NP-MRD: Showing NP-Card for 15-hydroxyangustilobine a (NP0184092)

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Record Information

Version

2.0

Created at

2022-09-03 23:08:22 UTC

Updated at

2026-02-26 16:00:36 UTC

NP-MRD ID

NP0184092

Natural Product DOI

https://doi.org/10.57994/8323

Secondary Accession Numbers

None

Natural Product Identification

Common Name

15-hydroxyangustilobine a

Description

15-Hydroxyangustilobine A belongs to the class of organic compounds known as vallesaman alkaloids. These are alkaloids with a structure that is based on the vallesaman skeleton, a tetracyclic compound that contains a piperidine ring fused to an indole. 15-hydroxyangustilobine a is found in Alstonia angustiloba. 15-hydroxyangustilobine a was first documented in 2024 (PMID: 37942619). Based on a literature review very few articles have been published on 15-hydroxyangustilobine A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042201082D          

 26 30  0  0  1  0            999 V2000
   -0.6356    2.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6099    1.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1171    1.0113    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4836    1.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3203    2.0145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6985    1.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4250    0.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6274    0.4671    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0309   -0.0302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0110   -0.1716    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2402   -0.9641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6684   -1.5589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0411   -1.1619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2703   -1.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1802   -0.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3460    0.2626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8843    0.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4248   -0.5672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1846   -0.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9319   -0.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6083   -0.1228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5373    0.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7900    1.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1137    0.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3100    0.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1537    1.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
  3 16  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  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
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 17 25  2  0  0  0  0
 25 26  1  0  0  0  0
  5 26  1  0  0  0  0
M  END

     RDKit          3D

 48 52  0  0  0  0  0  0  0  0999 V2000
   -4.7351   -0.9565    0.8057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8519   -0.5213   -0.0675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4728   -0.2380    0.3644 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8516   -1.4666    0.9018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9867   -2.2132    0.0975 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6799   -1.8057   -1.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2844   -0.5498   -1.7127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6578    0.4562   -0.6788 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4487    1.4326   -1.2704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5454    1.0566    0.0830 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2558    2.4174   -0.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7426    2.7365   -1.5432 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5177    3.3597    0.2526 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7211    4.6386   -0.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1720    1.1643    1.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4826    0.7753    1.3605 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6818    0.2497    0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8324    0.8404   -0.1756 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8823   -0.0285   -0.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2424    0.1050   -0.3091 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1020   -0.9562   -0.1521 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6150   -2.1723    0.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2478   -2.3109    0.4424 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3772   -1.2305    0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0202   -1.0783    0.4242 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2992   -2.3133    0.8265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7666   -1.1859    0.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4269   -1.0982    1.8307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1433   -0.3761   -1.0876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6969   -2.1629    1.2020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4118   -1.2205    1.9167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0011   -2.6345   -1.9101 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4316   -1.7310   -1.4177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2108   -0.7757   -2.2962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6140   -0.0245   -2.4540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8587    1.9640   -0.5422 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8703    5.3803    0.4555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2074    4.8565   -0.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5526    4.6316   -1.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1761    2.2415    1.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5798    0.6038    2.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0139    1.8403   -0.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6329    1.0662   -0.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1668   -0.8665   -0.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2377   -3.0462    0.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8468   -3.2601    0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1326   -2.3776    1.9142 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8365   -3.2157    0.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 11  1  0
 11 12  2  0
 10 11  1  6
 10 15  1  0
 15 16  1  0
 16  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  6
  5 26  1  0
 26 25  1  0
 25 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
  3  2  1  6
  2  1  2  3
  8 10  1  0
 24 25  1  0
 17 10  1  0
 24 19  1  0
  8  3  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
  4 30  1  0
  4 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  9 36  1  0
 26 47  1  0
 26 48  1  0
 18 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
 23 46  1  0
  2 29  1  0
  1 27  1  0
  1 28  1  0
M  END


  Mrv1652309042201082D          

 26 30  0  0  1  0            999 V2000
   -0.6356    2.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6099    1.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1171    1.0113    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4836    1.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3203    2.0145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6985    1.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4250    0.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6274    0.4671    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0309   -0.0302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0110   -0.1716    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2402   -0.9641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6684   -1.5589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0411   -1.1619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2703   -1.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1802   -0.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3460    0.2626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8843    0.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4248   -0.5672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1846   -0.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9319   -0.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6083   -0.1228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5373    0.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7900    1.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1137    0.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3100    0.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1537    1.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
  3 16  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  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
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 17 25  2  0  0  0  0
 25 26  1  0  0  0  0
  5 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0184092

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@]12CO[C@@]3(CN(CC[C@]13O)CC1=C2NC2=CC=CC=C12)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C20H22N2O4/c1-3-18-11-22-9-8-20(18,24)19(12-26-18,17(23)25-2)16-14(10-22)13-6-4-5-7-15(13)21-16/h3-7,21,24H,1,8-12H2,2H3/t18-,19+,20-/m1/s1

> <INCHI_KEY>
VNWCDGXRGWDKHA-HSALFYBXSA-N

> <FORMULA>
C20H22N2O4

> <MOLECULAR_WEIGHT>
354.406

> <EXACT_MASS>
354.157957196

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
37.33262822936243

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (12S,15R,16S)-15-ethenyl-16-hydroxy-14-oxa-1,10-diazapentacyclo[13.3.1.0^{3,11}.0^{4,9}.0^{12,16}]nonadeca-3(11),4,6,8-tetraene-12-carboxylate

> <JCHEM_LOGP>
1.1413391153333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.118029518510717

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.764953509795376

> <JCHEM_PKA_STRONGEST_BASIC>
6.888087787741232

> <JCHEM_POLAR_SURFACE_AREA>
74.78999999999999

> <JCHEM_REFRACTIVITY>
96.2582

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (12S,15R,16S)-15-ethenyl-16-hydroxy-14-oxa-1,10-diazapentacyclo[13.3.1.0^{3,11}.0^{4,9}.0^{12,16}]nonadeca-3(11),4,6,8-tetraene-12-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.187   4.155   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.138   2.616   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.219   1.888   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.903   3.376   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.465   3.760   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       3.170   2.481   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.660   1.106   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.171   0.872   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.058  -0.056   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.887  -0.320   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.315  -1.800   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.248  -2.910   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       3.810  -2.169   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.238  -3.648   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.336  -0.814   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.646   0.490   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.517   0.105   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       4.526  -1.059   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       5.945  -0.459   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.340  -1.111   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.602  -0.229   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.470   1.305   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.075   1.957   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.812   1.076   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.312   1.424   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.020   3.147   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8   16                                             
CONECT    4    3    5                                                       
CONECT    5    4    6   26                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9   10                                             
CONECT    9    8                                                            
CONECT   10    8   11   15   17                                             
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13                                                            
CONECT   15   10   16                                                       
CONECT   16   15    3                                                       
CONECT   17   10   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19   25                                                  
CONECT   25   24   17   26                                                  
CONECT   26   25    5                                                       
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

COC(=O)[C@@]12CO[C@@]3(CN(CC[C@]13O)CC1=C2NC2=CC=CC=C12)C=C

InChI Identifier

InChI=1S/C20H22N2O4/c1-3-18-11-22-9-8-20(18,24)19(12-26-18,17(23)25-2)16-14(10-22)13-6-4-5-7-15(13)21-16/h3-7,21,24H,1,8-12H2,2H3/t18-,19+,20-/m1/s1

InChI Key

VNWCDGXRGWDKHA-HSALFYBXSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

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

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600.0, Chloroform-d, simulated)	[email protected]	Not Available	Not Available	2026-02-26	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150.0, Chloroform-d, simulated)	[email protected]	Not Available	Not Available	2026-02-26	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Alstonia angustiloba	LOTUS Database	35616633
Alstonia boonei		Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as vallesaman alkaloids. These are alkaloids with a structure that is based on the vallesaman skeleton, a tetracyclic compound that contains a piperidine ring fused to an indole.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Vallesaman alkaloids

Sub Class

Not Available

Direct Parent

Vallesaman alkaloids

Alternative Parents

Substituents

Vallesaman-skeleton
3-alkylindole
Indole
Indole or derivatives
Aralkylamine
Piperidine
Benzenoid
Pyrrole
Tertiary alcohol
Heteroaromatic compound
Tetrahydrofuran
Methyl ester
Amino acid or derivatives
Carboxylic acid ester
Tertiary amine
Tertiary aliphatic amine
Organoheterocyclic compound
Azacycle
Oxacycle
Carboxylic acid derivative
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Alcohol
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Amine
Organopnictogen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

alkaloid (CHEBI:70510 )

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

35518430

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

70698298

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Grimm M, Borner R, Addotey JN, Schmidt TJ, Spiegler V: Alstoboonine, an Ulean-Type Indole Alkaloid from Alstonia boonei Leaves. J Nat Prod. 2024 Mar 22;87(3):514-519. doi: 10.1021/acs.jnatprod.3c00832. Epub 2023 Nov 9. [PubMed:37942619 ]
LOTUS database [Link]
DOI: 10.1021/acs.jnatprod.3c00832

Showing NP-Card for 15-hydroxyangustilobine a (NP0184092)

MOL for NP0184092 (15-hydroxyangustilobine a)

3D MOL for NP0184092 (15-hydroxyangustilobine a)

3D SDF for NP0184092 (15-hydroxyangustilobine a)

3D-SDF for NP0184092 (15-hydroxyangustilobine a)

PDB for NP0184092 (15-hydroxyangustilobine a)

3D PDB for NP0184092 (15-hydroxyangustilobine a)

SMILES for NP0184092 (15-hydroxyangustilobine a)

INCHI for NP0184092 (15-hydroxyangustilobine a)

Structure for NP0184092 (15-hydroxyangustilobine a)

3D Structure for NP0184092 (15-hydroxyangustilobine a)