NP-MRD: Showing NP-Card for Aspidocarpine (NP0066864)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 11:05:55 UTC

Updated at

2022-04-28 11:05:55 UTC

NP-MRD ID

NP0066864

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aspidocarpine

Description

Aspidocarpine 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. Aspidocarpine is found in Aspidosperma excelsum, Aspidosperma marcgravianum, Aspidosperma megalocarpon Muell.Arg. and Geissospermum argenteum . Aspidocarpine was first documented in 2014 (PMID: 25519156). Based on a literature review a small amount of articles have been published on Aspidocarpine (PMID: 32756456) (PMID: 30201230) (PMID: 26264054) (PMID: 25373634).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282213062D          

 27 31  0  0  1  0            999 V2000
    5.4285    1.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    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
    4.5561   -2.5471    0.0000 C   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
    6.8091    0.8412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0218    1.6383    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  5  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
  7 22  1  0  0  0  0
 15 23  1  6  0  0  0
 23 24  1  0  0  0  0
  3 25  1  0  0  0  0
  2 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

     RDKit          3D

 57 61  0  0  0  0  0  0  0  0999 V2000
   -3.6371   -1.8823   -1.2910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5058   -0.9528   -1.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2557   -0.2836    0.1065 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4842    0.5227    0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6369    1.7777   -0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3615    2.5283   -0.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2394    1.9636    0.1914 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0442    2.2279    1.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1386    1.1593    2.0978 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0849    0.2500    0.9091 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3648    0.6644    0.2640 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8279    1.9291   -0.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0660    2.1203   -0.7000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9046    1.0517   -0.9117 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1624    1.1816   -1.4845 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7272    2.3750   -1.9094 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4481   -0.1934   -0.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3090   -1.2583   -0.7453 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1901   -0.4080    0.0573 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5018   -1.5794    0.5304 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9095   -2.8900    0.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3511   -4.0478    0.9896 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7861   -3.1330   -0.6084 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3447   -1.1485    1.2643 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7996   -2.0823    0.9932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1133   -1.3351    1.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0333    0.5542   -0.0337 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2965   -1.5878   -2.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2777   -2.0074   -0.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2806   -2.9159   -1.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5578   -1.4368   -1.5337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6183   -0.0971   -1.9568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5489    0.6572    1.5911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3987   -0.0947    0.2499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4621    2.3611    0.1433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0192    1.4740   -1.3245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5216    3.5515   -0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1267    2.6823   -1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5185    3.2097    1.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9713    2.3477    2.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5598    0.6199    2.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8537    1.5268    2.4275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1477    2.7667    0.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3718    3.1077   -0.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2716    2.8338   -1.0512 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9749    3.1232   -2.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5050    2.2093   -2.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2074   -1.1867   -1.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2209   -3.8778    2.0854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4483   -4.4056    0.5035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1586   -4.8547    0.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6211   -1.1787    2.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7994   -2.8733    1.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8284   -2.5268    0.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9084   -2.1002    1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2233   -0.9283    2.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5921    0.4895   -1.0747 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 24  1  0
 24 25  1  0
 25 26  1  0
 24 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 20 19  1  0
 19 17  2  0
 17 18  1  0
 17 14  1  0
 14 15  1  0
 15 16  1  0
 14 13  2  0
 13 12  1  0
 12 11  2  0
 10 27  1  0
 26  3  1  0
 11 19  1  0
 27  3  1  0
 27  7  1  0
 11 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  6 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 24 52  1  1
 25 53  1  0
 25 54  1  0
 26 55  1  0
 26 56  1  0
 22 49  1  0
 22 50  1  0
 22 51  1  0
 18 48  1  0
 16 45  1  0
 16 46  1  0
 16 47  1  0
 13 44  1  0
 12 43  1  0
 27 57  1  6
M  END


  Mrv1652304282213062D          

 27 31  0  0  1  0            999 V2000
    5.4285    1.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    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
    4.5561   -2.5471    0.0000 C   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
    6.8091    0.8412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0218    1.6383    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  5  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
  7 22  1  0  0  0  0
 15 23  1  6  0  0  0
 23 24  1  0  0  0  0
  3 25  1  0  0  0  0
  2 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0066864

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@]12CCCN3CC[C@@]4([C@@H](CC1)N(C(C)=O)C1=C(O)C(OC)=CC=C41)[C@@H]23

> <INCHI_IDENTIFIER>
InChI=1S/C22H30N2O3/c1-4-21-9-5-12-23-13-11-22(20(21)23)15-6-7-16(27-3)19(26)18(15)24(14(2)25)17(22)8-10-21/h6-7,17,20,26H,4-5,8-13H2,1-3H3/t17-,20-,21-,22-/m1/s1

> <INCHI_KEY>
CITPXCNSMZMNIW-BRKWEVRTSA-N

> <FORMULA>
C22H30N2O3

> <MOLECULAR_WEIGHT>
370.493

> <EXACT_MASS>
370.225642834

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
41.29387337646446

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[(1R,9R,12R,19R)-12-ethyl-6-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6-trien-8-yl]ethan-1-one

> <ALOGPS_LOGP>
3.14

> <JCHEM_LOGP>
1.420488635931404

> <ALOGPS_LOGS>
-3.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.74252305197764

> <JCHEM_PKA_STRONGEST_BASIC>
10.168540583458945

> <JCHEM_POLAR_SURFACE_AREA>
53.010000000000005

> <JCHEM_REFRACTIVITY>
104.2527

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.69e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(1R,9R,12R,19R)-12-ethyl-6-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6-trien-8-yl]ethanone

> <JCHEM_VEBER_RULE>
0

$$$$

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      10.133   2.258   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.223   1.170   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.826  -0.318   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.339  -0.718   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.249   0.370   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.646   1.858   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       8.505  -4.755   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.924  -2.822   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.486  -2.272   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.244  -0.751   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.439   0.220   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       5.197   1.740   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       3.759   2.291   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.563   1.320   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.805  -0.200   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.005   2.158   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.846   0.867   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.048  -1.721   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.609  -1.171   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      11.916  -1.406   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      12.710   1.570   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      13.107   3.058   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   26                                                  
CONECT    3    2    4   25                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   16   22                                             
CONECT    8    7    9   13                                                  
CONECT    9    8    4   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20   23                                             
CONECT   16   15    7   17                                                  
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   17   22                                                       
CONECT   22   21    7                                                       
CONECT   23   15   24                                                       
CONECT   24   23                                                            
CONECT   25    3                                                            
CONECT   26    2   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₀N₂O₃

Average Mass

370.4930 Da

Monoisotopic Mass

370.22564 Da

IUPAC Name

1-[(1R,9R,12R,19R)-12-ethyl-6-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6-trien-8-yl]ethan-1-one

Traditional Name

1-[(1R,9R,12R,19R)-12-ethyl-6-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6-trien-8-yl]ethanone

CAS Registry Number

Not Available

SMILES

CC[C@@]12CCCN3CC[C@@]4([C@@H](CC1)N(C(C)=O)C1=C(O)C(OC)=CC=C41)[C@@H]23

InChI Identifier

InChI=1S/C22H30N2O3/c1-4-21-9-5-12-23-13-11-22(20(21)23)15-6-7-16(27-3)19(26)18(15)24(14(2)25)17(22)8-10-21/h6-7,17,20,26H,4-5,8-13H2,1-3H3/t17-,20-,21-,22-/m1/s1

InChI Key

CITPXCNSMZMNIW-BRKWEVRTSA-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
Aspidosperma excelsum	LOTUS Database	35616633
Aspidosperma marcgravianum	Plant	KNApSAcK
Aspidosperma megalocarpon Muell.Arg.	Plant	KNApSAcK
Geissospermum argenteum	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
1-hydroxy-4-unsubstituted benzenoid
Aralkylamine
Phenol
Benzenoid
Piperidine
N-alkylpyrrolidine
Pyrrolidine
Tertiary carboxylic acid amide
Acetamide
Amino acid or derivatives
Tertiary aliphatic amine
Tertiary amine
Carboxamide group
Organoheterocyclic compound
Carboxylic acid derivative
Ether
Azacycle
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Amine
Organic oxygen compound
Organonitrogen 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	3.14	ALOGPS
logP	1.42	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	8.74	ChemAxon
pKa (Strongest Basic)	10.17	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	53.01 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	104.25 m³·mol⁻¹	ChemAxon
Polarizability	41.29 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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

C00024515

Chemspider ID

20056090

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12308697

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Morales-Jadan D, Blanco-Salas J, Ruiz-Tellez T, Centeno F: Three Alkaloids from an Apocynaceae Species, Aspidosperma spruceanum as Antileishmaniasis Agents by In Silico Demo-case Studies. Plants (Basel). 2020 Aug 3;9(8). pii: plants9080983. doi: 10.3390/plants9080983. [PubMed:32756456 ]
do Nascimento MS, Pina NDPV, da Silva ASB, Gomes LFDS, de Vasconcellos F, Brandao GC, do Nascimento MFA, de Oliveira AB, Barbosa WLR: In vitro antiplasmodial activity and identification, using tandem LC-MS, of alkaloids from Aspidosperma excelsum, a plant used to treat malaria in Amazonia. J Ethnopharmacol. 2019 Jan 10;228:99-109. doi: 10.1016/j.jep.2018.09.012. Epub 2018 Sep 7. [PubMed:30201230 ]
Gupta CL, Akhtar S, Kumar N, Ali J, Pathak N, Bajpai P: In Silico Elucidation and Inhibition Studies of Selected Phytoligands Against Mitogen-Activated Protein Kinases of Protozoan Parasites. Interdiscip Sci. 2016 Mar;8(1):41-52. doi: 10.1007/s12539-015-0269-6. Epub 2015 Aug 12. [PubMed:26264054 ]
Gupta CL, Akhtar S, Kumar N, Ali J, Pathak N, Bajpai P: In silico elucidation and inhibition studies of selected phytoligands against Mitogen activated protein kinases of protozoan parasites. Interdiscip Sci. 2014 Nov 6. doi: 10.1007/s12539-014-0234-9. [PubMed:25519156 ]
Gupta CL, Akhtar S, Kumar N, Ali J, Pathak N, Bajpai P: In silico elucidation and inhibition studies of selected phytoligands against Mitogen activated protein kinases of protozoan parasites. Interdiscip Sci. 2014 Nov 6. doi: 10.1007/s12539-014-0210-4. [PubMed:25373634 ]

Showing NP-Card for Aspidocarpine (NP0066864)

MOL for NP0066864 (Aspidocarpine)

3D MOL for NP0066864 (Aspidocarpine)

3D SDF for NP0066864 (Aspidocarpine)

3D-SDF for NP0066864 (Aspidocarpine)

PDB for NP0066864 (Aspidocarpine)

3D PDB for NP0066864 (Aspidocarpine)

SMILES for NP0066864 (Aspidocarpine)

INCHI for NP0066864 (Aspidocarpine)

Structure for NP0066864 (Aspidocarpine)

3D Structure for NP0066864 (Aspidocarpine)