NP-MRD: Showing NP-Card for N-Deacetyl-N-formylaspidospermine (NP0066951)

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Record Information

Version

2.0

Created at

2022-04-28 11:10:05 UTC

Updated at

2022-04-28 11:10:06 UTC

NP-MRD ID

NP0066951

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-Deacetyl-N-formylaspidospermine

Description

Vallesine 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. N-Deacetyl-N-formylaspidospermine is found in Strempeliopsis strempelioides, Vallesia dichotoma Ruiz.et Pav. and Vallesia glabra . N-Deacetyl-N-formylaspidospermine was first documented in 2018 (PMID: 29863356). Based on a literature review very few articles have been published on Vallesine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282213102D          

 25 29  0  0  1  0            999 V2000
    6.0125    0.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7998   -0.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0031   -0.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4191    0.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6318    0.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4285    1.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6844   -0.1772    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8144   -0.9919    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6293   -1.1201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0047   -1.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8286   -1.8971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1738   -1.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4032   -1.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2733   -0.4022    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9139    0.1177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7840    0.9324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0135    1.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3729    0.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5028   -0.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7529    1.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2030    0.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6327   -0.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8622   -0.6272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3837   -0.7530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1804   -0.5386    0.0000 C   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
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  7  4  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7 21  1  0  0  0  0
 14 22  1  6  0  0  0
 22 23  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

     RDKit          3D

 53 57  0  0  0  0  0  0  0  0999 V2000
   -3.3235   -2.6658    0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6051   -1.5761   -0.5984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0868   -0.4827    0.3628 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3180    0.0613    1.0338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7098    1.4451    0.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4449    2.2778    0.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8523    1.7591   -0.6634 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7672    2.5734   -1.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2824    2.2642   -0.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1077    0.7401   -0.0253 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1601    0.1985   -0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1999   -0.1056   -2.2831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3503   -0.5973   -2.8553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4621   -0.7835   -2.0619 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4485   -0.4901   -0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5376   -0.6620    0.1114 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7858   -1.1414   -0.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2819    0.0076   -0.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9823    0.3821    1.2055 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9156    0.7720    2.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6163    1.0993    3.3495 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5177    0.2566    1.3059 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1306   -1.2236    1.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3484   -1.2637    1.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2856    0.4330   -0.4526 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7725   -3.6523    0.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2577   -2.8899   -0.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6534   -2.5122    1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7348   -1.9873   -1.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2470   -1.0332   -1.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2376   -0.5739    0.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2362    0.0368    2.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2366    1.4975   -0.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3274    1.8956    1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6339    3.3484    0.4751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8463    2.0935    1.4499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4051    2.1763   -2.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0327    3.6313   -1.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.7368    0.8673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2901    2.5521   -0.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3284    0.0413   -2.9025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3691   -0.8342   -3.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3854   -1.1677   -2.4733 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4461   -0.2418   -0.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1920   -1.7308    0.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7786   -1.8193   -1.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9636    0.8035    1.9049 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1597    0.8071    2.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588   -1.6888    2.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5418   -1.6628    0.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6069   -0.8479    2.4536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6627   -2.3287    1.4905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1600    0.0728   -1.5263 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 22  1  0
 22 23  1  0
 23 24  1  0
 22 19  1  0
 19 20  1  0
 20 21  2  0
 19 18  1  0
 18 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 10 25  1  0
 24  3  1  0
 15 18  1  0
 25  3  1  0
 25  7  1  0
 11 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 22 48  1  1
 23 49  1  0
 23 50  1  0
 24 51  1  0
 24 52  1  0
 20 47  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 17 44  1  0
 17 45  1  0
 17 46  1  0
 25 53  1  6
M  END


  Mrv1652304282213102D          

 25 29  0  0  1  0            999 V2000
    6.0125    0.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7998   -0.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0031   -0.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4191    0.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6318    0.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4285    1.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6844   -0.1772    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8144   -0.9919    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6293   -1.1201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0047   -1.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8286   -1.8971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1738   -1.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4032   -1.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2733   -0.4022    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9139    0.1177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7840    0.9324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0135    1.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3729    0.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5028   -0.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7529    1.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2030    0.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6327   -0.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8622   -0.6272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3837   -0.7530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1804   -0.5386    0.0000 C   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
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  7  4  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7 21  1  0  0  0  0
 14 22  1  6  0  0  0
 22 23  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0066951

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@]12CCCN3CC[C@@]4([C@@H](CC1)N(C=O)C1=C4C=CC=C1OC)[C@@H]23

> <INCHI_IDENTIFIER>
InChI=1S/C21H28N2O2/c1-3-20-9-5-12-22-13-11-21(19(20)22)15-6-4-7-16(25-2)18(15)23(14-24)17(21)8-10-20/h4,6-7,14,17,19H,3,5,8-13H2,1-2H3/t17-,19-,20-,21-/m1/s1

> <INCHI_KEY>
KYRQTZSLJBESSD-CWJKEVGVSA-N

> <FORMULA>
C21H28N2O2

> <MOLECULAR_WEIGHT>
340.467

> <EXACT_MASS>
340.21507815

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
38.229184036026226

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,9R,12R,19R)-12-ethyl-6-methoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5-triene-8-carbaldehyde

> <ALOGPS_LOGP>
3.03

> <JCHEM_LOGP>
2.7344353506666668

> <ALOGPS_LOGS>
-3.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.91297098231719

> <JCHEM_POLAR_SURFACE_AREA>
32.78

> <JCHEM_REFRACTIVITY>
97.78129999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.63e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,9R,12R,19R)-12-ethyl-6-methoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5-triene-8-carbaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      11.223   1.170   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.826  -0.318   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.339  -0.718   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.249   0.370   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.646   1.858   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.133   2.258   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.878  -0.331   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.120  -1.852   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       8.641  -2.091   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       9.342  -3.462   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      10.880  -3.541   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.924  -2.822   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.486  -2.272   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.244  -0.751   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.439   0.220   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       5.197   1.740   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       3.759   2.291   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.563   1.320   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.805  -0.200   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.005   2.158   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.846   0.867   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.048  -1.721   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.609  -1.171   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      11.916  -1.406   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      13.403  -1.005   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   24                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8   15   21                                             
CONECT    8    7    9   12                                                  
CONECT    9    8    3   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    8   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19   22                                             
CONECT   15   14    7   16                                                  
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   16   21                                                       
CONECT   21   20    7                                                       
CONECT   22   14   23                                                       
CONECT   23   22                                                            
CONECT   24    2   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₈N₂O₂

Average Mass

340.4670 Da

Monoisotopic Mass

340.21508 Da

IUPAC Name

(1R,9R,12R,19R)-12-ethyl-6-methoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5-triene-8-carbaldehyde

Traditional Name

(1R,9R,12R,19R)-12-ethyl-6-methoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5-triene-8-carbaldehyde

CAS Registry Number

Not Available

SMILES

CC[C@@]12CCCN3CC[C@@]4([C@@H](CC1)N(C=O)C1=C4C=CC=C1OC)[C@@H]23

InChI Identifier

InChI=1S/C21H28N2O2/c1-3-20-9-5-12-22-13-11-21(19(20)22)15-6-4-7-16(25-2)18(15)23(14-24)17(21)8-10-20/h4,6-7,14,17,19H,3,5,8-13H2,1-2H3/t17-,19-,20-,21-/m1/s1

InChI Key

KYRQTZSLJBESSD-CWJKEVGVSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Strempeliopsis strempelioides	Plant	KNApSAcK
Vallesia dichotoma Ruiz.et Pav.	Plant	KNApSAcK
Vallesia glabra	Plant	KNApSAcK

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
Phenol ether
Alkyl aryl ether
Aralkylamine
Benzenoid
Piperidine
N-alkylpyrrolidine
Pyrrolidine
Tertiary carboxylic acid amide
Amino acid or derivatives
Tertiary aliphatic amine
Tertiary amine
Carboxamide group
Organoheterocyclic compound
Azacycle
Ether
Carboxylic acid derivative
Amine
Organonitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	3.03	ALOGPS
logP	2.73	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	9.91	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	97.78 m³·mol⁻¹	ChemAxon
Polarizability	38.23 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00024609

Chemspider ID

16735680

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20054841

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Antropow AH, Garcia NR, White KL, Movassaghi M: Enantioselective Synthesis of (-)-Vallesine: Late-Stage C17-Oxidation via Complex Indole Boronation. Org Lett. 2018 Jun 15;20(12):3647-3650. doi: 10.1021/acs.orglett.8b01428. Epub 2018 Jun 4. [PubMed:29863356 ]

Showing NP-Card for N-Deacetyl-N-formylaspidospermine (NP0066951)

MOL for NP0066951 (N-Deacetyl-N-formylaspidospermine)

3D MOL for NP0066951 (N-Deacetyl-N-formylaspidospermine)

3D SDF for NP0066951 (N-Deacetyl-N-formylaspidospermine)

3D-SDF for NP0066951 (N-Deacetyl-N-formylaspidospermine)

PDB for NP0066951 (N-Deacetyl-N-formylaspidospermine)

3D PDB for NP0066951 (N-Deacetyl-N-formylaspidospermine)

SMILES for NP0066951 (N-Deacetyl-N-formylaspidospermine)

INCHI for NP0066951 (N-Deacetyl-N-formylaspidospermine)

Structure for NP0066951 (N-Deacetyl-N-formylaspidospermine)

3D Structure for NP0066951 (N-Deacetyl-N-formylaspidospermine)