NP-MRD: Showing NP-Card for Adlumiceine (NP0069098)

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Record Information

Version

1.0

Created at

2022-04-28 14:25:53 UTC

Updated at

2022-04-28 14:25:53 UTC

NP-MRD ID

NP0069098

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Adlumiceine

Description

5-(2-{2-[2-(Dimethylamino)ethyl]-4,5-dimethoxyphenyl}acetyl)-2H-1,3-benzodioxole-4-carboxylic acid belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Adlumiceine is found in Corydalis sempervirens, Fumaria agraria, Fumaria agrarian, Fumaria capreolata , Fumaria densiflora, Fumaria muralis, Fumaria officinalis , Fumaria parviflora , Fumaria spicata, Fumaria vaillantii and Papaver rhoeas L. . 5-(2-{2-[2-(Dimethylamino)ethyl]-4,5-dimethoxyphenyl}acetyl)-2H-1,3-benzodioxole-4-carboxylic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241512352D          

 30 32  0  0  0  0            999 V2000
    6.9246    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    2.3479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    5.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  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
  8 10  1  0  0  0  0
  5 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 11 27  1  0  0  0  0
 27 28  2  0  0  0  0
  3 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 55 57  0  0  0  0  0  0  0  0999 V2000
   -4.8613   -2.0261   -2.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9708   -2.6249   -1.6227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8951   -2.0069   -1.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5845   -0.7114   -1.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4897   -0.0559   -0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1977    1.3370   -0.9605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6303    2.3954   -0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0706    2.4731    0.1952 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3640    3.7160    0.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5393    1.3769    1.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7626   -0.8399    0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4378   -0.3118    0.8711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5937   -0.3286   -0.0463 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273   -0.7736   -1.2107 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9175    0.1464    0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2013    0.6623    1.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4511    1.1145    1.9441 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4760    1.0505    1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2441    0.5400   -0.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9779    0.0982   -0.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6977   -0.4486   -1.8894 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8275   -1.6770   -2.1407 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2795    0.4280   -2.8760 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4651    0.6139   -0.9265 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3640    1.4504   -0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8199    1.4249    1.0866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0765   -2.1777    0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1358   -2.7886   -0.1392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5106   -4.0959    0.0607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8395   -4.9661    0.9024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4380   -1.9162   -3.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2090   -1.0141   -2.2129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7932   -2.6486   -2.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1664   -0.0908   -1.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7072    1.5553   -1.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0986    1.4772   -1.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3712    3.3858   -0.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0826    2.4636    0.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4909    4.3588    1.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8401    3.4770    1.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1512    4.2394    0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1312    1.8383    1.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2504    0.7152    0.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6699    0.8672    1.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6868   -0.9978    1.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2898    0.6751    1.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4247    0.7260    2.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6191    1.5181    2.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9094    1.3374   -2.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4060    1.0496   -0.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3021    2.4727   -0.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4601   -2.7443    1.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5893   -5.3778    1.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4421   -5.8069    0.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9983   -4.5546    1.4684 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  5 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 26  1  0
 26 25  1  0
 25 24  1  0
 24 19  1  0
 19 20  2  0
 20 21  1  0
 21 23  1  0
 21 22  2  0
 11 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 28  3  1  0
 20 15  1  0
 19 18  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  9 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 10 44  1  0
 12 45  1  0
 12 46  1  0
 16 47  1  0
 17 48  1  0
 25 50  1  0
 25 51  1  0
 23 49  1  0
 27 52  1  0
 30 53  1  0
 30 54  1  0
 30 55  1  0
M  END


  Mrv1533004241512352D          

 30 32  0  0  0  0            999 V2000
    6.9246    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    4.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    2.3479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957    5.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  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
  8 10  1  0  0  0  0
  5 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 11 27  1  0  0  0  0
 27 28  2  0  0  0  0
  3 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069098

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(CCN(C)C)=C(CC(=O)C2=CC=C3OCOC3=C2C(O)=O)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C22H25NO7/c1-23(2)8-7-13-10-18(27-3)19(28-4)11-14(13)9-16(24)15-5-6-17-21(30-12-29-17)20(15)22(25)26/h5-6,10-11H,7-9,12H2,1-4H3,(H,25,26)

> <INCHI_KEY>
UMFOKOZCSZKDLQ-UHFFFAOYSA-N

> <FORMULA>
C22H25NO7

> <MOLECULAR_WEIGHT>
415.442

> <EXACT_MASS>
415.163102149

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
43.24710214672206

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(2-{2-[2-(dimethylamino)ethyl]-4,5-dimethoxyphenyl}acetyl)-2H-1,3-benzodioxole-4-carboxylic acid

> <ALOGPS_LOGP>
2.21

> <JCHEM_LOGP>
-0.17007331311989057

> <ALOGPS_LOGS>
-4.05

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.20630586436008

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4290210752686323

> <JCHEM_PKA_STRONGEST_BASIC>
8.420720592291376

> <JCHEM_POLAR_SURFACE_AREA>
94.53

> <JCHEM_REFRACTIVITY>
110.42989999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.68e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(2-{2-[2-(dimethylamino)ethyl]-4,5-dimethoxyphenyl}acetyl)-2H-1,3-benzodioxole-4-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      12.926  10.543   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      12.926   9.003   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      11.592   8.233   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.592   6.693   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.259   5.923   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.259   4.383   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.592   3.613   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      12.926   4.383   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      12.926   5.923   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.260   3.613   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.925   6.693   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.591   5.923   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.925   3.613   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.924   5.923   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.258   6.693   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       3.590   6.693   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.925   8.233   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.259   9.003   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      10.259  10.543   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      11.592  11.313   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   28                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    5   12   27                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   23                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   18   23                                                  
CONECT   23   22   15   24                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   11   28                                                       
CONECT   28   27    3   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Value	Source
5-(2-{2-[2-(dimethylamino)ethyl]-4,5-dimethoxyphenyl}acetyl)-2H-1,3-benzodioxole-4-carboxylate	Generator

Chemical Formula

C₂₂H₂₅NO₇

Average Mass

415.4420 Da

Monoisotopic Mass

415.16310 Da

IUPAC Name

5-(2-{2-[2-(dimethylamino)ethyl]-4,5-dimethoxyphenyl}acetyl)-2H-1,3-benzodioxole-4-carboxylic acid

Traditional Name

5-(2-{2-[2-(dimethylamino)ethyl]-4,5-dimethoxyphenyl}acetyl)-2H-1,3-benzodioxole-4-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(CCN(C)C)=C(CC(=O)C2=CC=C3OCOC3=C2C(O)=O)C=C1OC

InChI Identifier

InChI=1S/C22H25NO7/c1-23(2)8-7-13-10-18(27-3)19(28-4)11-14(13)9-16(24)15-5-6-17-21(30-12-29-17)20(15)22(25)26/h5-6,10-11H,7-9,12H2,1-4H3,(H,25,26)

InChI Key

UMFOKOZCSZKDLQ-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Corydalis sempervirens	Plant	KNApSAcK
Fumaria agraria	Plant	KNApSAcK
Fumaria agrarian	Plant	KNApSAcK
Fumaria capreolata	Plant	KNApSAcK
Fumaria densiflora	Plant	KNApSAcK
Fumaria muralis	Plant	KNApSAcK
Fumaria officinalis	Plant	KNApSAcK
Fumaria parviflora	Plant	KNApSAcK
Fumaria spicata	Plant	KNApSAcK
Fumaria vaillantii	Plant	KNApSAcK
Papaver rhoeas	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
O-dimethoxybenzene
Dimethoxybenzene
Benzodioxole
Phenethylamine
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Amino acid or derivatives
Ketone
Amino acid
Tertiary amine
Tertiary aliphatic amine
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Acetal
Organoheterocyclic compound
Amine
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Hydrocarbon derivative
Organic oxygen 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	2.21	ALOGPS
logP	-0.17	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	3.43	ChemAxon
pKa (Strongest Basic)	8.42	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	94.53 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	110.43 m³·mol⁻¹	ChemAxon
Polarizability	43.25 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Adlumiceine (NP0069098)

MOL for NP0069098 (Adlumiceine)

3D MOL for NP0069098 (Adlumiceine)

3D SDF for NP0069098 (Adlumiceine)

3D-SDF for NP0069098 (Adlumiceine)

PDB for NP0069098 (Adlumiceine)

3D PDB for NP0069098 (Adlumiceine)

SMILES for NP0069098 (Adlumiceine)

INCHI for NP0069098 (Adlumiceine)

Structure for NP0069098 (Adlumiceine)

3D Structure for NP0069098 (Adlumiceine)