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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:04:59 UTC

Update Date

2022-11-23 21:42:15 UTC

HMDB ID

HMDB0247930

Secondary Accession Numbers

None

Metabolite Identification

Common Name

6-Acetylcodeine

Description

6-Acetylcodeine 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 6-Acetylcodeine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 6-acetylcodeine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 6-Acetylcodeine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1652309112103052D          

 25 29  0  0  0  0            999 V2000
   -0.1986   -3.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0567   -2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4950   -1.9796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8638   -2.4218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1191   -1.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5602   -1.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8730   -0.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8469   -0.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371    0.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2556    0.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5543   -0.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0315   -0.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1596   -0.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9449   -1.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6104   -1.9798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3221   -1.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707   -1.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6908   -0.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3791   -0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4882   -2.3919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3064   -2.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3145   -0.0465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1721    0.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8935    1.2248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313    2.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  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
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 11 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  9 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

HMDB0247930
     RDKit          3D
Codeine, acetate
 48 52  0  0  0  0  0  0  0  0999 V2000
    4.7373   -2.8471    0.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7779   -1.8515    0.4356 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4587   -1.9788    0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9625   -3.2001   -0.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6076   -3.3315   -0.7380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2321   -2.2321   -0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3593   -1.1028   -0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6338   -0.8551    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7215    0.4995    0.5223 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7026    1.1344   -0.2644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2002    2.4288    0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0231    3.4548   -0.4412 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6829    4.3933    0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5382    5.4569   -0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5623    4.3554    1.5552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1888    2.5807   -0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8934    1.6271   -1.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3406    0.2730   -1.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946   -0.8682   -1.1067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6426   -2.1994   -1.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0701   -0.5925    0.0952 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2664   -1.3570    0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2553   -0.7205    1.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624    0.1936    1.2482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047    0.1205   -0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1246   -2.9363   -0.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6030   -2.5955    1.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3598   -3.8538    0.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6357   -4.0559   -0.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2381   -4.2784   -1.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0803    1.1188   -1.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2373    2.5839    1.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4306    5.5004   -1.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489    6.4287    0.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6067    5.3027   -0.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6681    3.5376   -0.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9025    1.8242   -1.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7536    0.2321   -2.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0115   -0.8232   -1.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7368   -2.6922   -2.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2304   -2.8540   -0.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534   -1.8715   -0.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2855   -2.0828    1.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1449   -0.6886    0.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9669   -1.7924    1.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8879   -0.4076    2.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3910    1.1895    1.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3493   -0.1668    2.0189 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
 13 14  1  0
 13 15  2  0
 11 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
  8  3  1  0
 25 10  1  0
 20  6  1  0
 25  7  1  0
 25 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
 10 31  1  0
 11 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 23 46  1  0
 24 47  1  0
 24 48  1  0
M  END

  Mrv1652309112103052D          

 25 29  0  0  0  0            999 V2000
   -0.1986   -3.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0567   -2.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4950   -1.9796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8638   -2.4218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1191   -1.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5602   -1.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8730   -0.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8469   -0.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371    0.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2556    0.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5543   -0.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0315   -0.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1596   -0.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9449   -1.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6104   -1.9798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3221   -1.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707   -1.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6908   -0.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3791   -0.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4882   -2.3919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3064   -2.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3145   -0.0465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1721    0.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8935    1.2248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313    2.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  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
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 11 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  9 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247930

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2OC3C(OC(C)=O)C=CC4C5CC(C=C1)=C2C34CCN5C

> <INCHI_IDENTIFIER>
InChI=1S/C20H23NO4/c1-11(22)24-16-7-5-13-14-10-12-4-6-15(23-3)18-17(12)20(13,19(16)25-18)8-9-21(14)2/h4-7,13-14,16,19H,8-10H2,1-3H3

> <INCHI_KEY>
MFXFQKMUCYHPFQ-UHFFFAOYSA-N

> <FORMULA>
C20H23NO4

> <MOLECULAR_WEIGHT>
341.407

> <EXACT_MASS>
341.162708225

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
36.146392294600204

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10,15-tetraen-14-yl acetate

> <ALOGPS_LOGP>
2.08

> <JCHEM_LOGP>
1.7840766933333332

> <ALOGPS_LOGS>
-3.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.164359163716771

> <JCHEM_POLAR_SURFACE_AREA>
48.00000000000001

> <JCHEM_REFRACTIVITY>
93.7562

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.96e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10,15-tetraen-14-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247930
     RDKit          3D
Codeine, acetate
 48 52  0  0  0  0  0  0  0  0999 V2000
    4.7373   -2.8471    0.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7779   -1.8515    0.4356 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4587   -1.9788    0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9625   -3.2001   -0.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6076   -3.3315   -0.7380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2321   -2.2321   -0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3593   -1.1028   -0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6338   -0.8551    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7215    0.4995    0.5223 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7026    1.1344   -0.2644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2002    2.4288    0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0231    3.4548   -0.4412 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6829    4.3933    0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5382    5.4569   -0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5623    4.3554    1.5552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1888    2.5807   -0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8934    1.6271   -1.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3406    0.2730   -1.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946   -0.8682   -1.1067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6426   -2.1994   -1.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0701   -0.5925    0.0952 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2664   -1.3570    0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2553   -0.7205    1.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624    0.1936    1.2482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047    0.1205   -0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1246   -2.9363   -0.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6030   -2.5955    1.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3598   -3.8538    0.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6357   -4.0559   -0.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2381   -4.2784   -1.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0803    1.1188   -1.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2373    2.5839    1.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4306    5.5004   -1.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489    6.4287    0.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6067    5.3027   -0.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6681    3.5376   -0.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9025    1.8242   -1.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7536    0.2321   -2.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0115   -0.8232   -1.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7368   -2.6922   -2.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2304   -2.8540   -0.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534   -1.8715   -0.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2855   -2.0828    1.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1449   -0.6886    0.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9669   -1.7924    1.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8879   -0.4076    2.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3910    1.1895    1.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3493   -0.1668    2.0189 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
 13 14  1  0
 13 15  2  0
 11 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
  8  3  1  0
 25 10  1  0
 20  6  1  0
 25  7  1  0
 25 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
 10 31  1  0
 11 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 23 46  1  0
 24 47  1  0
 24 48  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -0.371  -6.305   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.106  -4.840   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.924  -3.695   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       1.612  -4.521   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.089  -3.056   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.046  -1.936   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.630  -0.552   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.448  -0.278   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.549   1.188   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.077   1.168   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.635  -0.229   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.659  -1.435   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.031  -1.204   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.631  -2.757   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.873  -3.696   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.201  -2.868   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.785  -3.043   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.756  -1.819   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.174  -0.390   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.378  -4.465   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.905  -4.662   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.454  -0.087   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.188   1.570   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       3.534   2.286   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       3.792   3.805   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   24                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   19                                                  
CONECT   12   11   13   16                                                  
CONECT   13   12    8   14   22                                             
CONECT   14   13    5   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   12   17                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18   11                                                       
CONECT   20   17   21                                                       
CONECT   21   20                                                            
CONECT   22   13   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23    9   25                                                  
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

COMPND    HMDB0247931
HETATM    1  C1  UNL     1       1.712   5.055  -0.093  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.670   3.676  -0.408  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.589   2.876  -0.063  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.516   3.401   0.616  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.583   2.558   0.945  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.556   1.219   0.605  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.445   0.820  -0.053  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.640   1.541  -0.414  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.547   0.668  -1.062  1.00  0.00           O  
HETATM   10  C8  UNL     1       1.166  -0.680  -0.838  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.891  -1.397   0.268  1.00  0.00           C  
HETATM   12  O3  UNL     1       3.198  -1.656  -0.155  1.00  0.00           O  
HETATM   13  C10 UNL     1       4.335  -1.258   0.491  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.659  -1.610  -0.083  1.00  0.00           C  
HETATM   15  O4  UNL     1       4.232  -0.601   1.558  1.00  0.00           O  
HETATM   16  C12 UNL     1       1.164  -2.721   0.490  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.167  -2.659   0.715  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.753  -1.337   0.722  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.221  -1.185   0.849  1.00  0.00           C  
HETATM   20  C16 UNL     1      -2.615   0.275   1.012  1.00  0.00           C  
HETATM   21  N1  UNL     1      -2.853  -1.718  -0.369  1.00  0.00           N  
HETATM   22  C17 UNL     1      -4.247  -1.976  -0.170  1.00  0.00           C  
HETATM   23  C18 UNL     1      -2.595  -0.796  -1.469  1.00  0.00           C  
HETATM   24  C19 UNL     1      -1.137  -0.779  -1.732  1.00  0.00           C  
HETATM   25  C20 UNL     1      -0.314  -0.578  -0.521  1.00  0.00           C  
HETATM   26  H1  UNL     1       2.762   5.434  -0.113  1.00  0.00           H  
HETATM   27  H2  UNL     1       1.368   5.151   0.979  1.00  0.00           H  
HETATM   28  H3  UNL     1       1.076   5.606  -0.792  1.00  0.00           H  
HETATM   29  H4  UNL     1      -0.546   4.454   0.886  1.00  0.00           H  
HETATM   30  H5  UNL     1      -2.402   2.998   1.463  1.00  0.00           H  
HETATM   31  H6  UNL     1       1.253  -1.301  -1.756  1.00  0.00           H  
HETATM   32  H7  UNL     1       1.811  -0.824   1.199  1.00  0.00           H  
HETATM   33  H8  UNL     1       6.008  -0.698  -0.640  1.00  0.00           H  
HETATM   34  H9  UNL     1       5.596  -2.443  -0.783  1.00  0.00           H  
HETATM   35  H10 UNL     1       6.421  -1.780   0.703  1.00  0.00           H  
HETATM   36  H11 UNL     1       1.722  -3.622   0.459  1.00  0.00           H  
HETATM   37  H12 UNL     1      -0.720  -3.559   0.874  1.00  0.00           H  
HETATM   38  H13 UNL     1      -0.259  -0.787   1.593  1.00  0.00           H  
HETATM   39  H14 UNL     1      -2.674  -1.751   1.680  1.00  0.00           H  
HETATM   40  H15 UNL     1      -3.601   0.472   0.579  1.00  0.00           H  
HETATM   41  H16 UNL     1      -2.758   0.428   2.123  1.00  0.00           H  
HETATM   42  H17 UNL     1      -4.850  -1.537  -0.990  1.00  0.00           H  
HETATM   43  H18 UNL     1      -4.646  -1.605   0.778  1.00  0.00           H  
HETATM   44  H19 UNL     1      -4.407  -3.082  -0.227  1.00  0.00           H  
HETATM   45  H20 UNL     1      -3.085  -1.278  -2.360  1.00  0.00           H  
HETATM   46  H21 UNL     1      -3.062   0.182  -1.353  1.00  0.00           H  
HETATM   47  H22 UNL     1      -0.872  -1.700  -2.306  1.00  0.00           H  
HETATM   48  H23 UNL     1      -0.939   0.102  -2.407  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   29
CONECT    5    6    6   30
CONECT    6    7   20
CONECT    7    8    8   25
CONECT    8    9
CONECT    9   10
CONECT   10   11   25   31
CONECT   11   12   16   32
CONECT   12   13
CONECT   13   14   15   15
CONECT   14   33   34   35
CONECT   16   17   17   36
CONECT   17   18   37
CONECT   18   19   25   38
CONECT   19   20   21   39
CONECT   20   40   41
CONECT   21   22   23
CONECT   22   42   43   44
CONECT   23   24   45   46
CONECT   24   25   47   48
END

HMDB0247930
     RDKit          3D
Codeine, acetate
 48 52  0  0  0  0  0  0  0  0999 V2000
    4.7373   -2.8471    0.4162 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7779   -1.8515    0.4356 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4587   -1.9788    0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9625   -3.2001   -0.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6076   -3.3315   -0.7380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2321   -2.2321   -0.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3593   -1.1028   -0.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6338   -0.8551    0.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7215    0.4995    0.5223 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7026    1.1344   -0.2644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2002    2.4288    0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0231    3.4548   -0.4412 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6829    4.3933    0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5382    5.4569   -0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5623    4.3554    1.5552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1888    2.5807   -0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8934    1.6271   -1.0269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3406    0.2730   -1.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946   -0.8682   -1.1067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6426   -2.1994   -1.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0701   -0.5925    0.0952 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2664   -1.3570    0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2553   -0.7205    1.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624    0.1936    1.2482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047    0.1205   -0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1246   -2.9363   -0.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6030   -2.5955    1.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3598   -3.8538    0.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6357   -4.0559   -0.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2381   -4.2784   -1.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0803    1.1188   -1.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2373    2.5839    1.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4306    5.5004   -1.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1489    6.4287    0.0986 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6067    5.3027   -0.0409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6681    3.5376   -0.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9025    1.8242   -1.3793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7536    0.2321   -2.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0115   -0.8232   -1.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7368   -2.6922   -2.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2304   -2.8540   -0.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4534   -1.8715   -0.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2855   -2.0828    1.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1449   -0.6886    0.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9669   -1.7924    1.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8879   -0.4076    2.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3910    1.1895    1.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3493   -0.1668    2.0189 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
 13 14  1  0
 13 15  2  0
 11 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
  8  3  1  0
 25 10  1  0
 20  6  1  0
 25  7  1  0
 25 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
 10 31  1  0
 11 32  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 22 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
 23 46  1  0
 24 47  1  0
 24 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Codeine, acetic acid	HMDB

Chemical Formula

C₂₀H₂₃NO₄

Average Molecular Weight

341.407

Monoisotopic Molecular Weight

341.162708225

IUPAC Name

10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10,15-tetraen-14-yl acetate

Traditional Name

10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10,15-tetraen-14-yl acetate

CAS Registry Number

Not Available

SMILES

COC1=C2OC3C(OC(C)=O)C=CC4C5CC(C=C1)=C2C34CCN5C

InChI Identifier

InChI=1S/C20H23NO4/c1-11(22)24-16-7-5-13-14-10-12-4-6-15(23-3)18-17(12)20(13,19(16)25-18)8-9-21(14)2/h4-7,13-14,16,19H,8-10H2,1-3H3

InChI Key

MFXFQKMUCYHPFQ-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.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Morphinans

Sub Class

Not Available

Direct Parent

Morphinans

Alternative Parents

Substituents

Morphinan
Phenanthrene
Tetralin
Coumaran
Anisole
Alkyl aryl ether
Aralkylamine
Piperidine
Benzenoid
Amino acid or derivatives
Carboxylic acid ester
Tertiary amine
Tertiary aliphatic amine
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Oxacycle
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Amine
Carbonyl group
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.08	ALOGPS
logP	1.78	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Basic)	9.16	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	48 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	93.76 m³·mol⁻¹	ChemAxon
Polarizability	36.15 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
DeepCCS	[M-2H]-	216.54	30932474
DeepCCS	[M+Na]+	192.021	30932474
AllCCS	[M+H]+	182.6	32859911
AllCCS	[M+H-H2O]+	179.7	32859911
AllCCS	[M+NH4]+	185.2	32859911
AllCCS	[M+Na]+	186.0	32859911
AllCCS	[M-H]-	185.2	32859911
AllCCS	[M+Na-2H]-	184.9	32859911
AllCCS	[M+HCOO]-	184.6	32859911

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Acetylcodeine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9083000000-598be023beb9de42857e	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Acetylcodeine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 6-Acetylcodeine 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 - 6-Acetylcodeine 10V, Positive-QTOF	splash10-0006-0039000000-9aa26e53194aa63da1ac	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Acetylcodeine 20V, Positive-QTOF	splash10-0006-0019000000-f3191d7913fc8024b078	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Acetylcodeine 40V, Positive-QTOF	splash10-0006-0091000000-5da1665eb1b590759412	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Acetylcodeine 10V, Negative-QTOF	splash10-0006-4039000000-a60b4b5c7f710ab551e5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Acetylcodeine 20V, Negative-QTOF	splash10-0a4i-9000000000-c01bbbf5bed889264ddb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 6-Acetylcodeine 40V, Negative-QTOF	splash10-0a4l-9021000000-8181cc6288ab404e39a4	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

368438

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

6-Monoacetylcodeine

METLIN ID

Not Available

PubChem Compound

416172

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 6-Acetylcodeine (HMDB0247930)

MOL for HMDB0247930 (6-Acetylcodeine)

3D MOL for HMDB0247930 (6-Acetylcodeine)

3D SDF for HMDB0247930 (6-Acetylcodeine)

3D-SDF for HMDB0247930 (6-Acetylcodeine)

PDB for HMDB0247930 (6-Acetylcodeine)

3D PDB for HMDB0247930 (6-Acetylcodeine)

SMILES for HMDB0247930 (6-Acetylcodeine)

INCHI for HMDB0247930 (6-Acetylcodeine)

Structure for HMDB0247930 (6-Acetylcodeine)

3D Structure for HMDB0247930 (6-Acetylcodeine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra