NP-MRD: Showing NP-Card for Worenine (NP0139281)

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Record Information

Version

2.0

Created at

2022-06-29 19:47:20 UTC

Updated at

2022-06-29 19:47:20 UTC

NP-MRD ID

NP0139281

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Worenine

Description

Worenine belongs to the class of organic compounds known as protoberberine alkaloids and derivatives. These are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton. Worenine is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191523342D          

 25 30  0  0  0  0            999 V2000
    3.2148    1.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8906    1.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3856    0.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2047    0.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5288    1.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3479    1.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8227    2.1870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6111    1.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6235    1.1191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8429    0.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5187    0.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6996   -0.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3755   -0.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5564   -0.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0615   -0.2023    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.2424   -0.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7474    0.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9284    0.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4334    0.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3883    0.9944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5720    1.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1362    2.2219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7575    1.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5766    1.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0716    1.1178    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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  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  1  0  0  0  0
  6 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  3 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  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  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
  2 25  2  0  0  0  0
 17 25  1  0  0  0  0
M  CHG  1  15   1
M  END

     RDKit          3D

 41 46  0  0  0  0  0  0  0  0999 V2000
   -0.2688    1.2052    1.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000    0.3985    0.5100 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3217   -0.3912   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0829   -1.3130   -1.0669 N   0  0  0  0  0  4  0  0  0  0  0  0
   -1.3826   -1.4349   -1.3692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3356   -0.6609   -0.7679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6865   -0.7914   -1.1248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6244    0.0169   -0.5213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2388    0.9435    0.4218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8710    1.0663    0.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9552    0.2543    0.1675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3799    1.5958    0.8410 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3985    1.3544   -0.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9974    0.1077   -0.6717 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7800   -2.1844   -1.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1642   -2.2786   -1.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6021   -1.1497   -0.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9594   -0.9776   -0.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4823    0.0299    0.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6111    0.8722    1.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2336    0.7332    0.9587 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7489   -0.2782    0.1782 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4419    1.7686    1.7823 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7766    1.6802    1.3190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7874    0.3902    0.7335 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3641    0.6826    2.4638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2441    1.0926    2.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2500    2.2716    1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7251   -2.1698   -2.1192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9240   -1.5323   -1.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6289    1.8176    1.4912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2808    2.1620   -0.8948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4017    1.3442    0.3027 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3201   -3.2161   -1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6761   -1.9103   -2.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418   -2.2861   -2.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4205   -3.2416   -0.8042 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6403   -1.6655   -0.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7003    1.4799    1.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8870    2.4253    0.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5168    1.7888    2.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 11  2  0
 11 10  1  0
 10  9  2  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14  8  1  0
  8  7  2  0
  7  6  1  0
  6  5  2  0
  5  4  1  0
  4  3  2  0
  3 22  1  0
 22 21  2  0
 21 20  1  0
 20 19  2  0
 19 25  1  0
 25 24  1  0
 24 23  1  0
 19 18  1  0
 18 17  2  0
 17 16  1  0
 16 15  1  0
  3  2  1  0
 17 22  1  0
  6 11  1  0
 15  4  1  0
  8  9  1  0
 23 20  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
 10 31  1  0
 13 32  1  0
 13 33  1  0
  7 30  1  0
  5 29  1  0
 21 39  1  0
 24 40  1  0
 24 41  1  0
 18 38  1  0
 16 36  1  0
 16 37  1  0
 15 34  1  0
 15 35  1  0
M  CHG  1   4   1
M  END


  Mrv1533004191523342D          

 25 30  0  0  0  0            999 V2000
    3.2148    1.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8906    1.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3856    0.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2047    0.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5288    1.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3479    1.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8227    2.1870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6111    1.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6235    1.1191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8429    0.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5187    0.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6996   -0.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3755   -0.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5564   -0.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0615   -0.2023    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.2424   -0.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7474    0.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9284    0.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4334    0.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3883    0.9944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5720    1.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1362    2.2219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7575    1.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5766    1.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0716    1.1178    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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  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  1  0  0  0  0
  6 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  3 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  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  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
  2 25  2  0  0  0  0
 17 25  1  0  0  0  0
M  CHG  1  15   1
M  END
> <DATABASE_ID>
NP0139281

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C2C=C3OCOC3=CC2=C[N+]2=C1C1=CC3=C(OCO3)C=C1CC2

> <INCHI_IDENTIFIER>
InChI=1S/C20H16NO4/c1-11-14-6-18-17(23-10-24-18)5-13(14)8-21-3-2-12-4-16-19(25-9-22-16)7-15(12)20(11)21/h4-8H,2-3,9-10H2,1H3/q+1

> <INCHI_KEY>
LCXREBMNASQAOC-UHFFFAOYSA-N

> <FORMULA>
C20H16NO4

> <MOLECULAR_WEIGHT>
334.35

> <EXACT_MASS>
334.107384419

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
36.198669067925294

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
24-methyl-5,7,18,20-tetraoxa-13λ⁵-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁵,²³.0¹⁷,²¹]tetracosa-1(13),2,4(8),9,14,16,21,23-octaen-13-ylium

> <ALOGPS_LOGP>
-0.58

> <JCHEM_LOGP>
-0.8313148974717454

> <ALOGPS_LOGS>
-5.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
-4.451938640985214

> <JCHEM_POLAR_SURFACE_AREA>
40.8

> <JCHEM_REFRACTIVITY>
91.40500000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.42e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
24-methyl-5,7,18,20-tetraoxa-13λ⁵-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁵,²³.0¹⁷,²¹]tetracosa-1(13),2,4(8),9,14,16,21,23-octaen-13-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       6.001   3.687   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.396   2.271   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.320   1.039   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.849   1.223   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.454   2.639   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.983   2.823   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      10.869   4.082   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      12.341   3.629   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      12.364   2.089   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      10.907   1.591   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.302   0.175   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.773  -0.009   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.168  -1.425   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.639  -1.610   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       5.715  -0.378   0.000  0.00  0.00           N+1
HETATM   16  C   UNK     0       4.186  -0.562   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.262   0.670   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.733   0.486   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.809   1.718   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.725   1.856   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.068   3.357   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.254   4.148   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.414   3.135   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.943   3.319   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.867   2.087   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   25                                                  
CONECT    3    2    4   15                                                  
CONECT    4    3    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11    4   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    3   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   25                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   19   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24    2   17                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₆NO₄

Average Mass

334.3500 Da

Monoisotopic Mass

334.10738 Da

IUPAC Name

24-methyl-5,7,18,20-tetraoxa-13λ⁵-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁵,²³.0¹⁷,²¹]tetracosa-1(13),2,4(8),9,14,16,21,23-octaen-13-ylium

Traditional Name

24-methyl-5,7,18,20-tetraoxa-13λ⁵-azahexacyclo[11.11.0.0²,¹⁰.0⁴,⁸.0¹⁵,²³.0¹⁷,²¹]tetracosa-1(13),2,4(8),9,14,16,21,23-octaen-13-ylium

CAS Registry Number

Not Available

SMILES

CC1=C2C=C3OCOC3=CC2=C[N+]2=C1C1=CC3=C(OCO3)C=C1CC2

InChI Identifier

InChI=1S/C20H16NO4/c1-11-14-6-18-17(23-10-24-18)5-13(14)8-21-3-2-12-4-16-19(25-9-22-16)7-15(12)20(11)21/h4-8H,2-3,9-10H2,1H3/q+1

InChI Key

LCXREBMNASQAOC-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as protoberberine alkaloids and derivatives. These are alkaloids with a structure based on a protoberberine moiety, which consists of a 5,6-dihydrodibenzene moiety fused to a quinolizinium and forming 5,6-Dihydrodibenzo(a,g)quinolizinium skeleton.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Protoberberine alkaloids and derivatives

Sub Class

Not Available

Direct Parent

Protoberberine alkaloids and derivatives

Alternative Parents

Substituents

Protoberberine skeleton
Isoquinoline
Benzodioxole
Methylpyridine
Benzenoid
Pyridine
Pyridinium
Heteroaromatic compound
Acetal
Oxacycle
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

alkaloid (CHEBI:80913 )

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	-0.58	ALOGPS
logP	-0.83	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.8 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	91.4 m³·mol⁻¹	ChemAxon
Polarizability	36.2 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

C17083

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20055073

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Worenine (NP0139281)

MOL for NP0139281 (Worenine)

3D MOL for NP0139281 (Worenine)

3D SDF for NP0139281 (Worenine)

3D-SDF for NP0139281 (Worenine)

PDB for NP0139281 (Worenine)

3D PDB for NP0139281 (Worenine)

SMILES for NP0139281 (Worenine)

INCHI for NP0139281 (Worenine)

Structure for NP0139281 (Worenine)

3D Structure for NP0139281 (Worenine)