NP-MRD: Showing NP-Card for methyl 4-hydroxy-3-(4-{[(5s)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4(9),10,14,16(21)-hexaen-5-yl]methyl}phenoxy)benzoate (NP0318119)

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Record Information

Version

1.0

Created at

2022-09-11 18:25:24 UTC

Updated at

2022-09-11 18:25:25 UTC

NP-MRD ID

NP0318119

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 4-hydroxy-3-(4-{[(5s)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4(9),10,14,16(21)-hexaen-5-yl]methyl}phenoxy)benzoate

Description

Methyl 4-hydroxy-3-(4-{[(5S)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]Docosa-1(14),3,9,11,15,21-hexaen-5-yl]methyl}phenoxy)benzoate belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached. methyl 4-hydroxy-3-(4-{[(5s)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4(9),10,14,16(21)-hexaen-5-yl]methyl}phenoxy)benzoate is found in Berberis lycium. Based on a literature review very few articles have been published on methyl 4-hydroxy-3-(4-{[(5S)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]Docosa-1(14),3,9,11,15,21-hexaen-5-yl]methyl}phenoxy)benzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112220252D          

 46 52  0  0  1  0            999 V2000
    1.3089    5.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1016    6.0184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961    5.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4979    4.6456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4887    5.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6868    6.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4795    6.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0740    6.1328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8666    6.3617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8758    5.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4703    4.7600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2721    3.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8666    3.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6684    2.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8758    2.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6776    1.5566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2721    0.9845    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0740    0.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6684   -0.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4703   -1.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6776   -1.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4795   -2.2189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6868   -2.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0832   -0.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813   -0.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6868    0.5269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8942    0.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2905   -1.0748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5163   -0.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0782    0.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1200    0.9845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4745    1.5566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9126    1.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1108    2.0142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4611   -0.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6592    0.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0648    1.2133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2629    2.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813    2.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4795    3.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0832    5.1032    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
  3  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
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
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 31 32  2  0  0  0  0
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 32 33  1  0  0  0  0
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 30 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 29 38  1  0  0  0  0
 38 39  2  0  0  0  0
 19 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 17 42  1  0  0  0  0
 42 43  1  0  0  0  0
 15 44  1  0  0  0  0
 44 45  2  0  0  0  0
 12 45  1  0  0  0  0
 10 46  2  0  0  0  0
  5 46  1  0  0  0  0
M  END

     RDKit          3D

 80 86  0  0  0  0  0  0  0  0999 V2000
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    8.4280    3.7116    2.2501 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7177    2.3889    2.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6056    2.0773    3.2792 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0638    1.3022    1.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3859   -0.0190    1.9357 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9202   -2.3649   -0.8808 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5916   -0.4614   -0.2409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7070    0.1527    0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6813    2.0174    1.4256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9105    1.4136    1.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0045    0.1471    0.8007 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.0531   -1.7655   -0.3414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0775    2.0631    1.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0089    3.5641    1.9361 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3338   -1.6420   -4.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1620   -0.3721    1.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7899    2.6068    0.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
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 46 80  1  0
M  END


  Mrv1652309112220252D          

 46 52  0  0  1  0            999 V2000
    1.3089    5.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1016    6.0184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961    5.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4979    4.6456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4887    5.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6868    6.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4795    6.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0740    6.1328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8666    6.3617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8758    5.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4703    4.7600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2721    3.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8666    3.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6684    2.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8758    2.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6776    1.5566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2721    0.9845    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0740    0.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6684   -0.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4703   -1.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6776   -1.4180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4795   -2.2189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6868   -2.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0832   -0.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813   -0.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6868    0.5269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8942    0.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2997    0.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5071    0.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3089   -0.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9034   -0.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961   -0.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2905   -1.0748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5163   -0.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0782    0.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1200    0.9845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4745    1.5566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9126    1.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1108    2.0142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4611   -0.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6592    0.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0648    1.2133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2629    2.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813    2.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4795    3.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0832    5.1032    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
  3  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
  8  9  1  0  0  0  0
  8 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
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  2  0  0  0  0
 18 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 32 33  1  0  0  0  0
 24 33  1  0  0  0  0
 30 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 29 38  1  0  0  0  0
 38 39  2  0  0  0  0
 19 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 17 42  1  0  0  0  0
 42 43  1  0  0  0  0
 15 44  1  0  0  0  0
 44 45  2  0  0  0  0
 12 45  1  0  0  0  0
 10 46  2  0  0  0  0
  5 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0318119

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=CC=C(O)C(OC2=CC=C(C[C@@H]3N(C)CCC4=C3C3=C(OC5=CC6=C(C=C5O3)C(=O)N(C)CC6)C(OC)=C4)C=C2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C36H34N2O8/c1-37-13-12-22-17-31(42-3)33-34(46-30-19-25-21(16-29(30)45-33)11-14-38(2)35(25)40)32(22)26(37)15-20-5-8-24(9-6-20)44-28-18-23(36(41)43-4)7-10-27(28)39/h5-10,16-19,26,39H,11-15H2,1-4H3/t26-/m0/s1

> <INCHI_KEY>
VNHMZLWCKKBUPX-SANMLTNESA-N

> <FORMULA>
C36H34N2O8

> <MOLECULAR_WEIGHT>
622.674

> <EXACT_MASS>
622.231516063

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
67.2418236700816

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 4-hydroxy-3-(4-{[(5S)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1(22),3(12),4(9),10,14,16(21)-hexaen-5-yl]methyl}phenoxy)benzoate

> <JCHEM_LOGP>
5.19874467971141

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.5345760435265845

> <JCHEM_PKA_STRONGEST_BASIC>
6.454372881390479

> <JCHEM_POLAR_SURFACE_AREA>
107.00000000000001

> <JCHEM_REFRACTIVITY>
172.26329999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl 4-hydroxy-3-(4-{[(5S)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1(22),3(12),4(9),10,14,16(21)-hexaen-5-yl]methyl}phenoxy)benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       2.443  10.807   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.923  11.234   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.033  10.167   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.663   8.672   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.512  10.594   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.882  12.089   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.362  12.516   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.471  11.448   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      10.951  11.875   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       9.101   9.953   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      10.211   8.885   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.841   7.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.951   6.323   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.581   4.828   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.101   4.401   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.732   2.906   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.841   1.838   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.471   0.343   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.581  -0.725   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.211  -2.220   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.732  -2.647   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.362  -4.142   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.882  -4.569   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.622  -1.579   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.992  -0.084   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.882   0.984   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.403   0.556   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.293   1.624   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.813   1.197   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.443  -0.298   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.553  -1.366   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.033  -0.938   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       6.142  -2.006   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.964  -0.725   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.146   0.343   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0       0.224   1.838   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0      -0.886   2.906   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.704   2.265   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       2.073   3.760   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      12.061  -0.298   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      12.431   1.197   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      11.321   2.265   0.000  0.00  0.00           N+0
HETATM   43  C   UNK     0      11.691   3.760   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       7.992   5.468   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       8.362   6.963   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       7.622   9.526   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   46                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   46                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   45                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   44                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   42                                                  
CONECT   18   17   19   25                                                  
CONECT   19   18   20   40                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25   33                                                  
CONECT   25   24   18   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   38                                                  
CONECT   30   29   31   34                                                  
CONECT   31   30   32                                                       
CONECT   32   31   27   33                                                  
CONECT   33   32   24                                                       
CONECT   34   30   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   29   39                                                  
CONECT   39   38                                                            
CONECT   40   19   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   17   43                                                  
CONECT   43   42                                                            
CONECT   44   15   45                                                       
CONECT   45   44   12                                                       
CONECT   46   10    5                                                       
MASTER        0    0    0    0    0    0    0    0   46    0  104    0
END

View in JSmol

Synonyms

Value	Source
Methyl 4-hydroxy-3-(4-{[(5S)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0,.0,.0,]docosa-1(14),3,9,11,15,21-hexaen-5-yl]methyl}phenoxy)benzoic acid	Generator

Chemical Formula

C₃₆H₃₄N₂O₈

Average Mass

622.6740 Da

Monoisotopic Mass

622.23152 Da

IUPAC Name

methyl 4-hydroxy-3-(4-{[(5S)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1(22),3(12),4(9),10,14,16(21)-hexaen-5-yl]methyl}phenoxy)benzoate

Traditional Name

methyl 4-hydroxy-3-(4-{[(5S)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1(22),3(12),4(9),10,14,16(21)-hexaen-5-yl]methyl}phenoxy)benzoate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CC=C(O)C(OC2=CC=C(C[C@@H]3N(C)CCC4=C3C3=C(OC5=CC6=C(C=C5O3)C(=O)N(C)CC6)C(OC)=C4)C=C2)=C1

InChI Identifier

InChI=1S/C36H34N2O8/c1-37-13-12-22-17-31(42-3)33-34(46-30-19-25-21(16-29(30)45-33)11-14-38(2)35(25)40)32(22)26(37)15-20-5-8-24(9-6-20)44-28-18-23(36(41)43-4)7-10-27(28)39/h5-10,16-19,26,39H,11-15H2,1-4H3/t26-/m0/s1

InChI Key

VNHMZLWCKKBUPX-SANMLTNESA-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
Berberis lycium	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Benzylisoquinolines

Direct Parent

Benzylisoquinolines

Alternative Parents

Substituents

Benzylisoquinoline
Dibenzo-p-dioxin
Diphenylether
Isoquinolone
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
Diaryl ether
Tetrahydroisoquinoline
Benzoate ester
Benzoic acid or derivatives
Phenol ether
Phenoxy compound
Anisole
Benzoyl
Phenol
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Methyl ester
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Lactam
Carboxylic acid derivative
Azacycle
Oxacycle
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organopnictogen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	5.2	ChemAxon
pKa (Strongest Acidic)	7.53	ChemAxon
pKa (Strongest Basic)	6.45	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	107 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	172.26 m³·mol⁻¹	ChemAxon
Polarizability	67.24 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

162842959

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 4-hydroxy-3-(4-{[(5s)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4(9),10,14,16(21)-hexaen-5-yl]methyl}phenoxy)benzoate (NP0318119)

MOL for NP0318119 (methyl 4-hydroxy-3-(4-{[(5s)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4(9),10,14,16(21)-hexaen-5-yl]methyl}phenoxy)benzoate)

3D MOL for NP0318119 (methyl 4-hydroxy-3-(4-{[(5s)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4(9),10,14,16(21)-hexaen-5-yl]methyl}phenoxy)benzoate)

3D SDF for NP0318119 (methyl 4-hydroxy-3-(4-{[(5s)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4(9),10,14,16(21)-hexaen-5-yl]methyl}phenoxy)benzoate)

3D-SDF for NP0318119 (methyl 4-hydroxy-3-(4-{[(5s)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4(9),10,14,16(21)-hexaen-5-yl]methyl}phenoxy)benzoate)

PDB for NP0318119 (methyl 4-hydroxy-3-(4-{[(5s)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4(9),10,14,16(21)-hexaen-5-yl]methyl}phenoxy)benzoate)

3D PDB for NP0318119 (methyl 4-hydroxy-3-(4-{[(5s)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4(9),10,14,16(21)-hexaen-5-yl]methyl}phenoxy)benzoate)

SMILES for NP0318119 (methyl 4-hydroxy-3-(4-{[(5s)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4(9),10,14,16(21)-hexaen-5-yl]methyl}phenoxy)benzoate)

INCHI for NP0318119 (methyl 4-hydroxy-3-(4-{[(5s)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4(9),10,14,16(21)-hexaen-5-yl]methyl}phenoxy)benzoate)

Structure for NP0318119 (methyl 4-hydroxy-3-(4-{[(5s)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4(9),10,14,16(21)-hexaen-5-yl]methyl}phenoxy)benzoate)

3D Structure for NP0318119 (methyl 4-hydroxy-3-(4-{[(5s)-11-methoxy-6,19-dimethyl-20-oxo-2,13-dioxa-6,19-diazapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁶,²¹]docosa-1(22),3(12),4(9),10,14,16(21)-hexaen-5-yl]methyl}phenoxy)benzoate)