NP-MRD: Showing NP-Card for aspidophytine (NP0197338)

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Record Information

Version

2.0

Created at

2022-09-04 15:35:17 UTC

Updated at

2022-09-04 15:35:18 UTC

NP-MRD ID

NP0197338

Secondary Accession Numbers

None

Natural Product Identification

Common Name

aspidophytine

Description

Aspidophytine belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring. aspidophytine was first documented in 2006 (PMID: 17330147). Based on a literature review a small amount of articles have been published on Aspidophytine (PMID: 27525506) (PMID: 23610074) (PMID: 19243142) (PMID: 18855359).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042217352D          

 28 33  0  0  1  0            999 V2000
    6.3145    2.8850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0998    2.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3025    1.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7201    2.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9229    2.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7081    1.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2906    0.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0878    1.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6703    0.4953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4675    0.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9150    0.1327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2884   -0.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1003    0.2630    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4584   -0.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6886    0.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5608    0.8566    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5777    1.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6632    1.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3051    2.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1816    2.2371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0444    2.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4926    1.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9725    1.0780    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2027    1.3748    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9082    2.1455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0843    2.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5661    2.7455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8696    1.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 11  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  1  0  0  0
  6 23  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 20  1  1  0  0  0
 16 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 16 28  1  6  0  0  0
M  END

     RDKit          3D

 54 59  0  0  0  0  0  0  0  0999 V2000
    5.2319    2.2084    1.3430 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6278    1.4010    0.3576 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3013    0.9557    0.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5014    1.2769    1.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1783    0.8217    1.5853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6851    0.0406    0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5161   -0.2764   -0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8301    0.1748   -0.5741 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6533   -0.1490   -1.6522 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4554   -1.2938   -1.6478 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123   -1.0883   -1.4256 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3115   -2.0320   -2.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5912   -0.7672   -1.1862 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8387    0.5940   -1.7613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6335    1.4727   -1.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3469    1.1923    0.0846 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8213    1.1051   -0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0196   -0.2177   -0.9471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6915   -1.3018    0.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7316   -1.0652    0.9935 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9730   -2.2629    1.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5326   -1.9654    1.0102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5911   -0.5982    0.3200 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8220    0.0212    0.8447 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5786    0.5372    2.1383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1708    1.7727    2.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6220    2.2878    3.3561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1811    2.4093    0.9885 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0736    3.2899    1.1607 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3318    2.0250    1.2782 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9390    1.9442    2.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9006    1.8915    2.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6251    1.1245    2.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4667   -1.8534   -2.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0557   -1.9897   -0.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4777   -1.0227   -1.2942 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9851   -2.7891   -1.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4734   -2.6319   -2.8126 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8953   -1.5145   -3.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2856   -1.5191   -1.5594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3371    0.8349   -2.6812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7644    2.4346   -1.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3690    1.0830    0.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0949    1.9564   -0.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0687   -0.2971   -1.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4030   -0.2075   -1.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4375   -2.2173   -0.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6548   -1.6041    0.5145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2590   -3.0697    0.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1747   -2.7123    2.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0352   -1.7770    1.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0093   -2.6823    0.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0571    3.0876    0.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2515    2.9627    0.7555 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 16 15  1  6
 16 28  1  0
 28 26  1  0
 26 27  2  0
 26 25  1  0
 24 25  1  1
 24 20  1  0
 20 21  1  0
 21 22  1  0
 23 22  1  1
 20 19  1  0
 19 18  1  0
 18 17  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
  8  3  1  0
 23  6  1  0
 23 13  1  0
 24 16  1  0
 23 24  1  0
 17 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
 12 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  1
 14 41  1  0
 15 42  1  0
 28 53  1  0
 28 54  1  0
 21 49  1  0
 21 50  1  0
 22 51  1  0
 22 52  1  0
 19 47  1  0
 19 48  1  0
 18 45  1  0
 18 46  1  0
 17 43  1  0
 17 44  1  0
 10 34  1  0
 10 35  1  0
 10 36  1  0
M  END


  Mrv1652309042217352D          

 28 33  0  0  1  0            999 V2000
    6.3145    2.8850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0998    2.0884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3025    1.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7201    2.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9229    2.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7081    1.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2906    0.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0878    1.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6703    0.4953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4675    0.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9150    0.1327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2884   -0.6030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1003    0.2630    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4584   -0.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6886    0.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5608    0.8566    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5777    1.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6632    1.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3051    2.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1816    2.2371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0444    2.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4926    1.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9725    1.0780    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2027    1.3748    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9082    2.1455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0843    2.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5661    2.7455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8696    1.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 11  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  1  0  0  0
  6 23  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 20  1  1  0  0  0
 16 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 16 28  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0197338

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2C(N(C)[C@@H]3C=C[C@]45CC(=O)O[C@@]44N(CC[C@@]234)CCC5)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C22H26N2O4/c1-23-16-7-9-20-8-4-11-24-12-10-21(16,22(20,24)28-17(25)13-20)14-5-6-15(26-2)19(27-3)18(14)23/h5-7,9,16H,4,8,10-13H2,1-3H3/t16-,20-,21-,22+/m1/s1

> <INCHI_KEY>
QESOHAISGSLAAJ-DHWLSRIRSA-N

> <FORMULA>
C22H26N2O4

> <MOLECULAR_WEIGHT>
382.46

> <EXACT_MASS>
382.189257325

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
40.421755020548815

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4R,12R,16S)-7,8-dimethoxy-5-methyl-17-oxa-5,15-diazahexacyclo[13.4.3.0^{1,16}.0^{4,12}.0^{6,11}.0^{12,16}]docosa-2,6,8,10-tetraen-18-one

> <JCHEM_LOGP>
2.580261337

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
4.0971767878389596

> <JCHEM_POLAR_SURFACE_AREA>
51.24

> <JCHEM_REFRACTIVITY>
105.78779999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4R,12R,16S)-7,8-dimethoxy-5-methyl-17-oxa-5,15-diazahexacyclo[13.4.3.0^{1,16}.0^{4,12}.0^{6,11}.0^{12,16}]docosa-2,6,8,10-tetraen-18-one

> <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      11.787   5.385   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      11.386   3.898   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.898   3.502   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.811   4.593   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.323   4.196   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.922   2.709   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.009   1.619   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.497   2.015   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      10.585   0.924   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      12.073   1.321   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       7.308   0.248   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       8.005  -1.126   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.787   0.491   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.589  -0.476   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.152   0.078   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.913   1.599   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.078   1.976   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.238   3.674   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.436   4.642   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       4.072   4.176   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       5.683   4.500   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.520   3.208   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.549   2.012   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.112   2.566   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.562   4.005   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.024   3.927   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.057   5.125   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.623   2.440   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   23                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    7   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   23                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   24   28                                             
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22    6   13   24                                             
CONECT   24   23   20   16   25                                             
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   16                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₆N₂O₄

Average Mass

382.4600 Da

Monoisotopic Mass

382.18926 Da

IUPAC Name

(1S,4R,12R,16S)-7,8-dimethoxy-5-methyl-17-oxa-5,15-diazahexacyclo[13.4.3.0^{1,16}.0^{4,12}.0^{6,11}.0^{12,16}]docosa-2,6,8,10-tetraen-18-one

Traditional Name

(1S,4R,12R,16S)-7,8-dimethoxy-5-methyl-17-oxa-5,15-diazahexacyclo[13.4.3.0^{1,16}.0^{4,12}.0^{6,11}.0^{12,16}]docosa-2,6,8,10-tetraen-18-one

CAS Registry Number

Not Available

SMILES

COC1=CC=C2C(N(C)[C@@H]3C=C[C@]45CC(=O)O[C@@]44N(CC[C@@]234)CCC5)=C1OC

InChI Identifier

InChI=1S/C22H26N2O4/c1-23-16-7-9-20-8-4-11-24-12-10-21(16,22(20,24)28-17(25)13-20)14-5-6-15(26-2)19(27-3)18(14)23/h5-7,9,16H,4,8,10-13H2,1-3H3/t16-,20-,21-,22+/m1/s1

InChI Key

QESOHAISGSLAAJ-DHWLSRIRSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Carbazoles

Alternative Parents

Substituents

Carbazole
Indolizidine
Anisole
Phenol ether
Dialkylarylamine
Tertiary aliphatic/aromatic amine
Alkyl aryl ether
Aralkylamine
Gamma butyrolactone
Benzenoid
N-alkylpyrrolidine
Piperidine
Oxolane
Pyrrolidine
Tertiary amine
Amino acid or derivatives
Carboxylic acid ester
Lactone
Azacycle
Carboxylic acid derivative
Ether
Oxacycle
Monocarboxylic acid or derivatives
Organooxygen compound
Amine
Carbonyl group
Organic oxide
Organic nitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.58	ChemAxon
pKa (Strongest Basic)	4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	51.24 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	105.79 m³·mol⁻¹	ChemAxon
Polarizability	40.42 Å³	ChemAxon
Number of Rings	6	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

Not Available

Chemspider ID

9958575

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Aspidophytine

METLIN ID

Not Available

PubChem Compound

11783895

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Turkmen YE, Gravel M, Rawal VH: Studies Directed toward the Synthesis of Aspidophytine: Construction of Its Perhydroquinoline Core. J Org Chem. 2016 Nov 4;81(21):10454-10462. doi: 10.1021/acs.joc.6b01574. Epub 2016 Aug 29. [PubMed:27525506 ]
Yang R, Qiu FG: General entry to aspidosperma alkaloids: enantioselective total synthesis of (-)-aspidophytine. Angew Chem Int Ed Engl. 2013 Jun 3;52(23):6015-8. doi: 10.1002/anie.201302442. Epub 2013 Apr 22. [PubMed:23610074 ]
Nicolaou KC, Krasovskiy A, Majumder U, Trepanier VE, Chen DY: New synthetic technologies for the construction of heterocycles and tryptamines. J Am Chem Soc. 2009 Mar 18;131(10):3690-9. doi: 10.1021/ja808692j. [PubMed:19243142 ]
Nicolaou KC, Dalby SM, Majumder U: A concise asymmetric total synthesis of aspidophytine. J Am Chem Soc. 2008 Nov 12;130(45):14942-3. doi: 10.1021/ja806176w. Epub 2008 Oct 15. [PubMed:18855359 ]
Hong X, Mejia-Oneto JM, Padwa A: Lewis acid-promoted alpha-hydroxy beta-dicarbonyl to alpha-ketol ester rearrangement. Tetrahedron Lett. 2006 Nov 20;47(47):8387-8390. doi: 10.1016/j.tetlet.2006.09.071. [PubMed:17330147 ]
LOTUS database [Link]

Showing NP-Card for aspidophytine (NP0197338)

MOL for NP0197338 (aspidophytine)

3D MOL for NP0197338 (aspidophytine)

3D SDF for NP0197338 (aspidophytine)

3D-SDF for NP0197338 (aspidophytine)

PDB for NP0197338 (aspidophytine)

3D PDB for NP0197338 (aspidophytine)

SMILES for NP0197338 (aspidophytine)

INCHI for NP0197338 (aspidophytine)

Structure for NP0197338 (aspidophytine)

3D Structure for NP0197338 (aspidophytine)