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Showing metabocard for 6-O-Methylcodeine (HMDB0029381)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:30:05 UTC
Update Date2022-03-07 02:52:08 UTC
HMDB IDHMDB0029381
Secondary Accession Numbers
  • HMDB29381
Metabolite Identification
Common Name6-O-Methylcodeine
Description6-O-Methylcodeine, also known as codeine methyl ether, 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. 6-O-Methylcodeine is a very strong basic compound (based on its pKa).
Structure
Data?1582753410
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0029381 (6-O-Methylcodeine)


  Mrv0541 02241214562D          

 23 27  0  0  0  0            999 V2000
   -1.5219   -0.0001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445   -0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445   -1.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2017   -2.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4563   -1.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3539   -1.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9406   -0.8235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1897   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5398   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2017   -0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4563   -0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1992   -0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1992    0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6039    2.0617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445    1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445    0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2017    0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4563    0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4563    1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2017    2.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6039   -2.0617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3397   -1.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3539    1.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 16  1  0  0  0  0
  2  3  1  0  0  0  0
  2 10  1  0  0  0  0
  3  4  1  0  0  0  0
  3 21  1  0  0  0  0
  4  5  2  0  0  0  0
  5 11  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 17  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14 23  1  0  0  0  0
 15 16  2  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 21 22  1  0  0  0  0
M  END
Download

3D MOL for HMDB0029381 (6-O-Methylcodeine)

HMDB0029381
     RDKit          3D
6-O-Methylcodeine
 46 50  0  0  0  0  0  0  0  0999 V2000
    4.8563   -2.3449    0.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8847   -1.4593   -0.3468 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5610   -1.5284    0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1481   -2.4845    0.9947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8159   -2.5154    1.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1072   -1.6273    0.8721 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3870   -0.7389   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6518   -0.6271   -0.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7136    0.4592   -1.3787 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5325    1.2194   -1.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5843    2.4451   -0.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1555    2.3238    0.8251 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1971    3.2345    0.9606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8358    2.9664   -0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7684    2.0958    0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2914    0.7550    0.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2418   -0.3059    0.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5248   -1.5786    1.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1198   -0.7113   -0.1979 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0639    0.2681   -0.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3393   -1.2786   -1.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2694   -0.3929   -1.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5069    0.2559   -0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5120   -3.3927    0.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1568   -1.9985    1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7519   -2.3569   -0.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8671   -3.1977    1.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4953   -3.2677    2.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1892    1.4837   -2.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1152    3.2467   -0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8571    4.2932    0.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9875    3.0899    0.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6765    3.1803    1.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0975    3.9882   -0.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7573    2.4971    0.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5410    0.8356    1.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8979    0.0309    1.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0858   -2.4902    1.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4856   -1.5659    2.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4923    0.8646    0.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5647    0.9684   -1.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9560   -0.1908   -1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0648   -1.4568   -2.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9219   -2.2572   -0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5363   -1.0557   -2.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6265    0.3211   -2.5613 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 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
 22 23  1  0
  8  3  1  0
 23 10  1  0
 18  6  1  0
 23  7  1  0
 23 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
 10 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 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
Download

3D SDF for HMDB0029381 (6-O-Methylcodeine)


  Mrv0541 02241214562D          

 23 27  0  0  0  0            999 V2000
   -1.5219   -0.0001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445   -0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445   -1.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2017   -2.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4563   -1.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3539   -1.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9406   -0.8235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1897   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5398   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2017   -0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4563   -0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1992   -0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1992    0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6039    2.0617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445    1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445    0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2017    0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4563    0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4563    1.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2017    2.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6039   -2.0617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3397   -1.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3539    1.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 16  1  0  0  0  0
  2  3  1  0  0  0  0
  2 10  1  0  0  0  0
  3  4  1  0  0  0  0
  3 21  1  0  0  0  0
  4  5  2  0  0  0  0
  5 11  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 17  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14 23  1  0  0  0  0
 15 16  2  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029381

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1C=CC2C3CC4=C5C(OC1C25CCN3C)=C(OC)C=C4

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

> <INCHI_KEY>
HGPQAWTZLJXCTC-UHFFFAOYSA-N

> <FORMULA>
C19H23NO3

> <MOLECULAR_WEIGHT>
313.3908

> <EXACT_MASS>
313.167793607

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
34.31413812291376

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10,14-dimethoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene

> <ALOGPS_LOGP>
1.89

> <JCHEM_LOGP>
1.986077786666666

> <ALOGPS_LOGS>
-3.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.192785336544262

> <JCHEM_POLAR_SURFACE_AREA>
30.930000000000003

> <JCHEM_REFRACTIVITY>
89.35590000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.67e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10,14-dimethoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0029381 (6-O-Methylcodeine)

HMDB0029381
     RDKit          3D
6-O-Methylcodeine
 46 50  0  0  0  0  0  0  0  0999 V2000
    4.8563   -2.3449    0.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8847   -1.4593   -0.3468 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5610   -1.5284    0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1481   -2.4845    0.9947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8159   -2.5154    1.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1072   -1.6273    0.8721 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3870   -0.7389   -0.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6518   -0.6271   -0.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7136    0.4592   -1.3787 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5325    1.2194   -1.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5843    2.4451   -0.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1555    2.3238    0.8251 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1971    3.2345    0.9606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8358    2.9664   -0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7684    2.0958    0.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2914    0.7550    0.4943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2418   -0.3059    0.8932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5248   -1.5786    1.3260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1198   -0.7113   -0.1979 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0639    0.2681   -0.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3393   -1.2786   -1.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2694   -0.3929   -1.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5069    0.2559   -0.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5120   -3.3927    0.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1568   -1.9985    1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7519   -2.3569   -0.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8671   -3.1977    1.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4953   -3.2677    2.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1892    1.4837   -2.2646 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1152    3.2467   -0.9724 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8571    4.2932    0.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9875    3.0899    0.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6765    3.1803    1.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0975    3.9882   -0.4481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7573    2.4971    0.3487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5410    0.8356    1.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8979    0.0309    1.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0858   -2.4902    1.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4856   -1.5659    2.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4923    0.8646    0.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5647    0.9684   -1.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9560   -0.1908   -1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0648   -1.4568   -2.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9219   -2.2572   -0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5363   -1.0557   -2.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6265    0.3211   -2.5613 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 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
 22 23  1  0
  8  3  1  0
 23 10  1  0
 18  6  1  0
 23  7  1  0
 23 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
 10 29  1  0
 11 30  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 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
Download

PDB for HMDB0029381 (6-O-Methylcodeine)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -2.841  -0.000   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.763  -1.537   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.763  -3.077   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.377  -3.849   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.852  -3.077   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.394  -2.924   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       3.622  -1.537   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       4.087  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.008  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.377  -0.769   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.852  -1.537   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.239  -0.769   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.239   0.769   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.994   3.849   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.763   3.077   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.763   1.537   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.377   0.769   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.852   1.537   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.852   3.077   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.377   3.849   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.994  -3.849   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.367  -3.056   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.394   3.106   0.000  0.00  0.00           C+0
CONECT    1    2   16                                                       
CONECT    2    1    3   10                                                  
CONECT    3    2    4   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4   11                                                       
CONECT    6    7                                                            
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    2    9   11   17                                             
CONECT   11    5   10   12                                                  
CONECT   12    7   11   13                                                  
CONECT   13   12   18                                                       
CONECT   14   15   23                                                       
CONECT   15   14   16   20                                                  
CONECT   16    1   15   17                                                  
CONECT   17   10   16   18                                                  
CONECT   18   13   17   19                                                  
CONECT   19   18   20                                                       
CONECT   20   15   19                                                       
CONECT   21    3   22                                                       
CONECT   22   21                                                            
CONECT   23   14                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   54    0
END
Download

3D PDB for HMDB0029381 (6-O-Methylcodeine)

COMPND    HMDB0029381
HETATM    1  C1  UNL     1       4.856  -2.345   0.147  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.885  -1.459  -0.347  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.561  -1.528   0.068  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.148  -2.484   0.995  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.816  -2.515   1.382  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.107  -1.627   0.872  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.387  -0.739  -0.024  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.652  -0.627  -0.455  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.714   0.459  -1.379  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.533   1.219  -1.236  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.584   2.445  -0.410  1.00  0.00           C  
HETATM   12  O3  UNL     1       1.156   2.324   0.825  1.00  0.00           O  
HETATM   13  C10 UNL     1       2.197   3.234   0.961  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.836   2.966  -0.226  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.768   2.096   0.231  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.291   0.755   0.494  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.242  -0.306   0.893  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.525  -1.579   1.326  1.00  0.00           C  
HETATM   19  N1  UNL     1      -3.120  -0.711  -0.198  1.00  0.00           N  
HETATM   20  C16 UNL     1      -4.064   0.268  -0.602  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.339  -1.279  -1.275  1.00  0.00           C  
HETATM   22  C18 UNL     1      -1.269  -0.393  -1.774  1.00  0.00           C  
HETATM   23  C19 UNL     1      -0.507   0.256  -0.691  1.00  0.00           C  
HETATM   24  H1  UNL     1       4.512  -3.393   0.217  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.157  -1.998   1.162  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.752  -2.357  -0.511  1.00  0.00           H  
HETATM   27  H4  UNL     1       2.867  -3.198   1.408  1.00  0.00           H  
HETATM   28  H5  UNL     1       0.495  -3.268   2.111  1.00  0.00           H  
HETATM   29  H6  UNL     1       0.189   1.484  -2.265  1.00  0.00           H  
HETATM   30  H7  UNL     1       1.115   3.247  -0.972  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.857   4.293   0.848  1.00  0.00           H  
HETATM   32  H9  UNL     1       2.987   3.090   0.199  1.00  0.00           H  
HETATM   33  H10 UNL     1       2.676   3.180   1.958  1.00  0.00           H  
HETATM   34  H11 UNL     1      -1.097   3.988  -0.448  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.757   2.497   0.349  1.00  0.00           H  
HETATM   36  H13 UNL     1      -0.541   0.836   1.363  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.898   0.031   1.722  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.086  -2.490   1.045  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.486  -1.566   2.455  1.00  0.00           H  
HETATM   40  H17 UNL     1      -4.492   0.865   0.205  1.00  0.00           H  
HETATM   41  H18 UNL     1      -3.565   0.968  -1.313  1.00  0.00           H  
HETATM   42  H19 UNL     1      -4.956  -0.191  -1.122  1.00  0.00           H  
HETATM   43  H20 UNL     1      -3.065  -1.457  -2.118  1.00  0.00           H  
HETATM   44  H21 UNL     1      -1.922  -2.257  -0.974  1.00  0.00           H  
HETATM   45  H22 UNL     1      -0.536  -1.056  -2.334  1.00  0.00           H  
HETATM   46  H23 UNL     1      -1.626   0.321  -2.561  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   27
CONECT    5    6    6   28
CONECT    6    7   18
CONECT    7    8    8   23
CONECT    8    9
CONECT    9   10
CONECT   10   11   23   29
CONECT   11   12   14   30
CONECT   12   13
CONECT   13   31   32   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
Download

SMILES for HMDB0029381 (6-O-Methylcodeine)

COC1C=CC2C3CC4=C5C(OC1C25CCN3C)=C(OC)C=C4
Download

INCHI for HMDB0029381 (6-O-Methylcodeine)

InChI=1S/C19H23NO3/c1-20-9-8-19-12-5-7-15(22-3)18(19)23-17-14(21-2)6-4-11(16(17)19)10-13(12)20/h4-7,12-13,15,18H,8-10H2,1-3H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
Codeine methyl etherHMDB
O(6)-Codeine methyl etherHMDB
Chemical FormulaC19H23NO3
Average Molecular Weight313.3908
Monoisotopic Molecular Weight313.167793607
IUPAC Name10,14-dimethoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene
Traditional Name10,14-dimethoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraene
CAS Registry Number2859-16-7
SMILES
COC1C=CC2C3CC4=C5C(OC1C25CCN3C)=C(OC)C=C4
InChI Identifier
InChI=1S/C19H23NO3/c1-20-9-8-19-12-5-7-15(22-3)18(19)23-17-14(21-2)6-4-11(16(17)19)10-13(12)20/h4-7,12-13,15,18H,8-10H2,1-3H3
InChI KeyHGPQAWTZLJXCTC-UHFFFAOYSA-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.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassMorphinans
Sub ClassNot Available
Direct ParentMorphinans
Alternative Parents
Substituents
  • Morphinan
  • Phenanthrene
  • Tetralin
  • Coumaran
  • Anisole
  • Aralkylamine
  • Alkyl aryl ether
  • Piperidine
  • Benzenoid
  • Tertiary amine
  • Tertiary aliphatic amine
  • Dialkyl ether
  • Ether
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Amine
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point140 - 141 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.17 g/LALOGPS
logP1.89ALOGPS
logP1.99ChemAxon
logS-3.3ALOGPS
pKa (Strongest Basic)9.19ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area30.93 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity89.36 m³·mol⁻¹ChemAxon
Polarizability34.31 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+173.00531661259
DarkChem[M-H]-170.49631661259
DeepCCS[M-2H]-207.55330932474
DeepCCS[M+Na]+183.01530932474
AllCCS[M+H]+177.032859911
AllCCS[M+H-H2O]+173.832859911
AllCCS[M+NH4]+179.932859911
AllCCS[M+Na]+180.832859911
AllCCS[M-H]-182.932859911
AllCCS[M+Na-2H]-182.532859911
AllCCS[M+HCOO]-182.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
6-O-MethylcodeineCOC1C=CC2C3CC4=C5C(OC1C25CCN3C)=C(OC)C=C43669.7Standard polar33892256
6-O-MethylcodeineCOC1C=CC2C3CC4=C5C(OC1C25CCN3C)=C(OC)C=C42417.7Standard non polar33892256
6-O-MethylcodeineCOC1C=CC2C3CC4=C5C(OC1C25CCN3C)=C(OC)C=C42403.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 6-O-Methylcodeine GC-MS (Non-derivatized) - 70eV, Positivesplash10-00l2-4090000000-ebe294350fd7ef8320cb2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-O-Methylcodeine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-O-Methylcodeine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Methylcodeine 10V, Positive-QTOFsplash10-03di-0029000000-b5955286a95c62fae48c2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Methylcodeine 20V, Positive-QTOFsplash10-03di-1079000000-399a8ffe64cba70ec3a92016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Methylcodeine 40V, Positive-QTOFsplash10-08fu-2090000000-8e18948533bf24351ca52016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Methylcodeine 10V, Negative-QTOFsplash10-03di-0009000000-c0e61fdd071ff2e44be82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Methylcodeine 20V, Negative-QTOFsplash10-03di-0098000000-42fecf1fdec5877538ff2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Methylcodeine 40V, Negative-QTOFsplash10-00r7-0090000000-43cd457be57793dfc35a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Methylcodeine 10V, Negative-QTOFsplash10-03di-0009000000-19200665d806a98057c52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Methylcodeine 20V, Negative-QTOFsplash10-03di-0019000000-32485e8c827091ca88c42021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Methylcodeine 40V, Negative-QTOFsplash10-0296-0091000000-1a54014c213ba5ce97bf2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Methylcodeine 10V, Positive-QTOFsplash10-03di-0009000000-879645690cd5fc806db22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Methylcodeine 20V, Positive-QTOFsplash10-03di-0009000000-879645690cd5fc806db22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-O-Methylcodeine 40V, Positive-QTOFsplash10-03di-1095000000-99fb1adacf8d4e3ef1992021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000458
KNApSAcK IDNot Available
Chemspider ID545921
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound628577
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .