NP-MRD: Showing NP-Card for [(2r,3r,11bs)-3-ethyl-8-hydroxy-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl]acetic acid (NP0206709)

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Record Information

Version

1.0

Created at

2022-09-05 03:03:54 UTC

Updated at

2022-09-05 03:03:54 UTC

NP-MRD ID

NP0206709

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(2r,3r,11bs)-3-ethyl-8-hydroxy-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl]acetic acid

Description

2-[(2R,3R,11bS)-3-ethyl-8-hydroxy-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl]acetic acid belongs to the class of organic compounds known as quinolizidines. Quinolizidines are compounds containing a quinolizidine moiety, which is a octahydro-2H-quinolizine derivative. It was first documented in 2012 (PMID: 36070501). Based on a literature review a significant number of articles have been published on 2-[(2R,3R,11bS)-3-ethyl-8-hydroxy-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl]acetic acid (PMID: 36070500) (PMID: 36070964) (PMID: 36070963) (PMID: 36070962).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052205032D          

 25 27  0  0  1  0            999 V2000
   -3.4914   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -1.5395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.1105    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2539    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 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
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  2  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
  9 19  1  0  0  0  0
 19  5  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  3 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
   -4.5384   -0.1634   -1.6858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4643   -1.0914   -1.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9473   -0.7223    0.1999 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8764   -1.6851    0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5963   -1.5000    0.1431 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1576   -2.5863   -0.7480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3309   -2.6328   -0.8602 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9369   -1.3098   -0.5167 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2211   -0.1477   -0.3261 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8567    1.0354   -0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2271    1.1296    0.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8483    2.3329    0.4346 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3260    0.0420    0.0654 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1542    0.3323   -1.0194 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3183   -1.2296   -0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0505   -2.3999   -0.5722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2564   -0.2736   -0.4788 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -4.0089    1.1700    2.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9899    0.9096    1.5526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2395    1.5179    3.5797 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3739   -0.0773   -0.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9857   -0.6750   -2.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9815   -2.0756   -1.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7951   -0.8941    0.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2618   -2.7229    0.5135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8333   -1.5640    1.7891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5565   -3.5577   -0.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5588   -2.4393   -1.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6940   -3.4298   -0.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6370   -2.9681   -1.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3039    1.9508    0.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7575    3.5158    1.6790 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3453    3.7257   -0.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0954    0.7774   -0.6167 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4070   -0.5718   -1.6209 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7357    1.0724   -1.7209 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0529   -2.3353   -0.4729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3776   -0.4301   -1.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1704    1.3114   -0.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2555    2.1958    1.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9399    0.5878    2.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5081    2.4272    3.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
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  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
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 11 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
  9 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 25  1  0
 23 24  2  0
 21  3  1  0
 19  5  1  0
 17  8  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  1
  4 32  1  0
  4 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
 10 38  1  0
 13 39  1  0
 13 40  1  0
 13 41  1  0
 16 42  1  0
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 16 44  1  0
 18 45  1  0
 19 46  1  6
 20 47  1  0
 20 48  1  0
 21 49  1  6
 22 50  1  0
 22 51  1  0
 25 52  1  0
M  END


  Mrv1652309052205032D          

 25 27  0  0  1  0            999 V2000
   -3.4914   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8414   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164   -1.5395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2211   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6961   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1086   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4586   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0164   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.1105    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2539    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0789    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 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
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  2  0  0  0  0
  8 17  1  0  0  0  0
 17 18  1  0  0  0  0
  9 19  1  0  0  0  0
 19  5  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  3 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0206709

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H]1CN2CCC3=C(C=C(OC)C(OC)=C3O)[C@@H]2C[C@@H]1CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H27NO5/c1-4-11-10-20-6-5-13-14(15(20)7-12(11)8-17(21)22)9-16(24-2)19(25-3)18(13)23/h9,11-12,15,23H,4-8,10H2,1-3H3,(H,21,22)/t11-,12+,15-/m0/s1

> <INCHI_KEY>
SENILUVLSJDXDO-ZOWXZIJZSA-N

> <FORMULA>
C19H27NO5

> <MOLECULAR_WEIGHT>
349.427

> <EXACT_MASS>
349.188922973

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
38.393831501507265

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(2R,3R,11bS)-3-ethyl-8-hydroxy-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl]acetic acid

> <JCHEM_LOGP>
-0.25975316541396687

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.096373919316243

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.539247551306032

> <JCHEM_PKA_STRONGEST_BASIC>
8.046291041683014

> <JCHEM_POLAR_SURFACE_AREA>
79.23

> <JCHEM_REFRACTIVITY>
94.51739999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3R,11bS)-3-ethyl-8-hydroxy-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -6.517  -2.874   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.747  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.207  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.437  -2.874   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -1.897  -2.874   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.127  -4.207   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.413  -4.207   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.183  -2.874   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.413  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.183  -0.206   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.723  -0.206   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.493   1.127   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.033   1.127   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.493  -1.540   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.033  -1.540   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.803  -0.206   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.723  -2.874   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.493  -4.207   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.127  -1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.897  -0.206   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.437  -0.206   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.207   1.127   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.747   1.127   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.517   2.461   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -6.517  -0.206   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   19                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   17                                                  
CONECT    9    8   10   19                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14    8   18                                                  
CONECT   18   17                                                            
CONECT   19    9    5   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20    3   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Value	Source
2-[(2R,3R,11BS)-3-Ethyl-8-hydroxy-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11BH-pyrido[2,1-a]isoquinolin-2-yl]acetate	Generator

Chemical Formula

C₁₉H₂₇NO₅

Average Mass

349.4270 Da

Monoisotopic Mass

349.18892 Da

IUPAC Name

2-[(2R,3R,11bS)-3-ethyl-8-hydroxy-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl]acetic acid

Traditional Name

[(2R,3R,11bS)-3-ethyl-8-hydroxy-9,10-dimethoxy-1H,2H,3H,4H,6H,7H,11bH-pyrido[2,1-a]isoquinolin-2-yl]acetic acid

CAS Registry Number

Not Available

SMILES

CC[C@H]1CN2CCC3=C(C=C(OC)C(OC)=C3O)[C@@H]2C[C@@H]1CC(O)=O

InChI Identifier

InChI=1S/C19H27NO5/c1-4-11-10-20-6-5-13-14(15(20)7-12(11)8-17(21)22)9-16(24-2)19(25-3)18(13)23/h9,11-12,15,23H,4-8,10H2,1-3H3,(H,21,22)/t11-,12+,15-/m0/s1

InChI Key

SENILUVLSJDXDO-ZOWXZIJZSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinolizidines. Quinolizidines are compounds containing a quinolizidine moiety, which is a octahydro-2H-quinolizine derivative.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolizidines

Sub Class

Not Available

Direct Parent

Quinolizidines

Alternative Parents

Substituents

Tetrahydroisoquinoline
Quinolizidine
Anisole
Phenol ether
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Phenol
Aralkylamine
Benzenoid
Piperidine
Amino acid or derivatives
Amino acid
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Azacycle
Organic oxygen compound
Amine
Organic nitrogen compound
Carbonyl group
Organic oxide
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
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	-0.26	ChemAxon
pKa (Strongest Acidic)	3.54	ChemAxon
pKa (Strongest Basic)	8.05	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	79.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	94.52 m³·mol⁻¹	ChemAxon
Polarizability	38.39 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	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

10273276

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13859062

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Authors unspecified: Thalidomide. 2012. [PubMed:36070501 ]
Authors unspecified: Lenalidomide. 2012. [PubMed:36070500 ]
Uehara M, Wada-Hiraike O, Koga K, Yamamoto N, Hirano M, Harada M, Hirota Y, Osuga Y: Prediction of the final menstrual period in women taking Dienogest using estradiol and follicle-stimulating hormone values: a case-control study. Endocr J. 2022 Sep 7. doi: 10.1507/endocrj.EJ22-0158. [PubMed:36070964 ]
Oginosawa Y: Validation of the Implantable Cardioverter-Defibrillators Indication Criteria for Nonischemic Cardiomyopathy- Why? When? How? Circ J. 2022 Sep 6. doi: 10.1253/circj.CJ-22-0478. [PubMed:36070963 ]
Kodera S, Morita H, Nishi H, Takeda N, Ando J, Komuro I: Cost-Effectiveness of Dapagliflozin for Chronic Kidney Disease in Japan. Circ J. 2022 Sep 6. doi: 10.1253/circj.CJ-22-0086. [PubMed:36070962 ]
LOTUS database [Link]

Showing NP-Card for [(2r,3r,11bs)-3-ethyl-8-hydroxy-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl]acetic acid (NP0206709)

MOL for NP0206709 ([(2r,3r,11bs)-3-ethyl-8-hydroxy-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl]acetic acid)

3D MOL for NP0206709 ([(2r,3r,11bs)-3-ethyl-8-hydroxy-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl]acetic acid)

3D SDF for NP0206709 ([(2r,3r,11bs)-3-ethyl-8-hydroxy-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl]acetic acid)

3D-SDF for NP0206709 ([(2r,3r,11bs)-3-ethyl-8-hydroxy-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl]acetic acid)

PDB for NP0206709 ([(2r,3r,11bs)-3-ethyl-8-hydroxy-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl]acetic acid)

3D PDB for NP0206709 ([(2r,3r,11bs)-3-ethyl-8-hydroxy-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl]acetic acid)

SMILES for NP0206709 ([(2r,3r,11bs)-3-ethyl-8-hydroxy-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl]acetic acid)

INCHI for NP0206709 ([(2r,3r,11bs)-3-ethyl-8-hydroxy-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl]acetic acid)

Structure for NP0206709 ([(2r,3r,11bs)-3-ethyl-8-hydroxy-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl]acetic acid)

3D Structure for NP0206709 ([(2r,3r,11bs)-3-ethyl-8-hydroxy-9,10-dimethoxy-1h,2h,3h,4h,6h,7h,11bh-pyrido[2,1-a]isoquinolin-2-yl]acetic acid)