NP-MRD: Showing NP-Card for 8'-Deoxytubulosine (NP0068783)

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Record Information

Version

2.0

Created at

2022-04-28 14:02:32 UTC

Updated at

2022-04-28 14:02:32 UTC

NP-MRD ID

NP0068783

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8'-Deoxytubulosine

Description

Deoxytubulosine belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. Deoxytubulosine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. 8'-Deoxytubulosine is found in Alangium bussyanum and Alangium lamarckii. 8'-Deoxytubulosine was first documented in 2002 (PMID: 12150812). Based on a literature review very few articles have been published on Deoxytubulosine (PMID: 22052788).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282216022D          

 34 39  0  0  1  0            999 V2000
    6.5044    4.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1718    4.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0856    3.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3319    3.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7507    4.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9970    3.3405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    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
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  6  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  6  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 21 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 16 33  1  1  0  0  0
 33 34  1  0  0  0  0
M  END

     RDKit          3D

 71 76  0  0  0  0  0  0  0  0999 V2000
   -0.4389   -4.1891    0.6250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4915   -3.1663   -0.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9000   -1.9217    1.0399 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2051   -0.6064    0.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2516    0.1328    0.9287 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5925    1.3649    0.4182 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6674    2.0938    0.9415 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4082    1.5449    2.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8363    1.8527   -0.6259 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1682    3.0912   -1.1493 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4292    3.6446   -2.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7859    1.1056   -1.1137 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4529   -0.1382   -0.5879 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3037   -0.8722   -1.1782 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1010    0.0312   -1.1334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1906   -0.7241   -0.9647 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2935    0.2679   -0.7459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6784   -0.2634   -0.7894 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0012   -1.2780    0.1853 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2227   -1.9242   -0.2611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3995   -0.9849   -0.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9784    0.4493   -0.3213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6803    0.8271   -0.5756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6626    2.1658   -0.5618 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8934    2.6502   -0.3098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4464    3.9065   -0.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7978    4.0907    0.0889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6201    2.9938    0.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0911    1.7475    0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7488    1.5662   -0.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6552   -3.6539    1.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5700   -4.6194    0.6929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2051   -4.9726    0.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178   -3.4590   -1.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4208   -3.1932   -1.0762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8585   -1.5977    0.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2570   -2.7956    1.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4572   -0.9654    1.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9770   -2.7805   -0.9190 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0287   -3.7835    0.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7774   -2.4593    1.4002 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1762   -1.8421    1.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8535   -0.2428    1.7514 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7916    1.4050    2.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3224    2.1166    2.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7435    0.5203    1.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3404    3.5468   -1.9710 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6545    3.1295   -3.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6321    4.7175   -2.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2160    1.5120   -1.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5591   -1.1119   -2.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2320    0.7913   -0.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0432    0.5744   -2.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4369   -1.2440   -1.9496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2142    1.0063   -1.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.7316    0.8853    0.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
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  6  7  1  0
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  8 17  2  0
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 10  9  2  0
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 34 29  1  0
 18  5  1  0
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 33 71  1  0
M  END


  Mrv1652304282216022D          

 34 39  0  0  1  0            999 V2000
    6.5044    4.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1718    4.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7507    4.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9970    3.3405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8395    1.8414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
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  3  4  2  0  0  0  0
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  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
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 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  6  0  0  0
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 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
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 15 20  1  0  0  0  0
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 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
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 18 24  1  0  0  0  0
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 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 16 33  1  1  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0068783

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H]1CN2CCC3=C(C=C(OC)C(OC)=C3)[C@@H]2C[C@@H]1C[C@H]1NCCC2=C1NC1=CC=CC=C21

> <INCHI_IDENTIFIER>
InChI=1S/C29H37N3O2/c1-4-18-17-32-12-10-19-15-27(33-2)28(34-3)16-23(19)26(32)14-20(18)13-25-29-22(9-11-30-25)21-7-5-6-8-24(21)31-29/h5-8,15-16,18,20,25-26,30-31H,4,9-14,17H2,1-3H3/t18-,20-,25+,26-/m0/s1

> <INCHI_KEY>
AVJZNOIWPGXYKM-LXFCCGDJSA-N

> <FORMULA>
C29H37N3O2

> <MOLECULAR_WEIGHT>
459.634

> <EXACT_MASS>
459.288577443

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
54.578449936800325

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,11bS)-3-ethyl-9,10-dimethoxy-2-{[(1R)-1H,2H,3H,4H,9H-pyrido[3,4-b]indol-1-yl]methyl}-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinoline

> <ALOGPS_LOGP>
4.79

> <JCHEM_LOGP>
4.8223628030000025

> <ALOGPS_LOGS>
-5.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.382681717748262

> <JCHEM_PKA_STRONGEST_BASIC>
9.413916338752845

> <JCHEM_POLAR_SURFACE_AREA>
49.52000000000001

> <JCHEM_REFRACTIVITY>
137.78829999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
deoxytubulosine

> <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      12.142   9.299   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.387   8.394   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.226   6.862   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.820   6.236   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.574   7.141   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.735   8.672   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       9.328   6.236   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       9.804   4.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.344   4.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.114   3.437   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.344   2.104   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       9.804   2.104   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       9.034   3.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.494   3.437   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       5.184  -0.564   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.206   3.437   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.564   4.771   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.746   0.770   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -2.516  -0.564   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17   33                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   15                                                       
CONECT   21   19   22   28                                                  
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23   18                                                       
CONECT   25   22   26                                                       
CONECT   26   25   27   31                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27   21                                                       
CONECT   29   27   30                                                       
CONECT   30   29                                                            
CONECT   31   26   32                                                       
CONECT   32   31                                                            
CONECT   33   16   34                                                       
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₃₇N₃O₂

Average Mass

459.6340 Da

Monoisotopic Mass

459.28858 Da

IUPAC Name

(2S,3R,11bS)-3-ethyl-9,10-dimethoxy-2-{[(1R)-1H,2H,3H,4H,9H-pyrido[3,4-b]indol-1-yl]methyl}-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinoline

Traditional Name

deoxytubulosine

CAS Registry Number

Not Available

SMILES

CC[C@H]1CN2CCC3=C(C=C(OC)C(OC)=C3)[C@@H]2C[C@@H]1C[C@H]1NCCC2=C1NC1=CC=CC=C21

InChI Identifier

InChI=1S/C29H37N3O2/c1-4-18-17-32-12-10-19-15-27(33-2)28(34-3)16-23(19)26(32)14-20(18)13-25-29-22(9-11-30-25)21-7-5-6-8-24(21)31-29/h5-8,15-16,18,20,25-26,30-31H,4,9-14,17H2,1-3H3/t18-,20-,25+,26-/m0/s1

InChI Key

AVJZNOIWPGXYKM-LXFCCGDJSA-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
Alangium bussyanum	Plant	KNApSAcK
Alangium lamarckii	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Harmala alkaloids

Sub Class

Not Available

Direct Parent

Harmala alkaloids

Alternative Parents

Substituents

Harman
Beta-carboline
Pyridoindole
Quinolizidine
Tetrahydroisoquinoline
3-alkylindole
Indole
Indole or derivatives
Anisole
Aralkylamine
Alkyl aryl ether
Benzenoid
Piperidine
Heteroaromatic compound
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Organoheterocyclic compound
Azacycle
Secondary aliphatic amine
Ether
Secondary amine
Organic oxygen compound
Hydrocarbon derivative
Amine
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

harmala alkaloid (CHEBI:4433 )
Isoquinoline alkaloids (C11817 )

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	4.79	ALOGPS
logP	4.82	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	16.38	ChemAxon
pKa (Strongest Basic)	9.41	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.52 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	137.79 m³·mol⁻¹	ChemAxon
Polarizability	54.58 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

C00026848

Chemspider ID

144660

KEGG Compound ID

C11817

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

165003

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhang W, Bah J, Wohlfarth A, Franzen J: A stereodivergent strategy for the preparation of corynantheine and ipecac alkaloids, their epimers, and analogues: efficient total synthesis of (-)-dihydrocorynantheol, (-)-corynantheol, (-)-protoemetinol, (-)-corynantheal, (-)-protoemetine, and related natural and nonnatural compounds. Chemistry. 2011 Dec 2;17(49):13814-24. doi: 10.1002/chem.201102012. Epub 2011 Nov 3. [PubMed:22052788 ]
Jain S, Sinha A, Bhakuni DS: The biosynthesis of beta-carboline and quinolizidine alkaloids of Alangium lamarckii. Phytochemistry. 2002 Aug;60(8):853-9. doi: 10.1016/s0031-9422(02)00057-2. [PubMed:12150812 ]

Showing NP-Card for 8'-Deoxytubulosine (NP0068783)

MOL for NP0068783 (8'-Deoxytubulosine)

3D MOL for NP0068783 (8'-Deoxytubulosine)

3D SDF for NP0068783 (8'-Deoxytubulosine)

3D-SDF for NP0068783 (8'-Deoxytubulosine)

PDB for NP0068783 (8'-Deoxytubulosine)

3D PDB for NP0068783 (8'-Deoxytubulosine)

SMILES for NP0068783 (8'-Deoxytubulosine)

INCHI for NP0068783 (8'-Deoxytubulosine)

Structure for NP0068783 (8'-Deoxytubulosine)

3D Structure for NP0068783 (8'-Deoxytubulosine)