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Showing NP-Card for Isoalfileramine (NP0069981)

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Record Information
Version2.0
Created at2022-04-28 15:16:05 UTC
Updated at2022-04-28 15:16:05 UTC
NP-MRD IDNP0069981
Secondary Accession NumbersNone
Natural Product Identification
Common NameIsoalfileramine
Description{2-[(1S,2S,11S,13S)-18-[2-(dimethylamino)ethyl]-3,3,13-trimethyl-4,14-dioxapentacyclo[11.7.1.0²,¹¹.0⁵,¹⁰.0¹⁵,²⁰]Henicosa-5(10),6,8,15(20),16,18-hexaen-8-yl]ethyl}dimethylamine belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position. Isoalfileramine is found in Zanthoxylum chiriquinum and Zanthoxylum melanostictum. Based on a literature review very few articles have been published on {2-[(1S,2S,11S,13S)-18-[2-(dimethylamino)ethyl]-3,3,13-trimethyl-4,14-dioxapentacyclo[11.7.1.0²,¹¹.0⁵,¹⁰.0¹⁵,²⁰]Henicosa-5(10),6,8,15(20),16,18-hexaen-8-yl]ethyl}dimethylamine.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0069981 (Isoalfileramine)


  Mrv1652304282217162D          

 34 38  0  0  1  0            999 V2000
    5.8343    2.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9923    3.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5316    4.0634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7219    4.2215    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0375    3.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8794    2.9510    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3402    2.2667    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1499    2.1086    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2000    3.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9779    1.5255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1549    1.4686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6941    2.1530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0564    2.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956    3.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7726    3.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4103    2.7804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    2.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3118    4.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4888    4.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280    4.8335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7950    4.7766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3903    5.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7060    1.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0635    0.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5581    5.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7726    3.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3948    3.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2367    2.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4564    2.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8589    1.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6392    2.0217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2614    1.4799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0416    1.7479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1033    0.6702    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
  6  5  1  1  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  1  8  1  0  0  0  0
  8  9  1  1  0  0  0
  4  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  6 13  1  0  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  2  0  0  0  0
 12 17  1  0  0  0  0
 15 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
 20 22  1  0  0  0  0
 10 23  1  0  0  0  0
 10 24  1  0  0  0  0
  4 25  1  6  0  0  0
  2 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
  1 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
M  END
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3D MOL for NP0069981 (Isoalfileramine)

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3D SDF for NP0069981 (Isoalfileramine)

  Mrv1652304282217162D          

 34 38  0  0  1  0            999 V2000
    5.8343    2.5694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9923    3.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5316    4.0634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7219    4.2215    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0375    3.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8794    2.9510    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3402    2.2667    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1499    2.1086    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2000    3.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9779    1.5255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1549    1.4686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6941    2.1530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0564    2.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956    3.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7726    3.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4103    2.7804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    2.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3118    4.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4888    4.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280    4.8335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7950    4.7766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3903    5.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7060    1.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0635    0.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5581    5.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7726    3.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3948    3.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2367    2.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4564    2.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8589    1.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6392    2.0217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2614    1.4799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0416    1.7479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1033    0.6702    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
  6  5  1  1  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  1  8  1  0  0  0  0
  8  9  1  1  0  0  0
  4  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  6 13  1  0  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  2  0  0  0  0
 12 17  1  0  0  0  0
 15 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
 20 22  1  0  0  0  0
 10 23  1  0  0  0  0
 10 24  1  0  0  0  0
  4 25  1  6  0  0  0
  2 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
  1 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069981

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN(C)CCC1=CC2=C(O[C@@]3(C)C[C@H]2[C@@H]2[C@H](C3)C3=C(OC2(C)C)C=CC(CCN(C)C)=C3)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H42N2O2/c1-29(2)28-24(22-16-20(12-14-31(4)5)8-10-26(22)33-29)18-30(3)19-25(28)23-17-21(13-15-32(6)7)9-11-27(23)34-30/h8-11,16-17,24-25,28H,12-15,18-19H2,1-7H3/t24-,25-,28+,30-/m1/s1

> <INCHI_KEY>
XASZHQNADXWANO-YPMKZHJPSA-N

> <FORMULA>
C30H42N2O2

> <MOLECULAR_WEIGHT>
462.678

> <EXACT_MASS>
462.3246286

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
38.12470916576336

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{2-[(1S,2S,11S,13S)-8-[2-(dimethylamino)ethyl]-3,3,13-trimethyl-4,14-dioxapentacyclo[11.7.1.0^{2,11}.0^{5,10}.0^{15,20}]henicosa-5(10),6,8,15(20),16,18-hexaen-18-yl]ethyl}dimethylamine

> <ALOGPS_LOGP>
5.94

> <JCHEM_LOGP>
5.210289722000001

> <ALOGPS_LOGS>
-5.64

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_BASIC>
9.563010122449338

> <JCHEM_POLAR_SURFACE_AREA>
24.940000000000005

> <JCHEM_REFRACTIVITY>
141.6574

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.07e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{2-[(1S,2S,11S,13S)-8-[2-(dimethylamino)ethyl]-3,3,13-trimethyl-4,14-dioxapentacyclo[11.7.1.0^{2,11}.0^{5,10}.0^{15,20}]henicosa-5(10),6,8,15(20),16,18-hexaen-18-yl]ethyl}dimethylamine

> <JCHEM_VEBER_RULE>
1

$$$$

Download
3D-SDF for NP0069981 (Isoalfileramine)
Download
PDB for NP0069981 (Isoalfileramine)
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      10.891   4.796   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.186   6.308   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      10.326   7.585   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       8.814   7.880   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.537   7.020   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.242   5.509   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.102   4.231   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.613   3.936   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.707   6.008   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.425   2.848   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.889   2.741   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.029   4.019   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.705   5.402   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.845   6.680   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.309   6.574   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.633   5.190   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.493   3.913   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.449   7.851   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.912   7.745   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       0.052   9.022   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      -1.484   8.916   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.729  10.406   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.785   2.123   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.585   1.316   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.508   9.389   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.642   6.808   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.804   5.796   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.509   4.285   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.052   3.785   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.670   3.274   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.126   3.774   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0      17.288   2.763   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0      18.744   3.263   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      16.993   1.251   0.000  0.00  0.00           C+0
CONECT    1    2    8   29                                                  
CONECT    2    1    3   26                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9   25                                             
CONECT    5    4    6                                                       
CONECT    6    5    7   13                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    1    9                                                  
CONECT    9    8    4                                                       
CONECT   10    7   11   23   24                                             
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12    6   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   10                                                            
CONECT   24   10                                                            
CONECT   25    4                                                            
CONECT   26    2   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28    1                                                       
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

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3D PDB for NP0069981 (Isoalfileramine)
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SMILES for NP0069981 (Isoalfileramine)
CN(C)CCC1=CC2=C(O[C@@]3(C)C[C@H]2[C@@H]2[C@H](C3)C3=C(OC2(C)C)C=CC(CCN(C)C)=C3)C=C1
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INCHI for NP0069981 (Isoalfileramine)
InChI=1S/C30H42N2O2/c1-29(2)28-24(22-16-20(12-14-31(4)5)8-10-26(22)33-29)18-30(3)19-25(28)23-17-21(13-15-32(6)7)9-11-27(23)34-30/h8-11,16-17,24-25,28H,12-15,18-19H2,1-7H3/t24-,25-,28+,30-/m1/s1
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SynonymsNot Available
Chemical FormulaC30H42N2O2
Average Mass462.6780 Da
Monoisotopic Mass462.32463 Da
IUPAC Name{2-[(1S,2S,11S,13S)-8-[2-(dimethylamino)ethyl]-3,3,13-trimethyl-4,14-dioxapentacyclo[11.7.1.0^{2,11}.0^{5,10}.0^{15,20}]henicosa-5(10),6,8,15(20),16,18-hexaen-18-yl]ethyl}dimethylamine
Traditional Name{2-[(1S,2S,11S,13S)-8-[2-(dimethylamino)ethyl]-3,3,13-trimethyl-4,14-dioxapentacyclo[11.7.1.0^{2,11}.0^{5,10}.0^{15,20}]henicosa-5(10),6,8,15(20),16,18-hexaen-18-yl]ethyl}dimethylamine
CAS Registry NumberNot Available
SMILES
CN(C)CCC1=CC2=C(O[C@@]3(C)C[C@H]2[C@@H]2[C@H](C3)C3=C(OC2(C)C)C=CC(CCN(C)C)=C3)C=C1
InChI Identifier
InChI=1S/C30H42N2O2/c1-29(2)28-24(22-16-20(12-14-31(4)5)8-10-26(22)33-29)18-30(3)19-25(28)23-17-21(13-15-32(6)7)9-11-27(23)34-30/h8-11,16-17,24-25,28H,12-15,18-19H2,1-7H3/t24-,25-,28+,30-/m1/s1
InChI KeyXASZHQNADXWANO-YPMKZHJPSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Zanthoxylum chiriquinumPlant
Zanthoxylum melanostictumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 2,2-dimethyl-1-benzopyrans. These are organic compounds containing a 1-benzopyran moiety that carries two methyl groups at the 2-position.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassBenzopyrans  
Sub Class1-benzopyrans  
Direct Parent2,2-dimethyl-1-benzopyrans  
Alternative Parents
Substituents
  • 2,2-dimethyl-1-benzopyran
    • 

  • Phenethylamine
    • 

  • Aralkylamine
    • 

  • Alkyl aryl ether
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  • Benzenoid
    • 

  • Tertiary aliphatic amine
    • 

  • Tertiary amine
    • 

  • Oxacycle
    • 

  • Ether
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
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  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Amine
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.94ALOGPS
logP5.21ChemAxon
logS-5.6ALOGPS
pKa (Strongest Basic)9.56ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area24.94 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity141.66 m³·mol⁻¹ChemAxon
Polarizability38.12 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound163106520  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available