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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:36:20 UTC

Update Date

2022-03-07 02:52:31 UTC

HMDB ID

HMDB0030361

Secondary Accession Numbers

HMDB30361

Metabolite Identification

Common Name

(-)-Aspidospermine

Description

(-)-Aspidospermine belongs to the class of organic compounds known as aspidospermatan-type alkaloids. These are tryptophan-derived alkaloids that are derived from the fusion of tryptamine and a terpene unit (generally either 9 or 10 carbons). Aspidospermine and aspidospermidine (along with tabersonine) are the archetypical members of the Aspidosperma alkaloids. Based on a literature review a significant number of articles have been published on (-)-Aspidospermine.

Structure

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


  Mrv0541 02241221172D          

 28 32  0  0  0  0            999 V2000
    1.1491   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4346   -1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4346   -2.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1491   -2.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -2.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5780   -2.6223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2925   -1.3848    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2925   -2.2098    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0069   -0.9723    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0069   -2.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7214   -2.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7214   -1.3848    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7214    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0069   -0.1473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4359   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4359   -0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5780   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5780   -0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1491   -3.4473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5780   -3.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2925   -3.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4359   -1.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1503   -1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4346   -3.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8635   -3.8598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2925   -3.0348    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2924   -0.5598    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 11  1  0  0  0  0
  8  9  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 10 13  1  0  0  0  0
 13 16  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 14 17  1  0  0  0  0
  8 18  1  6  0  0  0
 19 15  1  0  0  0  0
 10 15  1  0  0  0  0
  8 10  1  0  0  0  0
 18 19  1  0  0  0  0
  4 20  1  0  0  0  0
  7 21  1  0  0  0  0
 21 22  1  0  0  0  0
 13 23  1  1  0  0  0
 23 24  1  0  0  0  0
 20 25  1  0  0  0  0
 21 26  2  0  0  0  0
  9 27  1  6  0  0  0
 10 28  1  1  0  0  0
M  END

HMDB0030361
     RDKit          3D
(-)-Aspidospermine
 56 60  0  0  0  0  0  0  0  0999 V2000
   -2.5761    0.4022   -2.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2147   -0.1009   -1.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2162   -0.3717   -0.3100 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9888   -0.8655    0.8667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9475    0.1985    1.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3942    1.5792    1.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0326    1.7162    1.0126 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2285    1.8972    2.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1715    1.5438    1.7295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787    0.6067    0.5796 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9871    0.8125   -0.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1001    1.6803   -1.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1713    1.6743   -2.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1629    0.7637   -2.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1143   -0.1489   -1.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1347   -1.0625   -0.8776 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2356   -1.0916   -1.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0295   -0.1004   -0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6743   -0.8427    0.9147 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5104   -1.4772    1.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9640   -1.4447    1.9595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8984   -2.1995    2.7200 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1979   -0.7878    1.0330 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3774   -1.8752    0.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3431   -1.4824   -0.8257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4536    0.8619    0.0652 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8633   -0.2183   -3.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4880    0.4647   -2.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9533    1.4453   -2.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0363    0.5605   -1.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6840   -1.0953   -1.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3642   -1.1760    1.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6164   -1.7677    0.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3116   -0.1297    2.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8930    0.1749    0.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9947    2.2942    0.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5505    1.9873    2.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5553    1.3823    3.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2104    3.0006    2.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6656    1.0456    2.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7838    2.4195    1.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2925    2.4091   -1.6521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2138    2.3668   -3.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0373    0.6969   -2.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6808   -0.0913   -1.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9315   -1.4438   -2.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0229   -1.7770   -1.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5208   -2.2430    1.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1913   -1.5131    3.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3798   -0.4548    1.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0166   -0.9372    2.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4204   -2.4974   -0.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995   -2.6258    0.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8525   -1.2555   -1.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0151   -2.3503   -1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3359    1.4429   -0.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  6
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10  9  1  1
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 10 26  1  0
 25  3  1  0
 26  3  1  0
 26  7  1  0
 23 10  1  0
 18 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 21 48  1  0
 21 49  1  0
 21 50  1  0
 23 51  1  1
 24 52  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  6
M  END


  Mrv0541 02241221172D          

 28 32  0  0  0  0            999 V2000
    1.1491   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4346   -1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4346   -2.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1491   -2.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -2.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5780   -2.6223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2925   -1.3848    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2925   -2.2098    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0069   -0.9723    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0069   -2.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7214   -2.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7214   -1.3848    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7214    0.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0069   -0.1473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4359   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4359   -0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5780   -0.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5780   -0.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1491   -3.4473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5780   -3.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2925   -3.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4359   -1.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1503   -1.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4346   -3.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8635   -3.8598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2925   -3.0348    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2924   -0.5598    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 11  1  0  0  0  0
  8  9  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 10 13  1  0  0  0  0
 13 16  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 14 17  1  0  0  0  0
  8 18  1  6  0  0  0
 19 15  1  0  0  0  0
 10 15  1  0  0  0  0
  8 10  1  0  0  0  0
 18 19  1  0  0  0  0
  4 20  1  0  0  0  0
  7 21  1  0  0  0  0
 21 22  1  0  0  0  0
 13 23  1  1  0  0  0
 23 24  1  0  0  0  0
 20 25  1  0  0  0  0
 21 26  2  0  0  0  0
  9 27  1  6  0  0  0
 10 28  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0030361

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@@]3(CC)CCCN4CC[C@]1(C1=C(N2C(C)=O)C(OC)=CC=C1)[C@@]34[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H30N2O2/c1-4-21-10-6-13-23-14-12-22(20(21)23)16-7-5-8-17(26-3)19(16)24(15(2)25)18(22)9-11-21/h5,7-8,18,20H,4,6,9-14H2,1-3H3/t18-,20-,21-,22-/m1/s1

> <INCHI_KEY>
ARQOGCYMPUOVHK-ZHHKINOHSA-N

> <FORMULA>
C22H30N2O2

> <MOLECULAR_WEIGHT>
354.4858

> <EXACT_MASS>
354.230728214

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
40.1561154690513

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(1R,9R,12R,19R)-12-ethyl-6-methoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-8-yl]ethan-1-one

> <ALOGPS_LOGP>
3.34

> <JCHEM_LOGP>
2.783134058666667

> <ALOGPS_LOGS>
-3.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.855849523264917

> <JCHEM_POLAR_SURFACE_AREA>
32.78

> <JCHEM_REFRACTIVITY>
102.2718

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.83e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
aspidospermine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030361
     RDKit          3D
(-)-Aspidospermine
 56 60  0  0  0  0  0  0  0  0999 V2000
   -2.5761    0.4022   -2.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2147   -0.1009   -1.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2162   -0.3717   -0.3100 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9888   -0.8655    0.8667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9475    0.1985    1.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3942    1.5792    1.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0326    1.7162    1.0126 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2285    1.8972    2.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1715    1.5438    1.7295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787    0.6067    0.5796 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9871    0.8125   -0.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1001    1.6803   -1.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1713    1.6743   -2.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1629    0.7637   -2.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1143   -0.1489   -1.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1347   -1.0625   -0.8776 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2356   -1.0916   -1.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0295   -0.1004   -0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6743   -0.8427    0.9147 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5104   -1.4772    1.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9640   -1.4447    1.9595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8984   -2.1995    2.7200 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1979   -0.7878    1.0330 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3774   -1.8752    0.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3431   -1.4824   -0.8257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4536    0.8619    0.0652 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8633   -0.2183   -3.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4880    0.4647   -2.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9533    1.4453   -2.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0363    0.5605   -1.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6840   -1.0953   -1.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3642   -1.1760    1.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6164   -1.7677    0.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3116   -0.1297    2.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8930    0.1749    0.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9947    2.2942    0.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5505    1.9873    2.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5553    1.3823    3.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2104    3.0006    2.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6656    1.0456    2.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7838    2.4195    1.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2925    2.4091   -1.6521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2138    2.3668   -3.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0373    0.6969   -2.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6808   -0.0913   -1.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9315   -1.4438   -2.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0229   -1.7770   -1.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5208   -2.2430    1.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1913   -1.5131    3.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3798   -0.4548    1.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0166   -0.9372    2.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4204   -2.4974   -0.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995   -2.6258    0.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8525   -1.2555   -1.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0151   -2.3503   -1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3359    1.4429   -0.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  6
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10  9  1  1
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 10 26  1  0
 25  3  1  0
 26  3  1  0
 26  7  1  0
 23 10  1  0
 18 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 21 48  1  0
 21 49  1  0
 21 50  1  0
 23 51  1  1
 24 52  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  6
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.145  -1.815   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.811  -2.585   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.811  -4.125   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.145  -4.895   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.479  -4.125   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.479  -2.585   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       4.812  -4.895   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       6.146  -2.585   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.146  -4.125   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.480  -1.815   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.480  -4.895   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.813  -4.125   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.813  -2.585   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.813   0.495   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       7.480  -0.275   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      10.147  -1.815   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.147  -0.275   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.812  -1.815   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.812  -0.275   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.145  -6.435   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.812  -6.435   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.146  -7.205   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.147  -3.355   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.481  -2.585   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.811  -7.205   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.479  -7.205   0.000  0.00  0.00           O+0
HETATM   27  H   UNK     0       6.146  -5.665   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       6.146  -1.045   0.000  0.00  0.00           H+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   20                                                  
CONECT    5    4    7    6                                                  
CONECT    6    1    5    8                                                  
CONECT    7    5    9   21                                                  
CONECT    8    6    9   18   10                                             
CONECT    9    7   11    8   27                                             
CONECT   10   13   15    8   28                                             
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   10   16   23                                             
CONECT   14   15   17                                                       
CONECT   15   14   19   10                                                  
CONECT   16   13   17                                                       
CONECT   17   16   14                                                       
CONECT   18    8   19                                                       
CONECT   19   15   18                                                       
CONECT   20    4   25                                                       
CONECT   21    7   22   26                                                  
CONECT   22   21                                                            
CONECT   23   13   24                                                       
CONECT   24   23                                                            
CONECT   25   20                                                            
CONECT   26   21                                                            
CONECT   27    9                                                            
CONECT   28   10                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

COMPND    HMDB0030361
HETATM    1  C1  UNL     1      -2.576   0.402  -2.684  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.215  -0.101  -1.434  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.216  -0.372  -0.310  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.989  -0.865   0.867  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.947   0.199   1.315  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.394   1.579   1.328  1.00  0.00           C  
HETATM    7  N1  UNL     1      -2.033   1.716   1.013  1.00  0.00           N  
HETATM    8  C7  UNL     1      -1.229   1.897   2.161  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.171   1.544   1.729  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.079   0.607   0.580  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.987   0.812  -0.428  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.100   1.680  -1.489  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.171   1.674  -2.345  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.163   0.764  -2.127  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.114  -0.149  -1.068  1.00  0.00           C  
HETATM   16  O1  UNL     1       4.135  -1.062  -0.878  1.00  0.00           O  
HETATM   17  C15 UNL     1       5.236  -1.092  -1.735  1.00  0.00           C  
HETATM   18  C16 UNL     1       2.030  -0.100  -0.245  1.00  0.00           C  
HETATM   19  N2  UNL     1       1.674  -0.843   0.915  1.00  0.00           N  
HETATM   20  C17 UNL     1       2.510  -1.477   1.838  1.00  0.00           C  
HETATM   21  C18 UNL     1       3.964  -1.445   1.959  1.00  0.00           C  
HETATM   22  O2  UNL     1       1.898  -2.200   2.720  1.00  0.00           O  
HETATM   23  C19 UNL     1       0.198  -0.788   1.033  1.00  0.00           C  
HETATM   24  C20 UNL     1      -0.377  -1.875   0.241  1.00  0.00           C  
HETATM   25  C21 UNL     1      -1.343  -1.482  -0.826  1.00  0.00           C  
HETATM   26  C22 UNL     1      -1.454   0.862   0.065  1.00  0.00           C  
HETATM   27  H1  UNL     1      -2.863  -0.218  -3.574  1.00  0.00           H  
HETATM   28  H2  UNL     1      -1.488   0.465  -2.674  1.00  0.00           H  
HETATM   29  H3  UNL     1      -2.953   1.445  -2.882  1.00  0.00           H  
HETATM   30  H4  UNL     1      -4.036   0.561  -1.111  1.00  0.00           H  
HETATM   31  H5  UNL     1      -3.684  -1.095  -1.651  1.00  0.00           H  
HETATM   32  H6  UNL     1      -2.364  -1.176   1.724  1.00  0.00           H  
HETATM   33  H7  UNL     1      -3.616  -1.768   0.606  1.00  0.00           H  
HETATM   34  H8  UNL     1      -4.312  -0.130   2.335  1.00  0.00           H  
HETATM   35  H9  UNL     1      -4.893   0.175   0.696  1.00  0.00           H  
HETATM   36  H10 UNL     1      -3.995   2.294   0.689  1.00  0.00           H  
HETATM   37  H11 UNL     1      -3.551   1.987   2.373  1.00  0.00           H  
HETATM   38  H12 UNL     1      -1.555   1.382   3.063  1.00  0.00           H  
HETATM   39  H13 UNL     1      -1.210   3.001   2.400  1.00  0.00           H  
HETATM   40  H14 UNL     1       0.666   1.046   2.596  1.00  0.00           H  
HETATM   41  H15 UNL     1       0.784   2.420   1.463  1.00  0.00           H  
HETATM   42  H16 UNL     1       0.292   2.409  -1.652  1.00  0.00           H  
HETATM   43  H17 UNL     1       2.214   2.367  -3.152  1.00  0.00           H  
HETATM   44  H18 UNL     1       4.037   0.697  -2.758  1.00  0.00           H  
HETATM   45  H19 UNL     1       5.681  -0.091  -1.842  1.00  0.00           H  
HETATM   46  H20 UNL     1       4.931  -1.444  -2.754  1.00  0.00           H  
HETATM   47  H21 UNL     1       6.023  -1.777  -1.350  1.00  0.00           H  
HETATM   48  H22 UNL     1       4.521  -2.243   1.465  1.00  0.00           H  
HETATM   49  H23 UNL     1       4.191  -1.513   3.082  1.00  0.00           H  
HETATM   50  H24 UNL     1       4.380  -0.455   1.679  1.00  0.00           H  
HETATM   51  H25 UNL     1      -0.017  -0.937   2.104  1.00  0.00           H  
HETATM   52  H26 UNL     1       0.420  -2.497  -0.263  1.00  0.00           H  
HETATM   53  H27 UNL     1      -0.900  -2.626   0.906  1.00  0.00           H  
HETATM   54  H28 UNL     1      -0.852  -1.256  -1.791  1.00  0.00           H  
HETATM   55  H29 UNL     1      -2.015  -2.350  -1.028  1.00  0.00           H  
HETATM   56  H30 UNL     1      -1.336   1.443  -0.895  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4   25   26
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7   36   37
CONECT    7    8   26
CONECT    8    9   38   39
CONECT    9   10   40   41
CONECT   10   11   23   26
CONECT   11   12   12   18
CONECT   12   13   42
CONECT   13   14   14   43
CONECT   14   15   44
CONECT   15   16   18   18
CONECT   16   17
CONECT   17   45   46   47
CONECT   18   19
CONECT   19   20   23
CONECT   20   21   22   22
CONECT   21   48   49   50
CONECT   23   24   51
CONECT   24   25   52   53
CONECT   25   54   55
CONECT   26   56
END

HMDB0030361
     RDKit          3D
(-)-Aspidospermine
 56 60  0  0  0  0  0  0  0  0999 V2000
   -2.5761    0.4022   -2.6841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2147   -0.1009   -1.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2162   -0.3717   -0.3100 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9888   -0.8655    0.8667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9475    0.1985    1.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3942    1.5792    1.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0326    1.7162    1.0126 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2285    1.8972    2.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1715    1.5438    1.7295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787    0.6067    0.5796 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9871    0.8125   -0.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1001    1.6803   -1.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1713    1.6743   -2.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1629    0.7637   -2.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1143   -0.1489   -1.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1347   -1.0625   -0.8776 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2356   -1.0916   -1.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0295   -0.1004   -0.2449 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6743   -0.8427    0.9147 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5104   -1.4772    1.8376 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9640   -1.4447    1.9595 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8984   -2.1995    2.7200 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1979   -0.7878    1.0330 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3774   -1.8752    0.2413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3431   -1.4824   -0.8257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4536    0.8619    0.0652 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8633   -0.2183   -3.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4880    0.4647   -2.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9533    1.4453   -2.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0363    0.5605   -1.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6840   -1.0953   -1.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3642   -1.1760    1.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6164   -1.7677    0.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3116   -0.1297    2.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8930    0.1749    0.6955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9947    2.2942    0.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5505    1.9873    2.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5553    1.3823    3.0632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2104    3.0006    2.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6656    1.0456    2.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7838    2.4195    1.4634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2925    2.4091   -1.6521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2138    2.3668   -3.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0373    0.6969   -2.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6808   -0.0913   -1.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9315   -1.4438   -2.7541 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0229   -1.7770   -1.3498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5208   -2.2430    1.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1913   -1.5131    3.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3798   -0.4548    1.6792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0166   -0.9372    2.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4204   -2.4974   -0.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8995   -2.6258    0.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8525   -1.2555   -1.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0151   -2.3503   -1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3359    1.4429   -0.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  6
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10  9  1  1
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 10 26  1  0
 25  3  1  0
 26  3  1  0
 26  7  1  0
 23 10  1  0
 18 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 21 48  1  0
 21 49  1  0
 21 50  1  0
 23 51  1  1
 24 52  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  6
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Acetyl-17-methoxyaspidospermidine	ChEBI
1-(17-Methoxyaspidospermidin-1-yl)-ethanone	HMDB
1-Acetyl-17-methoxyaspidospermidine, 9ci	HMDB
(-)-Aspidospermine	ChEBI

Chemical Formula

C₂₂H₃₀N₂O₂

Average Molecular Weight

354.4858

Monoisotopic Molecular Weight

354.230728214

IUPAC Name

1-[(1R,9R,12R,19R)-12-ethyl-6-methoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5-trien-8-yl]ethan-1-one

Traditional Name

aspidospermine

CAS Registry Number

466-49-9

SMILES

[H][C@@]12CC[C@@]3(CC)CCCN4CC[C@]1(C1=C(N2C(C)=O)C(OC)=CC=C1)[C@@]34[H]

InChI Identifier

InChI=1S/C22H30N2O2/c1-4-21-10-6-13-23-14-12-22(20(21)23)16-7-5-8-17(26-3)19(16)24(15(2)25)18(22)9-11-21/h5,7-8,18,20H,4,6,9-14H2,1-3H3/t18-,20-,21-,22-/m1/s1

InChI Key

ARQOGCYMPUOVHK-ZHHKINOHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspidospermatan-type alkaloids. These are tryptophan-derived alkaloids that are derived from the fusion of tryptamine and a terpene unit (generally either 9 or 10 carbons). Aspidospermine and aspidospermidine (along with tabersonine) are the archetypical members of the Aspidosperma alkaloids.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aspidospermatan-type alkaloids

Sub Class

Not Available

Direct Parent

Aspidospermatan-type alkaloids

Alternative Parents

Substituents

Aspidosperma alkaloid
Plumeran-type alkaloid
Carbazole
Quinolidine
Indole or derivatives
Indolizidine
Anisole
Alkyl aryl ether
Aralkylamine
Piperidine
Benzenoid
N-alkylpyrrolidine
Acetamide
Tertiary carboxylic acid amide
Pyrrolidine
Amino acid or derivatives
Carboxamide group
Tertiary aliphatic amine
Tertiary amine
Azacycle
Ether
Carboxylic acid derivative
Organoheterocyclic compound
Organonitrogen compound
Hydrocarbon derivative
Amine
Carbonyl group
Organic oxide
Organopnictogen compound
Organooxygen compound
Organic nitrogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indole alkaloid (CHEBI:28463 )
Indole alkaloids (C09042 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030361)
Cell membrane (HMDB: HMDB0030361)

Source

Endogenous

Endogenous (HMDB: HMDB0030361)

Exogenous

Food

Food (HMDB: HMDB0030361)

Exogenous (HMDB: HMDB0030361)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	208 - 209 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	4.21 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.18 g/L	ALOGPS
logP	3.34	ALOGPS
logP	2.78	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Basic)	9.86	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	32.78 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	102.27 m³·mol⁻¹	ChemAxon
Polarizability	40.16 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	180.817	31661259
DarkChem	[M-H]-	174.18	31661259
DeepCCS	[M-2H]-	215.285	30932474
DeepCCS	[M+Na]+	190.654	30932474
AllCCS	[M+H]+	186.9	32859911
AllCCS	[M+H-H2O]+	184.2	32859911
AllCCS	[M+NH4]+	189.5	32859911
AllCCS	[M+Na]+	190.2	32859911
AllCCS	[M-H]-	193.8	32859911
AllCCS	[M+Na-2H]-	194.0	32859911
AllCCS	[M+HCOO]-	194.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.91 minutes	32390414
Predicted by Siyang on May 30, 2022	11.0468 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.0 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	60.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1820.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	186.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	187.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	166.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	137.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	386.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	405.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	276.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	957.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	402.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1207.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	280.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	313.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	386.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	342.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-Aspidospermine	[H][C@@]12CC[C@@]3(CC)CCCN4CC[C@]1(C1=C(N2C(C)=O)C(OC)=CC=C1)[C@@]34[H]	3766.9	Standard polar	33892256
(-)-Aspidospermine	[H][C@@]12CC[C@@]3(CC)CCCN4CC[C@]1(C1=C(N2C(C)=O)C(OC)=CC=C1)[C@@]34[H]	2760.6	Standard non polar	33892256
(-)-Aspidospermine	[H][C@@]12CC[C@@]3(CC)CCCN4CC[C@]1(C1=C(N2C(C)=O)C(OC)=CC=C1)[C@@]34[H]	2776.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Aspidospermine GC-MS (Non-derivatized) - 70eV, Positive	splash10-01tl-1029000000-96af6a463ae68aa05f3f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Aspidospermine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Aspidospermine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aspidospermine 10V, Positive-QTOF	splash10-0a4i-0009000000-c0f2e042065aee132604	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aspidospermine 20V, Positive-QTOF	splash10-0bt9-0029000000-4dde02d5047aec262fe9	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aspidospermine 40V, Positive-QTOF	splash10-053e-1092000000-a85ba17b2078c2965803	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aspidospermine 10V, Negative-QTOF	splash10-0udi-0009000000-65e65f5bd7e74a4d526e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aspidospermine 20V, Negative-QTOF	splash10-0w29-1029000000-89bdefe0c1c9697de5fe	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aspidospermine 40V, Negative-QTOF	splash10-000b-2098000000-645f445fb2c7b32cccdc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aspidospermine 10V, Negative-QTOF	splash10-0udi-0009000000-240bf3ec656a869d732e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aspidospermine 20V, Negative-QTOF	splash10-0w29-0009000000-1b64cc789cf3df742940	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aspidospermine 40V, Negative-QTOF	splash10-0udj-0059000000-827fd6ef228d38dfaf6d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aspidospermine 10V, Positive-QTOF	splash10-0a4i-0009000000-f7af0f531d28f8508f59	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aspidospermine 20V, Positive-QTOF	splash10-0a4i-0009000000-f7af0f531d28f8508f59	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Aspidospermine 40V, Positive-QTOF	splash10-056r-0229000000-306014f44651374af804	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

227613

PDB ID

Not Available

ChEBI ID

28463

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1819291

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (-)-Aspidospermine (HMDB0030361)

MOL for HMDB0030361 ((-)-Aspidospermine)

3D MOL for HMDB0030361 ((-)-Aspidospermine)

3D SDF for HMDB0030361 ((-)-Aspidospermine)

3D-SDF for HMDB0030361 ((-)-Aspidospermine)

PDB for HMDB0030361 ((-)-Aspidospermine)

3D PDB for HMDB0030361 ((-)-Aspidospermine)

SMILES for HMDB0030361 ((-)-Aspidospermine)

INCHI for HMDB0030361 ((-)-Aspidospermine)

Structure for HMDB0030361 ((-)-Aspidospermine)

3D Structure for HMDB0030361 ((-)-Aspidospermine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra