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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (8) Show 8 proteins XML

enzymes (8) Show 8 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 02:51:44 UTC

HMDB ID

HMDB0014785

Secondary Accession Numbers

HMDB14785

Metabolite Identification

Common Name

Propoxyphene

Description

Propoxyphene is only found in individuals that have used or taken this drug. It is a narcotic analgesic structurally related to methadone. Only the dextro-isomer has an analgesic effect; the levo-isomer appears to exert an antitussive effect. [PubChem]Propoxyphene acts as a weak agonist at OP1, OP2, and OP3 opiate receptors within the central nervous system (CNS). Propoxyphene primarily affects OP3 receptors, which are coupled with G-protein receptors and function as modulators, both positive and negative, of synaptic transmission via G-proteins that activate effector proteins. Binding of the opiate stimulates the exchange of GTP for GDP on the G-protein complex. As the effector system is adenylate cyclase and cAMP located at the inner surface of the plasma membrane, opioids decrease intracellular cAMP by inhibiting adenylate cyclase. Subsequently, the release of nociceptive neurotransmitters such as substance P, GABA, dopamine, acetylcholine, and noradrenaline is inhibited. Opioids such as propoxyphene also inhibit the release of vasopressin, somatostatin, insulin, and glucagon. Opioids close N-type voltage-operated calcium channels (OP2-receptor agonist) and open calcium-dependent inwardly rectifying potassium channels (OP3 and OP1 receptor agonist). This results in hyperpolarization and reduced neuronal excitability.

Structure

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

HMDB0014785
     RDKit          3D
Propoxyphene
 54 55  0  0  0  0  0  0  0  0999 V2000
   -0.9095    2.3630   -3.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4141    1.6976   -3.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1736    0.5766   -2.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1129   -0.5541   -2.6308 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2584    0.7525   -0.8967 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0843   -0.0177    0.2399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8977   -1.2538    0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3566   -1.1751    0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2231   -1.1411    1.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6046   -1.0463    1.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1788   -0.9841   -0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3426   -1.0209   -1.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9738   -1.1139   -1.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4836    0.9421    1.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8586    0.5639    2.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1919    1.4972    3.5674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1412    2.8472    3.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7614    3.2553    2.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4432    2.3174    1.1090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3754   -0.3268    0.5724 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5844   -1.1521    1.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2077   -0.7646   -0.5557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5583   -1.0901   -0.3170 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9217   -2.3140    0.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4136   -0.8955   -1.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7461    3.1996   -4.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6590    1.6520   -3.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2901    2.7865   -2.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9205    1.3391   -4.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0697    2.4790   -2.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6503   -1.7648    1.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5697   -1.9724   -0.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9082   -1.2235    2.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2713   -1.0134    1.9445 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2681   -0.9047   -0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7677   -0.9769   -2.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -1.1665   -1.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9214   -0.4701    2.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4971    1.1594    4.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3936    3.6020    4.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7167    4.3290    1.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1474    2.6636    0.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7756    0.7257    0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7064   -1.1740    1.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2502   -2.1907    1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2473   -0.6336    2.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2308   -0.0100   -1.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437   -1.7135   -0.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5354   -2.9712   -0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5741   -2.1912    1.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0409   -2.9438    0.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2857   -0.2991   -1.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8753   -0.3988   -2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7803   -1.8804   -1.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  6 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 13  8  1  0
 19 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  1
 21 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
M  END


  Mrv0541 09041214082D          

 25 26  0  0  0  0            999 V2000
   -1.6205    3.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3350    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3350    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6205    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9061    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9061    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6205    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3350    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0495    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7639    1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4784    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4784    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7639    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0495    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6205   -0.2063    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9061    0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1916    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5229    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2373    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9061   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9061   -1.4438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6205   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1916   -1.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3350   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1916    1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  4  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 13  9  2  0  0  0  0
  9 14  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  2  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  7 15  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 15 24  1  1  0  0  0
 17 25  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014785

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(=O)OC(CC1=CC=CC=C1)([C@H](C)CN(C)C)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H29NO2/c1-5-21(24)25-22(18(2)17-23(3)4,20-14-10-7-11-15-20)16-19-12-8-6-9-13-19/h6-15,18H,5,16-17H2,1-4H3/t18-,22?/m1/s1

> <INCHI_KEY>
XLMALTXPSGQGBX-ZZWBGTBQSA-N

> <FORMULA>
C22H29NO2

> <MOLECULAR_WEIGHT>
339.4712

> <EXACT_MASS>
339.219829177

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
38.40003931508577

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl propanoate

> <ALOGPS_LOGP>
4.06

> <JCHEM_LOGP>
4.902155232666666

> <ALOGPS_LOGS>
-4.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.517055044851146

> <JCHEM_POLAR_SURFACE_AREA>
29.54

> <JCHEM_REFRACTIVITY>
102.88059999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.19e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
propoxyphene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014785
     RDKit          3D
Propoxyphene
 54 55  0  0  0  0  0  0  0  0999 V2000
   -0.9095    2.3630   -3.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4141    1.6976   -3.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1736    0.5766   -2.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1129   -0.5541   -2.6308 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2584    0.7525   -0.8967 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0843   -0.0177    0.2399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8977   -1.2538    0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3566   -1.1751    0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2231   -1.1411    1.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6046   -1.0463    1.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1788   -0.9841   -0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3426   -1.0209   -1.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9738   -1.1139   -1.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4836    0.9421    1.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8586    0.5639    2.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1919    1.4972    3.5674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1412    2.8472    3.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7614    3.2553    2.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4432    2.3174    1.1090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3754   -0.3268    0.5724 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5844   -1.1521    1.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2077   -0.7646   -0.5557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5583   -1.0901   -0.3170 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9217   -2.3140    0.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4136   -0.8955   -1.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7461    3.1996   -4.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6590    1.6520   -3.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2901    2.7865   -2.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9205    1.3391   -4.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0697    2.4790   -2.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6503   -1.7648    1.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5697   -1.9724   -0.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9082   -1.2235    2.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2713   -1.0134    1.9445 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2681   -0.9047   -0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7677   -0.9769   -2.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -1.1665   -1.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9214   -0.4701    2.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4971    1.1594    4.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3936    3.6020    4.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7167    4.3290    1.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1474    2.6636    0.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7756    0.7257    0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7064   -1.1740    1.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2502   -2.1907    1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2473   -0.6336    2.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2308   -0.0100   -1.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437   -1.7135   -0.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5354   -2.9712   -0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5741   -2.1912    1.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0409   -2.9438    0.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2857   -0.2991   -1.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8753   -0.3988   -2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7803   -1.8804   -1.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  6 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 13  8  1  0
 19 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  1
 21 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
M  END

HEADER    PROTEIN                                 04-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-12         0                                  
HETATM    1  C   UNK     0      -3.025   5.775   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.359   5.005   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.359   3.465   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.025   2.695   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.691   3.465   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.691   5.005   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.025   1.155   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.359   0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.692   1.155   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.026   3.465   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.360   2.695   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.360   1.155   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.026   0.385   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.692   2.695   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.025  -0.385   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.691   0.385   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.358   1.155   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.976   0.385   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.310   1.155   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.691  -1.155   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      -1.691  -2.695   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      -3.025  -3.465   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.358  -3.465   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.359  -1.155   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.358   2.695   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    1    5                                                       
CONECT    7    4    8   15   16                                             
CONECT    8    7    9                                                       
CONECT    9    8   13   14                                                  
CONECT   10   11   14                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13    9   12                                                       
CONECT   14    9   10                                                       
CONECT   15    7   20   24                                                  
CONECT   16    7   17                                                       
CONECT   17   16   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   15   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   15                                                            
CONECT   25   17                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0014785
HETATM    1  C1  UNL     1      -0.909   2.363  -3.486  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.414   1.698  -3.153  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.174   0.577  -2.205  1.00  0.00           C  
HETATM    4  O1  UNL     1      -0.113  -0.554  -2.631  1.00  0.00           O  
HETATM    5  O2  UNL     1       0.258   0.752  -0.897  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.084  -0.018   0.240  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.898  -1.254   0.283  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.357  -1.175   0.184  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.223  -1.141   1.239  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.605  -1.046   1.084  1.00  0.00           C  
HETATM   11  C9  UNL     1       5.179  -0.984  -0.156  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.343  -1.021  -1.235  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.974  -1.114  -1.078  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.484   0.942   1.350  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.859   0.564   2.579  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.192   1.497   3.567  1.00  0.00           C  
HETATM   17  C15 UNL     1       1.141   2.847   3.298  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.761   3.255   2.050  1.00  0.00           C  
HETATM   19  C17 UNL     1       0.443   2.317   1.109  1.00  0.00           C  
HETATM   20  C18 UNL     1      -1.375  -0.327   0.572  1.00  0.00           C  
HETATM   21  C19 UNL     1      -1.584  -1.152   1.788  1.00  0.00           C  
HETATM   22  C20 UNL     1      -2.208  -0.765  -0.556  1.00  0.00           C  
HETATM   23  N1  UNL     1      -3.558  -1.090  -0.317  1.00  0.00           N  
HETATM   24  C21 UNL     1      -3.922  -2.314   0.298  1.00  0.00           C  
HETATM   25  C22 UNL     1      -4.414  -0.896  -1.480  1.00  0.00           C  
HETATM   26  H1  UNL     1      -0.746   3.200  -4.191  1.00  0.00           H  
HETATM   27  H2  UNL     1      -1.659   1.652  -3.854  1.00  0.00           H  
HETATM   28  H3  UNL     1      -1.290   2.786  -2.522  1.00  0.00           H  
HETATM   29  H4  UNL     1       0.920   1.339  -4.074  1.00  0.00           H  
HETATM   30  H5  UNL     1       1.070   2.479  -2.713  1.00  0.00           H  
HETATM   31  H6  UNL     1       0.650  -1.765   1.264  1.00  0.00           H  
HETATM   32  H7  UNL     1       0.570  -1.972  -0.513  1.00  0.00           H  
HETATM   33  H8  UNL     1       2.908  -1.224   2.275  1.00  0.00           H  
HETATM   34  H9  UNL     1       5.271  -1.013   1.945  1.00  0.00           H  
HETATM   35  H10 UNL     1       6.268  -0.905  -0.261  1.00  0.00           H  
HETATM   36  H11 UNL     1       4.768  -0.977  -2.223  1.00  0.00           H  
HETATM   37  H12 UNL     1       2.335  -1.166  -1.927  1.00  0.00           H  
HETATM   38  H13 UNL     1       0.921  -0.470   2.842  1.00  0.00           H  
HETATM   39  H14 UNL     1       1.497   1.159   4.552  1.00  0.00           H  
HETATM   40  H15 UNL     1       1.394   3.602   4.035  1.00  0.00           H  
HETATM   41  H16 UNL     1       0.717   4.329   1.806  1.00  0.00           H  
HETATM   42  H17 UNL     1       0.147   2.664   0.127  1.00  0.00           H  
HETATM   43  H18 UNL     1      -1.776   0.726   0.932  1.00  0.00           H  
HETATM   44  H19 UNL     1      -2.706  -1.174   1.960  1.00  0.00           H  
HETATM   45  H20 UNL     1      -1.250  -2.191   1.753  1.00  0.00           H  
HETATM   46  H21 UNL     1      -1.247  -0.634   2.736  1.00  0.00           H  
HETATM   47  H22 UNL     1      -2.231  -0.010  -1.398  1.00  0.00           H  
HETATM   48  H23 UNL     1      -1.744  -1.713  -0.985  1.00  0.00           H  
HETATM   49  H24 UNL     1      -4.535  -2.971  -0.423  1.00  0.00           H  
HETATM   50  H25 UNL     1      -4.574  -2.191   1.197  1.00  0.00           H  
HETATM   51  H26 UNL     1      -3.041  -2.944   0.488  1.00  0.00           H  
HETATM   52  H27 UNL     1      -5.286  -0.299  -1.155  1.00  0.00           H  
HETATM   53  H28 UNL     1      -3.875  -0.399  -2.305  1.00  0.00           H  
HETATM   54  H29 UNL     1      -4.780  -1.880  -1.814  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   14   20
CONECT    7    8   31   32
CONECT    8    9    9   13
CONECT    9   10   33
CONECT   10   11   11   34
CONECT   11   12   35
CONECT   12   13   13   36
CONECT   13   37
CONECT   14   15   15   19
CONECT   15   16   38
CONECT   16   17   17   39
CONECT   17   18   40
CONECT   18   19   19   41
CONECT   19   42
CONECT   20   21   22   43
CONECT   21   44   45   46
CONECT   22   23   47   48
CONECT   23   24   25
CONECT   24   49   50   51
CONECT   25   52   53   54
END

HMDB0014785
     RDKit          3D
Propoxyphene
 54 55  0  0  0  0  0  0  0  0999 V2000
   -0.9095    2.3630   -3.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4141    1.6976   -3.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1736    0.5766   -2.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1129   -0.5541   -2.6308 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2584    0.7525   -0.8967 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0843   -0.0177    0.2399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8977   -1.2538    0.2830 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3566   -1.1751    0.1837 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2231   -1.1411    1.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6046   -1.0463    1.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1788   -0.9841   -0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3426   -1.0209   -1.2352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9738   -1.1139   -1.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4836    0.9421    1.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8586    0.5639    2.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1919    1.4972    3.5674 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1412    2.8472    3.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7614    3.2553    2.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4432    2.3174    1.1090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3754   -0.3268    0.5724 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5844   -1.1521    1.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2077   -0.7646   -0.5557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5583   -1.0901   -0.3170 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9217   -2.3140    0.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4136   -0.8955   -1.4798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7461    3.1996   -4.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6590    1.6520   -3.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2901    2.7865   -2.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9205    1.3391   -4.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0697    2.4790   -2.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6503   -1.7648    1.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5697   -1.9724   -0.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9082   -1.2235    2.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2713   -1.0134    1.9445 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2681   -0.9047   -0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7677   -0.9769   -2.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347   -1.1665   -1.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9214   -0.4701    2.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4971    1.1594    4.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3936    3.6020    4.0346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7167    4.3290    1.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1474    2.6636    0.1269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7756    0.7257    0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7064   -1.1740    1.9600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2502   -2.1907    1.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2473   -0.6336    2.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2308   -0.0100   -1.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437   -1.7135   -0.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5354   -2.9712   -0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5741   -2.1912    1.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0409   -2.9438    0.4881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2857   -0.2991   -1.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8753   -0.3988   -2.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7803   -1.8804   -1.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  6 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  6 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 13  8  1  0
 19 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 15 38  1  0
 16 39  1  0
 17 40  1  0
 18 41  1  0
 19 42  1  0
 20 43  1  1
 21 44  1  0
 21 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 24 49  1  0
 24 50  1  0
 24 51  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
D-Propoxyphene	HMDB
Dextropropoxyphene	HMDB
Dextropropoxyphene-m	HMDB
Dextroproxifeno	HMDB

Chemical Formula

C₂₂H₂₉NO₂

Average Molecular Weight

339.4712

Monoisotopic Molecular Weight

339.219829177

IUPAC Name

(3R)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl propanoate

Traditional Name

propoxyphene

CAS Registry Number

469-62-5

SMILES

CCC(=O)OC(CC1=CC=CC=C1)([C@H](C)CN(C)C)C1=CC=CC=C1

InChI Identifier

InChI=1S/C22H29NO2/c1-5-21(24)25-22(18(2)17-23(3)4,20-14-10-7-11-15-20)16-19-12-8-6-9-13-19/h6-15,18H,5,16-17H2,1-4H3/t18-,22?/m1/s1

InChI Key

XLMALTXPSGQGBX-ZZWBGTBQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Phenylbutylamine
Benzyloxycarbonyl
Phenylpropane
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Amino acid or derivatives
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Amine
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014785)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Propoxyphene Action Pathway (PathBank: SMP0000672)

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

mu-opioid receptor agonist (HMDB: HMDB0014785)
opioid analgesic (HMDB: HMDB0014785)

Biological role

mu-opioid receptor agonist (HMDB: HMDB0014785)
opioid analgesic (HMDB: HMDB0014785)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	75 - 76 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0042 g/L	Not Available
LogP	4.4	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0042 g/L	ALOGPS
logP	4.06	ALOGPS
logP	4.9	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	9.52	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	102.88 m³·mol⁻¹	ChemAxon
Polarizability	38.4 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	183.23	31661259
DarkChem	[M-H]-	179.504	31661259
DeepCCS	[M+H]+	183.599	30932474
DeepCCS	[M-H]-	181.241	30932474
DeepCCS	[M-2H]-	215.31	30932474
DeepCCS	[M+Na]+	190.537	30932474
AllCCS	[M+H]+	181.9	32859911
AllCCS	[M+H-H2O]+	178.8	32859911
AllCCS	[M+NH4]+	184.9	32859911
AllCCS	[M+Na]+	185.7	32859911
AllCCS	[M-H]-	191.9	32859911
AllCCS	[M+Na-2H]-	192.1	32859911
AllCCS	[M+HCOO]-	192.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Propoxyphene	CCC(=O)OC(CC1=CC=CC=C1)([C@H](C)CN(C)C)C1=CC=CC=C1	2889.9	Standard polar	33892256
Propoxyphene	CCC(=O)OC(CC1=CC=CC=C1)([C@H](C)CN(C)C)C1=CC=CC=C1	2245.3	Standard non polar	33892256
Propoxyphene	CCC(=O)OC(CC1=CC=CC=C1)([C@H](C)CN(C)C)C1=CC=CC=C1	2167.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Propoxyphene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-9210000000-b4cc812189db38dadd77	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propoxyphene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propoxyphene 10V, Positive-QTOF	splash10-0006-6098000000-704ebb9b1783a27eff9e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propoxyphene 20V, Positive-QTOF	splash10-0aor-8391000000-9cf8484b11cd472d9823	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propoxyphene 40V, Positive-QTOF	splash10-052u-9540000000-39f644ae0683b7dc91ef	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propoxyphene 10V, Negative-QTOF	splash10-000i-2039000000-8a2486c48a91f5a38c25	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propoxyphene 20V, Negative-QTOF	splash10-0540-5093000000-87165f11aa8ee69eb2ab	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propoxyphene 40V, Negative-QTOF	splash10-0pi0-9280000000-1f876d1c41c65e6da6b6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propoxyphene 10V, Positive-QTOF	splash10-0a4i-3091000000-6a35308f43968b28d7c8	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propoxyphene 20V, Positive-QTOF	splash10-0a4i-9170000000-1a6a34f040cfbabd8596	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propoxyphene 40V, Positive-QTOF	splash10-0a4i-9150000000-1c7f4e450596accb7885	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propoxyphene 10V, Negative-QTOF	splash10-000i-3079000000-99f5982bd699a7286974	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propoxyphene 20V, Negative-QTOF	splash10-00di-4090000000-68ede0c3e8f0df0216cb	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Propoxyphene 40V, Negative-QTOF	splash10-0a6r-0960000000-089ea69c80c636bab071	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Propoxyphene 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 DB00647	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00647	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

21864756

KEGG Compound ID

C07406

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dextropropoxyphene

METLIN ID

Not Available

PubChem Compound

25137868

PDB ID

Not Available

ChEBI ID

8497

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

Coda BA, Rudy AC, Archer SM, Wermeling DP: Pharmacokinetics and bioavailability of single-dose intranasal hydromorphone hydrochloride in healthy volunteers. Anesth Analg. 2003 Jul;97(1):117-23, table of contents. [PubMed:12818953 ]

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 2C9

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. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

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

Enzyme Details

3. Cytochrome P450 2D6

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

References

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

Enzyme Details

4. Cytochrome P450 3A7

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.
Gene Name:: CYP3A7
Uniprot ID:: P24462
Molecular weight:: 57525.03

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

5. 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

6. 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

Neil A: Affinities of some common opioid analgesics towards four binding sites in mouse brain. Naunyn Schmiedebergs Arch Pharmacol. 1984 Nov;328(1):24-9. [PubMed:6151117 ]

Enzyme Details

7. 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 ]
Ulens C, Daenens P, Tytgat J: Norpropoxyphene-induced cardiotoxicity is associated with changes in ion-selectivity and gating of HERG currents. Cardiovasc Res. 1999 Dec;44(3):568-78. [PubMed:10690289 ]
Tyers MB: A classification of opiate receptors that mediate antinociception in animals. Br J Pharmacol. 1980 Jul;69(3):503-12. [PubMed:6249436 ]
Picker MJ: Discriminative stimulus effects of the mixed-opioid agonist/antagonist dezocine: cross-substitution by mu and delta opioid agonists. J Pharmacol Exp Ther. 1997 Dec;283(3):1009-17. [PubMed:9399970 ]
Codd EE, Shank RP, Schupsky JJ, Raffa RB: Serotonin and norepinephrine uptake inhibiting activity of centrally acting analgesics: structural determinants and role in antinociception. J Pharmacol Exp Ther. 1995 Sep;274(3):1263-70. [PubMed:7562497 ]
Bannwarth B, Richez C: The dextropropoxyphene controversy. Joint Bone Spine. 2009 Oct;76(5):449-51. doi: 10.1016/j.jbspin.2009.04.004. Epub 2009 Jul 14. [PubMed:19604717 ]
Walker EA, Tiano MJ, Benyas SI, Dykstra LA, Picker MJ: Naltrexone and beta-funaltrexamine antagonism of the antinociceptive and response rate-decreasing effects of morphine, dezocine, and d-propoxyphene. Psychopharmacology (Berl). 1999 May;144(1):45-53. [PubMed:10379623 ]

Enzyme Details

8. 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 ]
Neil A: Affinities of some common opioid analgesics towards four binding sites in mouse brain. Naunyn Schmiedebergs Arch Pharmacol. 1984 Nov;328(1):24-9. [PubMed:6151117 ]

Showing metabocard for Propoxyphene (HMDB0014785)

MOL for HMDB0014785 (Propoxyphene)

3D MOL for HMDB0014785 (Propoxyphene)

3D SDF for HMDB0014785 (Propoxyphene)

3D-SDF for HMDB0014785 (Propoxyphene)

PDB for HMDB0014785 (Propoxyphene)

3D PDB for HMDB0014785 (Propoxyphene)

SMILES for HMDB0014785 (Propoxyphene)

INCHI for HMDB0014785 (Propoxyphene)

Structure for HMDB0014785 (Propoxyphene)

3D Structure for HMDB0014785 (Propoxyphene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References

References

References