NP-MRD: Showing NP-Card for (9r)-4,15,16-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaen-3-ol (NP0289864)

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Record Information

Version

2.0

Created at

2022-09-09 20:15:35 UTC

Updated at

2022-09-09 20:15:35 UTC

NP-MRD ID

NP0289864

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(9r)-4,15,16-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaen-3-ol

Description

Omphalotin A belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Omphalotin A is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Omphalotin A has been detected, but not quantified in, mushrooms. (9r)-4,15,16-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaen-3-ol is found in Annona cherimola. This could make omphalotin a a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241218412D          

 25 28  0  0  0  0            999 V2000
    0.6188   -9.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -8.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -7.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -7.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3332   -7.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3332   -8.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -6.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3332   -6.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0477   -6.5270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0477   -7.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3332   -5.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0477   -4.8769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622   -5.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622   -6.1144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -6.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -5.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -4.8769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8102   -9.0020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246   -8.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8102   -7.3520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8102   -6.5269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246   -6.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8102   -4.8769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8102   -4.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622   -6.9395    0.0000 H   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
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5 10  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
  9  8  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7  8  2  0  0  0  0
  7 15  1  0  0  0  0
 11  8  1  0  0  0  0
 17 11  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  1  0  0  0  0
  3 20  1  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  0  0  0  0
  9 25  1  1  0  0  0
M  END

     RDKit          3D

 45 48  0  0  0  0  0  0  0  0999 V2000
    5.8889   -0.0612   -0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6080   -0.6495   -0.1998 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5030    0.1688   -0.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6434    1.4995    0.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5537    2.2998    0.4524 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2717    1.7434    0.3729 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1436    0.3959    0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2200   -0.4187   -0.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2046   -1.7403   -0.3701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2199   -0.1605    0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4566   -1.3912   -0.4393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4499   -2.3984   -0.6518 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4036   -3.4917    0.3708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7966   -1.7495   -0.7433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0251   -3.0302   -1.2525 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3401   -3.4134   -1.5632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8086   -0.8711   -0.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5807    0.3892   -0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2886    0.7524    0.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0379    2.0204    0.9885 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1577    2.7192    0.4855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1662    2.8403    1.1890 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2504    2.7305    0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7298    1.2994    0.1474 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0343    0.4440    0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6938   -0.7747   -0.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9043    0.7644   -0.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6392    1.9460    0.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6549    3.3520    0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0306   -2.2812   -0.5080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1909   -4.1989    0.0809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5700   -3.9904    0.2840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5874   -3.0537    1.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2759   -4.4364   -2.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0090   -3.4298   -0.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8175   -2.6901   -2.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8360   -1.1790   -0.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7236    1.6738    2.0569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0930    3.1529   -0.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4771    3.5602    1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4336    2.9260    2.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9672    3.1605   -0.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1051    3.3103    0.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4110    0.9958    0.9424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3182    1.2654   -0.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 21  1  0
 21  6  1  0
  6  5  2  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  1  0
  3  8  1  0
  8  9  1  0
  8  7  2  0
  7 10  1  0
 10 19  2  0
 19 18  1  0
 18 24  1  0
 24 23  1  0
 23 22  1  0
 18 17  2  0
 17 14  1  0
 14 15  1  0
 15 16  1  0
 14 11  2  0
 11 12  1  0
 12 13  1  0
 19 20  1  0
 22 20  1  0
  7  6  1  0
 11 10  1  0
 20 38  1  1
 21 39  1  0
 21 40  1  0
  5 29  1  0
  4 28  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  9 30  1  0
 24 44  1  0
 24 45  1  0
 23 42  1  0
 23 43  1  0
 22 41  1  0
 17 37  1  0
 16 34  1  0
 16 35  1  0
 16 36  1  0
 13 31  1  0
 13 32  1  0
 13 33  1  0
M  END


  Mrv0541 02241218412D          

 25 28  0  0  0  0            999 V2000
    0.6188   -9.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -8.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -7.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -7.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3332   -7.7645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3332   -8.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -6.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3332   -6.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0477   -6.5270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0477   -7.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3332   -5.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0477   -4.8769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622   -5.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622   -6.1144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -6.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957   -5.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6188   -4.8769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8102   -9.0020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246   -8.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8102   -7.3520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8102   -6.5269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5246   -6.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8102   -4.8769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8102   -4.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7622   -6.9395    0.0000 H   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
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5 10  1  0  0  0  0
  4  5  1  0  0  0  0
  4  7  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
  9  8  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7  8  2  0  0  0  0
  7 15  1  0  0  0  0
 11  8  1  0  0  0  0
 17 11  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  1  0  0  0  0
  3 20  1  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  0  0  0  0
  9 25  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0289864

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC3=CC=C(OC)C(O)=C3C3=C1C(CCN2)=CC(OC)=C3OC

> <INCHI_IDENTIFIER>
InChI=1S/C19H21NO4/c1-22-13-5-4-10-8-12-15-11(6-7-20-12)9-14(23-2)19(24-3)17(15)16(10)18(13)21/h4-5,9,12,20-21H,6-8H2,1-3H3/t12-/m1/s1

> <INCHI_KEY>
OHDQLTAYHMLRBA-GFCCVEGCSA-N

> <FORMULA>
C19H21NO4

> <MOLECULAR_WEIGHT>
327.3743

> <EXACT_MASS>
327.147058165

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
35.3529224183643

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9R)-4,15,16-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaen-3-ol

> <ALOGPS_LOGP>
1.63

> <JCHEM_LOGP>
1.8336519321522005

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.153552393835508

> <JCHEM_PKA_STRONGEST_BASIC>
9.851650077378933

> <JCHEM_POLAR_SURFACE_AREA>
59.95

> <JCHEM_REFRACTIVITY>
92.10210000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.81e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9R)-4,15,16-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaen-3-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       1.155 -16.804   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.179 -16.034   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.179 -14.494   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.155 -13.724   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.489 -14.494   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.489 -16.034   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.155 -12.184   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.489 -11.414   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.822 -12.184   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.822 -13.724   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.489  -9.874   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.822  -9.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.156  -9.874   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       5.156 -11.414   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -0.179 -11.414   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.179  -9.874   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.155  -9.104   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.512 -16.804   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.846 -16.034   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.512 -13.724   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.512 -12.184   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.846 -11.414   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.512  -9.104   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.512  -7.564   0.000  0.00  0.00           C+0
HETATM   25  H   UNK     0       5.156 -12.954   0.000  0.00  0.00           H+0
CONECT    1    2    6                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2    4   20                                                  
CONECT    4    3    5    7                                                  
CONECT    5    6   10    4                                                  
CONECT    6    5    1                                                       
CONECT    7    4    8   15                                                  
CONECT    8    9    7   11                                                  
CONECT    9   10   14    8   25                                             
CONECT   10    5    9                                                       
CONECT   11   12    8   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14    9   13                                                       
CONECT   15    7   16   21                                                  
CONECT   16   15   17   23                                                  
CONECT   17   11   16                                                       
CONECT   18    2   19                                                       
CONECT   19   18                                                            
CONECT   20    3                                                            
CONECT   21   15   22                                                       
CONECT   22   21                                                            
CONECT   23   16   24                                                       
CONECT   24   23                                                            
CONECT   25    9                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₁NO₄

Average Mass

327.3743 Da

Monoisotopic Mass

327.14706 Da

IUPAC Name

(9R)-4,15,16-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaen-3-ol

Traditional Name

(9R)-4,15,16-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaen-3-ol

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC3=CC=C(OC)C(O)=C3C3=C1C(CCN2)=CC(OC)=C3OC

InChI Identifier

InChI=1S/C19H21NO4/c1-22-13-5-4-10-8-12-15-11(6-7-20-12)9-14(23-2)19(24-3)17(15)16(10)18(13)21/h4-5,9,12,20-21H,6-8H2,1-3H3/t12-/m1/s1

InChI Key

OHDQLTAYHMLRBA-GFCCVEGCSA-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

Species Name	Source	Reference
Annona cherimola	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Macrolactam
Alpha-amino acid or derivatives
3-alkylindole
Indole
Indole or derivatives
Substituted pyrrole
Benzenoid
Pyrrole
Tertiary carboxylic acid amide
Heteroaromatic compound
Secondary carboxylic acid amide
Lactam
Carboxamide group
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
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	1.63	ALOGPS
logP	1.83	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	9.15	ChemAxon
pKa (Strongest Basic)	9.85	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	59.95 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	92.1 m³·mol⁻¹	ChemAxon
Polarizability	35.35 Å³	ChemAxon
Number of Rings	4	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

HMDB0031915

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB008603

KNApSAcK ID

C00026880

Chemspider ID

19706660

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23590061

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (9r)-4,15,16-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaen-3-ol (NP0289864)

MOL for NP0289864 ((9r)-4,15,16-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaen-3-ol)

3D MOL for NP0289864 ((9r)-4,15,16-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaen-3-ol)

3D SDF for NP0289864 ((9r)-4,15,16-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaen-3-ol)

3D-SDF for NP0289864 ((9r)-4,15,16-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaen-3-ol)

PDB for NP0289864 ((9r)-4,15,16-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaen-3-ol)

3D PDB for NP0289864 ((9r)-4,15,16-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaen-3-ol)

SMILES for NP0289864 ((9r)-4,15,16-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaen-3-ol)

INCHI for NP0289864 ((9r)-4,15,16-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaen-3-ol)

Structure for NP0289864 ((9r)-4,15,16-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaen-3-ol)

3D Structure for NP0289864 ((9r)-4,15,16-trimethoxy-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(16),2,4,6,13(17),14-hexaen-3-ol)