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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (6) Show 6 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:52 UTC

Update Date

2022-03-07 02:52:00 UTC

HMDB ID

HMDB0015509

Secondary Accession Numbers

HMDB15509

Metabolite Identification

Common Name

Ethylmorphine

Description

Ethylmorphine, also known as dionine or trachyl, belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic. Morphine interacts predominantly with the opioid mu-receptor. Ethylmorphine is a very strong basic compound (based on its pKa). In humans, ethylmorphine is involved in ethylmorphine action pathway. It is not marketed in the US but is approved for use in various countries around the world. In addition to analgesia, alterations in mood, euphoria and dysphoria, and drowsiness commonly occur. It is metabolized in the liver by ethylmorphine-N-demethylase and used as an indicator of liver function.

Structure

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

1466
  Mrv0541 02231215302D          

 26 30  0  0  1  0            999 V2000
    2.6868   -0.3359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860   -2.4654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860    1.7020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0951   -1.2067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9517   -0.7941    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6662   -1.2067    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3806   -0.7941    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2372   -1.2067    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4284   -0.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9517    0.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3806    0.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6017   -0.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6662    0.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2372   -2.0317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6662   -2.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2372    0.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9517   -2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6662    1.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6859   -1.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2372    1.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9517    1.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860    2.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7348    3.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1122   -1.7382    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6185   -1.4461    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5707   -1.3997    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  1 16  1  0  0  0  0
 14  2  1  6  0  0  0
  3 20  1  0  0  0  0
  3 22  1  0  0  0  0
  4  7  1  0  0  0  0
  4 12  1  0  0  0  0
  4 19  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  1  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  6 15  1  0  0  0  0
  6 24  1  1  0  0  0
  7 11  1  0  0  0  0
  7 25  1  6  0  0  0
  8 14  1  0  0  0  0
  8 26  1  1  0  0  0
  9 12  1  0  0  0  0
 10 13  2  0  0  0  0
 10 16  1  0  0  0  0
 11 13  1  0  0  0  0
 13 18  1  0  0  0  0
 14 17  1  0  0  0  0
 15 17  2  0  0  0  0
 16 20  2  0  0  0  0
 18 21  2  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
M  END

HMDB0015509
     RDKit          3D
Ethylmorphine
 46 50  0  0  0  0  0  0  0  0999 V2000
    5.9225   -0.7170   -0.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5670   -0.6913   -1.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5622   -0.4334   -0.2071 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2205   -0.3558   -0.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7938   -0.5300   -1.8751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4397   -0.4469   -2.1965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4954   -0.1940   -1.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0230   -0.0349    0.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2966   -0.1031    0.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3069    0.1287    1.8198 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1441    0.9578    2.0902 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4417    2.2992    1.5311 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4367    2.1366    0.5308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6734    3.0058    0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7845    2.4092    0.5581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0297    1.0056    0.8289 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7500    0.2419   -0.2603 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9353   -0.0733   -1.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2967   -0.9312    0.3898 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1665   -1.6999   -0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2701   -1.7801    0.9461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888   -1.0792    1.8189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8441    0.2168    1.2295 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9761    0.1064    0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0324   -1.7160   -0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7173   -0.6042   -1.2748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4149   -1.6852   -1.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5700    0.1362   -1.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5474   -0.7285   -2.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0998   -0.5794   -3.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0961    0.9338    3.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9536    2.9625    2.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1001    2.3117   -0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5504    4.0901    0.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5713    2.9938    0.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7509    0.9700    1.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6449    0.8550   -0.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0673    0.7871   -2.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3780   -0.9650   -1.9518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9254   -2.2498    0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7392   -0.9964   -1.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6523   -2.4015   -1.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7455   -2.3860    0.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8083   -2.5391    1.5815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3913   -1.7449    1.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6650   -0.8819    2.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 23 22  1  1
  9  4  1  0
 23 11  1  0
 18  7  1  0
 23  8  1  0
 23 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  5 29  1  0
  6 30  1  0
 11 31  1  1
 12 32  1  1
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  1
 17 37  1  6
 18 38  1  0
 18 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
M  END

1466
  Mrv0541 02231215302D          

 26 30  0  0  1  0            999 V2000
    2.6868   -0.3359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860   -2.4654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860    1.7020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0951   -1.2067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9517   -0.7941    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6662   -1.2067    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3806   -0.7941    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2372   -1.2067    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4284   -0.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9517    0.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3806    0.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6017   -0.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6662    0.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2372   -2.0317    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6662   -2.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2372    0.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9517   -2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6662    1.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6859   -1.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2372    1.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9517    1.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860    2.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7348    3.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1122   -1.7382    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6185   -1.4461    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5707   -1.3997    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  1 16  1  0  0  0  0
 14  2  1  6  0  0  0
  3 20  1  0  0  0  0
  3 22  1  0  0  0  0
  4  7  1  0  0  0  0
  4 12  1  0  0  0  0
  4 19  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  1  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  6 15  1  0  0  0  0
  6 24  1  1  0  0  0
  7 11  1  0  0  0  0
  7 25  1  6  0  0  0
  8 14  1  0  0  0  0
  8 26  1  1  0  0  0
  9 12  1  0  0  0  0
 10 13  2  0  0  0  0
 10 16  1  0  0  0  0
 11 13  1  0  0  0  0
 13 18  1  0  0  0  0
 14 17  1  0  0  0  0
 15 17  2  0  0  0  0
 16 20  2  0  0  0  0
 18 21  2  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015509

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12OC3=C(OCC)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])C=C[C@@H]2O

> <INCHI_IDENTIFIER>
InChI=1S/C19H23NO3/c1-3-22-15-7-4-11-10-13-12-5-6-14(21)18-19(12,8-9-20(13)2)16(11)17(15)23-18/h4-7,12-14,18,21H,3,8-10H2,1-2H3/t12-,13+,14-,18-,19-/m0/s1

> <INCHI_KEY>
OGDVEMNWJVYAJL-LEPYJNQMSA-N

> <FORMULA>
C19H23NO3

> <MOLECULAR_WEIGHT>
313.3908

> <EXACT_MASS>
313.167793607

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
34.16514215038998

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5R,13R,14S,17R)-10-ethoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-14-ol

> <ALOGPS_LOGP>
1.72

> <JCHEM_LOGP>
1.699759237666667

> <ALOGPS_LOGS>
-2.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.78273924856665

> <JCHEM_PKA_STRONGEST_BASIC>
9.19110483902594

> <JCHEM_POLAR_SURFACE_AREA>
41.93

> <JCHEM_REFRACTIVITY>
89.35329999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethylmorphine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015509
     RDKit          3D
Ethylmorphine
 46 50  0  0  0  0  0  0  0  0999 V2000
    5.9225   -0.7170   -0.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5670   -0.6913   -1.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5622   -0.4334   -0.2071 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2205   -0.3558   -0.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7938   -0.5300   -1.8751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4397   -0.4469   -2.1965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4954   -0.1940   -1.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0230   -0.0349    0.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2966   -0.1031    0.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3069    0.1287    1.8198 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1441    0.9578    2.0902 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4417    2.2992    1.5311 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4367    2.1366    0.5308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6734    3.0058    0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7845    2.4092    0.5581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0297    1.0056    0.8289 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7500    0.2419   -0.2603 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9353   -0.0733   -1.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2967   -0.9312    0.3898 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1665   -1.6999   -0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2701   -1.7801    0.9461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888   -1.0792    1.8189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8441    0.2168    1.2295 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9761    0.1064    0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0324   -1.7160   -0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7173   -0.6042   -1.2748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4149   -1.6852   -1.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5700    0.1362   -1.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5474   -0.7285   -2.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0998   -0.5794   -3.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0961    0.9338    3.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9536    2.9625    2.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1001    2.3117   -0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5504    4.0901    0.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5713    2.9938    0.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7509    0.9700    1.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6449    0.8550   -0.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0673    0.7871   -2.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3780   -0.9650   -1.9518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9254   -2.2498    0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7392   -0.9964   -1.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6523   -2.4015   -1.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7455   -2.3860    0.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8083   -2.5391    1.5815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3913   -1.7449    1.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6650   -0.8819    2.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 23 22  1  1
  9  4  1  0
 23 11  1  0
 18  7  1  0
 23  8  1  0
 23 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  5 29  1  0
  6 30  1  0
 11 31  1  1
 12 32  1  1
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  1
 17 37  1  6
 18 38  1  0
 18 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1466                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       5.015  -0.627   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       4.641  -4.602   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       4.641   3.177   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      11.378  -2.253   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       7.377  -1.482   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.710  -2.253   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.044  -1.482   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.043  -2.253   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.266  -0.353   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.377   0.057   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.044   0.057   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.457  -0.353   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.710   0.827   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.043  -3.793   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.710  -3.793   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.043   0.827   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.377  -4.562   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.710   2.367   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.480  -3.438   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.043   2.367   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.377   3.137   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.641   4.796   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.238   5.606   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0       9.543  -3.245   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      10.488  -2.699   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.799  -2.613   0.000  0.00  0.00           H+0
CONECT    1    8   16                                                       
CONECT    2   14                                                            
CONECT    3   20   22                                                       
CONECT    4    7   12   19                                                  
CONECT    5    6    8    9   10                                             
CONECT    6    5    7   15   24                                             
CONECT    7    4    6   11   25                                             
CONECT    8    1    5   14   26                                             
CONECT    9    5   12                                                       
CONECT   10    5   13   16                                                  
CONECT   11    7   13                                                       
CONECT   12    4    9                                                       
CONECT   13   10   11   18                                                  
CONECT   14    2    8   17                                                  
CONECT   15    6   17                                                       
CONECT   16    1   10   20                                                  
CONECT   17   14   15                                                       
CONECT   18   13   21                                                       
CONECT   19    4                                                            
CONECT   20    3   16   21                                                  
CONECT   21   18   20                                                       
CONECT   22    3   23                                                       
CONECT   23   22                                                            
CONECT   24    6                                                            
CONECT   25    7                                                            
CONECT   26    8                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

COMPND    HMDB0015509
HETATM    1  C1  UNL     1       5.923  -0.717  -0.496  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.567  -0.691  -1.166  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.562  -0.433  -0.207  1.00  0.00           O  
HETATM    4  C3  UNL     1       2.220  -0.356  -0.553  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.794  -0.530  -1.875  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.440  -0.447  -2.197  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.495  -0.194  -1.223  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.023  -0.035   0.042  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.297  -0.103   0.425  1.00  0.00           C  
HETATM   10  O2  UNL     1       1.307   0.129   1.820  1.00  0.00           O  
HETATM   11  C9  UNL     1       0.144   0.958   2.090  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.442   2.299   1.531  1.00  0.00           C  
HETATM   13  O3  UNL     1       1.437   2.137   0.531  1.00  0.00           O  
HETATM   14  C11 UNL     1      -0.673   3.006   0.870  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.784   2.409   0.558  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.030   1.006   0.829  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.750   0.242  -0.260  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.935  -0.073  -1.462  1.00  0.00           C  
HETATM   19  N1  UNL     1      -3.297  -0.931   0.390  1.00  0.00           N  
HETATM   20  C16 UNL     1      -4.166  -1.700  -0.440  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.270  -1.780   0.946  1.00  0.00           C  
HETATM   22  C18 UNL     1      -1.289  -1.079   1.819  1.00  0.00           C  
HETATM   23  C19 UNL     1      -0.844   0.217   1.230  1.00  0.00           C  
HETATM   24  H1  UNL     1       5.976   0.106   0.234  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.032  -1.716  -0.020  1.00  0.00           H  
HETATM   26  H3  UNL     1       6.717  -0.604  -1.275  1.00  0.00           H  
HETATM   27  H4  UNL     1       4.415  -1.685  -1.655  1.00  0.00           H  
HETATM   28  H5  UNL     1       4.570   0.136  -1.894  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.547  -0.728  -2.624  1.00  0.00           H  
HETATM   30  H7  UNL     1       0.100  -0.579  -3.215  1.00  0.00           H  
HETATM   31  H8  UNL     1      -0.096   0.934   3.159  1.00  0.00           H  
HETATM   32  H9  UNL     1       0.954   2.963   2.280  1.00  0.00           H  
HETATM   33  H10 UNL     1       1.100   2.312  -0.362  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.550   4.090   0.635  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.571   2.994   0.068  1.00  0.00           H  
HETATM   36  H13 UNL     1      -2.751   0.970   1.710  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.645   0.855  -0.575  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.067   0.787  -2.183  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.378  -0.965  -1.952  1.00  0.00           H  
HETATM   40  H17 UNL     1      -4.925  -2.250   0.173  1.00  0.00           H  
HETATM   41  H18 UNL     1      -4.739  -0.996  -1.093  1.00  0.00           H  
HETATM   42  H19 UNL     1      -3.652  -2.402  -1.117  1.00  0.00           H  
HETATM   43  H20 UNL     1      -1.746  -2.386   0.164  1.00  0.00           H  
HETATM   44  H21 UNL     1      -2.808  -2.539   1.581  1.00  0.00           H  
HETATM   45  H22 UNL     1      -0.391  -1.745   1.917  1.00  0.00           H  
HETATM   46  H23 UNL     1      -1.665  -0.882   2.841  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4
CONECT    4    5    5    9
CONECT    5    6   29
CONECT    6    7    7   30
CONECT    7    8   18
CONECT    8    9    9   23
CONECT    9   10
CONECT   10   11
CONECT   11   12   23   31
CONECT   12   13   14   32
CONECT   13   33
CONECT   14   15   15   34
CONECT   15   16   35
CONECT   16   17   23   36
CONECT   17   18   19   37
CONECT   18   38   39
CONECT   19   20   21
CONECT   20   40   41   42
CONECT   21   22   43   44
CONECT   22   23   45   46
END

HMDB0015509
     RDKit          3D
Ethylmorphine
 46 50  0  0  0  0  0  0  0  0999 V2000
    5.9225   -0.7170   -0.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5670   -0.6913   -1.1664 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5622   -0.4334   -0.2071 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2205   -0.3558   -0.5527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7938   -0.5300   -1.8751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4397   -0.4469   -2.1965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4954   -0.1940   -1.2232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0230   -0.0349    0.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2966   -0.1031    0.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3069    0.1287    1.8198 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1441    0.9578    2.0902 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4417    2.2992    1.5311 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4367    2.1366    0.5308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6734    3.0058    0.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7845    2.4092    0.5581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0297    1.0056    0.8289 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7500    0.2419   -0.2603 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9353   -0.0733   -1.4619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2967   -0.9312    0.3898 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1665   -1.6999   -0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2701   -1.7801    0.9461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888   -1.0792    1.8189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8441    0.2168    1.2295 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9761    0.1064    0.2335 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0324   -1.7160   -0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7173   -0.6042   -1.2748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4149   -1.6852   -1.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5700    0.1362   -1.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5474   -0.7285   -2.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0998   -0.5794   -3.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0961    0.9338    3.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9536    2.9625    2.2803 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1001    2.3117   -0.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5504    4.0901    0.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5713    2.9938    0.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7509    0.9700    1.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6449    0.8550   -0.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0673    0.7871   -2.1833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3780   -0.9650   -1.9518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9254   -2.2498    0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7392   -0.9964   -1.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6523   -2.4015   -1.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7455   -2.3860    0.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8083   -2.5391    1.5815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3913   -1.7449    1.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6650   -0.8819    2.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 23 22  1  1
  9  4  1  0
 23 11  1  0
 18  7  1  0
 23  8  1  0
 23 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  5 29  1  0
  6 30  1  0
 11 31  1  1
 12 32  1  1
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  1
 17 37  1  6
 18 38  1  0
 18 39  1  0
 20 40  1  0
 20 41  1  0
 20 42  1  0
 21 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Dionine	HMDB
Ethyl morphine	HMDB
Ethylmorphine, (5alpha,6beta)-isomer	HMDB
Novartis brand OF ethylmorphine hydrochloride, (5alpha,6alpha)-isomer	HMDB
Trachyl	HMDB
Ethomorphine	HMDB
Ethylmorphine hydrochloride, (5alpha,6alpha)-isomer	HMDB
Ethylmorphine sulfate (2:1), (5alpha,6alpha)-isomer	HMDB
Ethylmorphine hydrochloride, dihydrate, (5alpha,6alpha)-isomer	HMDB

Chemical Formula

C₁₉H₂₃NO₃

Average Molecular Weight

313.3908

Monoisotopic Molecular Weight

313.167793607

IUPAC Name

(1S,5R,13R,14S,17R)-10-ethoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-14-ol

Traditional Name

ethylmorphine

CAS Registry Number

76-58-4

SMILES

[H][C@@]12OC3=C(OCC)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])C=C[C@@H]2O

InChI Identifier

InChI=1S/C19H23NO3/c1-3-22-15-7-4-11-10-13-12-5-6-14(21)18-19(12,8-9-20(13)2)16(11)17(15)23-18/h4-7,12-14,18,21H,3,8-10H2,1-2H3/t12-,13+,14-,18-,19-/m0/s1

InChI Key

OGDVEMNWJVYAJL-LEPYJNQMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Morphinans

Sub Class

Not Available

Direct Parent

Morphinans

Alternative Parents

Substituents

Morphinan
Phenanthrene
Tetralin
Coumaran
Alkyl aryl ether
Aralkylamine
Piperidine
Benzenoid
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organic nitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

morphinane alkaloid (CHEBI:4902 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015509)

Source

Exogenous

Exogenous (HMDB: HMDB0015509)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Ethylmorphine Action Pathway (PathBank: SMP0000681)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	199 - 201 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.84 g/L	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.84 g/L	ALOGPS
logP	1.72	ALOGPS
logP	1.7	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	13.78	ChemAxon
pKa (Strongest Basic)	9.19	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	41.93 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	89.35 m³·mol⁻¹	ChemAxon
Polarizability	34.17 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]+	171.634	31661259
DarkChem	[M-H]-	170.643	31661259
DeepCCS	[M-2H]-	212.999	30932474
DeepCCS	[M+Na]+	189.1	30932474
AllCCS	[M+H]+	177.4	32859911
AllCCS	[M+H-H2O]+	174.3	32859911
AllCCS	[M+NH4]+	180.4	32859911
AllCCS	[M+Na]+	181.2	32859911
AllCCS	[M-H]-	181.8	32859911
AllCCS	[M+Na-2H]-	181.4	32859911
AllCCS	[M+HCOO]-	181.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.24 minutes	32390414
Predicted by Siyang on May 30, 2022	10.3972 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.07 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	92.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1281.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	201.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	145.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	73.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	297.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	322.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	488.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	813.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	313.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1031.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	222.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	248.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	386.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	414.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	27.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethylmorphine	[H][C@@]12OC3=C(OCC)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])C=C[C@@H]2O	3738.1	Standard polar	33892256
Ethylmorphine	[H][C@@]12OC3=C(OCC)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])C=C[C@@H]2O	2401.1	Standard non polar	33892256
Ethylmorphine	[H][C@@]12OC3=C(OCC)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])C=C[C@@H]2O	2491.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ethylmorphine,1TMS,isomer #1	CCOC1=CC=C2C[C@@H]3[C@@H]4C=C[C@H](O[Si](C)(C)C)[C@@H]5OC1=C2[C@@]54CCN3C	2487.4	Semi standard non polar	33892256
Ethylmorphine,1TBDMS,isomer #1	CCOC1=CC=C2C[C@@H]3[C@@H]4C=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H]5OC1=C2[C@@]54CCN3C	2728.4	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 - Ethylmorphine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0671-1090000000-ee6bb48baf50c5f0670d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethylmorphine GC-MS (1 TMS) - 70eV, Positive	splash10-00fr-8019000000-beb618b0f58f701fb24e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethylmorphine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethylmorphine 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 - Ethylmorphine 10V, Positive-QTOF	splash10-03di-0049000000-e64f6928d31bc2f5e107	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylmorphine 20V, Positive-QTOF	splash10-03di-1095000000-59a9dd24e82a0c7408b8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylmorphine 40V, Positive-QTOF	splash10-0pvi-2090000000-b870f6f4d523dfc80ab1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylmorphine 10V, Negative-QTOF	splash10-03di-0029000000-34c8963f215272a01a9b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylmorphine 20V, Negative-QTOF	splash10-03e9-1095000000-566ee946086b9b47cb7a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylmorphine 40V, Negative-QTOF	splash10-00os-2090000000-2f55fa4e64af44c96a21	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylmorphine 10V, Positive-QTOF	splash10-03di-0009000000-879645690cd5fc806db2	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylmorphine 20V, Positive-QTOF	splash10-03di-0049000000-f058a1d6993a96cbdcbe	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylmorphine 40V, Positive-QTOF	splash10-0k92-0091000000-89c269fb29eb1ca16959	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylmorphine 10V, Negative-QTOF	splash10-03di-0009000000-19200665d806a98057c5	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylmorphine 20V, Negative-QTOF	splash10-03di-0039000000-ded7c070e5e8b4cb3500	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylmorphine 40V, Negative-QTOF	splash10-001i-0091000000-7a013b74465d3642aeaa	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
Ethylmorphine 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 DB01466	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01466	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01466

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4514250

KEGG Compound ID

C07537

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ethylmorphine

METLIN ID

Not Available

PubChem Compound

5359271

PDB ID

Not Available

ChEBI ID

1192901

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

Aasmundstad TA, Xu BQ, Johansson I, Ripel A, Bjorneboe A, Christophersen AS, Bodd E, Morland J: Biotransformation and pharmacokinetics of ethylmorphine after a single oral dose. Br J Clin Pharmacol. 1995 Jun;39(6):611-20. [PubMed:7654478 ]
Xu BQ, Aasmundstad TA, Lillekjendlie B, Bjorneboe A, Christophersen AS, Morland J: Effects of ethanol on ethylmorphine metabolism in isolated rat hepatocytes: characterization by means of a multicompartmental model. Pharmacol Toxicol. 1997 Apr;80(4):171-81. [PubMed:9140136 ]

Enzymes

Enzyme Details

1. NADPH--cytochrome P450 reductase

General function:: Involved in oxidoreductase activity
Specific function:: This enzyme is required for electron transfer from NADP to cytochrome P450 in microsomes. It can also provide electron transfer to heme oxygenase and cytochrome B5.
Gene Name:: POR
Uniprot ID:: P16435
Molecular weight:: 77047.575

Enzyme Details

2. 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

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

Aasmundstad TA, Xu BQ, Johansson I, Ripel A, Bjorneboe A, Christophersen AS, Bodd E, Morland J: Biotransformation and pharmacokinetics of ethylmorphine after a single oral dose. Br J Clin Pharmacol. 1995 Jun;39(6):611-20. [PubMed:7654478 ]
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 2B6

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. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:: CYP2B6
Uniprot ID:: P20813
Molecular weight:: 56277.81

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 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

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

Yamada H, Shimoyama N, Sora I, Uhl GR, Fukuda Y, Moriya H, Shimoyama M: Morphine can produce analgesia via spinal kappa opioid receptors in the absence of mu opioid receptors. Brain Res. 2006 Apr 14;1083(1):61-9. Epub 2006 Mar 10. [PubMed:16530171 ]
Choi HS, Kim CS, Hwang CK, Song KY, Wang W, Qiu Y, Law PY, Wei LN, Loh HH: The opioid ligand binding of human mu-opioid receptor is modulated by novel splice variants of the receptor. Biochem Biophys Res Commun. 2006 May 19;343(4):1132-40. Epub 2006 Mar 23. [PubMed:16580639 ]
Castro RR, Cunha FQ, Silva FS Jr, Rocha FA: A quantitative approach to measure joint pain in experimental osteoarthritis--evidence of a role for nitric oxide. Osteoarthritis Cartilage. 2006 Aug;14(8):769-76. Epub 2006 Mar 31. [PubMed:16580848 ]
Johnson EA, Oldfield S, Braksator E, Gonzalez-Cuello A, Couch D, Hall KJ, Mundell SJ, Bailey CP, Kelly E, Henderson G: Agonist-selective mechanisms of mu-opioid receptor desensitization in human embryonic kidney 293 cells. Mol Pharmacol. 2006 Aug;70(2):676-85. Epub 2006 May 8. [PubMed:16682505 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Showing metabocard for Ethylmorphine (HMDB0015509)

MOL for HMDB0015509 (Ethylmorphine)

3D MOL for HMDB0015509 (Ethylmorphine)

3D SDF for HMDB0015509 (Ethylmorphine)

3D-SDF for HMDB0015509 (Ethylmorphine)

PDB for HMDB0015509 (Ethylmorphine)

3D PDB for HMDB0015509 (Ethylmorphine)

SMILES for HMDB0015509 (Ethylmorphine)

INCHI for HMDB0015509 (Ethylmorphine)

Structure for HMDB0015509 (Ethylmorphine)

3D Structure for HMDB0015509 (Ethylmorphine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References