NP-MRD: Showing NP-Card for Hydrastine (NP0137262)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-05-30 16:47:01 UTC

Updated at

2022-05-30 16:47:01 UTC

NP-MRD ID

NP0137262

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Hydrastine

Description

6,7-Dimethoxy-3-{6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl}-1,3-dihydro-2-benzofuran-1-one belongs to the class of organic compounds known as phthalide isoquinolines. These are organic compounds with a structure characterized by an isoquinoline moiety linked to phthalide. Hydrastine is found in Berberis laurina, Echinacea purpurea, Fumaria indica, Fumaria officinalis, Fumaria parviflora, Fumaria vaillantii, Hydrastis canadensis and Papaver heterophyllum. 6,7-Dimethoxy-3-{6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl}-1,3-dihydro-2-benzofuran-1-one is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161508502D          

 28 32  0  0  0  0            999 V2000
   -0.6397   -5.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8946   -4.7992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3426   -4.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5975   -3.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0455   -2.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7615   -2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0964   -2.9599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264   -4.4120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4644   -4.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7193   -5.1423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1673   -5.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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  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
  9 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 15 28  1  0  0  0  0
 20 28  1  0  0  0  0
M  END

     RDKit          3D

 49 53  0  0  0  0  0  0  0  0999 V2000
   -5.1318   -2.6524    0.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7440   -1.6276    0.1205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6364   -0.8179    0.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8752   -1.0350    1.4590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7676   -0.2734    1.7310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4191    0.7392    0.8336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873    0.9384   -0.2829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3246    0.1708   -0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0607    0.4107   -1.7090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8232   -0.2060   -2.9591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5842    2.0219   -1.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0464    2.4667   -2.1577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4650    2.4293   -0.3690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3504    1.7460    0.8143 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9729    1.2932    1.2516 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6678    0.2634    0.5022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3000   -0.3526   -0.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1310   -1.3319   -1.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3260   -1.6957   -0.6194 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7079   -1.0795    0.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8889   -0.1316    1.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2462    0.5712    2.3327 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0709    2.0703    2.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8795    2.4111    1.4206 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2863    2.9365    0.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9415   -2.6813   -1.3807 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2021   -2.8152   -2.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9944   -2.0934   -2.3499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5221   -3.5846    0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1194   -2.3323    2.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1897   -2.9393    0.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1467   -1.8231    2.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1411   -0.4132    2.6106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7225    0.5597   -3.7488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6406   -0.8942   -3.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9090   -0.8207   -2.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6775    2.5007    1.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8436    0.8844    2.3017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3784   -0.0670   -1.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6533   -1.3830    0.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3001    0.4037    2.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6143    0.2019    3.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0028    2.4212    1.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1061    2.5551    3.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2549    3.4437    0.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3981    2.1015   -0.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5084    3.6729   -0.2196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0100   -3.8707   -2.8344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7992   -2.2917   -3.3730 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 14  1  0
 14 13  1  0
 13 11  1  0
 11 12  2  0
 11  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 14 15  1  0
 15 24  1  0
 24 25  1  0
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 20  2  0
 20 19  1  0
 19 18  2  0
 18 28  1  0
 28 27  1  0
 27 26  1  0
 18 17  1  0
 17 16  2  0
  8  3  1  0
 16 15  1  0
  7  6  1  0
 16 21  1  0
 26 19  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
 14 37  1  1
 10 34  1  0
 10 35  1  0
 10 36  1  0
 15 38  1  1
 25 45  1  0
 25 46  1  0
 25 47  1  0
 23 43  1  0
 23 44  1  0
 22 41  1  0
 22 42  1  0
 20 40  1  0
 27 48  1  0
 27 49  1  0
 17 39  1  0
M  END


  Mrv1533004161508502D          

 28 32  0  0  0  0            999 V2000
   -0.6397   -5.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8946   -4.7992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3426   -4.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5975   -3.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0455   -2.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7615   -2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0964   -2.9599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3264   -4.4120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4644   -4.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7193   -5.1423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1673   -5.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -0.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    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  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
  9 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 15 28  1  0  0  0  0
 20 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0137262

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2C(OC(=O)C2=C1OC)C1N(C)CCC2=CC3=C(OCO3)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C21H21NO6/c1-22-7-6-11-8-15-16(27-10-26-15)9-13(11)18(22)19-12-4-5-14(24-2)20(25-3)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3

> <INCHI_KEY>
JZUTXVTYJDCMDU-UHFFFAOYSA-N

> <FORMULA>
C21H21NO6

> <MOLECULAR_WEIGHT>
383.4

> <EXACT_MASS>
383.1368874

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
39.91434322366317

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,7-dimethoxy-3-{6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl}-1,3-dihydro-2-benzofuran-1-one

> <ALOGPS_LOGP>
2.22

> <JCHEM_LOGP>
2.738381303666667

> <ALOGPS_LOGS>
-3.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.048712208518538

> <JCHEM_PKA_STRONGEST_BASIC>
7.262576168194452

> <JCHEM_POLAR_SURFACE_AREA>
66.46000000000001

> <JCHEM_REFRACTIVITY>
100.6129

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.92e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hydrastine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -1.194 -10.423   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.670  -8.959   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.639  -7.814   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.115  -6.349   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.085  -5.205   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.421  -5.525   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.913  -5.525   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.437  -6.990   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.343  -8.236   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.897  -6.990   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.867  -8.134   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.343  -9.599   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.312 -10.743   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       1.334  -2.310   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.133  -0.294   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       9.038  -1.540   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       8.133  -2.786   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8   15                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    6   12                                                  
CONECT   12   11    3   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15    7   16   28                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   28                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   26                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   22   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   15   20                                                  
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

View in JSmol

Synonyms

Value	Source
(+)-Hydrastine	ChEMBL
beta-Hydrastine	MeSH
Hydrastine hydrochloride, (S-(r,s))-isomer	MeSH
Hydrastine, (R-(r,r))-isomer	MeSH
Hydrastine, (R-(r,s))-isomer	MeSH
Isocoryne	MeSH

Chemical Formula

C₂₁H₂₁NO₆

Average Mass

383.4000 Da

Monoisotopic Mass

383.13689 Da

IUPAC Name

6,7-dimethoxy-3-{6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl}-1,3-dihydro-2-benzofuran-1-one

Traditional Name

hydrastine

CAS Registry Number

Not Available

SMILES

COC1=CC=C2C(OC(=O)C2=C1OC)C1N(C)CCC2=CC3=C(OCO3)C=C12

InChI Identifier

InChI=1S/C21H21NO6/c1-22-7-6-11-8-15-16(27-10-26-15)9-13(11)18(22)19-12-4-5-14(24-2)20(25-3)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3

InChI Key

JZUTXVTYJDCMDU-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
Berberis laurina	LOTUS Database	35616633
Echinacea purpurea	LOTUS Database	35616633
Fumaria indica	LOTUS Database	35616633
Fumaria officinalis	LOTUS Database	35616633
Fumaria parviflora	LOTUS Database	35616633
Fumaria vaillantii	LOTUS Database	35616633
Hydrastis canadensis	LOTUS Database	35616633
Papaver heterophyllum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phthalide isoquinolines. These are organic compounds with a structure characterized by an isoquinoline moiety linked to phthalide.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Phthalide isoquinolines

Sub Class

Not Available

Direct Parent

Phthalide isoquinolines

Alternative Parents

Substituents

Phthalide isoquinoline
Isobenzofuranone
Benzofuranone
Tetrahydroisoquinoline
Phthalide
Benzodioxole
Isocoumaran
Anisole
Alkyl aryl ether
Aralkylamine
Benzenoid
Amino acid or derivatives
Carboxylic acid ester
Lactone
Tertiary aliphatic amine
Tertiary amine
Acetal
Carboxylic acid derivative
Oxacycle
Ether
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Amine
Organic oxygen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
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	2.22	ALOGPS
logP	2.74	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	13.05	ChemAxon
pKa (Strongest Basic)	7.26	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	66.46 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	100.61 m³·mol⁻¹	ChemAxon
Polarizability	39.91 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

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

1309

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Hydrastine (NP0137262)

MOL for NP0137262 (Hydrastine)

3D MOL for NP0137262 (Hydrastine)

3D SDF for NP0137262 (Hydrastine)

3D-SDF for NP0137262 (Hydrastine)

PDB for NP0137262 (Hydrastine)

3D PDB for NP0137262 (Hydrastine)

SMILES for NP0137262 (Hydrastine)

INCHI for NP0137262 (Hydrastine)

Structure for NP0137262 (Hydrastine)

3D Structure for NP0137262 (Hydrastine)