NP-MRD: Showing NP-Card for (1s,12s,14s)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6,8,10(17)-trien-14-yl acetate (NP0175873)

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Record Information

Version

2.0

Created at

2022-09-03 13:26:35 UTC

Updated at

2022-09-03 13:26:35 UTC

NP-MRD ID

NP0175873

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,12s,14s)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6,8,10(17)-trien-14-yl acetate

Description

Acetyllycoramine belongs to the class of organic compounds known as galanthamine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids with a structure characterized a tetracyclic skeleton with two ortho aromatic protons in ring A. (1s,12s,14s)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6,8,10(17)-trien-14-yl acetate is found in Pancratium maritimum. Based on a literature review very few articles have been published on Acetyllycoramine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032215262D          

 24 27  0  0  1  0            999 V2000
    5.3571   -0.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5505   -0.4095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2973    0.3757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8506    0.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5974    1.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7532    1.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2374    1.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4907    0.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8222    0.0655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1558    0.5519    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3484    0.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7978    0.9964    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0096    0.8267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5603    1.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3676    1.2712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3036    2.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0544    1.7805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8618    1.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4124    1.3359    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4157    2.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2186    3.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0045    3.3335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1536    4.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6369    2.7846    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
 10  9  1  1  0  0  0
 10 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
 14 16  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19  7  1  6  0  0  0
 10 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
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
  6 24  1  0  0  0  0
M  END

     RDKit          3D

 49 52  0  0  0  0  0  0  0  0999 V2000
   -3.4526    4.8460   -0.0616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2870    4.0729    0.1278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3737    2.7032   -0.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5602    2.1240   -0.4900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5921    0.7366   -0.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4762   -0.0136   -0.5206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3088    0.6069   -0.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2127    1.9391    0.0933 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0970    2.2653    0.4978 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8819    1.2123    0.1888 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1125    0.8521    0.9152 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8270   -0.0970   -0.0657 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0070   -0.6037    0.4882 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2573   -0.2734   -0.0039 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5219   -0.8013    0.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3353    0.5099   -0.9839 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9789   -1.1774   -0.6170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6263   -0.7079   -1.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0082    0.0065    0.0559 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1167   -0.9185    1.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8087   -2.1771    0.7544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2089   -2.1313    0.5712 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7223   -3.4877    0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6920   -1.5061   -0.6575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1670    4.5656    0.7494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1551    5.9108    0.0358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9261    4.6459   -1.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4621    2.7165   -0.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5298    0.2592   -1.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2583    1.4488   -0.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7746    1.7399    0.9822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0089    0.4283    1.9055 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1094    0.5798   -0.9263 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2680    0.0144    0.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9477   -1.5423   -0.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3326   -1.3597    1.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5033   -1.5473   -1.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9150   -2.0768    0.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8602    0.0878   -1.8937 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0372   -1.4537   -1.6154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7588   -0.4418    1.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8322   -1.2204    1.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3557   -2.6623   -0.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6436   -2.9399    1.5941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8341   -3.8575   -0.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7365   -3.5459    1.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0526   -4.1632    1.1611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2788   -1.9251   -1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7885   -1.6409   -0.6628 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 24  1  0
 24 22  1  0
 22 23  1  0
 22 21  1  0
 21 20  1  0
 19 20  1  1
 19 18  1  0
 18 17  1  0
 17 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
  8  3  1  0
  7  6  1  0
 10 19  1  0
  7 19  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
 24 48  1  0
 24 49  1  0
 23 45  1  0
 23 46  1  0
 23 47  1  0
 21 43  1  0
 21 44  1  0
 20 41  1  0
 20 42  1  0
 18 39  1  0
 18 40  1  0
 17 37  1  0
 17 38  1  0
 12 33  1  6
 11 31  1  0
 11 32  1  0
 10 30  1  6
 15 34  1  0
 15 35  1  0
 15 36  1  0
M  END


  Mrv1652309032215262D          

 24 27  0  0  1  0            999 V2000
    5.3571   -0.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5505   -0.4095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2973    0.3757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8506    0.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5974    1.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7532    1.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2374    1.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4907    0.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8222    0.0655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1558    0.5519    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3484    0.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7978    0.9964    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0096    0.8267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5603    1.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3676    1.2712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3036    2.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0544    1.7805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8618    1.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4124    1.3359    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4157    2.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2186    3.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0045    3.3335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1536    4.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6369    2.7846    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
 10  9  1  1  0  0  0
 10 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
 14 16  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19  7  1  6  0  0  0
 10 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
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
  6 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0175873

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2CN(C)CC[C@]34CC[C@@H](C[C@@H]3OC1=C24)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H25NO4/c1-12(21)23-14-6-7-19-8-9-20(2)11-13-4-5-15(22-3)18(17(13)19)24-16(19)10-14/h4-5,14,16H,6-11H2,1-3H3/t14-,16-,19+/m0/s1

> <INCHI_KEY>
ZEHNNDFENRTJFB-URLQWDBASA-N

> <FORMULA>
C19H25NO4

> <MOLECULAR_WEIGHT>
331.412

> <EXACT_MASS>
331.178358289

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
36.41742980353514

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,12S,14S)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0^{1,12}.0^{6,17}]heptadeca-6,8,10(17)-trien-14-yl acetate

> <ALOGPS_LOGP>
2.39

> <JCHEM_LOGP>
1.8101824106666675

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.61325201474601

> <JCHEM_POLAR_SURFACE_AREA>
48.00000000000001

> <JCHEM_REFRACTIVITY>
90.4938

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.07e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,12S,14S)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0^{1,12}.0^{6,17}]heptadeca-6,8,10(17)-trien-14-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      10.000  -1.088   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.494  -0.764   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.022   0.701   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.055   1.843   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.582   3.309   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.006   3.692   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.043   2.490   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.516   1.025   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.268   0.122   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.024   1.030   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.517   0.713   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.489   1.860   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.018   1.543   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.046   2.690   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.553   2.373   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.567   4.153   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.968   3.324   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.475   3.640   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.503   2.494   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.509   4.154   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.141   5.685   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       5.608   6.223   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       5.887   7.737   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.789   5.198   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   24                                                  
CONECT    7    6    8   19                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   12   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18    7   10   20                                             
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22    6                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₅NO₄

Average Mass

331.4120 Da

Monoisotopic Mass

331.17836 Da

IUPAC Name

(1S,12S,14S)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0^{1,12}.0^{6,17}]heptadeca-6,8,10(17)-trien-14-yl acetate

Traditional Name

(1S,12S,14S)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0^{1,12}.0^{6,17}]heptadeca-6,8,10(17)-trien-14-yl acetate

CAS Registry Number

Not Available

SMILES

COC1=CC=C2CN(C)CC[C@]34CC[C@@H](C[C@@H]3OC1=C24)OC(C)=O

InChI Identifier

InChI=1S/C19H25NO4/c1-12(21)23-14-6-7-19-8-9-20(2)11-13-4-5-15(22-3)18(17(13)19)24-16(19)10-14/h4-5,14,16H,6-11H2,1-3H3/t14-,16-,19+/m0/s1

InChI Key

ZEHNNDFENRTJFB-URLQWDBASA-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
Pancratium maritimum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as galanthamine-type amaryllidaceae alkaloids. These are amaryllidaceae alkaloids with a structure characterized a tetracyclic skeleton with two ortho aromatic protons in ring A.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Amaryllidaceae alkaloids

Sub Class

Galanthamine-type amaryllidaceae alkaloids

Direct Parent

Galanthamine-type amaryllidaceae alkaloids

Alternative Parents

Substituents

Galanthamine-type amaryllidaceae alkaloid
Benzazepine
Coumaran
Anisole
Aralkylamine
Azepine
Alkyl aryl ether
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
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	2.39	ALOGPS
logP	1.81	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	8.61	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	48 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	90.49 m³·mol⁻¹	ChemAxon
Polarizability	36.42 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101639268

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,12s,14s)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6,8,10(17)-trien-14-yl acetate (NP0175873)

MOL for NP0175873 ((1s,12s,14s)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6,8,10(17)-trien-14-yl acetate)

3D MOL for NP0175873 ((1s,12s,14s)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6,8,10(17)-trien-14-yl acetate)

3D SDF for NP0175873 ((1s,12s,14s)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6,8,10(17)-trien-14-yl acetate)

3D-SDF for NP0175873 ((1s,12s,14s)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6,8,10(17)-trien-14-yl acetate)

PDB for NP0175873 ((1s,12s,14s)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6,8,10(17)-trien-14-yl acetate)

3D PDB for NP0175873 ((1s,12s,14s)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6,8,10(17)-trien-14-yl acetate)

SMILES for NP0175873 ((1s,12s,14s)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6,8,10(17)-trien-14-yl acetate)

INCHI for NP0175873 ((1s,12s,14s)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6,8,10(17)-trien-14-yl acetate)

Structure for NP0175873 ((1s,12s,14s)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6,8,10(17)-trien-14-yl acetate)

3D Structure for NP0175873 ((1s,12s,14s)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0¹,¹².0⁶,¹⁷]heptadeca-6,8,10(17)-trien-14-yl acetate)