NP-MRD: Showing NP-Card for Fumaritine (NP0069892)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 15:12:10 UTC

Updated at

2022-04-28 15:12:10 UTC

NP-MRD ID

NP0069892

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Fumaritine

Description

Fumaritine belongs to the class of organic compounds known as tetrahydroisoquinolines. These are tetrahydrogenated isoquinoline derivatives. Fumaritine is found in Corydalis caucasia, Corydalis solida , Fumaria agraria, Fumaria agrarian, Fumaria capreolata , Fumaria densiflora, Fumaria gaillardotii, Fumaria indica , Fumaria judaica, Fumaria kralikii, Fumaria muralis, Fumaria officinalis L. , Fumaria parviflora , Fumaria petteri, Fumaria schleicheri Soy-Will. and Fumaria schramii. Fumaritine was first documented in 2002 (PMID: 12494757). Based on a literature review a small amount of articles have been published on Fumaritine (PMID: 30773909) (PMID: 26756091).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282217122D          

 26 30  0  0  1  0            999 V2000
    4.3128    0.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6437    1.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1547    1.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3348    1.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0039    0.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4929    0.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0121   -0.4994    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2259   -0.2493    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2208    0.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4702    0.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8058   -0.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971   -1.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6528   -1.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3172   -1.0692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0730   -1.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0500   -0.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0413    0.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6232    1.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3789    0.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5319    2.0524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970    1.0743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4614    0.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5012   -1.1638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4647    0.9369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6412    0.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9293   -0.2859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  5  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 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
 10 19  1  0  0  0  0
 18 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
  7 23  1  1  0  0  0
  2 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  1 26  1  0  0  0  0
M  END

     RDKit          3D

 47 51  0  0  0  0  0  0  0  0999 V2000
    5.7655    1.3254    0.3902 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5420    1.9515    0.1252 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3405    1.2337    0.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3891   -0.1197    0.3819 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2174   -0.8495    0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9949   -0.2764    0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9889    1.0849   -0.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1388    1.8409   -0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1263    3.2044   -0.4013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2866   -1.0294    0.1167 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7805   -1.0790   -1.2905 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7957    0.0036   -1.3976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4400    0.5958   -2.4652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3681    1.6083   -2.3212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6776    2.0629   -1.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0459    1.4862    0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1273    0.4797   -0.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3334   -0.2796    0.8604 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2117   -1.0683    1.5753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5145    2.1008    1.2101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6598    2.8396    0.8417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5316    3.0296   -0.5396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0265   -2.3264    0.6845 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1673   -3.1846    0.7379 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1036   -2.9609    0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3539   -2.3105    0.6753 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7743    1.0309    1.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9329    0.4656   -0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5722    2.0759    0.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3490   -0.5874    0.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0693    1.5786   -0.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2912    3.7268   -0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0302   -0.8432   -2.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2608   -2.0203   -1.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2238    0.2664   -3.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8577    2.0553   -3.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8533    0.4140    1.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1334   -1.0513    1.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5574    2.1940    1.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6968    3.7960    1.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8516   -4.1958    0.3628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0119   -2.8789    0.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4381   -3.3419    1.8016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1526   -2.8280   -1.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1456   -4.0330    0.3536 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3061   -2.4514    1.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2668   -2.7354    0.2400 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  7  1  0
  7  8  2  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 17  2  0
 17 18  1  0
 18 19  1  0
 17 16  1  0
 16 15  2  0
 15 22  1  0
 22 21  1  0
 21 20  1  0
 15 14  1  0
 14 13  2  0
 10 23  1  1
 23 24  1  0
 23 25  1  0
 25 26  1  0
  8  3  1  0
 18 10  1  0
 20 16  1  0
 26  5  1  0
 13 12  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  7 31  1  0
  9 32  1  0
 11 33  1  0
 11 34  1  0
 18 37  1  1
 19 38  1  0
 21 39  1  0
 21 40  1  0
 14 36  1  0
 13 35  1  0
 24 41  1  0
 24 42  1  0
 24 43  1  0
 25 44  1  0
 25 45  1  0
 26 46  1  0
 26 47  1  0
M  END


  Mrv1652304282217122D          

 26 30  0  0  1  0            999 V2000
    4.3128    0.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6437    1.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1547    1.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3348    1.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0039    0.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4929    0.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0121   -0.4994    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2259   -0.2493    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2208    0.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4702    0.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8058   -0.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971   -1.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6528   -1.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3172   -1.0692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0730   -1.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0500   -0.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0413    0.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6232    1.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3789    0.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5319    2.0524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970    1.0743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4614    0.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5012   -1.1638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4647    0.9369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6412    0.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9293   -0.2859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  5  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 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
 10 19  1  0  0  0  0
 18 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
  7 23  1  1  0  0  0
  2 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  1 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069892

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C=C1O)[C@@]1(CC3=C([C@H]1O)C1=C(OCO1)C=C3)N(C)CC2

> <INCHI_IDENTIFIER>
InChI=1S/C20H21NO5/c1-21-6-5-11-7-16(24-2)14(22)8-13(11)20(21)9-12-3-4-15-18(26-10-25-15)17(12)19(20)23/h3-4,7-8,19,22-23H,5-6,9-10H2,1-2H3/t19-,20-/m1/s1

> <INCHI_KEY>
YUIGSRGRYOBFRF-WOJBJXKFSA-N

> <FORMULA>
C20H21NO5

> <MOLECULAR_WEIGHT>
355.39

> <EXACT_MASS>
355.14197278

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
37.594850249908504

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(7R,8R)-6'-methoxy-2'-methyl-3',4',6,8-tetrahydro-2H,2'H-spiro[indeno[4,5-d][1,3]dioxole-7,1'-isoquinoline]-7',8-diol

> <ALOGPS_LOGP>
1.80

> <JCHEM_LOGP>
2.234090435

> <ALOGPS_LOGS>
-2.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.301455293540915

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.100147888558938

> <JCHEM_PKA_STRONGEST_BASIC>
7.3359699618655005

> <JCHEM_POLAR_SURFACE_AREA>
71.39000000000001

> <JCHEM_REFRACTIVITY>
95.56580000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7R,8R)-6'-methoxy-2'-methyl-3',4',6,8-tetrahydro-2H-spiro[indeno[4,5-d][1,3]dioxole-7,1'-isoquinoline]-7',8-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       8.051   0.490   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.668   1.900   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.755   3.141   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.225   2.970   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.607   1.560   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.520   0.319   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.623  -0.932   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.155  -0.465   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.146   1.075   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.744   0.152   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.504  -0.761   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.675  -2.291   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.085  -2.909   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       4.326  -1.996   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       5.736  -2.614   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.093  -0.143   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.077   1.388   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.163   2.301   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.574   1.683   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.993   3.831   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.488   2.005   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.728   1.092   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.535  -2.172   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      10.201   1.749   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      10.530   0.245   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.201  -0.534   0.000  0.00  0.00           O+0
CONECT    1    2    6   26                                                  
CONECT    2    1    3   24                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8   23                                                  
CONECT    8    7    9   10   14                                             
CONECT    9    8    5                                                       
CONECT   10    8   11   19                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    8   15                                                  
CONECT   15   14                                                            
CONECT   16   11   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   10                                                       
CONECT   20   18                                                            
CONECT   21   17   22                                                       
CONECT   22   21                                                            
CONECT   23    7                                                            
CONECT   24    2   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25    1                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₁NO₅

Average Mass

355.3900 Da

Monoisotopic Mass

355.14197 Da

IUPAC Name

(7R,8R)-6'-methoxy-2'-methyl-3',4',6,8-tetrahydro-2H,2'H-spiro[indeno[4,5-d][1,3]dioxole-7,1'-isoquinoline]-7',8-diol

Traditional Name

(7R,8R)-6'-methoxy-2'-methyl-3',4',6,8-tetrahydro-2H-spiro[indeno[4,5-d][1,3]dioxole-7,1'-isoquinoline]-7',8-diol

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C=C1O)[C@@]1(CC3=C([C@H]1O)C1=C(OCO1)C=C3)N(C)CC2

InChI Identifier

InChI=1S/C20H21NO5/c1-21-6-5-11-7-16(24-2)14(22)8-13(11)20(21)9-12-3-4-15-18(26-10-25-15)17(12)19(20)23/h3-4,7-8,19,22-23H,5-6,9-10H2,1-2H3/t19-,20-/m1/s1

InChI Key

YUIGSRGRYOBFRF-WOJBJXKFSA-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 caucasia	Plant	KNApSAcK
Corydalis solida	Plant	KNApSAcK
Fumaria agraria	Plant	KNApSAcK
Fumaria agrarian	Plant	KNApSAcK
Fumaria capreolata	Plant	KNApSAcK
Fumaria densiflora	Plant	KNApSAcK
Fumaria gaillardotii	Plant	KNApSAcK
Fumaria indica	Plant	KNApSAcK
Fumaria judaica	Plant	KNApSAcK
Fumaria kralikii	Plant	KNApSAcK
Fumaria muralis	Plant	KNApSAcK
Fumaria officinalis	Plant	KNApSAcK
Fumaria parviflora	Plant	KNApSAcK
Fumaria petteri	Plant	KNApSAcK
Fumaria schleicheri Soy-Will.	Plant	KNApSAcK
Fumaria schramii	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydroisoquinolines. These are tetrahydrogenated isoquinoline derivatives.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrahydroisoquinolines

Sub Class

Not Available

Direct Parent

Tetrahydroisoquinolines

Alternative Parents

Substituents

Tetrahydroisoquinoline
Benzodioxole
Indane
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Aralkylamine
Benzenoid
1,2-aminoalcohol
Secondary alcohol
Tertiary aliphatic amine
Tertiary amine
Acetal
Ether
Oxacycle
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Amine
Alcohol
Organonitrogen compound
Organooxygen compound
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	1.8	ALOGPS
logP	2.23	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	10.1	ChemAxon
pKa (Strongest Basic)	7.34	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	71.39 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	95.57 m³·mol⁻¹	ChemAxon
Polarizability	37.59 Å³	ChemAxon
Number of Rings	5	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

C00027369

Chemspider ID

66000183

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12309932

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Al-Ghazzawi AM, Abu Zarga MH, Abdalla SS: Chemical constituents of Fumaria densiflora and the effects of some isolated spirobenzylisoquinoline alkaloids on murine isolated ileum and perfused heart. Nat Prod Res. 2020 Apr;34(8):1180-1185. doi: 10.1080/14786419.2018.1550761. Epub 2019 Feb 17. [PubMed:30773909 ]
Vrancheva RZ, Ivanov IG, Aneva IY, Dincheva IN, Badjakov IK, Pavlov AI: Alkaloid profiles and acetylcholinesterase inhibitory activities of Fumaria species from Bulgaria. Z Naturforsch C J Biosci. 2016;71(1-2):9-14. doi: 10.1515/znc-2014-4179. [PubMed:26756091 ]
Suau R, Cabezudo B, Rico R, Najera F, Lopez-Romero JM: Direct determination of alkaloid contents in Fumaria species by GC-MS. Phytochem Anal. 2002 Nov-Dec;13(6):363-7. doi: 10.1002/pca.669. [PubMed:12494757 ]

Showing NP-Card for Fumaritine (NP0069892)

MOL for NP0069892 (Fumaritine)

3D MOL for NP0069892 (Fumaritine)

3D SDF for NP0069892 (Fumaritine)

3D-SDF for NP0069892 (Fumaritine)

PDB for NP0069892 (Fumaritine)

3D PDB for NP0069892 (Fumaritine)

SMILES for NP0069892 (Fumaritine)

INCHI for NP0069892 (Fumaritine)

Structure for NP0069892 (Fumaritine)

3D Structure for NP0069892 (Fumaritine)