NP-MRD: Showing NP-Card for (1s,2r,3r,4r,5s,6s,8r,9r,10r,13s,16s,17r,18r)-8-(acetyloxy)-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadec-11-en-4-yl 4-methoxybenzoate (NP0328808)

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Record Information

Version

2.0

Created at

2022-09-12 12:36:58 UTC

Updated at

2022-09-12 12:36:59 UTC

NP-MRD ID

NP0328808

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,3r,4r,5s,6s,8r,9r,10r,13s,16s,17r,18r)-8-(acetyloxy)-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadec-11-en-4-yl 4-methoxybenzoate

Description

Macrorhynine B belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group. Based on a literature review very few articles have been published on Macrorhynine B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122214372D          

 44 50  0  0  1  0            999 V2000
   -0.1440   -3.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6779   -3.2995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0357   -2.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8924   -1.6519    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8114   -0.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6544    0.1357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1671   -0.2772    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8126   -0.2766    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8678   -0.6751    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0273   -0.1299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0097    0.8749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7699   -1.6440    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2504   -1.2684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3719   -0.8139    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1578    0.2971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574    0.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4852   -1.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2990   -0.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0451   -1.8221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7458   -2.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6904   -1.9394    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4250   -2.3914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0987   -1.1497    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9901   -1.0624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8241    0.3401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.1418    0.9472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6385   -1.3694    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1909   -2.1596    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1537   -3.0422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4640   -3.7385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8356   -3.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6593   -2.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1114   -3.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9351   -3.5991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3067   -2.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7398   -4.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9161   -4.4286    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
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  6  1  6  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 12  9  1  6  0  0  0
  4 12  1  0  0  0  0
 13 12  1  6  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
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 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
  4 18  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  1  0  0  0
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  8 27  1  0  0  0  0
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 29 31  2  0  0  0  0
 27 32  1  0  0  0  0
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 32 33  1  0  0  0  0
 21 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 40 43  1  0  0  0  0
 43 44  2  0  0  0  0
 37 44  1  0  0  0  0
M  END

     RDKit          3D

 87 93  0  0  0  0  0  0  0  0999 V2000
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   -4.5040   -1.3752    2.4450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0107   -0.9438    1.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2731    0.2284    0.6792 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6780    0.7025   -0.6606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8618    0.8970   -1.6281 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4306    1.0872   -1.4635 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8094   -0.2094   -1.5737 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3994   -0.9599   -0.3603 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3919   -1.7973   -0.7726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1004   -3.1495   -0.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3025    0.4729   -2.5496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2670   -0.2816   -1.3928 C   0  0  2  0  0  0  0  0  0  0  0  0
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  5 50  1  0
M  END


  Mrv1652309122214372D          

 44 50  0  0  1  0            999 V2000
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    1.0097    0.8749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7699   -1.6440    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2504   -1.2684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3719   -0.8139    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1578    0.2971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574    0.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4852   -1.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2990   -0.8478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0451   -1.8221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7458   -2.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6904   -1.9394    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4250   -2.3914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0987   -1.1497    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9901   -1.0624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4331   -0.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5669   -0.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7045   -0.5533    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8241    0.3401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3209    1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9822    1.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1418    0.9472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6385   -1.3694    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1909   -2.1596    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1537   -3.0422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6403   -3.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2687   -4.5216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4640   -3.7385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8356   -3.0019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6593   -2.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1114   -3.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9351   -3.5991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3067   -2.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7398   -4.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9161   -4.4286    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
  4  3  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  6  1  6  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 12  9  1  6  0  0  0
  4 12  1  0  0  0  0
 13 12  1  6  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
  4 18  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  1  0  0  0  0
  8 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 27 32  1  0  0  0  0
 32 19  1  1  0  0  0
 32 33  1  0  0  0  0
 21 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 40 43  1  0  0  0  0
 43 44  2  0  0  0  0
 37 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0328808

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC[C@@]12CC[C@H](OC)[C@@]34[C@@H]5C[C@@]6(O)[C@H](OC(=O)C7=CC=C(OC)C=C7)[C@@H]5[C@@](C[C@@H]6OC)(OC(C)=O)[C@@H]([C@H](OC)[C@H]13)[C@H]4N=C2

> <INCHI_IDENTIFIER>
InChI=1S/C33H43NO10/c1-17(35)44-32-14-22(41-5)31(37)13-20(23(32)28(31)43-29(36)18-7-9-19(39-3)10-8-18)33-21(40-4)11-12-30(16-38-2)15-34-27(33)24(32)25(42-6)26(30)33/h7-10,15,20-28,37H,11-14,16H2,1-6H3/t20-,21+,22+,23-,24+,25+,26-,27-,28-,30+,31+,32-,33+/m1/s1

> <INCHI_KEY>
YVXWOFQURHZREV-PFOCBDCYSA-N

> <FORMULA>
C33H43NO10

> <MOLECULAR_WEIGHT>
613.704

> <EXACT_MASS>
613.288696589

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
65.04684784755787

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,3R,4R,5S,6S,8R,9R,10R,13S,16S,17R,18R)-8-(acetyloxy)-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadec-11-en-4-yl 4-methoxybenzoate

> <JCHEM_LOGP>
0.7776386946666646

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.862623805068065

> <JCHEM_PKA_STRONGEST_BASIC>
5.983098167199964

> <JCHEM_POLAR_SURFACE_AREA>
131.34

> <JCHEM_REFRACTIVITY>
155.19439999999992

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3R,4R,5S,6S,8R,9R,10R,13S,16S,17R,18R)-8-(acetyloxy)-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadec-11-en-4-yl 4-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.269  -6.293   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.265  -6.159   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.933  -4.728   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.666  -3.084   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.515  -1.300   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       3.088   0.253   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       4.045  -0.517   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.250  -0.516   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.487  -1.260   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.918  -0.243   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.885   1.633   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.304  -3.069   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.201  -2.368   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.561  -1.519   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.161   0.554   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.667   1.578   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.906  -2.649   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.558  -1.582   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.684  -3.401   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.992  -4.611   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.755  -3.620   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.127  -4.464   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.518  -2.146   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      11.182  -1.983   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      12.008  -0.623   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.525  -0.885   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.915  -1.033   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       7.138   0.635   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.066   1.923   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.433   3.327   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       9.598   1.768   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       6.792  -2.556   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.823  -4.031   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       7.754  -5.679   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       8.662  -7.065   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       7.968  -8.440   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      10.199  -6.979   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      10.893  -5.604   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      12.431  -5.517   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      13.275  -6.805   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      14.812  -6.718   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      15.506  -5.343   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      12.581  -8.180   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      11.043  -8.267   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   12   18                                             
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   27                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9    4   13                                                  
CONECT   13   12    7   14   19                                             
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18                                                       
CONECT   18   17    4                                                       
CONECT   19   13   20   32                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23   33                                             
CONECT   22   21                                                            
CONECT   23   21   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23   27                                                       
CONECT   27   26    8   28   32                                             
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   27   19   33                                                  
CONECT   33   32   21   34                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   44                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   43                                                  
CONECT   41   40   42                                                       
CONECT   42   41                                                            
CONECT   43   40   44                                                       
CONECT   44   43   37                                                       
MASTER        0    0    0    0    0    0    0    0   44    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₄₃NO₁₀

Average Mass

613.7040 Da

Monoisotopic Mass

613.28870 Da

IUPAC Name

(1S,2R,3R,4R,5S,6S,8R,9R,10R,13S,16S,17R,18R)-8-(acetyloxy)-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadec-11-en-4-yl 4-methoxybenzoate

Traditional Name

CAS Registry Number

Not Available

SMILES

COC[C@@]12CC[C@H](OC)[C@@]34[C@@H]5C[C@@]6(O)[C@H](OC(=O)C7=CC=C(OC)C=C7)[C@@H]5[C@@](C[C@@H]6OC)(OC(C)=O)[C@@H]([C@H](OC)[C@H]13)[C@H]4N=C2

InChI Identifier

InChI=1S/C33H43NO10/c1-17(35)44-32-14-22(41-5)31(37)13-20(23(32)28(31)43-29(36)18-7-9-19(39-3)10-8-18)33-21(40-4)11-12-30(16-38-2)15-34-27(33)24(32)25(42-6)26(30)33/h7-10,15,20-28,37H,11-14,16H2,1-6H3/t20-,21+,22+,23-,24+,25+,26-,27-,28-,30+,31+,32-,33+/m1/s1

InChI Key

YVXWOFQURHZREV-PFOCBDCYSA-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 p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

P-methoxybenzoic acids and derivatives

Alternative Parents

Substituents

P-methoxybenzoic acid or derivatives
Benzoate ester
Phenoxy compound
Anisole
Benzoyl
Methoxybenzene
Phenol ether
Alkyl aryl ether
Azepine
Tetrahydropyridine
Dicarboxylic acid or derivatives
Cyclic alcohol
Tertiary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Dialkyl ether
Organic 1,3-dipolar compound
Ether
Propargyl-type 1,3-dipolar organic compound
Organic oxygen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Organopnictogen compound
Organic oxide
Imine
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
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	0.78	ChemAxon
pKa (Strongest Acidic)	12.86	ChemAxon
pKa (Strongest Basic)	5.98	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	131.34 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	155.19 m³·mol⁻¹	ChemAxon
Polarizability	65.05 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

102329646

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2r,3r,4r,5s,6s,8r,9r,10r,13s,16s,17r,18r)-8-(acetyloxy)-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadec-11-en-4-yl 4-methoxybenzoate (NP0328808)

MOL for NP0328808 ((1s,2r,3r,4r,5s,6s,8r,9r,10r,13s,16s,17r,18r)-8-(acetyloxy)-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadec-11-en-4-yl 4-methoxybenzoate)

3D MOL for NP0328808 ((1s,2r,3r,4r,5s,6s,8r,9r,10r,13s,16s,17r,18r)-8-(acetyloxy)-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadec-11-en-4-yl 4-methoxybenzoate)

3D SDF for NP0328808 ((1s,2r,3r,4r,5s,6s,8r,9r,10r,13s,16s,17r,18r)-8-(acetyloxy)-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadec-11-en-4-yl 4-methoxybenzoate)

3D-SDF for NP0328808 ((1s,2r,3r,4r,5s,6s,8r,9r,10r,13s,16s,17r,18r)-8-(acetyloxy)-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadec-11-en-4-yl 4-methoxybenzoate)

PDB for NP0328808 ((1s,2r,3r,4r,5s,6s,8r,9r,10r,13s,16s,17r,18r)-8-(acetyloxy)-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadec-11-en-4-yl 4-methoxybenzoate)

3D PDB for NP0328808 ((1s,2r,3r,4r,5s,6s,8r,9r,10r,13s,16s,17r,18r)-8-(acetyloxy)-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadec-11-en-4-yl 4-methoxybenzoate)

SMILES for NP0328808 ((1s,2r,3r,4r,5s,6s,8r,9r,10r,13s,16s,17r,18r)-8-(acetyloxy)-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadec-11-en-4-yl 4-methoxybenzoate)

INCHI for NP0328808 ((1s,2r,3r,4r,5s,6s,8r,9r,10r,13s,16s,17r,18r)-8-(acetyloxy)-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadec-11-en-4-yl 4-methoxybenzoate)

Structure for NP0328808 ((1s,2r,3r,4r,5s,6s,8r,9r,10r,13s,16s,17r,18r)-8-(acetyloxy)-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadec-11-en-4-yl 4-methoxybenzoate)

3D Structure for NP0328808 ((1s,2r,3r,4r,5s,6s,8r,9r,10r,13s,16s,17r,18r)-8-(acetyloxy)-5-hydroxy-6,16,18-trimethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadec-11-en-4-yl 4-methoxybenzoate)