NP-MRD: Showing NP-Card for (1'r,2's,3s,7's,9'r)-2'-hydroxy-1,5'-dimethyl-2-oxo-4'-oxa-12'-azaspiro[indole-3,10'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-6'-carbaldehyde (NP0209362)

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Record Information

Version

2.0

Created at

2022-09-05 06:44:13 UTC

Updated at

2022-09-05 06:44:14 UTC

NP-MRD ID

NP0209362

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1'r,2's,3s,7's,9'r)-2'-hydroxy-1,5'-dimethyl-2-oxo-4'-oxa-12'-azaspiro[indole-3,10'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-6'-carbaldehyde

Description

16-Hydroxyalstonal belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. (1'r,2's,3s,7's,9'r)-2'-hydroxy-1,5'-dimethyl-2-oxo-4'-oxa-12'-azaspiro[indole-3,10'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-6'-carbaldehyde is found in Alstonia macrophylla. (1'r,2's,3s,7's,9'r)-2'-hydroxy-1,5'-dimethyl-2-oxo-4'-oxa-12'-azaspiro[indole-3,10'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-6'-carbaldehyde was first documented in 2004 (PMID: 15104482). Based on a literature review very few articles have been published on 16-Hydroxyalstonal.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052208442D          

 26 30  0  0  1  0            999 V2000
   -1.8052   -0.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2599   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4511   -0.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877   -1.1511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6211   -1.3140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0943    0.2497    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8698   -0.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5734    0.3989    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0914    1.2238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779    1.7249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0988    1.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6753    1.2176    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9218    2.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4297    2.6671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7467    2.0138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2244    2.6865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0101    1.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7674    0.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8624    0.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2003   -0.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4430   -0.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3479    0.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1691    1.0315    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4902    1.7915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9779    1.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5232    0.5753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  3  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 12 11  1  6  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 12 22  1  0  0  0  0
 10 23  1  0  0  0  0
  6 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 26  1  0  0  0  0
M  END

     RDKit          3D

 48 52  0  0  0  0  0  0  0  0999 V2000
    5.4835   -1.0109    0.5694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1871   -0.4281    0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3164    0.1196    0.9011 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6541    0.1397    2.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7129   -0.3354    2.7977 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0253    0.7122    0.4818 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8472    0.0955    1.2178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4199    0.7810    0.7840 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1402    1.6757   -0.3241 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3935    0.7281   -1.2991 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3534   -0.5511   -1.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3052   -0.2237    0.0213 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7190   -1.3359    0.8510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0400   -2.2135    1.4913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1476   -1.3434    0.8765 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9982   -2.2803    1.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5914   -0.2807    0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8723    0.1263   -0.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0856    1.1897   -1.1359 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0280    1.8783   -1.6910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7401    1.4554   -1.3508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5267    0.3927   -0.4945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8753    0.6333   -0.9944 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4674    1.7992   -1.5307 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5327   -0.5312   -1.6471 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9024   -0.4680   -1.2890 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1469   -0.2345    1.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0408   -1.3816   -0.3206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2976   -1.8824    1.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9741    0.5773    3.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0827    1.7873    0.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9952    0.3402    2.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8617   -0.9863    1.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9736    1.2624    1.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4571    2.4689   -0.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2651    1.1516   -2.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8892   -0.8277   -2.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2248   -1.4124   -0.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0447   -2.0204    1.4311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8347   -2.1433    2.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8254   -3.3127    1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7359   -0.3799    0.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0807    1.5201   -1.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1456    2.7171   -2.3667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9209    1.9991   -1.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1041    1.9864   -2.4424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1672   -1.5240   -1.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4032   -0.4300   -2.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 15 13  1  0
 13 14  2  0
 12 13  1  1
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  3  1  0
  3  4  1  0
  4  5  2  0
  3  2  2  0
  2  1  1  0
  2 26  1  0
 26 25  1  0
 25 23  1  0
 23 24  1  6
 12 22  1  0
 22 21  2  0
 21 20  1  0
 20 19  2  0
 19 18  1  0
 18 17  2  0
 17 15  1  0
  8 12  1  0
 23  6  1  0
 17 22  1  0
 23 10  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 11 37  1  0
 11 38  1  0
 10 36  1  6
  9 35  1  0
  8 34  1  1
  7 32  1  0
  7 33  1  0
  6 31  1  6
  4 30  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
 25 47  1  0
 25 48  1  0
 24 46  1  0
 21 45  1  0
 20 44  1  0
 19 43  1  0
 18 42  1  0
M  END


  Mrv1652309052208442D          

 26 30  0  0  1  0            999 V2000
   -1.8052   -0.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2599   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4511   -0.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877   -1.1511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6211   -1.3140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0943    0.2497    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8698   -0.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5734    0.3989    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0914    1.2238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2779    1.7249    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0988    1.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6753    1.2176    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9218    2.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4297    2.6671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7467    2.0138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2244    2.6865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0101    1.2320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7674    0.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8624    0.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2003   -0.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4430   -0.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3479    0.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1691    1.0315    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4902    1.7915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9779    1.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5232    0.5753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  3  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 12 11  1  6  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 12 22  1  0  0  0  0
 10 23  1  0  0  0  0
  6 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0209362

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C(=O)[C@@]2(C[C@H]3N[C@@H]2C[C@H]2C(C=O)=C(C)OC[C@@]32O)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H22N2O4/c1-11-12(9-23)14-7-16-19(8-17(21-16)20(14,25)10-26-11)13-5-3-4-6-15(13)22(2)18(19)24/h3-6,9,14,16-17,21,25H,7-8,10H2,1-2H3/t14-,16+,17+,19-,20-/m0/s1

> <INCHI_KEY>
GZMCRBONSRHEMV-CIJNOWTPSA-N

> <FORMULA>
C20H22N2O4

> <MOLECULAR_WEIGHT>
354.406

> <EXACT_MASS>
354.157957196

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
36.49969065301532

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1'R,2'S,3S,7'S,9'R)-2'-hydroxy-1,5'-dimethyl-2-oxo-1,2-dihydro-4'-oxa-12'-azaspiro[indole-3,10'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-ene-6'-carbaldehyde

> <JCHEM_LOGP>
-0.3695027533333337

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.142034273179853

> <JCHEM_PKA_STRONGEST_BASIC>
9.58090086970655

> <JCHEM_POLAR_SURFACE_AREA>
78.87

> <JCHEM_REFRACTIVITY>
95.75450000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1'R,2'S,3S,7'S,9'R)-2'-hydroxy-1,5'-dimethyl-2-oxo-4'-oxa-12'-azaspiro[indole-3,10'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-ene-6'-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.370  -1.541   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.352  -0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.842  -0.689   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.350  -2.149   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.159  -2.453   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.176   0.466   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.624  -0.059   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.937   0.745   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       2.037   2.285   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       0.519   3.220   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.051   3.374   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.127   2.273   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.587   3.743   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.669   4.979   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       5.127   3.759   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       6.019   5.015   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.619   2.300   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.032   1.689   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.210   0.159   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.974  -0.760   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.560  -0.149   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.383   1.381   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.316   1.925   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.915   3.344   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.825   2.229   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -2.843   1.074   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   26                                                  
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3    7   23                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   23                                                  
CONECT   11   10   12                                                       
CONECT   12   11    8   13   22                                             
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17   12                                                  
CONECT   23   10    6   24   25                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25    2                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₂N₂O₄

Average Mass

354.4060 Da

Monoisotopic Mass

354.15796 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CN1C(=O)[C@@]2(C[C@H]3N[C@@H]2C[C@H]2C(C=O)=C(C)OC[C@@]32O)C2=CC=CC=C12

InChI Identifier

InChI=1S/C20H22N2O4/c1-11-12(9-23)14-7-16-19(8-17(21-16)20(14,25)10-26-11)13-5-3-4-6-15(13)22(2)18(19)24/h3-6,9,14,16-17,21,25H,7-8,10H2,1-2H3/t14-,16+,17+,19-,20-/m0/s1

InChI Key

GZMCRBONSRHEMV-CIJNOWTPSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Alstonia macrophylla	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Beta amino acids and derivatives

Alternative Parents

Substituents

Beta amino acid or derivatives
Indole or derivatives
Aralkylamine
Benzenoid
Piperidine
Vinylogous ester
Tertiary carboxylic acid amide
Tertiary alcohol
Pyrrolidine
Cyclic alcohol
Lactam
Carboxamide group
1,2-aminoalcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Secondary amine
Secondary aliphatic amine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Aldehyde
Alcohol
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101730880

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kam TS, Choo YM: New indole alkaloids from Alstonia macrophylla. J Nat Prod. 2004 Apr;67(4):547-52. doi: 10.1021/np034041v. [PubMed:15104482 ]
LOTUS database [Link]

Showing NP-Card for (1'r,2's,3s,7's,9'r)-2'-hydroxy-1,5'-dimethyl-2-oxo-4'-oxa-12'-azaspiro[indole-3,10'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-6'-carbaldehyde (NP0209362)

MOL for NP0209362 ((1'r,2's,3s,7's,9'r)-2'-hydroxy-1,5'-dimethyl-2-oxo-4'-oxa-12'-azaspiro[indole-3,10'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-6'-carbaldehyde)

3D MOL for NP0209362 ((1'r,2's,3s,7's,9'r)-2'-hydroxy-1,5'-dimethyl-2-oxo-4'-oxa-12'-azaspiro[indole-3,10'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-6'-carbaldehyde)

3D SDF for NP0209362 ((1'r,2's,3s,7's,9'r)-2'-hydroxy-1,5'-dimethyl-2-oxo-4'-oxa-12'-azaspiro[indole-3,10'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-6'-carbaldehyde)

3D-SDF for NP0209362 ((1'r,2's,3s,7's,9'r)-2'-hydroxy-1,5'-dimethyl-2-oxo-4'-oxa-12'-azaspiro[indole-3,10'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-6'-carbaldehyde)

PDB for NP0209362 ((1'r,2's,3s,7's,9'r)-2'-hydroxy-1,5'-dimethyl-2-oxo-4'-oxa-12'-azaspiro[indole-3,10'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-6'-carbaldehyde)

3D PDB for NP0209362 ((1'r,2's,3s,7's,9'r)-2'-hydroxy-1,5'-dimethyl-2-oxo-4'-oxa-12'-azaspiro[indole-3,10'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-6'-carbaldehyde)

SMILES for NP0209362 ((1'r,2's,3s,7's,9'r)-2'-hydroxy-1,5'-dimethyl-2-oxo-4'-oxa-12'-azaspiro[indole-3,10'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-6'-carbaldehyde)

INCHI for NP0209362 ((1'r,2's,3s,7's,9'r)-2'-hydroxy-1,5'-dimethyl-2-oxo-4'-oxa-12'-azaspiro[indole-3,10'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-6'-carbaldehyde)

Structure for NP0209362 ((1'r,2's,3s,7's,9'r)-2'-hydroxy-1,5'-dimethyl-2-oxo-4'-oxa-12'-azaspiro[indole-3,10'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-6'-carbaldehyde)

3D Structure for NP0209362 ((1'r,2's,3s,7's,9'r)-2'-hydroxy-1,5'-dimethyl-2-oxo-4'-oxa-12'-azaspiro[indole-3,10'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-ene-6'-carbaldehyde)