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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:04:09 UTC

Update Date

2021-09-26 23:10:13 UTC

HMDB ID

HMDB0255432

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Nalmefene

Description

NALMEFENE-HCl belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene. Based on a literature review a significant number of articles have been published on NALMEFENE-HCl. This compound has been identified in human blood as reported by (PMID: 31557052 ). Nalmefene is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Nalmefene 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


  Mrv1652309112117042D          

 25 30  0  0  0  0            999 V2000
    0.8638   -2.4218    0.0000 C   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
    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
    1.3958    2.5643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5824    2.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1085    3.3376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4241    0.5595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  8 16  1  0  0  0  0
 14 17  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  6 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 24  1  0  0  0  0
  5 25  1  0  0  0  0
M  END

HMDB0255432
     RDKit          3D
Nalmefene
 50 55  0  0  0  0  0  0  0  0999 V2000
   -3.8295    2.4924   -0.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6202    1.9844    0.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9334    2.2054    1.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0774    0.9935    1.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1051    0.8113    0.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5905    2.0102    0.4963 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9242   -0.2614    0.9283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3657   -1.6350    1.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9692   -1.8187    0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7238   -2.9433    0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0034   -3.0697    0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5292   -2.0650   -0.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8000   -2.1587   -1.1554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7812   -0.9283   -0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5367   -0.8687   -0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8314    0.3943   -0.5956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067    0.0983   -1.7082 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622    0.1174   -1.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9519   -0.1907   -0.0713 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0803    0.6034    0.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3865    0.3244   -0.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7356    0.3850   -1.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7225   -0.9570   -0.9681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0077    1.2403   -1.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9537    0.2671   -1.5455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3309    3.0514    0.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3474    2.3501   -0.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6901    2.3977    2.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2374    3.0543    1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5512    1.2567    2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6899    0.1004    1.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8557    2.2659    1.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4039    0.0505    1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2295   -1.8167    2.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0834   -2.3981    0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3517   -3.7485    1.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6135   -3.9390    0.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4024   -2.9451   -1.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0645    0.8875   -2.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2038   -0.8468   -2.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0267   -0.6380   -2.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9966    1.1079   -1.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8788    1.7017    0.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1894    0.4707    1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2408    0.6912    0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0684    0.4020   -2.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7699    0.7600   -2.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9686   -1.7089   -1.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7314   -1.4048   -0.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6842    1.8670   -1.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 16 24  1  0
 24 25  1  0
 24  2  1  0
 16  5  1  0
 23 21  1  0
 19  7  1  0
 15  9  1  0
 25 14  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 11 37  1  0
 13 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 22 46  1  0
 22 47  1  0
 23 48  1  0
 23 49  1  0
 24 50  1  0
M  END


  Mrv1652309112117042D          

 25 30  0  0  0  0            999 V2000
    0.8638   -2.4218    0.0000 C   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
    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
    1.3958    2.5643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5824    2.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1085    3.3376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4241    0.5595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  8 16  1  0  0  0  0
 14 17  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  6 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 24  1  0  0  0  0
  5 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255432

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C2OC3C(=C)CCC4(O)C5CC(C=C1)=C2C34CCN5CC1CC1

> <INCHI_IDENTIFIER>
InChI=1S/C21H25NO3/c1-12-6-7-21(24)16-10-14-4-5-15(23)18-17(14)20(21,19(12)25-18)8-9-22(16)11-13-2-3-13/h4-5,13,16,19,23-24H,1-3,6-11H2

> <INCHI_KEY>
WJBLNOPPDWQMCH-UHFFFAOYSA-N

> <FORMULA>
C21H25NO3

> <MOLECULAR_WEIGHT>
339.435

> <EXACT_MASS>
339.183443669

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
37.12050837478763

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(cyclopropylmethyl)-14-methylidene-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-triene-10,17-diol

> <ALOGPS_LOGP>
2.24

> <JCHEM_LOGP>
1.9476479668885207

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.592680362095027

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.352080701176586

> <JCHEM_PKA_STRONGEST_BASIC>
9.566401408977358

> <JCHEM_POLAR_SURFACE_AREA>
52.93000000000001

> <JCHEM_REFRACTIVITY>
95.20949999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.39e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(cyclopropylmethyl)-14-methylidene-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-triene-10,17-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255432
     RDKit          3D
Nalmefene
 50 55  0  0  0  0  0  0  0  0999 V2000
   -3.8295    2.4924   -0.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6202    1.9844    0.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9334    2.2054    1.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0774    0.9935    1.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1051    0.8113    0.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5905    2.0102    0.4963 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9242   -0.2614    0.9283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3657   -1.6350    1.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9692   -1.8187    0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7238   -2.9433    0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0034   -3.0697    0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5292   -2.0650   -0.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8000   -2.1587   -1.1554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7812   -0.9283   -0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5367   -0.8687   -0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8314    0.3943   -0.5956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067    0.0983   -1.7082 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622    0.1174   -1.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9519   -0.1907   -0.0713 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0803    0.6034    0.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3865    0.3244   -0.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7356    0.3850   -1.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7225   -0.9570   -0.9681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0077    1.2403   -1.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9537    0.2671   -1.5455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3309    3.0514    0.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3474    2.3501   -0.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6901    2.3977    2.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2374    3.0543    1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5512    1.2567    2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6899    0.1004    1.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8557    2.2659    1.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4039    0.0505    1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2295   -1.8167    2.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0834   -2.3981    0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3517   -3.7485    1.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6135   -3.9390    0.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4024   -2.9451   -1.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0645    0.8875   -2.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2038   -0.8468   -2.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0267   -0.6380   -2.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9966    1.1079   -1.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8788    1.7017    0.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1894    0.4707    1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2408    0.6912    0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0684    0.4020   -2.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7699    0.7600   -2.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9686   -1.7089   -1.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7314   -1.4048   -0.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6842    1.8670   -1.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 16 24  1  0
 24 25  1  0
 24  2  1  0
 16  5  1  0
 23 21  1  0
 19  7  1  0
 15  9  1  0
 25 14  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 11 37  1  0
 13 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 22 46  1  0
 22 47  1  0
 23 48  1  0
 23 49  1  0
 24 50  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       1.612  -4.521   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.089  -3.056   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.046  -1.936   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.630  -0.552   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.448  -0.278   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.549   1.188   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.077   1.168   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.635  -0.229   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.659  -1.435   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.031  -1.204   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.631  -2.757   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.873  -3.696   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.201  -2.868   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.785  -3.043   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.756  -1.819   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.174  -0.390   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.378  -4.465   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.454  -0.087   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.188   1.570   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       3.534   2.286   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       3.792   3.805   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.605   4.787   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.087   5.044   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.069   6.230   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.658   1.044   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10   25                                             
CONECT    6    5    7   20                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9    5   11   18                                             
CONECT   11   10    2   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12    9   14                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15    8                                                       
CONECT   17   14                                                            
CONECT   18   10   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    6   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22   24                                                       
CONECT   24   23   22                                                       
CONECT   25    5                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   60    0
END

COMPND    HMDB0255432
HETATM    1  C1  UNL     1      -3.829   2.492  -0.060  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.620   1.984   0.085  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.933   2.205   1.406  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.077   0.994   1.757  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.105   0.811   0.624  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.591   2.010   0.496  1.00  0.00           O  
HETATM    7  C6  UNL     1       0.924  -0.261   0.928  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.366  -1.635   1.118  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.969  -1.819   0.530  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.724  -2.943   0.762  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.003  -3.070   0.205  1.00  0.00           C  
HETATM   12  C11 UNL     1      -3.529  -2.065  -0.587  1.00  0.00           C  
HETATM   13  O2  UNL     1      -4.800  -2.159  -1.155  1.00  0.00           O  
HETATM   14  C12 UNL     1      -2.781  -0.928  -0.828  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.537  -0.869  -0.254  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.831   0.394  -0.596  1.00  0.00           C  
HETATM   17  C15 UNL     1       0.107   0.098  -1.708  1.00  0.00           C  
HETATM   18  C16 UNL     1       1.562   0.117  -1.386  1.00  0.00           C  
HETATM   19  N1  UNL     1       1.952  -0.191  -0.071  1.00  0.00           N  
HETATM   20  C17 UNL     1       3.080   0.603   0.318  1.00  0.00           C  
HETATM   21  C18 UNL     1       4.386   0.324  -0.303  1.00  0.00           C  
HETATM   22  C19 UNL     1       4.736   0.385  -1.723  1.00  0.00           C  
HETATM   23  C20 UNL     1       4.723  -0.957  -0.968  1.00  0.00           C  
HETATM   24  C21 UNL     1      -2.008   1.240  -1.015  1.00  0.00           C  
HETATM   25  O3  UNL     1      -2.954   0.267  -1.545  1.00  0.00           O  
HETATM   26  H1  UNL     1      -4.331   3.051   0.729  1.00  0.00           H  
HETATM   27  H2  UNL     1      -4.347   2.350  -0.998  1.00  0.00           H  
HETATM   28  H3  UNL     1      -2.690   2.398   2.200  1.00  0.00           H  
HETATM   29  H4  UNL     1      -1.237   3.054   1.257  1.00  0.00           H  
HETATM   30  H5  UNL     1      -0.551   1.257   2.705  1.00  0.00           H  
HETATM   31  H6  UNL     1      -1.690   0.100   1.846  1.00  0.00           H  
HETATM   32  H7  UNL     1       0.856   2.266   1.420  1.00  0.00           H  
HETATM   33  H8  UNL     1       1.404   0.050   1.890  1.00  0.00           H  
HETATM   34  H9  UNL     1       0.229  -1.817   2.226  1.00  0.00           H  
HETATM   35  H10 UNL     1       1.083  -2.398   0.792  1.00  0.00           H  
HETATM   36  H11 UNL     1      -1.352  -3.749   1.373  1.00  0.00           H  
HETATM   37  H12 UNL     1      -3.613  -3.939   0.370  1.00  0.00           H  
HETATM   38  H13 UNL     1      -5.402  -2.945  -1.028  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.064   0.887  -2.500  1.00  0.00           H  
HETATM   40  H15 UNL     1      -0.204  -0.847  -2.246  1.00  0.00           H  
HETATM   41  H16 UNL     1       2.027  -0.638  -2.086  1.00  0.00           H  
HETATM   42  H17 UNL     1       1.997   1.108  -1.712  1.00  0.00           H  
HETATM   43  H18 UNL     1       2.879   1.702   0.216  1.00  0.00           H  
HETATM   44  H19 UNL     1       3.189   0.471   1.445  1.00  0.00           H  
HETATM   45  H20 UNL     1       5.241   0.691   0.368  1.00  0.00           H  
HETATM   46  H21 UNL     1       4.068   0.402  -2.574  1.00  0.00           H  
HETATM   47  H22 UNL     1       5.770   0.760  -2.016  1.00  0.00           H  
HETATM   48  H23 UNL     1       3.969  -1.709  -1.231  1.00  0.00           H  
HETATM   49  H24 UNL     1       5.731  -1.405  -0.821  1.00  0.00           H  
HETATM   50  H25 UNL     1      -1.684   1.867  -1.868  1.00  0.00           H  
CONECT    1    2    2   26   27
CONECT    2    3   24
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6    7   16
CONECT    6   32
CONECT    7    8   19   33
CONECT    8    9   34   35
CONECT    9   10   10   15
CONECT   10   11   36
CONECT   11   12   12   37
CONECT   12   13   14
CONECT   13   38
CONECT   14   15   15   25
CONECT   15   16
CONECT   16   17   24
CONECT   17   18   39   40
CONECT   18   19   41   42
CONECT   19   20
CONECT   20   21   43   44
CONECT   21   22   23   45
CONECT   22   23   46   47
CONECT   23   48   49
CONECT   24   25   50
END

HMDB0255432
     RDKit          3D
Nalmefene
 50 55  0  0  0  0  0  0  0  0999 V2000
   -3.8295    2.4924   -0.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6202    1.9844    0.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9334    2.2054    1.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0774    0.9935    1.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1051    0.8113    0.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5905    2.0102    0.4963 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9242   -0.2614    0.9283 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3657   -1.6350    1.1183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9692   -1.8187    0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7238   -2.9433    0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0034   -3.0697    0.2048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5292   -2.0650   -0.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8000   -2.1587   -1.1554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7812   -0.9283   -0.8280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5367   -0.8687   -0.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8314    0.3943   -0.5956 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067    0.0983   -1.7082 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5622    0.1174   -1.3863 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9519   -0.1907   -0.0713 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0803    0.6034    0.3185 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3865    0.3244   -0.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7356    0.3850   -1.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7225   -0.9570   -0.9681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0077    1.2403   -1.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9537    0.2671   -1.5455 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3309    3.0514    0.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3474    2.3501   -0.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6901    2.3977    2.2002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2374    3.0543    1.2570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5512    1.2567    2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6899    0.1004    1.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8557    2.2659    1.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4039    0.0505    1.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2295   -1.8167    2.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0834   -2.3981    0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3517   -3.7485    1.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6135   -3.9390    0.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4024   -2.9451   -1.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0645    0.8875   -2.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2038   -0.8468   -2.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0267   -0.6380   -2.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9966    1.1079   -1.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8788    1.7017    0.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1894    0.4707    1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2408    0.6912    0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0684    0.4020   -2.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7699    0.7600   -2.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9686   -1.7089   -1.2306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7314   -1.4048   -0.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6842    1.8670   -1.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 16 24  1  0
 24 25  1  0
 24  2  1  0
 16  5  1  0
 23 21  1  0
 19  7  1  0
 15  9  1  0
 25 14  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 10 36  1  0
 11 37  1  0
 13 38  1  0
 17 39  1  0
 17 40  1  0
 18 41  1  0
 18 42  1  0
 20 43  1  0
 20 44  1  0
 21 45  1  0
 22 46  1  0
 22 47  1  0
 23 48  1  0
 23 49  1  0
 24 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₁H₂₅NO₃

Average Molecular Weight

339.435

Monoisotopic Molecular Weight

339.183443669

IUPAC Name

4-(cyclopropylmethyl)-14-methylidene-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-triene-10,17-diol

Traditional Name

4-(cyclopropylmethyl)-14-methylidene-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-triene-10,17-diol

CAS Registry Number

Not Available

SMILES

OC1=C2OC3C(=C)CCC4(O)C5CC(C=C1)=C2C34CCN5CC1CC1

InChI Identifier

InChI=1S/C21H25NO3/c1-12-6-7-21(24)16-10-14-4-5-15(23)18-17(14)20(21,19(12)25-18)8-9-22(16)11-13-2-3-13/h4-5,13,16,19,23-24H,1-3,6-11H2

InChI Key

WJBLNOPPDWQMCH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Not Available

Direct Parent

Phenanthrenes and derivatives

Alternative Parents

Substituents

Phenanthrene
Tetralin
Coumaran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Aralkylamine
Piperidine
Cyclic alcohol
Tertiary alcohol
1,2-aminoalcohol
Tertiary amine
Tertiary aliphatic amine
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

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	2.24	ALOGPS
logP	1.95	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	10.35	ChemAxon
pKa (Strongest Basic)	9.57	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.93 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	95.21 m³·mol⁻¹	ChemAxon
Polarizability	37.12 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
DeepCCS	[M-2H]-	216.096	30932474
DeepCCS	[M+Na]+	191.324	30932474
AllCCS	[M+H]+	184.1	32859911
AllCCS	[M+H-H2O]+	181.3	32859911
AllCCS	[M+NH4]+	186.6	32859911
AllCCS	[M+Na]+	187.3	32859911
AllCCS	[M-H]-	184.9	32859911
AllCCS	[M+Na-2H]-	184.4	32859911
AllCCS	[M+HCOO]-	184.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nalmefene	OC1=C2OC3C(=C)CCC4(O)C5CC(C=C1)=C2C34CCN5CC1CC1	3917.0	Standard polar	33892256
Nalmefene	OC1=C2OC3C(=C)CCC4(O)C5CC(C=C1)=C2C34CCN5CC1CC1	2810.7	Standard non polar	33892256
Nalmefene	OC1=C2OC3C(=C)CCC4(O)C5CC(C=C1)=C2C34CCN5CC1CC1	2815.9	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 - Nalmefene GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6y-9032000000-cc0c9d759dcb1393f3aa	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nalmefene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nalmefene GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nalmefene GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nalmefene GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nalmefene GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nalmefene GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nalmefene GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	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

4269

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4422

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 Nalmefene (HMDB0255432)

MOL for HMDB0255432 (Nalmefene)

3D MOL for HMDB0255432 (Nalmefene)

3D SDF for HMDB0255432 (Nalmefene)

3D-SDF for HMDB0255432 (Nalmefene)

PDB for HMDB0255432 (Nalmefene)

3D PDB for HMDB0255432 (Nalmefene)

SMILES for HMDB0255432 (Nalmefene)

INCHI for HMDB0255432 (Nalmefene)

Structure for HMDB0255432 (Nalmefene)

3D Structure for HMDB0255432 (Nalmefene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra