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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:14:43 UTC

Update Date

2021-09-26 22:56:47 UTC

HMDB ID

HMDB0247235

Secondary Accession Numbers

None

Metabolite Identification

Common Name

7-Benzylidenenaltrexone

Description

129468-28-6, also known as BNTX-7 or 7-BNTX, 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 very few articles have been published on 129468-28-6. This compound has been identified in human blood as reported by (PMID: 31557052 ). 7-benzylidenenaltrexone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 7-Benzylidenenaltrexone 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


  Mrv1652309112102152D          

 32 38  0  0  0  0            999 V2000
   -1.4184    3.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6271    2.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2251    2.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586    1.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8902    0.8283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1537   -0.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3617   -0.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4846   -0.3223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4293   -1.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4257   -1.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6626   -2.1365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0112   -0.7291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8262   -0.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3447   -0.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1597   -0.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6783    0.2975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3819    1.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5670    1.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0484    0.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6138    0.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1801    0.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0479    1.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7481    1.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4442    0.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2733   -0.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7890   -0.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6010   -0.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8378    0.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2559    1.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1958   -0.9353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2595   -1.3304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9474    0.5978    0.0000 O   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
  1  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  1  0  0  0  0
  9 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
 13 14  1  4  0  0  0
 14 15  2  0  0  0  0
 15 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
 14 19  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  0  0  0  0
  8 21  1  0  0  0  0
 21 22  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
  8 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
 27 30  1  0  0  0  0
 26 31  1  0  0  0  0
  9 31  1  0  0  0  0
 21 32  1  0  0  0  0
M  END

HMDB0247235
     RDKit          3D
7-Benzylidenenaltrexone
 59 65  0  0  0  0  0  0  0  0999 V2000
    2.5626   -3.0593   -1.6648 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6639   -2.1629   -1.4894 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1641   -0.8370   -1.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4101   -0.6444   -0.7669 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0568    0.5624   -0.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2057    0.9962   -0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9209    2.1138   -0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4870    2.8414    0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3520    2.4296    1.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6388    1.3037    0.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0713    0.2302   -0.9967 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0154   -0.3806   -0.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6935   -0.9816    0.9309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0433    0.4452    0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8096   -0.3661    1.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6759   -1.8426    1.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0928   -2.7323    2.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8831   -4.0888    2.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2637   -4.5831    0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0537   -5.9341    0.6713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8536   -3.6738   -0.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0853   -2.3862    0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6428   -1.4896   -0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8560   -1.1206   -1.7216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7425   -0.1734   -0.9721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9553    0.9983   -0.5647 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8115    1.9880   -0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1460    3.3321    0.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1043    4.3997    0.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6313    4.5002   -0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2425   -2.4286   -1.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2006   -3.7445   -1.3445 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0912   -1.5253   -0.8701 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5580    0.4263   -1.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8023    2.4498   -1.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0157    3.7294    0.8702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9850    2.9945    2.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7477    0.9878    1.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5347    1.1508   -0.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7949    0.3490   -2.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7970   -1.9371    0.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5896    1.3058    0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8498   -0.1249    1.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3266   -0.1787    2.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5835   -2.3855    3.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2035   -4.8243    2.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3658   -6.5729    1.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6464   -0.6964   -2.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4553   -2.0769   -1.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3534   -0.5994   -0.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4812    0.2339   -1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6879    2.1656   -0.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2382    1.7058    0.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1115    3.3367    0.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6769    5.0783    1.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1481    4.1384    0.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3781    4.3299   -1.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8915    5.2942   -0.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0270   -2.2659   -2.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  3 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
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 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
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 22 23  1  0
 23 24  1  0
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 27 28  1  0
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 29 30  1  0
 23 31  1  0
 31 32  1  0
 31  2  1  0
 10  5  1  0
 23 12  1  0
 30 28  1  0
 26 14  1  0
 22 16  1  0
 32 21  1  0
  4 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
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 27 52  1  0
 27 53  1  0
 28 54  1  0
 29 55  1  0
 29 56  1  0
 30 57  1  0
 30 58  1  0
 31 59  1  0
M  END


  Mrv1652309112102152D          

 32 38  0  0  0  0            999 V2000
   -1.4184    3.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6271    2.7859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2251    2.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586    1.4262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8902    0.8283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1537   -0.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3617   -0.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4846   -0.3223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4293   -1.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4257   -1.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6626   -2.1365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0112   -0.7291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8262   -0.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3447   -0.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1597   -0.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6783    0.2975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3819    1.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5670    1.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0484    0.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6138    0.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1801    0.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0479    1.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7481    1.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4442    0.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2733   -0.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7890   -0.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6010   -0.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8378    0.4446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2559    1.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1958   -0.9353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2595   -1.3304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9474    0.5978    0.0000 O   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
  1  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  1  0  0  0  0
  9 10  1  0  0  0  0
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  5 22  1  0  0  0  0
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  8 25  1  0  0  0  0
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 26 31  1  0  0  0  0
  9 31  1  0  0  0  0
 21 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247235

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C2OC3C(=O)C(CC4(O)C5CC(C=C1)=C2C34CCN5CC1CC1)=CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H27NO4/c29-20-9-8-18-13-21-27(31)14-19(12-16-4-2-1-3-5-16)23(30)25-26(27,22(18)24(20)32-25)10-11-28(21)15-17-6-7-17/h1-5,8-9,12,17,21,25,29,31H,6-7,10-11,13-15H2

> <INCHI_KEY>
WXOUFNFMPVMGFZ-UHFFFAOYSA-N

> <FORMULA>
C27H27NO4

> <MOLECULAR_WEIGHT>
429.516

> <EXACT_MASS>
429.194008353

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
47.033785619194475

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(cyclopropylmethyl)-10,17-dihydroxy-15-(phenylmethylidene)-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-trien-14-one

> <ALOGPS_LOGP>
3.73

> <JCHEM_LOGP>
3.4112062739950106

> <ALOGPS_LOGS>
-3.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.502207347212565

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.108033515794856

> <JCHEM_PKA_STRONGEST_BASIC>
8.914372035145025

> <JCHEM_POLAR_SURFACE_AREA>
70.00000000000001

> <JCHEM_REFRACTIVITY>
121.64789999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.10e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(cyclopropylmethyl)-10,17-dihydroxy-15-(phenylmethylidene)-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-trien-14-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247235
     RDKit          3D
7-Benzylidenenaltrexone
 59 65  0  0  0  0  0  0  0  0999 V2000
    2.5626   -3.0593   -1.6648 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6639   -2.1629   -1.4894 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1641   -0.8370   -1.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4101   -0.6444   -0.7669 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0568    0.5624   -0.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2057    0.9962   -0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9209    2.1138   -0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4870    2.8414    0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3520    2.4296    1.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6388    1.3037    0.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0713    0.2302   -0.9967 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0154   -0.3806   -0.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6935   -0.9816    0.9309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0433    0.4452    0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8096   -0.3661    1.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6759   -1.8426    1.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0928   -2.7323    2.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8831   -4.0888    2.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2637   -4.5831    0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0537   -5.9341    0.6713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8536   -3.6738   -0.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0853   -2.3862    0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6428   -1.4896   -0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8560   -1.1206   -1.7216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7425   -0.1734   -0.9721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9553    0.9983   -0.5647 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8115    1.9880   -0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1460    3.3321    0.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1043    4.3997    0.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6313    4.5002   -0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2425   -2.4286   -1.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2006   -3.7445   -1.3445 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0912   -1.5253   -0.8701 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5580    0.4263   -1.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8023    2.4498   -1.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0157    3.7294    0.8702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9850    2.9945    2.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7477    0.9878    1.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5347    1.1508   -0.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7949    0.3490   -2.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7970   -1.9371    0.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5896    1.3058    0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8498   -0.1249    1.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3266   -0.1787    2.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5835   -2.3855    3.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2035   -4.8243    2.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3658   -6.5729    1.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6464   -0.6964   -2.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4553   -2.0769   -1.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3534   -0.5994   -0.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4812    0.2339   -1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6879    2.1656   -0.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2382    1.7058    0.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1115    3.3367    0.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6769    5.0783    1.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1481    4.1384    0.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3781    4.3299   -1.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8915    5.2942   -0.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0270   -2.2659   -2.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  3 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 23 31  1  0
 31 32  1  0
 31  2  1  0
 10  5  1  0
 23 12  1  0
 30 28  1  0
 26 14  1  0
 22 16  1  0
 32 21  1  0
  4 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 17 45  1  0
 18 46  1  0
 20 47  1  0
 24 48  1  0
 24 49  1  0
 25 50  1  0
 25 51  1  0
 27 52  1  0
 27 53  1  0
 28 54  1  0
 29 55  1  0
 29 56  1  0
 30 57  1  0
 30 58  1  0
 31 59  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      -2.648   5.636   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.171   5.200   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.287   4.139   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.723   2.662   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -1.662   1.546   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -2.154  -0.009   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.675  -1.006   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.905  -0.602   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.801  -2.141   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.795  -2.513   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.237  -3.988   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.888  -1.361   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.409  -1.601   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.377  -0.403   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.898  -0.642   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.866   0.555   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.313   1.993   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.792   2.232   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.824   1.034   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.146   0.187   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.336   0.550   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.089   1.957   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.396   2.501   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.696   1.548   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.377  -0.007   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.339  -1.189   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.855  -0.679   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.297   0.830   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.211   1.933   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       5.965  -1.746   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.351  -2.484   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       1.769   1.116   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    3                                                       
CONECT    3    2    1    4                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   22                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   21   25                                             
CONECT    9    8   10   31                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   20                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   12   21                                                       
CONECT   21   20    8   22   32                                             
CONECT   22   21    5   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24    8   26                                                  
CONECT   26   25   27   31                                                  
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28   24                                                       
CONECT   30   27                                                            
CONECT   31   26    9                                                       
CONECT   32   21                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   76    0
END

COMPND    HMDB0249328
HETATM    1  O1  UNL     1       1.820  -0.579  -3.643  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.703  -0.074  -2.510  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.931  -0.988  -1.319  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.551  -2.126  -1.508  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.808  -3.039  -0.422  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.350  -2.626   0.778  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.582  -3.493   1.812  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.274  -4.811   1.673  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.734  -5.229   0.482  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.483  -4.389  -0.590  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.381  -0.491  -0.021  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.012   0.017  -0.315  1.00  0.00           C  
HETATM   13  O2  UNL     1      -0.587  -1.086  -0.955  1.00  0.00           O  
HETATM   14  C12 UNL     1      -0.911   0.464   0.732  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.742   1.807   1.364  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.324   2.877   0.433  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.305   4.219   0.684  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.190   5.086  -0.293  1.00  0.00           C  
HETATM   19  C17 UNL     1       0.669   4.597  -1.524  1.00  0.00           C  
HETATM   20  O3  UNL     1       1.168   5.425  -2.514  1.00  0.00           O  
HETATM   21  C18 UNL     1       0.657   3.234  -1.791  1.00  0.00           C  
HETATM   22  C19 UNL     1       0.142   2.466  -0.761  1.00  0.00           C  
HETATM   23  C20 UNL     1       0.103   1.105  -1.279  1.00  0.00           C  
HETATM   24  C21 UNL     1      -1.133   1.033  -2.102  1.00  0.00           C  
HETATM   25  C22 UNL     1      -2.290   0.911  -1.206  1.00  0.00           C  
HETATM   26  N1  UNL     1      -2.235   0.452   0.130  1.00  0.00           N  
HETATM   27  C23 UNL     1      -2.968  -0.711   0.402  1.00  0.00           C  
HETATM   28  C24 UNL     1      -3.376  -1.121   1.752  1.00  0.00           C  
HETATM   29  C25 UNL     1      -4.284  -0.284   2.590  1.00  0.00           C  
HETATM   30  C26 UNL     1      -2.841  -0.564   3.019  1.00  0.00           C  
HETATM   31  C27 UNL     1       1.390   1.218  -2.072  1.00  0.00           C  
HETATM   32  O4  UNL     1       1.030   2.338  -2.828  1.00  0.00           O  
HETATM   33  H1  UNL     1       2.908  -2.450  -2.488  1.00  0.00           H  
HETATM   34  H2  UNL     1       3.616  -1.563   0.898  1.00  0.00           H  
HETATM   35  H3  UNL     1       4.009  -3.087   2.721  1.00  0.00           H  
HETATM   36  H4  UNL     1       3.462  -5.493   2.503  1.00  0.00           H  
HETATM   37  H5  UNL     1       2.503  -6.298   0.414  1.00  0.00           H  
HETATM   38  H6  UNL     1       2.052  -4.773  -1.518  1.00  0.00           H  
HETATM   39  H7  UNL     1       1.299  -1.402   0.650  1.00  0.00           H  
HETATM   40  H8  UNL     1       2.057   0.205   0.466  1.00  0.00           H  
HETATM   41  H9  UNL     1      -0.204  -1.938  -0.638  1.00  0.00           H  
HETATM   42  H10 UNL     1      -0.926  -0.304   1.545  1.00  0.00           H  
HETATM   43  H11 UNL     1      -0.034   1.802   2.220  1.00  0.00           H  
HETATM   44  H12 UNL     1      -1.759   2.115   1.764  1.00  0.00           H  
HETATM   45  H13 UNL     1      -0.676   4.559   1.634  1.00  0.00           H  
HETATM   46  H14 UNL     1       0.209   6.150  -0.109  1.00  0.00           H  
HETATM   47  H15 UNL     1       1.229   6.417  -2.444  1.00  0.00           H  
HETATM   48  H16 UNL     1      -1.219   2.008  -2.677  1.00  0.00           H  
HETATM   49  H17 UNL     1      -1.084   0.242  -2.894  1.00  0.00           H  
HETATM   50  H18 UNL     1      -2.876   1.882  -1.198  1.00  0.00           H  
HETATM   51  H19 UNL     1      -3.024   0.211  -1.730  1.00  0.00           H  
HETATM   52  H20 UNL     1      -3.942  -0.592  -0.230  1.00  0.00           H  
HETATM   53  H21 UNL     1      -2.501  -1.647  -0.075  1.00  0.00           H  
HETATM   54  H22 UNL     1      -3.680  -2.234   1.792  1.00  0.00           H  
HETATM   55  H23 UNL     1      -4.538   0.762   2.287  1.00  0.00           H  
HETATM   56  H24 UNL     1      -5.030  -0.775   3.215  1.00  0.00           H  
HETATM   57  H25 UNL     1      -2.262   0.324   3.191  1.00  0.00           H  
HETATM   58  H26 UNL     1      -2.724  -1.340   3.851  1.00  0.00           H  
HETATM   59  H27 UNL     1       2.151   1.582  -1.344  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   31
CONECT    3    4    4   11
CONECT    4    5   33
CONECT    5    6    6   10
CONECT    6    7   34
CONECT    7    8    8   35
CONECT    8    9   36
CONECT    9   10   10   37
CONECT   10   38
CONECT   11   12   39   40
CONECT   12   13   14   23
CONECT   13   41
CONECT   14   15   26   42
CONECT   15   16   43   44
CONECT   16   17   17   22
CONECT   17   18   45
CONECT   18   19   19   46
CONECT   19   20   21
CONECT   20   47
CONECT   21   22   22   32
CONECT   22   23
CONECT   23   24   31
CONECT   24   25   48   49
CONECT   25   26   50   51
CONECT   26   27
CONECT   27   28   52   53
CONECT   28   29   30   54
CONECT   29   30   55   56
CONECT   30   57   58
CONECT   31   32   59
END

HMDB0247235
     RDKit          3D
7-Benzylidenenaltrexone
 59 65  0  0  0  0  0  0  0  0999 V2000
    2.5626   -3.0593   -1.6648 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6639   -2.1629   -1.4894 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1641   -0.8370   -1.0513 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4101   -0.6444   -0.7669 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0568    0.5624   -0.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2057    0.9962   -0.9706 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9209    2.1138   -0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4870    2.8414    0.5129 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3520    2.4296    1.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6388    1.3037    0.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0713    0.2302   -0.9967 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0154   -0.3806   -0.1921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6935   -0.9816    0.9309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0433    0.4452    0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8096   -0.3661    1.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6759   -1.8426    1.2586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0928   -2.7323    2.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8831   -4.0888    2.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2637   -4.5831    0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0537   -5.9341    0.6713 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8536   -3.6738   -0.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0853   -2.3862    0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6428   -1.4896   -0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8560   -1.1206   -1.7216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7425   -0.1734   -0.9721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9553    0.9983   -0.5647 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8115    1.9880   -0.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1460    3.3321    0.2077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1043    4.3997    0.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6313    4.5002   -0.6149 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2425   -2.4286   -1.7049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2006   -3.7445   -1.3445 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0912   -1.5253   -0.8701 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5580    0.4263   -1.8392 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8023    2.4498   -1.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0157    3.7294    0.8702 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9850    2.9945    2.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7477    0.9878    1.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5347    1.1508   -0.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7949    0.3490   -2.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7970   -1.9371    0.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5896    1.3058    0.9702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8498   -0.1249    1.6051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3266   -0.1787    2.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5835   -2.3855    3.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2035   -4.8243    2.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3658   -6.5729    1.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6464   -0.6964   -2.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4553   -2.0769   -1.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3534   -0.5994   -0.1924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4812    0.2339   -1.7312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6879    2.1656   -0.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2382    1.7058    0.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1115    3.3367    0.5242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6769    5.0783    1.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1481    4.1384    0.9531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3781    4.3299   -1.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8915    5.2942   -0.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0270   -2.2659   -2.8070 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  3 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 23 31  1  0
 31 32  1  0
 31  2  1  0
 10  5  1  0
 23 12  1  0
 30 28  1  0
 26 14  1  0
 22 16  1  0
 32 21  1  0
  4 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 17 45  1  0
 18 46  1  0
 20 47  1  0
 24 48  1  0
 24 49  1  0
 25 50  1  0
 25 51  1  0
 27 52  1  0
 27 53  1  0
 28 54  1  0
 29 55  1  0
 29 56  1  0
 30 57  1  0
 30 58  1  0
 31 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
BNTX-7	MeSH
7-BNTX	MeSH
7-Benzylidenenaltrexone	MeSH

Chemical Formula

C₂₇H₂₇NO₄

Average Molecular Weight

429.516

Monoisotopic Molecular Weight

429.194008353

IUPAC Name

4-(cyclopropylmethyl)-10,17-dihydroxy-15-(phenylmethylidene)-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-trien-14-one

Traditional Name

4-(cyclopropylmethyl)-10,17-dihydroxy-15-(phenylmethylidene)-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-trien-14-one

CAS Registry Number

Not Available

SMILES

OC1=C2OC3C(=O)C(CC4(O)C5CC(C=C1)=C2C34CCN5CC1CC1)=CC1=CC=CC=C1

InChI Identifier

InChI=1S/C27H27NO4/c29-20-9-8-18-13-21-27(31)14-19(12-16-4-2-1-3-5-16)23(30)25-26(27,22(18)24(20)32-25)10-11-28(21)15-17-6-7-17/h1-5,8-9,12,17,21,25,29,31H,6-7,10-11,13-15H2

InChI Key

WXOUFNFMPVMGFZ-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
Isoquinolone
Tetralin
Coumaran
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Monocyclic benzene moiety
Piperidine
Cyclic alcohol
Tertiary alcohol
Tertiary aliphatic amine
Tertiary amine
1,2-aminoalcohol
Ketone
Oxacycle
Azacycle
Organoheterocyclic compound
Ether
Alcohol
Organonitrogen compound
Organopnictogen compound
Organooxygen compound
Organic oxide
Carbonyl group
Organic oxygen compound
Amine
Organic nitrogen compound
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)

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	3.73	ALOGPS
logP	3.41	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	10.11	ChemAxon
pKa (Strongest Basic)	8.91	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	121.65 m³·mol⁻¹	ChemAxon
Polarizability	47.03 Å³	ChemAxon
Number of Rings	7	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]-	238.487	30932474
DeepCCS	[M+Na]+	213.954	30932474
AllCCS	[M+H]+	203.2	32859911
AllCCS	[M+H-H2O]+	201.2	32859911
AllCCS	[M+NH4]+	205.1	32859911
AllCCS	[M+Na]+	205.6	32859911
AllCCS	[M-H]-	198.9	32859911
AllCCS	[M+Na-2H]-	198.8	32859911
AllCCS	[M+HCOO]-	198.8	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-Benzylidenenaltrexone,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C(=O)C(=CC1=CC=CC=C1)CC35O	3753.4	Semi standard non polar	33892256
7-Benzylidenenaltrexone,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C(=O)C(=CC1=CC=CC=C1)CC35O	3678.0	Standard non polar	33892256
7-Benzylidenenaltrexone,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C(=O)C(=CC1=CC=CC=C1)CC35O	4497.2	Standard polar	33892256
7-Benzylidenenaltrexone,1TMS,isomer #2	C[Si](C)(C)OC12CC(=CC3=CC=CC=C3)C(=O)C3OC4=C(O)C=CC5=C4C31CCN(CC1CC1)C2C5	3692.6	Semi standard non polar	33892256
7-Benzylidenenaltrexone,1TMS,isomer #2	C[Si](C)(C)OC12CC(=CC3=CC=CC=C3)C(=O)C3OC4=C(O)C=CC5=C4C31CCN(CC1CC1)C2C5	3658.3	Standard non polar	33892256
7-Benzylidenenaltrexone,1TMS,isomer #2	C[Si](C)(C)OC12CC(=CC3=CC=CC=C3)C(=O)C3OC4=C(O)C=CC5=C4C31CCN(CC1CC1)C2C5	4506.0	Standard polar	33892256
7-Benzylidenenaltrexone,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C(=O)C(=CC1=CC=CC=C1)CC35O[Si](C)(C)C	3642.4	Semi standard non polar	33892256
7-Benzylidenenaltrexone,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C(=O)C(=CC1=CC=CC=C1)CC35O[Si](C)(C)C	3698.5	Standard non polar	33892256
7-Benzylidenenaltrexone,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C(=O)C(=CC1=CC=CC=C1)CC35O[Si](C)(C)C	4342.8	Standard polar	33892256
7-Benzylidenenaltrexone,2TMS,isomer #3	C[Si](C)(C)OC1=C2OC3=C(O)C=CC4=C3C23CCN(CC2CC2)C(C4)C3(O[Si](C)(C)C)CC1=CC1=CC=CC=C1	3562.2	Semi standard non polar	33892256
7-Benzylidenenaltrexone,2TMS,isomer #3	C[Si](C)(C)OC1=C2OC3=C(O)C=CC4=C3C23CCN(CC2CC2)C(C4)C3(O[Si](C)(C)C)CC1=CC1=CC=CC=C1	3651.3	Standard non polar	33892256
7-Benzylidenenaltrexone,2TMS,isomer #3	C[Si](C)(C)OC1=C2OC3=C(O)C=CC4=C3C23CCN(CC2CC2)C(C4)C3(O[Si](C)(C)C)CC1=CC1=CC=CC=C1	4410.7	Standard polar	33892256
7-Benzylidenenaltrexone,3TMS,isomer #1	C[Si](C)(C)OC1=C2OC3=C(O[Si](C)(C)C)C=CC4=C3C23CCN(CC2CC2)C(C4)C3(O[Si](C)(C)C)CC1=CC1=CC=CC=C1	3547.1	Semi standard non polar	33892256
7-Benzylidenenaltrexone,3TMS,isomer #1	C[Si](C)(C)OC1=C2OC3=C(O[Si](C)(C)C)C=CC4=C3C23CCN(CC2CC2)C(C4)C3(O[Si](C)(C)C)CC1=CC1=CC=CC=C1	3670.3	Standard non polar	33892256
7-Benzylidenenaltrexone,3TMS,isomer #1	C[Si](C)(C)OC1=C2OC3=C(O[Si](C)(C)C)C=CC4=C3C23CCN(CC2CC2)C(C4)C3(O[Si](C)(C)C)CC1=CC1=CC=CC=C1	4200.7	Standard polar	33892256
7-Benzylidenenaltrexone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC12CC(=CC3=CC=CC=C3)C(=O)C3OC4=C(O)C=CC5=C4C31CCN(CC1CC1)C2C5	3910.6	Semi standard non polar	33892256
7-Benzylidenenaltrexone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC12CC(=CC3=CC=CC=C3)C(=O)C3OC4=C(O)C=CC5=C4C31CCN(CC1CC1)C2C5	3920.6	Standard non polar	33892256
7-Benzylidenenaltrexone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC12CC(=CC3=CC=CC=C3)C(=O)C3OC4=C(O)C=CC5=C4C31CCN(CC1CC1)C2C5	4594.6	Standard polar	33892256
7-Benzylidenenaltrexone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C(=O)C(=CC1=CC=CC=C1)CC35O[Si](C)(C)C(C)(C)C	4046.0	Semi standard non polar	33892256
7-Benzylidenenaltrexone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C(=O)C(=CC1=CC=CC=C1)CC35O[Si](C)(C)C(C)(C)C	4176.3	Standard non polar	33892256
7-Benzylidenenaltrexone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2CC3N(CC4CC4)CCC45C2=C1OC4C(=O)C(=CC1=CC=CC=C1)CC35O[Si](C)(C)C(C)(C)C	4476.5	Standard polar	33892256
7-Benzylidenenaltrexone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC4=C3C23CCN(CC2CC2)C(C4)C3(O)CC1=CC1=CC=CC=C1	4003.5	Semi standard non polar	33892256
7-Benzylidenenaltrexone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC4=C3C23CCN(CC2CC2)C(C4)C3(O)CC1=CC1=CC=CC=C1	4113.8	Standard non polar	33892256
7-Benzylidenenaltrexone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC4=C3C23CCN(CC2CC2)C(C4)C3(O)CC1=CC1=CC=CC=C1	4556.6	Standard polar	33892256
7-Benzylidenenaltrexone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC4=C3C23CCN(CC2CC2)C(C4)C3(O[Si](C)(C)C(C)(C)C)CC1=CC1=CC=CC=C1	4116.5	Semi standard non polar	33892256
7-Benzylidenenaltrexone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC4=C3C23CCN(CC2CC2)C(C4)C3(O[Si](C)(C)C(C)(C)C)CC1=CC1=CC=CC=C1	4308.1	Standard non polar	33892256
7-Benzylidenenaltrexone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC4=C3C23CCN(CC2CC2)C(C4)C3(O[Si](C)(C)C(C)(C)C)CC1=CC1=CC=CC=C1	4364.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Benzylidenenaltrexone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9503200000-1309583692df9ad1bb30	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Benzylidenenaltrexone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Benzylidenenaltrexone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Benzylidenenaltrexone GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Benzylidenenaltrexone GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Benzylidenenaltrexone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Benzylidenenaltrexone GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Benzylidenenaltrexone GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	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 - 7-Benzylidenenaltrexone 10V, Positive-QTOF	splash10-001i-0000900000-13555f078e85fb2b65cb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Benzylidenenaltrexone 20V, Positive-QTOF	splash10-001i-2000900000-826a600c4a773104aa0f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Benzylidenenaltrexone 40V, Positive-QTOF	splash10-07cu-9522800000-4902949650d272e2d5b2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Benzylidenenaltrexone 10V, Negative-QTOF	splash10-004i-0000900000-6e270f3fd8b8f5014b37	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Benzylidenenaltrexone 20V, Negative-QTOF	splash10-004i-0001900000-353b6c742d999c52212f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Benzylidenenaltrexone 40V, Negative-QTOF	splash10-004i-0100900000-e1f3b095a2fc8d9a0db3	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

4322420

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5149021

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 7-Benzylidenenaltrexone (HMDB0247235)

MOL for HMDB0247235 (7-Benzylidenenaltrexone)

3D MOL for HMDB0247235 (7-Benzylidenenaltrexone)

3D SDF for HMDB0247235 (7-Benzylidenenaltrexone)

3D-SDF for HMDB0247235 (7-Benzylidenenaltrexone)

PDB for HMDB0247235 (7-Benzylidenenaltrexone)

3D PDB for HMDB0247235 (7-Benzylidenenaltrexone)

SMILES for HMDB0247235 (7-Benzylidenenaltrexone)

INCHI for HMDB0247235 (7-Benzylidenenaltrexone)

Structure for HMDB0247235 (7-Benzylidenenaltrexone)

3D Structure for HMDB0247235 (7-Benzylidenenaltrexone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra