NP-MRD: Showing NP-Card for 11-Hydroxyheyneanine (NP0067877)

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Record Information

Version

2.0

Created at

2022-04-28 12:42:59 UTC

Updated at

2022-04-28 12:42:59 UTC

NP-MRD ID

NP0067877

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11-Hydroxyheyneanine

Description

79235-41-9 Belongs to the class of organic compounds known as ibogan-type alkaloids. These are indole alkaloids with a structure based on the ibogamine skeleton or a derivative thereof. Ibogamine is a pentacyclic heterocyclic compound consisting of an indole fused to an azepane-containing tricyclic moiety ring. Iboga alkaloids arise from the cyclization of a secodine-type precursor through the formation of a 16,21 bond. 11-Hydroxyheyneanine is found in Tabernaemontana attenuata (Miers)Urb. Based on a literature review very few articles have been published on 79235-41-9.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282214432D          

 27 31  0  0  1  0            999 V2000
    2.4050   -1.1015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808   -0.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5227    0.2282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2818   -0.0950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2090   -0.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8843   -1.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6324   -1.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7052   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0299    0.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4533    0.1268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0359   -0.2350    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4310   -1.1245    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7271   -1.8624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4186   -2.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1734   -1.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4613   -1.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3956   -0.3913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7214   -0.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3668   -0.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1864   -0.6917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0057   -0.7890    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3310   -1.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4996   -0.1282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7120    0.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071    1.1836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1070    0.6226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4310    1.3813    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  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  4  9  2  0  0  0  0
  8 10  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  1 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 11 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 21 23  1  6  0  0  0
 11 24  1  1  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

     RDKit          3D

 53 57  0  0  0  0  0  0  0  0999 V2000
    0.3002   -3.2751    2.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2305   -2.5054    1.7942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4863   -1.3154    1.7194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0655   -0.9776    2.7818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4900   -0.6026    0.4470 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9290   -1.4681   -0.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6596   -0.5677   -1.7376 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9940   -0.2683   -1.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7176    0.5516    0.1295 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5815    0.1976    1.3124 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0659    0.4074    0.9626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3300    1.0938    2.3484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2639    0.6685    0.4140 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7127    1.3454   -0.7422 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0981    2.5538   -0.5414 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1212    2.2891    0.3627 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6367    0.9118    0.1175 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9406   -0.2540    0.1601 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8551   -1.2263   -0.1369 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0630   -0.6772   -0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3068   -1.1885   -0.6785 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3835   -0.3478   -0.8369 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6422   -0.8572   -1.1659 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2691    1.0131   -0.6804 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0275    1.5296   -0.3546 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9503    0.6847   -0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8501    0.7043   -1.9583 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4905   -4.3238    2.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6511   -3.2490    3.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1157   -2.9550    3.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0834   -1.9066   -1.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6214   -2.2618   -0.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7759   -1.1269   -2.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6535    0.2315   -1.8313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4885   -1.2377   -0.8603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0602    1.6015   -0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5277   -0.8611    1.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4363   -0.3766    0.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1861    1.4292    0.5348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6117    0.4239    1.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3933    1.9963    1.9586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0613    1.2321    1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866    3.0328   -1.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7559    3.2391    0.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8589    2.4508    1.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8798    3.0449    0.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6421   -2.2555   -0.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4219   -2.2621   -0.8075 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4442   -0.2761   -1.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0889    1.6854   -0.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8897    2.5807   -0.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1360    0.3884   -2.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3308    1.3362   -2.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  3  1  1
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
  9 13  1  0
 13 14  1  0
 14 27  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 13  5  1  0
 26 17  1  0
 18  5  1  0
 26 20  1  0
 27  7  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  6
  8 34  1  0
  8 35  1  0
  9 36  1  6
 10 37  1  1
 11 38  1  0
 11 39  1  0
 11 40  1  0
 12 41  1  0
 13 42  1  1
 27 52  1  0
 27 53  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 19 47  1  0
 21 48  1  0
 23 49  1  0
 24 50  1  0
 25 51  1  0
M  END


  Mrv1652304282214432D          

 27 31  0  0  1  0            999 V2000
    2.4050   -1.1015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808   -0.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5227    0.2282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2818   -0.0950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2090   -0.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8843   -1.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6324   -1.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7052   -0.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0299    0.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4533    0.1268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0359   -0.2350    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4310   -1.1245    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7271   -1.8624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4186   -2.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1734   -1.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4613   -1.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3956   -0.3913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7214   -0.9065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3668   -0.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1864   -0.6917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0057   -0.7890    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3310   -1.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4996   -0.1282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7120    0.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071    1.1836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1070    0.6226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4310    1.3813    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  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  4  9  2  0  0  0  0
  8 10  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  1 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 11 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 21 23  1  6  0  0  0
 11 24  1  1  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0067877

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@]12C[C@H]3C[C@@H]([C@H](C)O)[C@@H]1N(C3)CCC1=C2NC2=CC(O)=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C21H26N2O4/c1-11(24)16-7-12-9-21(20(26)27-2)18-15(5-6-23(10-12)19(16)21)14-4-3-13(25)8-17(14)22-18/h3-4,8,11-12,16,19,22,24-25H,5-7,9-10H2,1-2H3/t11-,12+,16-,19-,21+/m0/s1

> <INCHI_KEY>
SURLCFQHMLXWMC-PKNMCCMWSA-N

> <FORMULA>
C21H26N2O4

> <MOLECULAR_WEIGHT>
370.449

> <EXACT_MASS>
370.189257325

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
40.288202431144526

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1S,15R,17R,18S)-6-hydroxy-17-[(1S)-1-hydroxyethyl]-3,13-diazapentacyclo[13.3.1.0^{2,10}.0^{4,9}.0^{13,18}]nonadeca-2(10),4,6,8-tetraene-1-carboxylate

> <ALOGPS_LOGP>
2.36

> <JCHEM_LOGP>
1.6268216356742429

> <ALOGPS_LOGS>
-2.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.21415291107423

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.538794124744882

> <JCHEM_PKA_STRONGEST_BASIC>
8.094562939064447

> <JCHEM_POLAR_SURFACE_AREA>
85.79

> <JCHEM_REFRACTIVITY>
101.56710000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.54e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,15R,17R,18S)-6-hydroxy-17-[(1S)-1-hydroxyethyl]-3,13-diazapentacyclo[13.3.1.0^{2,10}.0^{4,9}.0^{13,18}]nonadeca-2(10),4,6,8-tetraene-1-carboxylate

> <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       4.489  -2.056   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.698  -0.735   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       4.709   0.426   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       6.126  -0.177   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.990  -1.711   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.251  -2.596   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.647  -1.947   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.783  -0.413   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.522   0.472   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      10.179   0.237   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.934  -0.439   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.805  -2.099   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.357  -3.476   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       2.648  -4.307   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.057  -3.609   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.728  -2.755   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.605  -0.730   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.213  -1.692   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.685  -0.121   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.348  -1.291   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.877  -1.473   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.485  -2.888   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.799  -0.239   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.329   0.978   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.253   2.209   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.200   1.162   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -0.804   2.578   0.000  0.00  0.00           C+0
CONECT    1    2    5   15                                                  
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    1    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8                                                            
CONECT   11    2   12   18   24                                             
CONECT   12   11   13   20                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14    1                                                       
CONECT   16   13   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17   11                                                       
CONECT   19   17   20                                                       
CONECT   20   19   12   21                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   11   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   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

C₂₁H₂₆N₂O₄

Average Mass

370.4490 Da

Monoisotopic Mass

370.18926 Da

IUPAC Name

methyl (1S,15R,17R,18S)-6-hydroxy-17-[(1S)-1-hydroxyethyl]-3,13-diazapentacyclo[13.3.1.0^{2,10}.0^{4,9}.0^{13,18}]nonadeca-2(10),4,6,8-tetraene-1-carboxylate

Traditional Name

methyl (1S,15R,17R,18S)-6-hydroxy-17-[(1S)-1-hydroxyethyl]-3,13-diazapentacyclo[13.3.1.0^{2,10}.0^{4,9}.0^{13,18}]nonadeca-2(10),4,6,8-tetraene-1-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@]12C[C@H]3C[C@@H]([C@H](C)O)[C@@H]1N(C3)CCC1=C2NC2=CC(O)=CC=C12

InChI Identifier

InChI=1S/C21H26N2O4/c1-11(24)16-7-12-9-21(20(26)27-2)18-15(5-6-23(10-12)19(16)21)14-4-3-13(25)8-17(14)22-18/h3-4,8,11-12,16,19,22,24-25H,5-7,9-10H2,1-2H3/t11-,12+,16-,19-,21+/m0/s1

InChI Key

SURLCFQHMLXWMC-PKNMCCMWSA-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
Tabernaemontana attenuata (Miers) Urb.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ibogan-type alkaloids. These are indole alkaloids with a structure based on the ibogamine skeleton or a derivative thereof. Ibogamine is a pentacyclic heterocyclic compound consisting of an indole fused to an azepane-containing tricyclic moiety ring. Iboga alkaloids arise from the cyclization of a secodine-type precursor through the formation of a 16,21 bond.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ibogan-type alkaloids

Sub Class

Not Available

Direct Parent

Ibogan-type alkaloids

Alternative Parents

Substituents

Ibogan skeleton
Catharanthine skeleton
Hydroxyindole
3-alkylindole
Pyrroloazepine
Piperidinecarboxylic acid
Indole or derivatives
Indole
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Azepine
Benzenoid
Piperidine
Heteroaromatic compound
Methyl ester
Pyrrole
1,3-aminoalcohol
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Carboxylic acid ester
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
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
logP	2.36	ALOGPS
logP	1.63	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	9.54	ChemAxon
pKa (Strongest Basic)	8.09	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	85.79 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	101.57 m³·mol⁻¹	ChemAxon
Polarizability	40.29 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

C00025711

Chemspider ID

138598

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

157490

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 11-Hydroxyheyneanine (NP0067877)

MOL for NP0067877 (11-Hydroxyheyneanine)

3D MOL for NP0067877 (11-Hydroxyheyneanine)

3D SDF for NP0067877 (11-Hydroxyheyneanine)

3D-SDF for NP0067877 (11-Hydroxyheyneanine)

PDB for NP0067877 (11-Hydroxyheyneanine)

3D PDB for NP0067877 (11-Hydroxyheyneanine)

SMILES for NP0067877 (11-Hydroxyheyneanine)

INCHI for NP0067877 (11-Hydroxyheyneanine)

Structure for NP0067877 (11-Hydroxyheyneanine)

3D Structure for NP0067877 (11-Hydroxyheyneanine)