NP-MRD: Showing NP-Card for 3-{4-hydroxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl}-6,7-dimethoxy-3h-2-benzofuran-1-one (NP0220710)

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Record Information

Version

2.0

Created at

2022-09-05 22:05:55 UTC

Updated at

2022-09-05 22:05:55 UTC

NP-MRD ID

NP0220710

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

Narcotoline 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. Narcotoline is an opiate alkaloid chemically related to noscapine. It binds to the same receptors in the brain as noscapine to act as an antitussive, and has also been used in tissue culture media. Narcotoline is a very strong basic compound (based on its pKa). Outside of the human body, Narcotoline has been detected, but not quantified in, opium poppies. This could make narcotoline a potential biomarker for the consumption of these foods. It can be obtained from the opium poppy, Papaver somniferum. It is present at much higher levels in culinary strains (cultivars) of P. 3-{4-hydroxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl}-6,7-dimethoxy-3h-2-benzofuran-1-one is found in Papaver somniferum. Somniferum used for poppy seed production than in high-morphine pharmaceutical strains used for opium production.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061307072D          

 29 33  0  0  0  0            999 V2000
    4.2135    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8531    6.2818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6871    6.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2589    3.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8110    4.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4520    3.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5560    4.8841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1970    4.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7491    5.0556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3720    4.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8871    5.1099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1081    5.4971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4941    5.8402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1171    3.6579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  6  1  0  0  0  0
 10  6  1  0  0  0  0
 10  8  2  0  0  0  0
 11  4  1  0  0  0  0
 12  5  1  0  0  0  0
 13  8  1  0  0  0  0
 14 10  1  0  0  0  0
 15 11  2  0  0  0  0
 16 14  1  0  0  0  0
 17 14  2  0  0  0  0
 18 11  1  0  0  0  0
 18 16  1  0  0  0  0
 19 12  2  0  0  0  0
 19 15  1  0  0  0  0
 20 13  2  0  0  0  0
 20 17  1  0  0  0  0
 21 15  1  0  0  0  0
 22  1  1  0  0  0  0
 22  7  1  0  0  0  0
 22 16  1  0  0  0  0
 23 17  1  0  0  0  0
 24 21  2  0  0  0  0
 25  2  1  0  0  0  0
 25 12  1  0  0  0  0
 26  3  1  0  0  0  0
 26 19  1  0  0  0  0
 27  9  1  0  0  0  0
 27 13  1  0  0  0  0
 28  9  1  0  0  0  0
 28 20  1  0  0  0  0
 29 18  1  0  0  0  0
 29 21  1  0  0  0  0
M  END

     RDKit          3D

 50 54  0  0  0  0  0  0  0  0999 V2000
   -4.6890    2.0875   -2.5534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2971    1.5697   -1.3221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2001    0.7364   -1.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4443    0.3926   -2.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3484   -0.4224   -2.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9728   -0.9272   -0.9194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7258   -0.5869    0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8469    0.2466    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5844    0.5715    1.2192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6618   -0.2732    1.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1730   -1.2640    1.3421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6399   -1.1565    2.5154 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1040   -1.9923    0.8955 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1188   -1.7921   -0.4436 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5091   -1.3156   -0.7754 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8917   -0.0354   -0.1383 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3627   -0.0299    1.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7315    1.1695    1.7566 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6314    2.3747    1.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1638    2.3958   -0.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8020    1.1941   -0.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3369    1.2381   -2.0954 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1637    3.7207   -0.6484 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0923    4.4278    0.1852 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9125    3.7037    1.4092 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5111   -1.2720    1.9156 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5721   -2.4613    1.0547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4599   -2.3281   -0.3435 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3823   -3.5323   -1.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7215    2.4811   -2.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7147    1.2191   -3.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9571    2.7951   -2.9940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7206    0.7821   -3.2452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7391   -0.7054   -3.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8864   -0.2208    2.6643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5854   -0.0489    0.9845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3556   -1.3100    1.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0471   -2.7752   -0.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5891   -1.2294   -1.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0981    1.1680    2.7602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2741    2.1228   -2.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1308    4.2146   -0.1463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8511    5.4827    0.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7557   -1.3493    2.7430 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4838   -1.2408    2.5262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8047   -3.2362    1.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5438   -3.0102    1.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1695   -3.2818   -2.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3931   -4.0163   -1.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6791   -4.2807   -0.6799 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  8  2  0
  8  9  1  0
  9 10  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  6 14  1  0
 14 13  1  0
 13 11  1  0
 11 12  2  0
 14 15  1  0
 15 28  1  0
 28 29  1  0
 28 27  1  0
 27 26  1  0
 26 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 20 21  1  0
 21 22  1  0
 21 16  2  0
  4  3  1  0
 16 15  1  0
 11  7  1  0
 16 17  1  0
 25 19  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 10 35  1  0
 10 36  1  0
 10 37  1  0
  5 34  1  0
  4 33  1  0
 14 38  1  6
 15 39  1  6
 29 48  1  0
 29 49  1  0
 29 50  1  0
 27 46  1  0
 27 47  1  0
 26 44  1  0
 26 45  1  0
 18 40  1  0
 24 42  1  0
 24 43  1  0
 22 41  1  0
M  END


  Mrv0541 05061307072D          

 29 33  0  0  0  0            999 V2000
    4.2135    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8531    6.2818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6871    6.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2589    3.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8110    4.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4520    3.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5560    4.8841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1970    4.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7491    5.0556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3720    4.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8871    5.1099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1081    5.4971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4941    5.8402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1171    3.6579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  6  1  0  0  0  0
 10  6  1  0  0  0  0
 10  8  2  0  0  0  0
 11  4  1  0  0  0  0
 12  5  1  0  0  0  0
 13  8  1  0  0  0  0
 14 10  1  0  0  0  0
 15 11  2  0  0  0  0
 16 14  1  0  0  0  0
 17 14  2  0  0  0  0
 18 11  1  0  0  0  0
 18 16  1  0  0  0  0
 19 12  2  0  0  0  0
 19 15  1  0  0  0  0
 20 13  2  0  0  0  0
 20 17  1  0  0  0  0
 21 15  1  0  0  0  0
 22  1  1  0  0  0  0
 22  7  1  0  0  0  0
 22 16  1  0  0  0  0
 23 17  1  0  0  0  0
 24 21  2  0  0  0  0
 25  2  1  0  0  0  0
 25 12  1  0  0  0  0
 26  3  1  0  0  0  0
 26 19  1  0  0  0  0
 27  9  1  0  0  0  0
 27 13  1  0  0  0  0
 28  9  1  0  0  0  0
 28 20  1  0  0  0  0
 29 18  1  0  0  0  0
 29 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0220710

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(OC)C2=C(C=C1)C(OC2=O)C1N(C)CCC2=CC3=C(OCO3)C(O)=C12

> <INCHI_IDENTIFIER>
InChI=1S/C21H21NO7/c1-22-7-6-10-8-13-20(28-9-27-13)17(23)14(10)16(22)18-11-4-5-12(25-2)19(26-3)15(11)21(24)29-18/h4-5,8,16,18,23H,6-7,9H2,1-3H3

> <INCHI_KEY>
LMGZCSKYOKDBES-UHFFFAOYSA-N

> <FORMULA>
C21H21NO7

> <MOLECULAR_WEIGHT>
399.3939

> <EXACT_MASS>
399.131802031

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
40.42077328466052

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.98

> <JCHEM_LOGP>
1.4224625602198373

> <ALOGPS_LOGS>
-2.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.92040089667858

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.096837267099675

> <JCHEM_PKA_STRONGEST_BASIC>
10.314408636530214

> <JCHEM_POLAR_SURFACE_AREA>
86.69000000000001

> <JCHEM_REFRACTIVITY>
102.59379999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.63e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       7.865   4.383   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.059  11.726   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.016  11.222   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.950   6.508   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.981   7.652   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.531   2.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.444   6.828   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.505   9.117   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.968   8.293   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.198   4.383   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.198   5.923   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.998   9.437   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.428   8.293   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       6.531   3.613   0.000  0.00  0.00           N+0
HETATM   23  O   UNK     0       2.530   5.923   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       3.523   9.538   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.535  10.261   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.522  10.902   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.268   1.597   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -0.268   4.089   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       3.952   6.828   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2   25                                                            
CONECT    3   26                                                            
CONECT    4    5   11                                                       
CONECT    5    4   12                                                       
CONECT    6    7   10                                                       
CONECT    7    6   22                                                       
CONECT    8   10   13                                                       
CONECT    9   27   28                                                       
CONECT   10    6    8   14                                                  
CONECT   11    4   15   18                                                  
CONECT   12    5   19   25                                                  
CONECT   13    8   20   27                                                  
CONECT   14   10   16   17                                                  
CONECT   15   11   19   21                                                  
CONECT   16   14   18   22                                                  
CONECT   17   14   20   23                                                  
CONECT   18   11   16   29                                                  
CONECT   19   12   15   26                                                  
CONECT   20   13   17   28                                                  
CONECT   21   15   24   29                                                  
CONECT   22    1    7   16                                                  
CONECT   23   17                                                            
CONECT   24   21                                                            
CONECT   25    2   12                                                       
CONECT   26    3   19                                                       
CONECT   27    9   13                                                       
CONECT   28    9   20                                                       
CONECT   29   18   21                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₁NO₇

Average Mass

399.3939 Da

Monoisotopic Mass

399.13180 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

COC1=C(OC)C2=C(C=C1)C(OC2=O)C1N(C)CCC2=CC3=C(OCO3)C(O)=C12

InChI Identifier

InChI=1S/C21H21NO7/c1-22-7-6-10-8-13-20(28-9-27-13)17(23)14(10)16(22)18-11-4-5-12(25-2)19(26-3)15(11)21(24)29-18/h4-5,8,16,18,23H,6-7,9H2,1-3H3

InChI Key

LMGZCSKYOKDBES-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
Papaver somniferum	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
Phthalide
Isobenzofuranone
Benzofuranone
Tetrahydroisoquinoline
Benzodioxole
Isocoumaran
Anisole
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Aralkylamine
Benzenoid
Amino acid or derivatives
Tertiary aliphatic amine
Carboxylic acid ester
Tertiary amine
Lactone
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	1.98	ALOGPS
logP	1.42	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	6.1	ChemAxon
pKa (Strongest Basic)	10.31	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	86.69 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	102.59 m³·mol⁻¹	ChemAxon
Polarizability	40.42 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

HMDB0033440

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Narcotoline

METLIN ID

Not Available

PubChem Compound

3496496

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-{4-hydroxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl}-6,7-dimethoxy-3h-2-benzofuran-1-one (NP0220710)

MOL for NP0220710 (3-{4-hydroxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl}-6,7-dimethoxy-3h-2-benzofuran-1-one)

3D MOL for NP0220710 (3-{4-hydroxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl}-6,7-dimethoxy-3h-2-benzofuran-1-one)

3D SDF for NP0220710 (3-{4-hydroxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl}-6,7-dimethoxy-3h-2-benzofuran-1-one)

3D-SDF for NP0220710 (3-{4-hydroxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl}-6,7-dimethoxy-3h-2-benzofuran-1-one)

PDB for NP0220710 (3-{4-hydroxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl}-6,7-dimethoxy-3h-2-benzofuran-1-one)

3D PDB for NP0220710 (3-{4-hydroxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl}-6,7-dimethoxy-3h-2-benzofuran-1-one)

SMILES for NP0220710 (3-{4-hydroxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl}-6,7-dimethoxy-3h-2-benzofuran-1-one)

INCHI for NP0220710 (3-{4-hydroxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl}-6,7-dimethoxy-3h-2-benzofuran-1-one)

Structure for NP0220710 (3-{4-hydroxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl}-6,7-dimethoxy-3h-2-benzofuran-1-one)

3D Structure for NP0220710 (3-{4-hydroxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl}-6,7-dimethoxy-3h-2-benzofuran-1-one)