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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-08-29 00:56:57 UTC

Update Date

2021-09-26 22:48:54 UTC

HMDB ID

HMDB0242274

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(+/-)-Ethylketocyclazocine

Description

(+/-)-Ethylketocyclazocine belongs to the class of organic compounds known as 4-hydroxy-6,7-benzomorphans. These are aromatic heteropolycyclic compounds containing a 6,7-benzomorphan skeleton, which is hydroxylated at the ring 4-position. Based on a literature review a significant number of articles have been published on (+/-)-Ethylketocyclazocine. This compound has been identified in human blood as reported by (PMID: 31557052 ). (+/-)-ethylketocyclazocine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (+/-)-Ethylketocyclazocine 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

HMDB0249960
     RDKit          3D
Ethylketocyclazocine
 47 50  0  0  0  0  0  0  0  0999 V2000
   -2.9477   -2.2856    0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9056   -1.7067   -0.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0880   -0.6454   -0.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4113   -1.2249    1.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597   -1.7369    0.7133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8980   -0.6405    0.4138 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8461   -1.1675   -0.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1026   -0.3890   -0.7266 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0430   -0.1705    0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2120    0.9750   -0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1243    0.4153   -0.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4973    1.3512    0.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1129    1.9499    1.5673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9526    1.6222    0.6259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4997    2.8030    0.9823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8606    2.9952    0.8979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7182    2.0057    0.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0981    2.2343    0.3781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1529    0.7952    0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7840    0.5918    0.1693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0754   -0.2588   -1.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4721    0.6026   -2.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9949   -1.7810    1.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9086   -2.3281   -0.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6927   -3.3756    0.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1999   -2.4922   -1.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3395   -1.2972   -1.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3682   -0.5518    1.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0133   -2.1089    1.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3559   -2.1921    1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9069   -2.4950   -0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1588   -2.2254   -0.2321 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4162   -1.3436   -1.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6096   -0.6137   -1.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7469   -0.5173    1.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1261   -0.1772    0.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5043    1.4195    0.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8031    1.7448   -0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8208    0.9437   -0.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8272    3.5973    1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2801    3.9387    1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5389    2.6092   -0.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926    0.0025   -0.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4478   -1.1834   -1.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3345    0.9434   -2.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1277   -0.0468   -2.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1279    1.4146   -1.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 11 21  1  0
 21 22  1  0
 20  3  1  0
 21  3  1  0
 10  8  1  0
 20 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 15 40  1  0
 16 41  1  0
 18 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
 22 47  1  0
M  END


  Mrv1652308292102202D          

 22 25  0  0  0  0            999 V2000
    1.4400   -0.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8921   -0.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1524    0.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9753    0.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153    1.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4561    2.2274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8324    2.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2367    1.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4504    1.5799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0096    2.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6400    3.4459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4695    2.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5287    1.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1544    0.7990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8966    1.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9557    1.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2727    2.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5796    0.6965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1937    2.5969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8826    2.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7061    2.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2521    1.4053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
  6 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242274

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC12CCN(CC3CC3)C(C1C)C(=O)C1=C2C=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H25NO2/c1-3-19-8-9-20(11-13-4-5-13)17(12(19)2)18(22)15-7-6-14(21)10-16(15)19/h6-7,10,12-13,17,21H,3-5,8-9,11H2,1-2H3

> <INCHI_KEY>
SEJUQQOPVAUETF-UHFFFAOYSA-N

> <FORMULA>
C19H25NO2

> <MOLECULAR_WEIGHT>
299.414

> <EXACT_MASS>
299.188529049

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
34.13765454396649

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-(cyclopropylmethyl)-1-ethyl-4-hydroxy-13-methyl-10-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,5-trien-8-one

> <ALOGPS_LOGP>
3.64

> <JCHEM_LOGP>
2.9984166716025267

> <ALOGPS_LOGS>
-2.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
18.179723975471504

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.822958301619233

> <JCHEM_PKA_STRONGEST_BASIC>
7.039304814917802

> <JCHEM_POLAR_SURFACE_AREA>
40.540000000000006

> <JCHEM_REFRACTIVITY>
87.83330000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.26e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-(cyclopropylmethyl)-1-ethyl-4-hydroxy-13-methyl-10-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,5-trien-8-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249960
     RDKit          3D
Ethylketocyclazocine
 47 50  0  0  0  0  0  0  0  0999 V2000
   -2.9477   -2.2856    0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9056   -1.7067   -0.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0880   -0.6454   -0.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4113   -1.2249    1.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597   -1.7369    0.7133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8980   -0.6405    0.4138 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8461   -1.1675   -0.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1026   -0.3890   -0.7266 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0430   -0.1705    0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2120    0.9750   -0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1243    0.4153   -0.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4973    1.3512    0.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1129    1.9499    1.5673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9526    1.6222    0.6259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4997    2.8030    0.9823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8606    2.9952    0.8979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7182    2.0057    0.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0981    2.2343    0.3781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1529    0.7952    0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7840    0.5918    0.1693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0754   -0.2588   -1.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4721    0.6026   -2.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9949   -1.7810    1.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9086   -2.3281   -0.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6927   -3.3756    0.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1999   -2.4922   -1.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3395   -1.2972   -1.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3682   -0.5518    1.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0133   -2.1089    1.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3559   -2.1921    1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9069   -2.4950   -0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1588   -2.2254   -0.2321 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4162   -1.3436   -1.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6096   -0.6137   -1.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7469   -0.5173    1.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1261   -0.1772    0.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5043    1.4195    0.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8031    1.7448   -0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8208    0.9437   -0.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8272    3.5973    1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2801    3.9387    1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5389    2.6092   -0.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926    0.0025   -0.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4478   -1.1834   -1.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3345    0.9434   -2.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1277   -0.0468   -2.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1279    1.4146   -1.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 11 21  1  0
 21 22  1  0
 20  3  1  0
 21  3  1  0
 10  8  1  0
 20 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 15 40  1  0
 16 41  1  0
 18 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
 22 47  1  0
M  END

HEADER    PROTEIN                                 29-AUG-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-AUG-21         0                                  
HETATM    1  C   UNK     0       2.688  -1.266   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.665  -0.114   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.151   1.347   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.687   1.458   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.695   2.622   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       4.585   4.158   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       3.421   5.166   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.308   3.415   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.841   2.949   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.885   5.055   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.195   6.432   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.876   3.891   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.987   2.355   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.288   1.491   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.674   2.164   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.784   3.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.509   4.564   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.949   1.300   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.962   4.848   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.247   4.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.785   3.909   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.937   2.623   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8   13                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   19                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   17                                                  
CONECT   13   12    3   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15                                                            
CONECT   19    6   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20   22                                                       
CONECT   22   21   20                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   50    0
END

COMPND    HMDB0242274
HETATM    1  C1  UNL     1      -3.002  -1.605   1.830  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.358  -1.941   0.516  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.231  -1.049   0.135  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.675  -1.501  -1.230  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.466  -0.569  -1.608  1.00  0.00           C  
HETATM    6  N1  UNL     1       1.486  -0.570  -0.578  1.00  0.00           N  
HETATM    7  C6  UNL     1       2.576   0.252  -1.034  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.778   0.209  -0.155  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.927   1.082  -0.678  1.00  0.00           C  
HETATM   10  C9  UNL     1       4.186   1.438   0.559  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.006  -0.151   0.689  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.461   1.213   0.774  1.00  0.00           C  
HETATM   13  O1  UNL     1       1.052   2.195   1.312  1.00  0.00           O  
HETATM   14  C12 UNL     1      -0.866   1.449   0.194  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.257   2.764  -0.036  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.486   3.007  -0.580  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.286   1.931  -0.877  1.00  0.00           C  
HETATM   18  O2  UNL     1      -4.541   2.185  -1.432  1.00  0.00           O  
HETATM   19  C16 UNL     1      -2.887   0.610  -0.642  1.00  0.00           C  
HETATM   20  C17 UNL     1      -1.649   0.359  -0.095  1.00  0.00           C  
HETATM   21  C18 UNL     1      -0.086  -1.167   1.100  1.00  0.00           C  
HETATM   22  C19 UNL     1       0.541  -2.509   1.086  1.00  0.00           C  
HETATM   23  H1  UNL     1      -3.278  -0.560   1.967  1.00  0.00           H  
HETATM   24  H2  UNL     1      -2.420  -1.932   2.705  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.951  -2.218   1.874  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.144  -1.942  -0.255  1.00  0.00           H  
HETATM   27  H5  UNL     1      -2.000  -3.011   0.616  1.00  0.00           H  
HETATM   28  H6  UNL     1      -1.495  -1.307  -1.949  1.00  0.00           H  
HETATM   29  H7  UNL     1      -0.431  -2.551  -1.272  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.104   0.438  -1.807  1.00  0.00           H  
HETATM   31  H9  UNL     1       0.922  -0.977  -2.530  1.00  0.00           H  
HETATM   32  H10 UNL     1       2.899  -0.100  -2.060  1.00  0.00           H  
HETATM   33  H11 UNL     1       2.238   1.308  -1.218  1.00  0.00           H  
HETATM   34  H12 UNL     1       4.050  -0.781   0.268  1.00  0.00           H  
HETATM   35  H13 UNL     1       5.889   0.568  -0.670  1.00  0.00           H  
HETATM   36  H14 UNL     1       4.744   1.746  -1.543  1.00  0.00           H  
HETATM   37  H15 UNL     1       4.749   1.271   1.526  1.00  0.00           H  
HETATM   38  H16 UNL     1       3.622   2.364   0.581  1.00  0.00           H  
HETATM   39  H17 UNL     1       1.830  -0.226   1.418  1.00  0.00           H  
HETATM   40  H18 UNL     1      -0.597   3.588   0.208  1.00  0.00           H  
HETATM   41  H19 UNL     1      -2.772   4.037  -0.752  1.00  0.00           H  
HETATM   42  H20 UNL     1      -5.350   2.315  -0.828  1.00  0.00           H  
HETATM   43  H21 UNL     1      -3.615  -0.132  -0.926  1.00  0.00           H  
HETATM   44  H22 UNL     1      -0.495  -0.864   2.104  1.00  0.00           H  
HETATM   45  H23 UNL     1      -0.008  -3.303   0.552  1.00  0.00           H  
HETATM   46  H24 UNL     1       1.565  -2.502   0.604  1.00  0.00           H  
HETATM   47  H25 UNL     1       0.786  -2.862   2.137  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   20   21
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   11
CONECT    7    8   32   33
CONECT    8    9   10   34
CONECT    9   10   35   36
CONECT   10   37   38
CONECT   11   12   21   39
CONECT   12   13   13   14
CONECT   14   15   15   20
CONECT   15   16   40
CONECT   16   17   17   41
CONECT   17   18   19
CONECT   18   42
CONECT   19   20   20   43
CONECT   21   22   44
CONECT   22   45   46   47
END

HMDB0249960
     RDKit          3D
Ethylketocyclazocine
 47 50  0  0  0  0  0  0  0  0999 V2000
   -2.9477   -2.2856    0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9056   -1.7067   -0.8545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0880   -0.6454   -0.1934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4113   -1.2249    1.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597   -1.7369    0.7133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8980   -0.6405    0.4138 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8461   -1.1675   -0.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1026   -0.3890   -0.7266 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0430   -0.1705    0.4117 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2120    0.9750   -0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1243    0.4153   -0.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4973    1.3512    0.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1129    1.9499    1.5673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9526    1.6222    0.6259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4997    2.8030    0.9823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8606    2.9952    0.8979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7182    2.0057    0.4528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0981    2.2343    0.3781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1529    0.7952    0.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7840    0.5918    0.1693 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0754   -0.2588   -1.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4721    0.6026   -2.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9949   -1.7810    1.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9086   -2.3281   -0.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6927   -3.3756    0.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1999   -2.4922   -1.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3395   -1.2972   -1.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3682   -0.5518    1.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0133   -2.1089    1.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3559   -2.1921    1.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9069   -2.4950   -0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1588   -2.2254   -0.2321 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4162   -1.3436   -1.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6096   -0.6137   -1.7180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7469   -0.5173    1.4030 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1261   -0.1772    0.1830 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5043    1.4195    0.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8031    1.7448   -0.7340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8208    0.9437   -0.9773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8272    3.5973    1.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2801    3.9387    1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5389    2.6092   -0.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7926    0.0025   -0.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4478   -1.1834   -1.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3345    0.9434   -2.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1277   -0.0468   -2.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1279    1.4146   -1.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 11 21  1  0
 21 22  1  0
 20  3  1  0
 21  3  1  0
 10  8  1  0
 20 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 15 40  1  0
 16 41  1  0
 18 42  1  0
 19 43  1  0
 21 44  1  0
 22 45  1  0
 22 46  1  0
 22 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₂₅NO₂

Average Molecular Weight

299.414

Monoisotopic Molecular Weight

299.188529049

IUPAC Name

10-(cyclopropylmethyl)-1-ethyl-4-hydroxy-13-methyl-10-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,5-trien-8-one

Traditional Name

10-(cyclopropylmethyl)-1-ethyl-4-hydroxy-13-methyl-10-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,5-trien-8-one

CAS Registry Number

Not Available

SMILES

CCC12CCN(CC3CC3)C(C1C)C(=O)C1=C2C=C(O)C=C1

InChI Identifier

InChI=1S/C19H25NO2/c1-3-19-8-9-20(11-13-4-5-13)17(12(19)2)18(22)15-7-6-14(21)10-16(15)19/h6-7,10,12-13,17,21H,3-5,8-9,11H2,1-2H3

InChI Key

SEJUQQOPVAUETF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4-hydroxy-6,7-benzomorphans. These are aromatic heteropolycyclic compounds containing a 6,7-benzomorphan skeleton, which is hydroxylated at the ring 4-position.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

6,7-benzomorphans

Sub Class

4-hydroxy-6,7-benzomorphans

Direct Parent

4-hydroxy-6,7-benzomorphans

Alternative Parents

Substituents

4-hydroxy-6,7-benzomorphan
Benzazocine
Tetralin
Aryl ketone
Aryl alkyl ketone
Phenol
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Benzenoid
Piperidine
Ketone
Tertiary aliphatic amine
Tertiary amine
Organoheterocyclic compound
Azacycle
Organic oxygen compound
Organic nitrogen compound
Amine
Organooxygen compound
Organonitrogen compound
Organic oxide
Hydrocarbon derivative
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	3.64	ALOGPS
logP	3	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	7.82	ChemAxon
pKa (Strongest Basic)	7.04	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	40.54 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	87.83 m³·mol⁻¹	ChemAxon
Polarizability	34.14 Å³	ChemAxon
Number of Rings	4	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]-	208.952	30932474
DeepCCS	[M+Na]+	184.466	30932474
AllCCS	[M+H]+	174.7	32859911
AllCCS	[M+H-H2O]+	171.5	32859911
AllCCS	[M+NH4]+	177.6	32859911
AllCCS	[M+Na]+	178.4	32859911
AllCCS	[M-H]-	177.3	32859911
AllCCS	[M+Na-2H]-	177.1	32859911
AllCCS	[M+HCOO]-	177.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.6011 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.64 minutes	32390414

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(+/-)-Ethylketocyclazocine,1TMS,isomer #1	CCC12CCN(CC3CC3)C(C(=O)C3=CC=C(O[Si](C)(C)C)C=C31)C2C	2404.3	Semi standard non polar	33892256
(+/-)-Ethylketocyclazocine,1TMS,isomer #1	CCC12CCN(CC3CC3)C(C(=O)C3=CC=C(O[Si](C)(C)C)C=C31)C2C	2745.5	Standard non polar	33892256
(+/-)-Ethylketocyclazocine,1TMS,isomer #1	CCC12CCN(CC3CC3)C(C(=O)C3=CC=C(O[Si](C)(C)C)C=C31)C2C	2878.5	Standard polar	33892256
(+/-)-Ethylketocyclazocine,1TBDMS,isomer #1	CCC12CCN(CC3CC3)C(C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C31)C2C	2636.2	Semi standard non polar	33892256
(+/-)-Ethylketocyclazocine,1TBDMS,isomer #1	CCC12CCN(CC3CC3)C(C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C31)C2C	2994.4	Standard non polar	33892256
(+/-)-Ethylketocyclazocine,1TBDMS,isomer #1	CCC12CCN(CC3CC3)C(C(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C31)C2C	3007.7	Standard polar	33892256

Spectra

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

3688582

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4491166

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 (+/-)-Ethylketocyclazocine (HMDB0242274)

MOL for HMDB0242274 ((+/-)-Ethylketocyclazocine)

3D MOL for HMDB0242274 ((+/-)-Ethylketocyclazocine)

3D SDF for HMDB0242274 ((+/-)-Ethylketocyclazocine)

3D-SDF for HMDB0242274 ((+/-)-Ethylketocyclazocine)

PDB for HMDB0242274 ((+/-)-Ethylketocyclazocine)

3D PDB for HMDB0242274 ((+/-)-Ethylketocyclazocine)

SMILES for HMDB0242274 ((+/-)-Ethylketocyclazocine)

INCHI for HMDB0242274 ((+/-)-Ethylketocyclazocine)

Structure for HMDB0242274 ((+/-)-Ethylketocyclazocine)

3D Structure for HMDB0242274 ((+/-)-Ethylketocyclazocine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized