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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:51:33 UTC

Update Date

2022-03-07 02:57:14 UTC

HMDB ID

HMDB0041984

Secondary Accession Numbers

HMDB41984

Metabolite Identification

Common Name

Pholcodine

Description

Pholcodine, also known as folcodina or ethnine, 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. Based on a literature review a significant number of articles have been published on Pholcodine.

Structure

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


  Mrv0541 06301311542D          

 32 37  0  0  0  0            999 V2000
    2.0466   -1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3868    1.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8799    1.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5769    1.8564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6979    1.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3281    0.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1841   -0.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1246    6.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9907    5.1736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3099    4.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6231    6.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4892    5.8284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9937    3.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2627    0.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5617    0.9405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8504    0.9670    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4480    0.1773    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1358    2.4576    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1790    2.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0422    1.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3321    2.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574    2.2939    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1644    1.4542    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9072   -0.4099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8084    5.2807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8822    3.2423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8054    6.5900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4952    3.2097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6210    2.7949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279    0.2588    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7857   -0.5751    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7734    3.0978    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  2  2  0  0  0  0
  7  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 15  2  1  0  0  0  0
 15 14  1  0  0  0  0
 16  3  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18  4  1  0  0  0  0
 19  5  1  0  0  0  0
 20 15  2  0  0  0  0
 21 19  2  0  0  0  0
 21 20  1  0  0  0  0
 22 18  1  0  0  0  0
 23  6  1  0  0  0  0
 23 16  1  0  0  0  0
 23 20  1  1  0  0  0
 23 22  1  0  0  0  0
 24  1  1  0  0  0  0
 24  7  1  0  0  0  0
 24 17  1  0  0  0  0
 25  8  1  0  0  0  0
 25  9  1  0  0  0  0
 25 10  1  0  0  0  0
 18 26  1  6  0  0  0
 27 11  1  0  0  0  0
 27 12  1  0  0  0  0
 28 13  1  0  0  0  0
 28 19  1  0  0  0  0
 29 21  1  0  0  0  0
 29 22  1  0  0  0  0
 16 30  1  1  0  0  0
 17 31  1  6  0  0  0
 22 32  1  1  0  0  0
M  END

HMDB0041984
     RDKit          3D
Pholcodine
 59 64  0  0  0  0  0  0  0  0999 V2000
    5.7219    1.8902   -1.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3361    1.4649   -1.1692 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5598    2.5117   -0.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2277    2.1291   -0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2377    0.8168    0.6946 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5472   -0.1775   -0.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1298   -0.9020   -1.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3440   -1.7611   -1.8522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0243   -1.8446   -1.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5680   -1.0592   -0.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9119   -1.1192   -0.2089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8349   -1.9323   -0.8621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2297   -1.8834   -0.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8960   -0.6236   -0.4097 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4136    0.3434    0.5141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1748    1.6342    0.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8515    1.5824   -0.9229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8800    0.6397   -0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3314   -0.7266   -0.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2276   -0.1920    0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0692    0.7153    1.2519 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3702    0.7718    1.9059 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5436   -0.5444    2.5855 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6326   -1.4808    2.0277 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8917   -1.0860    2.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8590   -0.6489    1.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6703    0.4163    0.8879 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2741    0.1960   -0.4703 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5769   -0.7789   -1.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8066    2.9821   -1.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3109    1.2840   -1.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2203    1.7812   -0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1697    3.1191    0.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3560    3.2497   -1.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4809    2.1270   -0.8816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9340    2.9157    0.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7190   -2.3836   -2.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6904   -2.4989   -2.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8144   -1.8077   -1.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4774   -2.9937   -0.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3573   -2.3211    0.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8326   -2.5757   -1.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6342   -0.0068    1.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3446    0.5854    0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9802    1.7109    1.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5375    2.5308    0.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4092    0.6130   -1.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6175    0.9793   -0.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7294   -1.0161    0.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6599   -1.4290   -1.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4316    1.6415    2.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1852   -0.4089    3.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1070   -2.3549    1.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0991   -1.8877    3.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8366   -1.1077    1.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1875    1.3383    1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3096   -0.1882   -0.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0747   -1.7766   -1.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7527   -0.4527   -2.4217 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
  5  4  1  6
  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
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 10 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28  2  1  0
 22  5  1  0
 27  5  1  0
 20  6  1  0
 29  7  1  0
 19 14  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  8 37  1  0
  9 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 22 51  1  1
 23 52  1  1
 24 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  1
 28 57  1  1
 29 58  1  0
 29 59  1  0
M  END


  Mrv0541 06301311542D          

 32 37  0  0  0  0            999 V2000
    2.0466   -1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3868    1.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8799    1.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5769    1.8564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6979    1.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3281    0.8602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1841   -0.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1246    6.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9907    5.1736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3099    4.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6231    6.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4892    5.8284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9937    3.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2627    0.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5617    0.9405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8504    0.9670    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4480    0.1773    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1358    2.4576    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1790    2.4480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0422    1.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3321    2.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574    2.2939    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1644    1.4542    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9072   -0.4099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8084    5.2807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8822    3.2423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8054    6.5900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4952    3.2097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6210    2.7949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279    0.2588    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7857   -0.5751    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7734    3.0978    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  2  2  0  0  0  0
  7  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 15  2  1  0  0  0  0
 15 14  1  0  0  0  0
 16  3  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18  4  1  0  0  0  0
 19  5  1  0  0  0  0
 20 15  2  0  0  0  0
 21 19  2  0  0  0  0
 21 20  1  0  0  0  0
 22 18  1  0  0  0  0
 23  6  1  0  0  0  0
 23 16  1  0  0  0  0
 23 20  1  1  0  0  0
 23 22  1  0  0  0  0
 24  1  1  0  0  0  0
 24  7  1  0  0  0  0
 24 17  1  0  0  0  0
 25  8  1  0  0  0  0
 25  9  1  0  0  0  0
 25 10  1  0  0  0  0
 18 26  1  6  0  0  0
 27 11  1  0  0  0  0
 27 12  1  0  0  0  0
 28 13  1  0  0  0  0
 28 19  1  0  0  0  0
 29 21  1  0  0  0  0
 29 22  1  0  0  0  0
 16 30  1  1  0  0  0
 17 31  1  6  0  0  0
 22 32  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0041984

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12OC3=C(OCCN4CCOCC4)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])C=C[C@@H]2O

> <INCHI_IDENTIFIER>
InChI=1S/C23H30N2O4/c1-24-7-6-23-16-3-4-18(26)22(23)29-21-19(5-2-15(20(21)23)14-17(16)24)28-13-10-25-8-11-27-12-9-25/h2-5,16-18,22,26H,6-14H2,1H3/t16-,17+,18-,22-,23-/m0/s1

> <INCHI_KEY>
GPFAJKDEDBRFOS-FKQDBXSBSA-N

> <FORMULA>
C23H30N2O4

> <MOLECULAR_WEIGHT>
398.4953

> <EXACT_MASS>
398.220557458

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
43.75949453006665

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5R,13R,14S,17R)-4-methyl-10-[2-(morpholin-4-yl)ethoxy]-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-14-ol

> <ALOGPS_LOGP>
1.09

> <JCHEM_LOGP>
1.1430953536666657

> <ALOGPS_LOGS>
-2.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.782739243212266

> <JCHEM_PKA_STRONGEST_BASIC>
9.190902538762007

> <JCHEM_POLAR_SURFACE_AREA>
54.400000000000006

> <JCHEM_REFRACTIVITY>
111.6983

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.89e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
memine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041984
     RDKit          3D
Pholcodine
 59 64  0  0  0  0  0  0  0  0999 V2000
    5.7219    1.8902   -1.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3361    1.4649   -1.1692 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5598    2.5117   -0.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2277    2.1291   -0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2377    0.8168    0.6946 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5472   -0.1775   -0.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1298   -0.9020   -1.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3440   -1.7611   -1.8522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0243   -1.8446   -1.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5680   -1.0592   -0.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9119   -1.1192   -0.2089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8349   -1.9323   -0.8621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2297   -1.8834   -0.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8960   -0.6236   -0.4097 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4136    0.3434    0.5141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1748    1.6342    0.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8515    1.5824   -0.9229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8800    0.6397   -0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3314   -0.7266   -0.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2276   -0.1920    0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0692    0.7153    1.2519 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3702    0.7718    1.9059 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5436   -0.5444    2.5855 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6326   -1.4808    2.0277 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8917   -1.0860    2.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8590   -0.6489    1.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6703    0.4163    0.8879 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2741    0.1960   -0.4703 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5769   -0.7789   -1.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8066    2.9821   -1.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3109    1.2840   -1.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2203    1.7812   -0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1697    3.1191    0.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3560    3.2497   -1.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4809    2.1270   -0.8816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9340    2.9157    0.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7190   -2.3836   -2.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6904   -2.4989   -2.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8144   -1.8077   -1.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4774   -2.9937   -0.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3573   -2.3211    0.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8326   -2.5757   -1.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6342   -0.0068    1.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3446    0.5854    0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9802    1.7109    1.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5375    2.5308    0.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4092    0.6130   -1.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6175    0.9793   -0.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7294   -1.0161    0.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6599   -1.4290   -1.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4316    1.6415    2.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1852   -0.4089    3.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1070   -2.3549    1.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0991   -1.8877    3.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8366   -1.1077    1.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1875    1.3383    1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3096   -0.1882   -0.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0747   -1.7766   -1.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7527   -0.4527   -2.4217 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
  5  4  1  6
  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
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 10 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28  2  1  0
 22  5  1  0
 27  5  1  0
 20  6  1  0
 29  7  1  0
 19 14  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  8 37  1  0
  9 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 22 51  1  1
 23 52  1  1
 24 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  1
 28 57  1  1
 29 58  1  0
 29 59  1  0
M  END

HEADER    PROTEIN                                 30-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUN-13         0                                  
HETATM    1  C   UNK     0       3.820  -2.283   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.189   1.918   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.643   2.084   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.077   3.465   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.769   3.345   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.479   1.606   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.210  -0.051   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.699  11.279   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.583   9.657   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.045   8.635   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.763  12.501   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.647  10.880   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.455   7.213   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.090   0.357   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.648   1.756   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.454   1.805   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.570   0.331   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.120   4.588   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.801   4.570   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.679   2.962   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.220   4.388   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.654   4.282   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.040   2.715   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       3.560  -0.765   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0       7.109   9.857   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0       1.647   6.052   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.237  12.301   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.391   5.991   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       4.892   5.217   0.000  0.00  0.00           O+0
HETATM   30  H   UNK     0       2.665   0.483   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.200  -1.073   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.310   5.782   0.000  0.00  0.00           H+0
CONECT    1   24                                                            
CONECT    2    5   15                                                       
CONECT    3    4   16                                                       
CONECT    4    3   18                                                       
CONECT    5    2   19                                                       
CONECT    6    7   23                                                       
CONECT    7    6   24                                                       
CONECT    8   11   25                                                       
CONECT    9   12   25                                                       
CONECT   10   13   25                                                       
CONECT   11    8   27                                                       
CONECT   12    9   27                                                       
CONECT   13   10   28                                                       
CONECT   14   15   17                                                       
CONECT   15    2   14   20                                                  
CONECT   16    3   17   23   30                                             
CONECT   17   14   16   24   31                                             
CONECT   18    4   22   26                                                  
CONECT   19    5   21   28                                                  
CONECT   20   15   21   23                                                  
CONECT   21   19   20   29                                                  
CONECT   22   18   23   29   32                                             
CONECT   23    6   16   20   22                                             
CONECT   24    1    7   17                                                  
CONECT   25    8    9   10                                                  
CONECT   26   18                                                            
CONECT   27   11   12                                                       
CONECT   28   13   19                                                       
CONECT   29   21   22                                                       
CONECT   30   16                                                            
CONECT   31   17                                                            
CONECT   32   22                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   74    0
END

COMPND    HMDB0041984
HETATM    1  C1  UNL     1       5.722   1.890  -1.206  1.00  0.00           C  
HETATM    2  N1  UNL     1       4.336   1.465  -1.169  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.560   2.512  -0.597  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.228   2.129  -0.048  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.238   0.817   0.695  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.547  -0.178  -0.165  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.130  -0.902  -1.129  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.344  -1.761  -1.852  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.024  -1.845  -1.553  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.568  -1.059  -0.529  1.00  0.00           C  
HETATM   11  O1  UNL     1      -1.912  -1.119  -0.209  1.00  0.00           O  
HETATM   12  C10 UNL     1      -2.835  -1.932  -0.862  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.230  -1.883  -0.377  1.00  0.00           C  
HETATM   14  N2  UNL     1      -4.896  -0.624  -0.410  1.00  0.00           N  
HETATM   15  C12 UNL     1      -4.414   0.343   0.514  1.00  0.00           C  
HETATM   16  C13 UNL     1      -5.175   1.634   0.304  1.00  0.00           C  
HETATM   17  O2  UNL     1      -5.852   1.582  -0.923  1.00  0.00           O  
HETATM   18  C14 UNL     1      -6.880   0.640  -0.810  1.00  0.00           C  
HETATM   19  C15 UNL     1      -6.331  -0.727  -0.466  1.00  0.00           C  
HETATM   20  C16 UNL     1       0.228  -0.192   0.200  1.00  0.00           C  
HETATM   21  O3  UNL     1       0.069   0.715   1.252  1.00  0.00           O  
HETATM   22  C17 UNL     1       1.370   0.772   1.906  1.00  0.00           C  
HETATM   23  C18 UNL     1       1.544  -0.544   2.585  1.00  0.00           C  
HETATM   24  O4  UNL     1       0.633  -1.481   2.028  1.00  0.00           O  
HETATM   25  C19 UNL     1       2.892  -1.086   2.632  1.00  0.00           C  
HETATM   26  C20 UNL     1       3.859  -0.649   1.860  1.00  0.00           C  
HETATM   27  C21 UNL     1       3.670   0.416   0.888  1.00  0.00           C  
HETATM   28  C22 UNL     1       4.274   0.196  -0.470  1.00  0.00           C  
HETATM   29  C23 UNL     1       3.577  -0.779  -1.356  1.00  0.00           C  
HETATM   30  H1  UNL     1       5.807   2.982  -1.463  1.00  0.00           H  
HETATM   31  H2  UNL     1       6.311   1.284  -1.953  1.00  0.00           H  
HETATM   32  H3  UNL     1       6.220   1.781  -0.209  1.00  0.00           H  
HETATM   33  H4  UNL     1       4.170   3.119   0.128  1.00  0.00           H  
HETATM   34  H5  UNL     1       3.356   3.250  -1.430  1.00  0.00           H  
HETATM   35  H6  UNL     1       1.481   2.127  -0.882  1.00  0.00           H  
HETATM   36  H7  UNL     1       1.934   2.916   0.709  1.00  0.00           H  
HETATM   37  H8  UNL     1       1.719  -2.384  -2.646  1.00  0.00           H  
HETATM   38  H9  UNL     1      -0.690  -2.499  -2.085  1.00  0.00           H  
HETATM   39  H10 UNL     1      -2.814  -1.808  -1.965  1.00  0.00           H  
HETATM   40  H11 UNL     1      -2.477  -2.994  -0.699  1.00  0.00           H  
HETATM   41  H12 UNL     1      -4.357  -2.321   0.645  1.00  0.00           H  
HETATM   42  H13 UNL     1      -4.833  -2.576  -1.037  1.00  0.00           H  
HETATM   43  H14 UNL     1      -4.634  -0.007   1.549  1.00  0.00           H  
HETATM   44  H15 UNL     1      -3.345   0.585   0.379  1.00  0.00           H  
HETATM   45  H16 UNL     1      -5.980   1.711   1.078  1.00  0.00           H  
HETATM   46  H17 UNL     1      -4.537   2.531   0.376  1.00  0.00           H  
HETATM   47  H18 UNL     1      -7.409   0.613  -1.761  1.00  0.00           H  
HETATM   48  H19 UNL     1      -7.617   0.979  -0.024  1.00  0.00           H  
HETATM   49  H20 UNL     1      -6.729  -1.016   0.523  1.00  0.00           H  
HETATM   50  H21 UNL     1      -6.660  -1.429  -1.262  1.00  0.00           H  
HETATM   51  H22 UNL     1       1.432   1.642   2.558  1.00  0.00           H  
HETATM   52  H23 UNL     1       1.185  -0.409   3.656  1.00  0.00           H  
HETATM   53  H24 UNL     1       1.107  -2.355   1.889  1.00  0.00           H  
HETATM   54  H25 UNL     1       3.099  -1.888   3.342  1.00  0.00           H  
HETATM   55  H26 UNL     1       4.837  -1.108   1.955  1.00  0.00           H  
HETATM   56  H27 UNL     1       4.188   1.338   1.293  1.00  0.00           H  
HETATM   57  H28 UNL     1       5.310  -0.188  -0.288  1.00  0.00           H  
HETATM   58  H29 UNL     1       4.075  -1.777  -1.255  1.00  0.00           H  
HETATM   59  H30 UNL     1       3.753  -0.453  -2.422  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   28
CONECT    3    4   33   34
CONECT    4    5   35   36
CONECT    5    6   22   27
CONECT    6    7    7   20
CONECT    7    8   29
CONECT    8    9    9   37
CONECT    9   10   38
CONECT   10   11   20   20
CONECT   11   12
CONECT   12   13   39   40
CONECT   13   14   41   42
CONECT   14   15   19
CONECT   15   16   43   44
CONECT   16   17   45   46
CONECT   17   18
CONECT   18   19   47   48
CONECT   19   49   50
CONECT   20   21
CONECT   21   22
CONECT   22   23   51
CONECT   23   24   25   52
CONECT   24   53
CONECT   25   26   26   54
CONECT   26   27   55
CONECT   27   28   56
CONECT   28   29   57
CONECT   29   58   59
END

HMDB0041984
     RDKit          3D
Pholcodine
 59 64  0  0  0  0  0  0  0  0999 V2000
    5.7219    1.8902   -1.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3361    1.4649   -1.1692 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5598    2.5117   -0.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2277    2.1291   -0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2377    0.8168    0.6946 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5472   -0.1775   -0.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1298   -0.9020   -1.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3440   -1.7611   -1.8522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0243   -1.8446   -1.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5680   -1.0592   -0.5287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9119   -1.1192   -0.2089 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8349   -1.9323   -0.8621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2297   -1.8834   -0.3775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8960   -0.6236   -0.4097 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4136    0.3434    0.5141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1748    1.6342    0.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8515    1.5824   -0.9229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8800    0.6397   -0.8100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3314   -0.7266   -0.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2276   -0.1920    0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0692    0.7153    1.2519 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3702    0.7718    1.9059 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5436   -0.5444    2.5855 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6326   -1.4808    2.0277 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8917   -1.0860    2.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8590   -0.6489    1.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6703    0.4163    0.8879 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2741    0.1960   -0.4703 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5769   -0.7789   -1.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8066    2.9821   -1.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3109    1.2840   -1.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2203    1.7812   -0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1697    3.1191    0.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3560    3.2497   -1.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4809    2.1270   -0.8816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9340    2.9157    0.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7190   -2.3836   -2.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6904   -2.4989   -2.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8144   -1.8077   -1.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4774   -2.9937   -0.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3573   -2.3211    0.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8326   -2.5757   -1.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6342   -0.0068    1.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3446    0.5854    0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9802    1.7109    1.0780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5375    2.5308    0.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4092    0.6130   -1.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6175    0.9793   -0.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7294   -1.0161    0.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6599   -1.4290   -1.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4316    1.6415    2.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1852   -0.4089    3.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1070   -2.3549    1.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0991   -1.8877    3.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8366   -1.1077    1.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1875    1.3383    1.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3096   -0.1882   -0.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0747   -1.7766   -1.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7527   -0.4527   -2.4217 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
  5  4  1  6
  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
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 10 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28  2  1  0
 22  5  1  0
 27  5  1  0
 20  6  1  0
 29  7  1  0
 19 14  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  8 37  1  0
  9 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 22 51  1  1
 23 52  1  1
 24 53  1  0
 25 54  1  0
 26 55  1  0
 27 56  1  1
 28 57  1  1
 29 58  1  0
 29 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-(2-(4-Morpholinyl)ethyl)morphine	ChEBI
3-(2-Morpholinoethyl)morphine	ChEBI
3-Morpholinoethylmorphine	ChEBI
3-Morpholylaethylmorphin	ChEBI
7,8-Didehydro-4,5-alpha-epoxy-17-methyl-3-(2-morpholinoethoxy)morphinan-6-alpha-ol	ChEBI
beta-Morpholinoethylmorphine	ChEBI
Folcodina	ChEBI
Morpholinylethylmorphine	ChEBI
Pholcodinum	ChEBI
Tetrahydro-1,4-oxazinylmethylcodeine	ChEBI
Pholcodine linctus	Kegg
7,8-Didehydro-4,5-a-epoxy-17-methyl-3-(2-morpholinoethoxy)morphinan-6-a-ol	Generator
7,8-Didehydro-4,5-α-epoxy-17-methyl-3-(2-morpholinoethoxy)morphinan-6-α-ol	Generator
b-Morpholinoethylmorphine	Generator
Β-morpholinoethylmorphine	Generator
(5alpha,6alpha)-17-Methyl-3-[2-(morpholin-4-yl)ethoxy]-7,8-didehydro-4,5-epoxymorphinan-6-ol	HMDB
03-(2-Morpholinoethyl)-morphine	HMDB
3-Morpholylathylmorphin	HMDB
3-O-(2-Morpholinoethyl)-morphine	HMDB
beta-Morpholinylethylmorphine	HMDB
Codylin	HMDB
Dia-tuss	HMDB
Ethnine	HMDB
Ethnine simplex	HMDB
Folcodine	HMDB
Folkodin	HMDB
Galenphol	HMDB
Galphol	HMDB
Glycodine	HMDB
Hibernyl	HMDB
Homocodeine	HMDB
Memine	HMDB
Neocodin	HMDB
Neocodine	HMDB
O3-(2-Morpholinoethyl)morphine	HMDB
Pectolin	HMDB
Pholcodin	HMDB
Pholtex	HMDB
Prodromine	HMDB
Tussokon	HMDB
Weifacodine	HMDB
7,8-Didehydro-4,5 alpha-epoxy-17-methyl-3-(2-morpholinoethoxymorphinan-6 alpha-ol)	HMDB

Chemical Formula

C₂₃H₃₀N₂O₄

Average Molecular Weight

398.4953

Monoisotopic Molecular Weight

398.220557458

IUPAC Name

(1S,5R,13R,14S,17R)-4-methyl-10-[2-(morpholin-4-yl)ethoxy]-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10,15-tetraen-14-ol

Traditional Name

memine

CAS Registry Number

509-67-1

SMILES

[H][C@@]12OC3=C(OCCN4CCOCC4)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])C=C[C@@H]2O

InChI Identifier

InChI=1S/C23H30N2O4/c1-24-7-6-23-16-3-4-18(26)22(23)29-21-19(5-2-15(20(21)23)14-17(16)24)28-13-10-25-8-11-27-12-9-25/h2-5,16-18,22,26H,6-14H2,1H3/t16-,17+,18-,22-,23-/m0/s1

InChI Key

GPFAJKDEDBRFOS-FKQDBXSBSA-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
Morpholine
Oxazinane
Piperidine
Benzenoid
Tertiary aliphatic amine
Secondary alcohol
Tertiary amine
Oxacycle
Dialkyl ether
Ether
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Organic nitrogen compound
Amine
Organooxygen compound
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

morphinane alkaloid (CHEBI:53579 )
organic heteropentacyclic compound (CHEBI:53579 )

Ontology

Not Available

Exogenous (HMDB: HMDB0041984)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	91 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	20 mg/mL	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.49 g/L	ALOGPS
logP	1.09	ALOGPS
logP	1.14	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	13.78	ChemAxon
pKa (Strongest Basic)	9.19	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.4 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	111.7 m³·mol⁻¹	ChemAxon
Polarizability	43.76 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	192.809	31661259
DarkChem	[M-H]-	187.103	31661259
DeepCCS	[M-2H]-	227.782	30932474
DeepCCS	[M+Na]+	204.134	30932474
AllCCS	[M+H]+	197.5	32859911
AllCCS	[M+H-H2O]+	195.2	32859911
AllCCS	[M+NH4]+	199.7	32859911
AllCCS	[M+Na]+	200.3	32859911
AllCCS	[M-H]-	195.0	32859911
AllCCS	[M+Na-2H]-	195.3	32859911
AllCCS	[M+HCOO]-	195.7	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.	1.77 minutes	32390414
Predicted by Siyang on May 30, 2022	9.837 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.64 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	197.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	672.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	195.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	144.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	62.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	251.4 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	293.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	830.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	662.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	73.7 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	791.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	201.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	218.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	529.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	569.3 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	137.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pholcodine	[H][C@@]12OC3=C(OCCN4CCOCC4)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])C=C[C@@H]2O	3584.9	Standard polar	33892256
Pholcodine	[H][C@@]12OC3=C(OCCN4CCOCC4)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])C=C[C@@H]2O	3103.9	Standard non polar	33892256
Pholcodine	[H][C@@]12OC3=C(OCCN4CCOCC4)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])C=C[C@@H]2O	3182.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pholcodine,1TMS,isomer #1	CN1CC[C@]23C4=C5C=CC(OCCN6CCOCC6)=C4O[C@H]2[C@@H](O[Si](C)(C)C)C=C[C@H]3[C@H]1C5	3108.7	Semi standard non polar	33892256
Pholcodine,1TBDMS,isomer #1	CN1CC[C@]23C4=C5C=CC(OCCN6CCOCC6)=C4O[C@H]2[C@@H](O[Si](C)(C)C(C)(C)C)C=C[C@H]3[C@H]1C5	3341.6	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 - Pholcodine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-4129000000-92c59129a2ae67580584	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pholcodine GC-MS (1 TMS) - 70eV, Positive	splash10-05dl-9105600000-da684da1fc185f1b46b1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pholcodine 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 - Pholcodine 10V, Positive-QTOF	splash10-0002-0109000000-6c9c5385ecb1bff25d8c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pholcodine 20V, Positive-QTOF	splash10-03di-1914000000-10e6b649471cc9492213	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pholcodine 40V, Positive-QTOF	splash10-06ri-9350000000-df114e727b126242ea4d	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pholcodine 10V, Negative-QTOF	splash10-0002-0029000000-55b574978391dfd6ae2f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pholcodine 20V, Negative-QTOF	splash10-001j-1195000000-e176743a3b642da05804	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pholcodine 40V, Negative-QTOF	splash10-0040-5190000000-9b2b400b2a85cd5df398	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pholcodine 10V, Negative-QTOF	splash10-0002-0009000000-183bcb6ac115bb17c68a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pholcodine 20V, Negative-QTOF	splash10-0002-0029000000-953276fefcb5eae03604	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pholcodine 40V, Negative-QTOF	splash10-001i-1091000000-d3b1b7f45c09dd40ab04	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pholcodine 10V, Positive-QTOF	splash10-0002-0009000000-0c36e5a0f1ec6d49ad1b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pholcodine 20V, Positive-QTOF	splash10-0002-0209000000-098009a65eecf498b3e2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pholcodine 40V, Positive-QTOF	splash10-03k9-7339000000-8afda55c39a1cf7ae420	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB09209

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4470854

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pholcodine

METLIN ID

Not Available

PubChem Compound

5311356

PDB ID

Not Available

ChEBI ID

53579

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

Not Available

Showing metabocard for Pholcodine (HMDB0041984)

MOL for HMDB0041984 (Pholcodine)

3D MOL for HMDB0041984 (Pholcodine)

3D SDF for HMDB0041984 (Pholcodine)

3D-SDF for HMDB0041984 (Pholcodine)

PDB for HMDB0041984 (Pholcodine)

3D PDB for HMDB0041984 (Pholcodine)

SMILES for HMDB0041984 (Pholcodine)

INCHI for HMDB0041984 (Pholcodine)

Structure for HMDB0041984 (Pholcodine)

3D Structure for HMDB0041984 (Pholcodine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra