NP-MRD: Showing NP-Card for 4-hydroxy-5,17-dimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]octadeca-1(17),3,5,7,14(18),15-hexaen-11-ium-11-olate (NP0229737)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 09:55:35 UTC

Updated at

2022-09-06 09:55:35 UTC

NP-MRD ID

NP0229737

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-hydroxy-5,17-dimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]octadeca-1(17),3,5,7,14(18),15-hexaen-11-ium-11-olate

Description

4-Hydroxy-5,17-dimethoxy-11-methyl-2-oxa-11λ⁵-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]Octadeca-1(17),3(8),4,6,14(18),15-hexaen-11-one belongs to the class of organic compounds known as cularin alkaloids and derivatives. These are derivatives of benzyl isoquinolines in which a phenolic oxygen is incorporated into a seven-membered ring. 4-hydroxy-5,17-dimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]octadeca-1(17),3,5,7,14(18),15-hexaen-11-ium-11-olate is found in Sarcocapnos baetica. 4-Hydroxy-5,17-dimethoxy-11-methyl-2-oxa-11λ⁵-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]Octadeca-1(17),3(8),4,6,14(18),15-hexaen-11-one is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261516482D          

 25 28  0  0  0  0            999 V2000
    5.7756    1.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9873    1.5348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825    0.9736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5661    0.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9613   -0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1730   -0.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6586   -0.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8336   -0.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3192   -0.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5309   -0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3473   -1.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9521   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7404   -1.5141    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.0394   -2.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5489   -1.6782    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.0739    0.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1097    0.9736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8981    1.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0816    2.0211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700    2.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5028    0.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2461    1.0136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9894    0.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5942    1.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4106    2.0211    0.0000 O   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  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  2  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  6 23  1  0  0  0  0
 23 24  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  CHG  2  13   1  15  -1
M  END

     RDKit          3D

 46 49  0  0  0  0  0  0  0  0999 V2000
    6.0474   -2.0570    0.2979 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1609   -1.0374   -0.0807 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7943   -1.0898    0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1770   -2.1528    0.7765 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8079   -2.1828    0.9973 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0230   -1.1247    0.5848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204   -0.0458   -0.0458 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9860   -0.0423   -0.2528 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6026    1.0195   -0.8778 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0280    1.1101   -0.5360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3539    1.3851   -0.5110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5193    2.7474   -0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5846    3.5756   -0.8180 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4354    4.9731   -0.9820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7625    3.3033   -0.6848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8545    2.4756   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6743    1.1076   -0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4252    0.5262   -0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3392   -0.9423   -0.1884 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3978   -1.3511    0.9124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5917   -1.5960   -0.0623 N   0  0  2  0  0  4  0  0  0  0  0  0
   -2.5430   -2.8930    0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1221   -1.7474   -1.3050 O   0  0  0  0  0  1  0  0  0  0  0  0
   -3.5928   -0.8260    0.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9477    0.3277   -0.2266 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7325   -2.4021    1.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0914   -1.7481    0.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9153   -2.9096   -0.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7929   -2.9879    1.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3976   -3.0546    1.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0419    1.7928   -1.1811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0272    5.4586   -0.0942 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4065    5.4473   -1.2144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2152    5.1715   -1.8792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8794    4.3778   -0.8108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8287    2.9443   -0.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612   -1.3212   -1.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5180   -2.4469    1.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6744   -0.8913    1.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4129   -2.8604    1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5756   -3.3372    0.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8673   -3.6079    0.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1816   -0.4274    1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4636   -1.4961    0.8324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7271    0.9184    0.2754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2895   -0.0826   -1.1981 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 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  2  0
 17 25  1  0
 25 24  1  0
 24 21  1  0
 21 22  1  0
 21 23  1  6
 17 16  1  0
 16 15  2  0
 15 12  1  0
 12 13  1  0
 13 14  1  0
 12 11  2  0
 11 10  1  0
 10  7  1  0
  7  8  2  0
  8  9  1  0
  8  3  1  0
  7  6  1  0
 21 19  1  0
 11 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
 20 38  1  0
 20 39  1  0
 19 37  1  6
 25 45  1  0
 25 46  1  0
 24 43  1  0
 24 44  1  0
 22 40  1  0
 22 41  1  0
 22 42  1  0
 16 36  1  0
 15 35  1  0
 14 32  1  0
 14 33  1  0
 14 34  1  0
  9 31  1  0
M  CHG  2  21   1  23  -1
M  END


  Mrv1533004261516482D          

 25 28  0  0  0  0            999 V2000
    5.7756    1.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9873    1.5348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3825    0.9736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5661    0.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9613   -0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1730   -0.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6586   -0.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8336   -0.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3192   -0.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5309   -0.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3473   -1.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9521   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7404   -1.5141    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.0394   -2.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5489   -1.6782    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.0739    0.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1097    0.9736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8981    1.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0816    2.0211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700    2.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5028    0.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2461    1.0136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9894    0.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5942    1.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4106    2.0211    0.0000 O   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  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  2  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  6 23  1  0  0  0  0
 23 24  2  0  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  CHG  2  13   1  15  -1
M  END
> <DATABASE_ID>
NP0229737

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2CC3C4=C(CC[N+]3(C)[O-])C=CC(OC)=C4OC2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H21NO5/c1-20(22)9-8-11-4-7-15(24-3)19-16(11)13(20)10-12-5-6-14(23-2)17(21)18(12)25-19/h4-7,13,21H,8-10H2,1-3H3

> <INCHI_KEY>
SUTPKKPHQKUBNR-UHFFFAOYSA-N

> <FORMULA>
C19H21NO5

> <MOLECULAR_WEIGHT>
343.379

> <EXACT_MASS>
343.14197278

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
36.01999318101102

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-hydroxy-5,17-dimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]octadeca-1(17),3,5,7,14(18),15-hexaen-11-ium-11-olate

> <ALOGPS_LOGP>
1.51

> <JCHEM_LOGP>
1.8111908123333336

> <ALOGPS_LOGS>
-4.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.288238097661615

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.01520339495761

> <JCHEM_PKA_STRONGEST_BASIC>
3.560459912733974

> <JCHEM_POLAR_SURFACE_AREA>
70.98

> <JCHEM_REFRACTIVITY>
94.08309999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-hydroxy-5,17-dimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]octadeca-1(17),3,5,7,14(18),15-hexaen-11-ium-11-olate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0      10.781   2.411   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.310   2.865   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.181   1.817   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.523   0.316   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.395  -0.731   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.923  -0.277   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.963  -1.481   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.423  -1.481   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.463  -0.277   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.991  -0.731   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.648  -2.233   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.777  -3.280   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       3.249  -2.826   0.000  0.00  0.00           N+1
HETATM   14  C   UNK     0       3.807  -4.262   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.758  -3.133   0.000  0.00  0.00           O-1
HETATM   16  C   UNK     0      -0.138   0.316   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.205   1.817   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.676   2.271   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.019   3.773   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.491   4.227   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.805   1.224   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.193   1.892   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.580   1.224   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.709   2.271   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.366   3.773   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   24                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   23                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   21                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14   15                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   10   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18    9   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22    6   24                                                  
CONECT   24   23    3   25                                                  
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₁NO₅

Average Mass

343.3790 Da

Monoisotopic Mass

343.14197 Da

IUPAC Name

4-hydroxy-5,17-dimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]octadeca-1(17),3,5,7,14(18),15-hexaen-11-ium-11-olate

Traditional Name

4-hydroxy-5,17-dimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]octadeca-1(17),3,5,7,14(18),15-hexaen-11-ium-11-olate

CAS Registry Number

Not Available

SMILES

COC1=CC=C2CC3C4=C(CC[N+]3(C)[O-])C=CC(OC)=C4OC2=C1O

InChI Identifier

InChI=1S/C19H21NO5/c1-20(22)9-8-11-4-7-15(24-3)19-16(11)13(20)10-12-5-6-14(23-2)17(21)18(12)25-19/h4-7,13,21H,8-10H2,1-3H3

InChI Key

SUTPKKPHQKUBNR-UHFFFAOYSA-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
Sarcocapnos baetica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cularin alkaloids and derivatives. These are derivatives of benzyl isoquinolines in which a phenolic oxygen is incorporated into a seven-membered ring.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Cularin alkaloids and derivatives

Sub Class

Not Available

Direct Parent

Cularin alkaloids and derivatives

Alternative Parents

Substituents

Cularin or derivatives
Dibenzoxepine
Diaryl ether
Tetrahydroisoquinoline
Anisole
Phenol ether
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Phenol
Benzenoid
Trialkyl amine oxide
N-oxide
Oxacycle
Ether
Azacycle
Organoheterocyclic compound
Trisubstituted n-oxide
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organic oxide
Organic salt
Hydrocarbon derivative
Organic zwitterion
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	1.51	ALOGPS
logP	1.81	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	9.02	ChemAxon
pKa (Strongest Basic)	3.56	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	70.98 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	94.08 m³·mol⁻¹	ChemAxon
Polarizability	36.02 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

14337181

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-hydroxy-5,17-dimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]octadeca-1(17),3,5,7,14(18),15-hexaen-11-ium-11-olate (NP0229737)

MOL for NP0229737 (4-hydroxy-5,17-dimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]octadeca-1(17),3,5,7,14(18),15-hexaen-11-ium-11-olate)

3D MOL for NP0229737 (4-hydroxy-5,17-dimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]octadeca-1(17),3,5,7,14(18),15-hexaen-11-ium-11-olate)

3D SDF for NP0229737 (4-hydroxy-5,17-dimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]octadeca-1(17),3,5,7,14(18),15-hexaen-11-ium-11-olate)

3D-SDF for NP0229737 (4-hydroxy-5,17-dimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]octadeca-1(17),3,5,7,14(18),15-hexaen-11-ium-11-olate)

PDB for NP0229737 (4-hydroxy-5,17-dimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]octadeca-1(17),3,5,7,14(18),15-hexaen-11-ium-11-olate)

3D PDB for NP0229737 (4-hydroxy-5,17-dimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]octadeca-1(17),3,5,7,14(18),15-hexaen-11-ium-11-olate)

SMILES for NP0229737 (4-hydroxy-5,17-dimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]octadeca-1(17),3,5,7,14(18),15-hexaen-11-ium-11-olate)

INCHI for NP0229737 (4-hydroxy-5,17-dimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]octadeca-1(17),3,5,7,14(18),15-hexaen-11-ium-11-olate)

Structure for NP0229737 (4-hydroxy-5,17-dimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]octadeca-1(17),3,5,7,14(18),15-hexaen-11-ium-11-olate)

3D Structure for NP0229737 (4-hydroxy-5,17-dimethoxy-11-methyl-2-oxa-11-azatetracyclo[8.7.1.0³,⁸.0¹⁴,¹⁸]octadeca-1(17),3,5,7,14(18),15-hexaen-11-ium-11-olate)