3(O[Si](C)(C)C)[C@H]1C5	2669.8	Semi standard non polar	33892256
Naloxone,1TMS,isomer #3	C=CCN1CC[C@]23C4=C(O[Si](C)(C)C)CC[C@@]2(O)[C@H]1CC1=CC=C(O)C(=C13)O4	2717.1	Semi standard non polar	33892256
Naloxone,1TMS,isomer #4	C=CCN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2C(O[Si](C)(C)C)=CC[C@@]3(O)[C@H]1C5	2677.6	Semi standard non polar	33892256
Naloxone,2TMS,isomer #1	C=CCN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2C(=O)CC[C@@]3(O[Si](C)(C)C)[C@H]1C5	2693.0	Semi standard non polar	33892256
Naloxone,2TMS,isomer #2	C=CCN1CC[C@]23C4=C(O[Si](C)(C)C)CC[C@@]2(O)[C@H]1CC1=CC=C(O[Si](C)(C)C)C(=C13)O4	2724.8	Semi standard non polar	33892256
Naloxone,2TMS,isomer #3	C=CCN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2C(O[Si](C)(C)C)=CC[C@@]3(O)[C@H]1C5	2693.9	Semi standard non polar	33892256
Naloxone,2TMS,isomer #4	C=CCN1CC[C@]23C4=C(O[Si](C)(C)C)CC[C@@]2(O[Si](C)(C)C)[C@H]1CC1=CC=C(O)C(=C13)O4	2664.5	Semi standard non polar	33892256
Naloxone,2TMS,isomer #5	C=CCN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2C(O[Si](C)(C)C)=CC[C@@]3(O[Si](C)(C)C)[C@H]1C5	2651.3	Semi standard non polar	33892256
Naloxone,3TMS,isomer #1	C=CCN1CC[C@]23C4=C(O[Si](C)(C)C)CC[C@@]2(O[Si](C)(C)C)[C@H]1CC1=CC=C(O[Si](C)(C)C)C(=C13)O4	2715.2	Semi standard non polar	33892256
Naloxone,3TMS,isomer #1	C=CCN1CC[C@]23C4=C(O[Si](C)(C)C)CC[C@@]2(O[Si](C)(C)C)[C@H]1CC1=CC=C(O[Si](C)(C)C)C(=C13)O4	2841.0	Standard non polar	33892256
Naloxone,3TMS,isomer #1	C=CCN1CC[C@]23C4=C(O[Si](C)(C)C)CC[C@@]2(O[Si](C)(C)C)[C@H]1CC1=CC=C(O[Si](C)(C)C)C(=C13)O4	3293.2	Standard polar	33892256
Naloxone,3TMS,isomer #2	C=CCN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2C(O[Si](C)(C)C)=CC[C@@]3(O[Si](C)(C)C)[C@H]1C5	2726.8	Semi standard non polar	33892256
Naloxone,3TMS,isomer #2	C=CCN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2C(O[Si](C)(C)C)=CC[C@@]3(O[Si](C)(C)C)[C@H]1C5	2793.8	Standard non polar	33892256
Naloxone,3TMS,isomer #2	C=CCN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C)=C4O[C@H]2C(O[Si](C)(C)C)=CC[C@@]3(O[Si](C)(C)C)[C@H]1C5	3265.3	Standard polar	33892256
Naloxone,1TBDMS,isomer #1	C=CCN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2C(=O)CC[C@@]3(O)[C@H]1C5	2979.7	Semi standard non polar	33892256
Naloxone,1TBDMS,isomer #2	C=CCN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2C(=O)CC[C@@]3(O[Si](C)(C)C(C)(C)C)[C@H]1C5	2910.7	Semi standard non polar	33892256
Naloxone,1TBDMS,isomer #3	C=CCN1CC[C@]23C4=C(O[Si](C)(C)C(C)(C)C)CC[C@@]2(O)[C@H]1CC1=CC=C(O)C(=C13)O4	2960.2	Semi standard non polar	33892256
Naloxone,1TBDMS,isomer #4	C=CCN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2C(O[Si](C)(C)C(C)(C)C)=CC[C@@]3(O)[C@H]1C5	2919.9	Semi standard non polar	33892256
Naloxone,2TBDMS,isomer #1	C=CCN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2C(=O)CC[C@@]3(O[Si](C)(C)C(C)(C)C)[C@H]1C5	3146.5	Semi standard non polar	33892256
Naloxone,2TBDMS,isomer #2	C=CCN1CC[C@]23C4=C(O[Si](C)(C)C(C)(C)C)CC[C@@]2(O)[C@H]1CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(=C13)O4	3191.7	Semi standard non polar	33892256
Naloxone,2TBDMS,isomer #3	C=CCN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2C(O[Si](C)(C)C(C)(C)C)=CC[C@@]3(O)[C@H]1C5	3153.0	Semi standard non polar	33892256
Naloxone,2TBDMS,isomer #4	C=CCN1CC[C@]23C4=C(O[Si](C)(C)C(C)(C)C)CC[C@@]2(O[Si](C)(C)C(C)(C)C)[C@H]1CC1=CC=C(O)C(=C13)O4	3114.6	Semi standard non polar	33892256
Naloxone,2TBDMS,isomer #5	C=CCN1CC[C@]23C4=C5C=CC(O)=C4O[C@H]2C(O[Si](C)(C)C(C)(C)C)=CC[C@@]3(O[Si](C)(C)C(C)(C)C)[C@H]1C5	3090.0	Semi standard non polar	33892256
Naloxone,3TBDMS,isomer #1	C=CCN1CC[C@]23C4=C(O[Si](C)(C)C(C)(C)C)CC[C@@]2(O[Si](C)(C)C(C)(C)C)[C@H]1CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(=C13)O4	3348.2	Semi standard non polar	33892256
Naloxone,3TBDMS,isomer #1	C=CCN1CC[C@]23C4=C(O[Si](C)(C)C(C)(C)C)CC[C@@]2(O[Si](C)(C)C(C)(C)C)[C@H]1CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(=C13)O4	3464.2	Standard non polar	33892256
Naloxone,3TBDMS,isomer #1	C=CCN1CC[C@]23C4=C(O[Si](C)(C)C(C)(C)C)CC[C@@]2(O[Si](C)(C)C(C)(C)C)[C@H]1CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(=C13)O4	3528.8	Standard polar	33892256
Naloxone,3TBDMS,isomer #2	C=CCN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2C(O[Si](C)(C)C(C)(C)C)=CC[C@@]3(O[Si](C)(C)C(C)(C)C)[C@H]1C5	3354.4	Semi standard non polar	33892256
Naloxone,3TBDMS,isomer #2	C=CCN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2C(O[Si](C)(C)C(C)(C)C)=CC[C@@]3(O[Si](C)(C)C(C)(C)C)[C@H]1C5	3339.5	Standard non polar	33892256
Naloxone,3TBDMS,isomer #2	C=CCN1CC[C@]23C4=C5C=CC(O[Si](C)(C)C(C)(C)C)=C4O[C@H]2C(O[Si](C)(C)C(C)(C)C)=CC[C@@]3(O[Si](C)(C)C(C)(C)C)[C@H]1C5	3474.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Naloxone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6r-9042000000-3da4b2172456d62748f0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Naloxone GC-MS (2 TMS) - 70eV, Positive	splash10-004i-9703600000-474943cf0224b80b9bab	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Naloxone 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naloxone LC-ESI-qTof , Positive-QTOF	splash10-00di-0900000000-6b7de93b51a79132630f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naloxone , positive-QTOF	splash10-004i-0139000000-e70921e0765c3389ce85	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naloxone 40V, Positive-QTOF	splash10-03di-0790000000-385321bfef7553f8994a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naloxone 10V, Positive-QTOF	splash10-004i-0009000000-2b2b5b609cf6e1a1d0a7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Naloxone 20V, Positive-QTOF	splash10-03di-0019000000-fdc81a17ea0adfa1d6b1	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naloxone 10V, Positive-QTOF	splash10-03fr-0009000000-1e89424c27afc0579ffc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naloxone 20V, Positive-QTOF	splash10-03dl-5079000000-7ad11d1224dead9d51b5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naloxone 40V, Positive-QTOF	splash10-0006-9030000000-102851f487961aeb63cb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naloxone 10V, Negative-QTOF	splash10-004i-0009000000-8c2763e72d5fce389611	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naloxone 20V, Negative-QTOF	splash10-056r-0049000000-d9a6f9d54d49fda8a151	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naloxone 40V, Negative-QTOF	splash10-00ku-2090000000-fbfe8d648c7bfc3bbe9f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naloxone 10V, Positive-QTOF	splash10-004i-0009000000-354160c39518aa1987e3	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naloxone 20V, Positive-QTOF	splash10-03fr-0019000000-c4826be6e2657469ccea	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naloxone 40V, Positive-QTOF	splash10-00b9-0096000000-16546df9ae1b2c3cee96	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naloxone 10V, Negative-QTOF	splash10-004i-0009000000-82e8b7e0c70cdc0f9fe6	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naloxone 20V, Negative-QTOF	splash10-004i-0009000000-ad63c6111240451f0f01	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Naloxone 40V, Negative-QTOF	splash10-00b9-0049000000-d10f137bf09021c8d430	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Naloxone 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 DB01183	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01183	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01183

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4447644

KEGG Compound ID

C07252

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Naloxone

METLIN ID

Not Available

PubChem Compound

5284596

PDB ID

Not Available

ChEBI ID

7459

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

(). FDA label . .
Medscape [Link]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

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

References

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

Enzyme Details

2. Cytochrome P450 2C8

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme responsible for the metabolism the anti-cancer drug paclitaxel (taxol).
Gene Name:: CYP2C8
Uniprot ID:: P10632
Molecular weight:: 55824.275

References

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

Enzyme Details

3. Estrogen receptor

General function:: Involved in sequence-specific DNA binding transcription factor activity
Specific function:: Nuclear hormone receptor. The steroid hormones and their receptors are involved in the regulation of eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Can activate the transcriptional activity of TFF1
Gene Name:: ESR1
Uniprot ID:: P03372
Molecular weight:: 66215.4

References

Farooqui M, Geng ZH, Stephenson EJ, Zaveri N, Yee D, Gupta K: Naloxone acts as an antagonist of estrogen receptor activity in MCF-7 cells. Mol Cancer Ther. 2006 Mar;5(3):611-20. [PubMed:16546975 ]

Enzyme Details

4. Cyclic AMP-responsive element-binding protein 1

General function:: Involved in sequence-specific DNA binding transcription factor activity
Specific function:: This protein binds the cAMP response element (CRE), a sequence present in many viral and cellular promoters. CREB stimulates transcription on binding to the CRE. Transcription activation is enhanced by the TORC coactivators which act independently of Ser-133 phosphorylation. Implicated in synchronization of circadian rhythmicity
Gene Name:: CREB1
Uniprot ID:: P16220
Molecular weight:: 36687.9

References

Li J, Li YH, Yuan XR: Changes of phosphorylation of cAMP response element binding protein in rat nucleus accumbens after chronic ethanol intake: naloxone reversal. Acta Pharmacol Sin. 2003 Sep;24(9):930-6. [PubMed:12956944 ]
Chartoff EH, Papadopoulou M, Konradi C, Carlezon WA Jr: Dopamine-dependent increases in phosphorylation of cAMP response element binding protein (CREB) during precipitated morphine withdrawal in primary cultures of rat striatum. J Neurochem. 2003 Oct;87(1):107-18. [PubMed:12969258 ]
Gao C, Chen LW, Tao YM, Chen J, Xu XJ, Chi ZQ: Effects of ohmefentanyl stereoisomers on phosphorylation of cAMP- response element binding protein in cultured rat hippocampal neurons. Acta Pharmacol Sin. 2003 Dec;24(12):1253-8. [PubMed:14653953 ]
Walters CL, Cleck JN, Kuo YC, Blendy JA: Mu-opioid receptor and CREB activation are required for nicotine reward. Neuron. 2005 Jun 16;46(6):933-43. [PubMed:15953421 ]
Hawes JJ, Narasimhaiah R, Picciotto MR: Galanin attenuates cyclic AMP regulatory element-binding protein (CREB) phosphorylation induced by chronic morphine and naloxone challenge in Cath.a cells and primary striatal cultures. J Neurochem. 2006 Feb;96(4):1160-8. Epub 2006 Jan 17. [PubMed:16417577 ]

Enzyme Details

5. 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

Moncada A, Cendan CM, Baeyens JM, Del Pozo E: Effects of serine/threonine protein phosphatase inhibitors on morphine-induced antinociception in the tail flick test in mice. Eur J Pharmacol. 2003 Mar 28;465(1-2):53-60. [PubMed:12650833 ]
Kakinohana M, Marsala M, Carter C, Davison JK, Yaksh TL: Neuraxial morphine may trigger transient motor dysfunction after a noninjurious interval of spinal cord ischemia: a clinical and experimental study. Anesthesiology. 2003 Apr;98(4):862-70. [PubMed:12657847 ]
Breljak D, Boranic M, Horvat S: Oligopeptide fragments of the enkephalin molecule interfere with hematopoietic cell colony formation. Int J Immunopathol Pharmacol. 2000 Jan-Apr;13(1):13-19. [PubMed:12749773 ]
Chudapongse N, Kim SY, Kramer RE, Ho IK: Nonspecific effects of the selective kappa-opioid receptor agonist U-50,488H on dopamine uptake and release in PC12 cells. J Pharmacol Sci. 2003 Nov;93(3):372-5. [PubMed:14646257 ]
Osman AM, Gomma M, Saad AH: A possible role for an enkephalinergic system in the internal defense mechanism of Biomphalaria alexandrina exposed to Schistosoma mansoni. J Egypt Soc Parasitol. 2003 Dec;33(3):841-61. [PubMed:14708857 ]
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 ]
van Dorp E, Yassen A, Dahan A: Naloxone treatment in opioid addiction: the risks and benefits. Expert Opin Drug Saf. 2007 Mar;6(2):125-32. [PubMed:17367258 ]

Enzyme Details

6. 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

Narita M, Suzuki M, Mizoguchi H, Narita M, Yajima Y, Sakurada S, Tseng LF, Suzuki T: Up-regulation of mu-opioid receptor-mediated G-protein activation in protein kinase Cgamma knockout mice following repeated naloxone treatment. Neurosci Lett. 2003 Feb 27;338(2):103-6. [PubMed:12566163 ]
Freye E, Latasch L, Von Bredow G, Neruda B: [The opioid tramadol demonstrates excitatory properties of non-opioid character--a preclinical study using alfentanil as a comparison]. Schmerz. 1998 Feb 28;12(1):19-24. [PubMed:12799988 ]
Neal CR Jr, Owens CE, Taylor LP, Hoversten MT, Akil H, Watson SJ Jr: Binding and GTPgammaS autoradiographic analysis of preproorphanin precursor peptide products at the ORL1 and opioid receptors. J Chem Neuroanat. 2003 Jul;25(4):233-47. [PubMed:12842269 ]
Spetea M, Toth F, Schutz J, Otvos F, Toth G, Benyhe S, Borsodi A, Schmidhammer H: Binding characteristics of [3H]14-methoxymetopon, a high affinity mu-opioid receptor agonist. Eur J Neurosci. 2003 Jul;18(2):290-5. [PubMed:12887410 ]
Marek GJ: Behavioral evidence for mu-opioid and 5-HT2A receptor interactions. Eur J Pharmacol. 2003 Aug 1;474(1):77-83. [PubMed:12909198 ]
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 ]
Goodman AJ, Le Bourdonnec B, Dolle RE: Mu opioid receptor antagonists: recent developments. ChemMedChem. 2007 Nov;2(11):1552-70. [PubMed:17918759 ]
van Dorp E, Yassen A, Dahan A: Naloxone treatment in opioid addiction: the risks and benefits. Expert Opin Drug Saf. 2007 Mar;6(2):125-32. [PubMed:17367258 ]

Enzyme Details

7. 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

Peng X, Neumeyer JL: Kappa receptor bivalent ligands. Curr Top Med Chem. 2007;7(4):363-73. [PubMed:17305578 ]
van Dorp E, Yassen A, Dahan A: Naloxone treatment in opioid addiction: the risks and benefits. Expert Opin Drug Saf. 2007 Mar;6(2):125-32. [PubMed:17367258 ]
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 ]

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 ]

Enzyme Details

2. Solute carrier organic anion transporter family member 1A2

General function:: Involved in transporter activity
Specific function:: Mediates the Na(+)-independent transport of organic anions such as sulfobromophthalein (BSP) and conjugated (taurocholate) and unconjugated (cholate) bile acids
Gene Name:: SLCO1A2
Uniprot ID:: P46721
Molecular weight:: 74144.1

References

Gao B, Hagenbuch B, Kullak-Ublick GA, Benke D, Aguzzi A, Meier PJ: Organic anion-transporting polypeptides mediate transport of opioid peptides across blood-brain barrier. J Pharmacol Exp Ther. 2000 Jul;294(1):73-9. [PubMed:10871297 ]

Showing metabocard for Naloxone (HMDB0015314)

MOL for HMDB0015314 (Naloxone)

3D MOL for HMDB0015314 (Naloxone)

3D SDF for HMDB0015314 (Naloxone)

3D-SDF for HMDB0015314 (Naloxone)

PDB for HMDB0015314 (Naloxone)

3D PDB for HMDB0015314 (Naloxone)

SMILES for HMDB0015314 (Naloxone)

INCHI for HMDB0015314 (Naloxone)

Structure for HMDB0015314 (Naloxone)

3D Structure for HMDB0015314 (Naloxone)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

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Transporters

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