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Showing metabocard for N-Allylsecoboldine (HMDB0255081)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 14:37:04 UTC
Update Date2021-09-26 23:09:36 UTC
HMDB IDHMDB0255081
Secondary Accession NumbersNone
Metabolite Identification
Common NameN-Allylsecoboldine
Description3,5-dimethoxy-8-{2-[methyl(prop-2-en-1-yl)amino]ethyl}phenanthrene-2,6-diol belongs to the class of organic compounds known as 6,6a-secoaporphines. These are alkaloids with a structure that contains an aminoethylphenanthrene moiety. Based on a literature review very few articles have been published on 3,5-dimethoxy-8-{2-[methyl(prop-2-en-1-yl)amino]ethyl}phenanthrene-2,6-diol. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-allylsecoboldine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-Allylsecoboldine 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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0255081 (N-Allylsecoboldine)


  Mrv1652309112116372D          

 27 29  0  0  0  0            999 V2000
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
  9 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 21  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  1  0  0  0  0
  7 24  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  END
Download

3D MOL for HMDB0255081 (N-Allylsecoboldine)

HMDB0255081
     RDKit          3D
N-Allylsecoboldine
 52 54  0  0  0  0  0  0  0  0999 V2000
    6.8230   -2.1752   -0.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9492   -1.8326    0.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5378   -1.4358    0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3846   -0.0755    0.6295 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2121    0.8492   -0.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0162    0.3603    0.7104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3677    0.5286   -0.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9460    0.9643   -0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6104    2.2923   -0.7091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6906    2.6803   -0.5956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697    4.0346   -0.7920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7145    1.7658   -0.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9536    2.3114   -0.2324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7071    2.5564   -1.4567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3899    0.4623   -0.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0508    0.0345   -0.2212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2666   -1.2770   -0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6961   -2.1883    0.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0058   -1.8174    0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9660   -2.7538    0.7322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2696   -2.3802    0.9032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2452   -3.3011    1.2459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6278   -1.0799    0.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9292   -0.6285    0.8953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2958    0.7081    0.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6770   -0.1019    0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3763   -0.4884    0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4783   -2.1555   -1.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8364   -2.4628   -0.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2848   -1.8475    1.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3890   -1.4996   -0.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8572   -2.0711    0.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5766    0.2959   -1.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7225    1.7957   -0.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0907    1.0735    0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4759   -0.2948    1.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0696    1.3592    1.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8804    1.3312   -1.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4731   -0.3793   -1.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4211    2.9707   -0.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2881    4.7167   -1.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7141    2.8574   -1.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2798    3.3879   -2.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7833    1.6005   -1.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167   -1.5632   -0.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4522   -3.2285    0.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6441   -3.7837    0.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9772   -4.2804    1.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2223    1.0446   -0.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3529    0.8256    1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6996    1.4045    1.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0076    0.8904    0.3246 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  2  0
 16  8  1  0
 27 19  1  0
 27 15  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  5 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  9 40  1  0
 11 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 17 45  1  0
 18 46  1  0
 20 47  1  0
 22 48  1  0
 25 49  1  0
 25 50  1  0
 25 51  1  0
 26 52  1  0
M  END
Download

3D SDF for HMDB0255081 (N-Allylsecoboldine)


  Mrv1652309112116372D          

 27 29  0  0  0  0            999 V2000
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
  9 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 21  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  1  0  0  0  0
  7 24  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255081

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C2C=CC3=C(C(OC)=C(O)C=C3CCN(C)CC=C)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H25NO4/c1-5-9-23(2)10-8-15-12-19(25)22(27-4)21-16(15)7-6-14-11-18(24)20(26-3)13-17(14)21/h5-7,11-13,24-25H,1,8-10H2,2-4H3

> <INCHI_KEY>
YNBWUYOUFROCCL-UHFFFAOYSA-N

> <FORMULA>
C22H25NO4

> <MOLECULAR_WEIGHT>
367.445

> <EXACT_MASS>
367.178358289

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
40.92982901723884

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5-dimethoxy-8-{2-[methyl(prop-2-en-1-yl)amino]ethyl}phenanthrene-2,6-diol

> <ALOGPS_LOGP>
4.25

> <JCHEM_LOGP>
3.5644109809722404

> <ALOGPS_LOGS>
-4.25

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
10.10737301219949

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.548839737088835

> <JCHEM_PKA_STRONGEST_BASIC>
8.815605664916355

> <JCHEM_POLAR_SURFACE_AREA>
62.16000000000001

> <JCHEM_REFRACTIVITY>
108.307

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.05e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dimethoxy-8-{2-[methyl(prop-2-en-1-yl)amino]ethyl}phenanthrene-2,6-diol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0255081 (N-Allylsecoboldine)

HMDB0255081
     RDKit          3D
N-Allylsecoboldine
 52 54  0  0  0  0  0  0  0  0999 V2000
    6.8230   -2.1752   -0.4447 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9492   -1.8326    0.5079 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5378   -1.4358    0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3846   -0.0755    0.6295 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2121    0.8492   -0.1228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0162    0.3603    0.7104 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3677    0.5286   -0.6230 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9460    0.9643   -0.5242 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6104    2.2923   -0.7091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6906    2.6803   -0.5956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697    4.0346   -0.7920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7145    1.7658   -0.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9536    2.3114   -0.2324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7071    2.5564   -1.4567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3899    0.4623   -0.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0508    0.0345   -0.2212 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2666   -1.2770   -0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6961   -2.1883    0.2577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0058   -1.8174    0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9660   -2.7538    0.7322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2696   -2.3802    0.9032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2452   -3.3011    1.2459 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6278   -1.0799    0.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9292   -0.6285    0.8953 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2958    0.7081    0.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6770   -0.1019    0.3846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3763   -0.4884    0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4783   -2.1555   -1.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8364   -2.4628   -0.2251 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2848   -1.8475    1.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3890   -1.4996   -0.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8572   -2.0711    0.7366 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5766    0.2959   -1.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7225    1.7957   -0.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0907    1.0735    0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4759   -0.2948    1.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0696    1.3592    1.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8804    1.3312   -1.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4731   -0.3793   -1.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4211    2.9707   -0.9390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2881    4.7167   -1.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7141    2.8574   -1.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2798    3.3879   -2.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7833    1.6005   -1.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167   -1.5632   -0.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4522   -3.2285    0.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6441   -3.7837    0.8588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9772   -4.2804    1.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2223    1.0446   -0.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3529    0.8256    1.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6996    1.4045    1.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0076    0.8904    0.3246 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
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
 26 27  2  0
 16  8  1  0
 27 19  1  0
 27 15  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  5 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  7 38  1  0
  7 39  1  0
  9 40  1  0
 11 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
 17 45  1  0
 18 46  1  0
 20 47  1  0
 22 48  1  0
 25 49  1  0
 25 50  1  0
 25 51  1  0
 26 52  1  0
M  END
Download

PDB for HMDB0255081 (N-Allylsecoboldine)

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       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       8.002  -4.620   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667  -6.160   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.001  -3.850   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000  -1.540   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.336  -3.850   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.003  -3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   25                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   24                                                  
CONECT    8    7    9   22                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17   13    9                                                  
CONECT   19   16   20                                                       
CONECT   20   19                                                            
CONECT   21   15                                                            
CONECT   22    8   23                                                       
CONECT   23   22                                                            
CONECT   24    7                                                            
CONECT   25    2   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END
Download

3D PDB for HMDB0255081 (N-Allylsecoboldine)

COMPND    HMDB0255081
HETATM    1  C1  UNL     1       6.823  -2.175  -0.445  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.949  -1.833   0.508  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.538  -1.436   0.143  1.00  0.00           C  
HETATM    4  N1  UNL     1       4.385  -0.076   0.630  1.00  0.00           N  
HETATM    5  C4  UNL     1       5.212   0.849  -0.123  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.016   0.360   0.710  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.368   0.529  -0.623  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.946   0.964  -0.524  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.610   2.292  -0.709  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.691   2.680  -0.596  1.00  0.00           C  
HETATM   11  O1  UNL     1      -0.970   4.035  -0.792  1.00  0.00           O  
HETATM   12  C10 UNL     1      -1.714   1.766  -0.294  1.00  0.00           C  
HETATM   13  O2  UNL     1      -2.954   2.311  -0.232  1.00  0.00           O  
HETATM   14  C11 UNL     1      -3.707   2.556  -1.457  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.390   0.462  -0.106  1.00  0.00           C  
HETATM   16  C13 UNL     1      -0.051   0.035  -0.221  1.00  0.00           C  
HETATM   17  C14 UNL     1       0.267  -1.277  -0.041  1.00  0.00           C  
HETATM   18  C15 UNL     1      -0.696  -2.188   0.258  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.006  -1.817   0.388  1.00  0.00           C  
HETATM   20  C17 UNL     1      -2.966  -2.754   0.732  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.270  -2.380   0.903  1.00  0.00           C  
HETATM   22  O3  UNL     1      -5.245  -3.301   1.246  1.00  0.00           O  
HETATM   23  C19 UNL     1      -4.628  -1.080   0.736  1.00  0.00           C  
HETATM   24  O4  UNL     1      -5.929  -0.629   0.895  1.00  0.00           O  
HETATM   25  C20 UNL     1      -6.296   0.708   0.723  1.00  0.00           C  
HETATM   26  C21 UNL     1      -3.677  -0.102   0.385  1.00  0.00           C  
HETATM   27  C22 UNL     1      -2.376  -0.488   0.211  1.00  0.00           C  
HETATM   28  H1  UNL     1       6.478  -2.155  -1.466  1.00  0.00           H  
HETATM   29  H2  UNL     1       7.836  -2.463  -0.225  1.00  0.00           H  
HETATM   30  H3  UNL     1       6.285  -1.848   1.537  1.00  0.00           H  
HETATM   31  H4  UNL     1       4.389  -1.500  -0.936  1.00  0.00           H  
HETATM   32  H5  UNL     1       3.857  -2.071   0.737  1.00  0.00           H  
HETATM   33  H6  UNL     1       5.577   0.296  -1.019  1.00  0.00           H  
HETATM   34  H7  UNL     1       4.722   1.796  -0.360  1.00  0.00           H  
HETATM   35  H8  UNL     1       6.091   1.073   0.522  1.00  0.00           H  
HETATM   36  H9  UNL     1       2.476  -0.295   1.404  1.00  0.00           H  
HETATM   37  H10 UNL     1       3.070   1.359   1.259  1.00  0.00           H  
HETATM   38  H11 UNL     1       2.880   1.331  -1.219  1.00  0.00           H  
HETATM   39  H12 UNL     1       2.473  -0.379  -1.237  1.00  0.00           H  
HETATM   40  H13 UNL     1       1.421   2.971  -0.939  1.00  0.00           H  
HETATM   41  H14 UNL     1      -0.288   4.717  -1.004  1.00  0.00           H  
HETATM   42  H15 UNL     1      -4.714   2.857  -1.109  1.00  0.00           H  
HETATM   43  H16 UNL     1      -3.280   3.388  -2.024  1.00  0.00           H  
HETATM   44  H17 UNL     1      -3.783   1.601  -1.967  1.00  0.00           H  
HETATM   45  H18 UNL     1       1.317  -1.563  -0.154  1.00  0.00           H  
HETATM   46  H19 UNL     1      -0.452  -3.229   0.400  1.00  0.00           H  
HETATM   47  H20 UNL     1      -2.644  -3.784   0.859  1.00  0.00           H  
HETATM   48  H21 UNL     1      -4.977  -4.280   1.372  1.00  0.00           H  
HETATM   49  H22 UNL     1      -6.222   1.045  -0.316  1.00  0.00           H  
HETATM   50  H23 UNL     1      -7.353   0.826   1.042  1.00  0.00           H  
HETATM   51  H24 UNL     1      -5.700   1.404   1.359  1.00  0.00           H  
HETATM   52  H25 UNL     1      -4.008   0.890   0.325  1.00  0.00           H  
CONECT    1    2    2   28   29
CONECT    2    3   30
CONECT    3    4   31   32
CONECT    4    5    6
CONECT    5   33   34   35
CONECT    6    7   36   37
CONECT    7    8   38   39
CONECT    8    9    9   16
CONECT    9   10   40
CONECT   10   11   12   12
CONECT   11   41
CONECT   12   13   15
CONECT   13   14
CONECT   14   42   43   44
CONECT   15   16   16   27
CONECT   16   17
CONECT   17   18   18   45
CONECT   18   19   46
CONECT   19   20   20   27
CONECT   20   21   47
CONECT   21   22   23   23
CONECT   22   48
CONECT   23   24   26
CONECT   24   25
CONECT   25   49   50   51
CONECT   26   27   27   52
END
Download

SMILES for HMDB0255081 (N-Allylsecoboldine)

COC1=C(O)C=C2C=CC3=C(C(OC)=C(O)C=C3CCN(C)CC=C)C2=C1
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INCHI for HMDB0255081 (N-Allylsecoboldine)

InChI=1S/C22H25NO4/c1-5-9-23(2)10-8-15-12-19(25)22(27-4)21-16(15)7-6-14-11-18(24)20(26-3)13-17(14)21/h5-7,11-13,24-25H,1,8-10H2,2-4H3
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC22H25NO4
Average Molecular Weight367.445
Monoisotopic Molecular Weight367.178358289
IUPAC Name3,5-dimethoxy-8-{2-[methyl(prop-2-en-1-yl)amino]ethyl}phenanthrene-2,6-diol
Traditional Name3,5-dimethoxy-8-{2-[methyl(prop-2-en-1-yl)amino]ethyl}phenanthrene-2,6-diol
CAS Registry NumberNot Available
SMILES
COC1=C(O)C=C2C=CC3=C(C(OC)=C(O)C=C3CCN(C)CC=C)C2=C1
InChI Identifier
InChI=1S/C22H25NO4/c1-5-9-23(2)10-8-15-12-19(25)22(27-4)21-16(15)7-6-14-11-18(24)20(26-3)13-17(14)21/h5-7,11-13,24-25H,1,8-10H2,2-4H3
InChI KeyYNBWUYOUFROCCL-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 6,6a-secoaporphines. These are alkaloids with a structure that contains an aminoethylphenanthrene moiety.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
Class6,6a-secoaporphines
Sub ClassNot Available
Direct Parent6,6a-secoaporphines
Alternative Parents
Substituents
  • 6,6a-secoaporphine
  • Phenanthrol
  • Phenanthrene
  • 2-naphthol
  • Naphthalene
  • Phenethylamine
  • Anisole
  • Phenol ether
  • Aralkylamine
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Benzenoid
  • Tertiary aliphatic amine
  • Tertiary amine
  • Ether
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Amine
  • Hydrocarbon derivative
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Not AvailableNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP4.25ALOGPS
logP3.56ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)9.55ChemAxon
pKa (Strongest Basic)8.82ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area62.16 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity108.31 m³·mol⁻¹ChemAxon
Polarizability40.93 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+191.18630932474
DeepCCS[M-H]-188.82830932474
DeepCCS[M-2H]-222.88630932474
DeepCCS[M+Na]+198.11330932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
N-AllylsecoboldineCOC1=C(O)C=C2C=CC3=C(C(OC)=C(O)C=C3CCN(C)CC=C)C2=C14892.7Standard polar33892256
N-AllylsecoboldineCOC1=C(O)C=C2C=CC3=C(C(OC)=C(O)C=C3CCN(C)CC=C)C2=C12886.1Standard non polar33892256
N-AllylsecoboldineCOC1=C(O)C=C2C=CC3=C(C(OC)=C(O)C=C3CCN(C)CC=C)C2=C13318.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - N-Allylsecoboldine GC-MS (Non-derivatized) - 70eV, Positivesplash10-000x-9014000000-8d92ad32a4f410ffa4892021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Allylsecoboldine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Allylsecoboldine GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Allylsecoboldine GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Allylsecoboldine GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Allylsecoboldine GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Allylsecoboldine GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Allylsecoboldine GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-11-04Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID8537061
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10361612
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]