NP-MRD: Showing NP-Card for 2,3-dimethoxy-6-{[(5s)-4-methoxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzoic acid (NP0280976)

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Record Information

Version

2.0

Created at

2022-09-09 07:03:39 UTC

Updated at

2022-09-09 07:03:39 UTC

NP-MRD ID

NP0280976

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,3-dimethoxy-6-{[(5s)-4-methoxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzoic acid

Description

65560-20-5 Belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached. 2,3-dimethoxy-6-{[(5s)-4-methoxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzoic acid is found in Papaver orientale and Papaver pseudo-orientale. Based on a literature review very few articles have been published on 65560-20-5.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092209032D          

 30 33  0  0  1  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
    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  1  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
    1.9233    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    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
    0.6538    1.5229    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
    4.0668    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 N   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
    4.7812    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    5.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    4.4104    0.0000 O   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  2  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 12 19  1  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  1  0  0  0  0
  6 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 24 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 58  0  0  0  0  0  0  0  0999 V2000
    4.7479   -1.7600   -3.3139 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5932   -0.7229   -2.3647 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5309   -0.7441   -1.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6155   -1.7716   -1.4503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5782   -1.7836   -0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3740   -0.7999    0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3050   -0.9263    1.3853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8090   -0.0364    1.4774 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7306    0.3460    0.4508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5200    1.4689    0.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4522    2.0228   -0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6555    1.4834   -1.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9237    0.3949   -1.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9747   -0.1466   -0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117   -1.2400   -1.3050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8705   -2.5579   -1.1170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3484    0.0881   -2.9549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5377    0.7902   -3.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5163    1.8287   -2.3037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2843    1.9502    2.2154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3174    0.7619    3.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6701   -0.4376    2.6080 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9332   -1.1138    3.6559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3055    0.2170    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2121    1.3403    1.3111 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5912    2.3578    0.9556 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8027    1.2560    2.5437 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3634    0.2490   -0.5212 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2848    1.3056   -0.5005 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9715    2.4240   -1.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7898   -1.7493   -3.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6779   -2.7542   -2.7842 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9889   -1.7620   -4.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7404   -2.5760   -2.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9265   -2.6442   -0.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0327   -2.0304    1.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8359   -0.8795    2.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3858    0.9531    1.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0400    2.8953    0.3144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1782   -3.2362   -1.6547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7729   -2.7754   -0.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8989   -2.6017   -1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5726    1.1732   -4.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4400    0.1771   -3.0648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4073    2.5824    2.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1784    2.5770    2.5232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3926    0.4698    3.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8696    1.0260    4.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6331   -2.1067    3.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1299   -0.5250    4.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6932   -1.3160    4.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552    0.6685    3.2745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9534    2.3859   -1.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6831    2.4592   -2.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1534    3.3448   -0.7287 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  1  0
  8 22  1  0
 22 23  1  0
 22 21  1  0
 21 20  1  0
 20 10  1  0
 10  9  2  0
  9 14  1  0
 14 15  1  0
 15 16  1  0
 14 13  2  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
 19 12  1  0
 12 11  2  0
  6 24  1  0
 24 25  1  0
 25 27  1  0
 25 26  2  0
 24 28  2  0
 28 29  1  0
 29 30  1  0
 28  3  1  0
  9  8  1  0
 12 13  1  0
 11 10  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  4 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  1
 23 49  1  0
 23 50  1  0
 23 51  1  0
 21 47  1  0
 21 48  1  0
 20 45  1  0
 20 46  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 18 43  1  0
 18 44  1  0
 11 39  1  0
 27 52  1  0
 30 53  1  0
 30 54  1  0
 30 55  1  0
M  END


  Mrv1652309092209032D          

 30 33  0  0  1  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
    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  1  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
    1.9233    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 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    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
    0.6538    1.5229    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
    4.0668    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    1.9354    0.0000 N   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
    4.7812    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    5.6479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    4.4104    0.0000 O   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  2  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 12 19  1  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  1  0  0  0  0
  6 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 24 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>
NP0280976

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C[C@@H]2N(C)CCC3=C2C(OC)=C2OCOC2=C3)C(C(O)=O)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C22H25NO7/c1-23-8-7-13-10-16-20(30-11-29-16)21(28-4)17(13)14(23)9-12-5-6-15(26-2)19(27-3)18(12)22(24)25/h5-6,10,14H,7-9,11H2,1-4H3,(H,24,25)/t14-/m0/s1

> <INCHI_KEY>
REAJHAFEOXIXJD-AWEZNQCLSA-N

> <FORMULA>
C22H25NO7

> <MOLECULAR_WEIGHT>
415.442

> <EXACT_MASS>
415.163102149

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
42.94951057186037

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,3-dimethoxy-6-{[(5S)-4-methoxy-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzoic acid

> <JCHEM_LOGP>
0.10475781530145746

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.24392381683712

> <JCHEM_PKA_STRONGEST_BASIC>
7.869304277383643

> <JCHEM_POLAR_SURFACE_AREA>
86.69000000000001

> <JCHEM_REFRACTIVITY>
109.36079999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dimethoxy-6-{[(5S)-4-methoxy-6-methyl-2H,5H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         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       8.925   6.693   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.591   5.923   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.924   5.923   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.258   6.693   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.220   2.843   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       7.591   1.303   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.925   2.073   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       8.925   3.613   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      10.259   4.383   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.925   8.233   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.591   9.003   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       7.591  10.543   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.258   8.233   0.000  0.00  0.00           O+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                                                       
CONECT    6    5    7   24                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   22                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11   20                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14   17                                                  
CONECT   14   13    9   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   13   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   12                                                       
CONECT   20   10   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21    8   23                                                  
CONECT   23   22                                                            
CONECT   24    6   25   28                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   24    3   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₅NO₇

Average Mass

415.4420 Da

Monoisotopic Mass

415.16310 Da

IUPAC Name

2,3-dimethoxy-6-{[(5S)-4-methoxy-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzoic acid

Traditional Name

2,3-dimethoxy-6-{[(5S)-4-methoxy-6-methyl-2H,5H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzoic acid

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C[C@@H]2N(C)CCC3=C2C(OC)=C2OCOC2=C3)C(C(O)=O)=C1OC

InChI Identifier

InChI=1S/C22H25NO7/c1-23-8-7-13-10-16-20(30-11-29-16)21(28-4)17(13)14(23)9-12-5-6-15(26-2)19(27-3)18(12)22(24)25/h5-6,10,14H,7-9,11H2,1-4H3,(H,24,25)/t14-/m0/s1

InChI Key

REAJHAFEOXIXJD-AWEZNQCLSA-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 orientale	LOTUS Database	35616633
Papaver pseudo-orientale	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Benzylisoquinolines

Direct Parent

Benzylisoquinolines

Alternative Parents

Substituents

Benzylisoquinoline
M-methoxybenzoic acid or derivatives
O-methoxybenzoic acid or derivatives
Tetrahydroisoquinoline
Dimethoxybenzene
O-dimethoxybenzene
Benzodioxole
Benzoic acid or derivatives
Benzoic acid
Anisole
Phenoxy compound
Benzoyl
Phenol ether
Methoxybenzene
Aralkylamine
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Tertiary aliphatic amine
Tertiary amine
Amino acid or derivatives
Amino acid
Acetal
Azacycle
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Ether
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Amine
Organopnictogen compound
Organooxygen compound
Organonitrogen 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	0.1	ChemAxon
pKa (Strongest Acidic)	3.24	ChemAxon
pKa (Strongest Basic)	7.87	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	86.69 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	109.36 m³·mol⁻¹	ChemAxon
Polarizability	42.95 Å³	ChemAxon
Number of Rings	4	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

158722

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

182492

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,3-dimethoxy-6-{[(5s)-4-methoxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzoic acid (NP0280976)

MOL for NP0280976 (2,3-dimethoxy-6-{[(5s)-4-methoxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzoic acid)

3D MOL for NP0280976 (2,3-dimethoxy-6-{[(5s)-4-methoxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzoic acid)

3D SDF for NP0280976 (2,3-dimethoxy-6-{[(5s)-4-methoxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzoic acid)

3D-SDF for NP0280976 (2,3-dimethoxy-6-{[(5s)-4-methoxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzoic acid)

PDB for NP0280976 (2,3-dimethoxy-6-{[(5s)-4-methoxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzoic acid)

3D PDB for NP0280976 (2,3-dimethoxy-6-{[(5s)-4-methoxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzoic acid)

SMILES for NP0280976 (2,3-dimethoxy-6-{[(5s)-4-methoxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzoic acid)

INCHI for NP0280976 (2,3-dimethoxy-6-{[(5s)-4-methoxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzoic acid)

Structure for NP0280976 (2,3-dimethoxy-6-{[(5s)-4-methoxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzoic acid)

3D Structure for NP0280976 (2,3-dimethoxy-6-{[(5s)-4-methoxy-6-methyl-2h,5h,7h,8h-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl}benzoic acid)