NP-MRD: Showing NP-Card for (5r,5's)-2',5,5'-trihydroxy-4,4'-dimethoxy-1-methyl-5,5'-bis(2-oxopropyl)-[3,3'-bipyridine]-2,6,6'-trione (NP0258567)

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Record Information

Version

2.0

Created at

2022-09-08 00:04:48 UTC

Updated at

2022-09-08 00:04:48 UTC

NP-MRD ID

NP0258567

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5r,5's)-2',5,5'-trihydroxy-4,4'-dimethoxy-1-methyl-5,5'-bis(2-oxopropyl)-[3,3'-bipyridine]-2,6,6'-trione

Description

(5R,5'S)-2',5,5'-trihydroxy-4,4'-dimethoxy-1-methyl-5,5'-bis(2-oxopropyl)-2,5-dihydro-1H,5'H,6H,6'H-[3,3'-bipyridine]-2,6,6'-trione belongs to the class of organic compounds known as dihydropyridines. Dihydropyridines are compounds containing a dihydropyridine moiety, which is a semi-saturated pyridine derivative with two double bonds. (5r,5's)-2',5,5'-trihydroxy-4,4'-dimethoxy-1-methyl-5,5'-bis(2-oxopropyl)-[3,3'-bipyridine]-2,6,6'-trione is found in Speranskia tuberculata. Based on a literature review very few articles have been published on (5R,5'S)-2',5,5'-trihydroxy-4,4'-dimethoxy-1-methyl-5,5'-bis(2-oxopropyl)-2,5-dihydro-1H,5'H,6H,6'H-[3,3'-bipyridine]-2,6,6'-trione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082202042D          

 31 32  0  0  1  0            999 V2000
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   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
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    3.5724   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8545   -2.1123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -3.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9151   -2.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6330   -1.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7276   -2.5420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3272   -0.5091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018   -0.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6646    0.1906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1599    0.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0519    0.9190    0.0000 O   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
  6  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  9 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  5 19  1  0  0  0  0
 19 20  2  0  0  0  0
  4 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
M  END

     RDKit          3D

 53 54  0  0  0  0  0  0  0  0999 V2000
   -2.5414    0.8379   -2.6926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7375    0.8387   -1.5796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0088    0.7208   -0.2337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9852    0.3147    0.5504 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3791    0.4329    0.0730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4517   -0.1940    0.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5390   -1.0431    1.5455 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6255   -1.8852    2.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7653    0.1155   -0.1899 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5801   -0.4626   -1.5055 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9425   -0.5643    0.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9515   -2.0335    0.2943 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0662   -2.8154    0.8862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0398   -2.6443   -0.2437 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9775    1.5368   -0.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0431    2.1080   -0.1013 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8766    2.2595   -0.9438 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0223    3.4792   -1.6899 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6065    1.7025   -0.7046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3692    2.3559   -1.1831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2974    0.1871    1.9658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4012   -0.1924    2.9321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5102    0.4549    2.4339 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5732    0.8720    1.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7297    1.1425    2.1014 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3640    1.0314    0.2131 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6298    2.3625   -0.0957 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4418    0.1454   -0.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2004   -1.2855   -0.0691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6030   -2.2004   -1.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4917   -1.7195    1.0273 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2988    1.6642   -2.7157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0088   -0.1284   -2.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8587    1.0933   -3.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7785   -1.4985    3.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4168   -2.6982    2.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6752   -2.5261    2.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1715    0.0642   -2.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8436   -0.2354   -0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2004   -0.2379    1.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8187   -2.9217    1.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0121   -2.2480    0.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1506   -3.8365    0.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5432    4.2848   -1.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4570    3.3823   -2.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0877    3.7414   -1.8307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1338    0.3942    3.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4322    2.4382   -0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6666    0.3613   -1.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3973    0.4069    0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5158   -3.2024   -0.6321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5742   -1.8828   -1.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2513   -2.2730   -1.9834 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 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  6
 26 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  6
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  9 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 26  3  1  0
 19  5  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
 22 47  1  0
 27 48  1  0
 28 49  1  0
 28 50  1  0
 30 51  1  0
 30 52  1  0
 30 53  1  0
  8 35  1  0
  8 36  1  0
  8 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
M  END


  Mrv1652309082202042D          

 31 32  0  0  1  0            999 V2000
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   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
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    3.5724   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8545   -2.1123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3848   -3.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9151   -2.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6330   -1.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7276   -2.5420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    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   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3272   -0.5091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018   -0.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6646    0.1906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1599    0.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0519    0.9190    0.0000 O   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
  6  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  9 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  5 19  1  0  0  0  0
 19 20  2  0  0  0  0
  4 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
  3 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  6  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0258567

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C(O)=NC(=O)[C@]1(O)CC(C)=O)C1=C(OC)[C@](O)(CC(C)=O)C(=O)N(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H22N2O10/c1-8(22)6-18(28)12(30-4)10(14(24)20-16(18)26)11-13(31-5)19(29,7-9(2)23)17(27)21(3)15(11)25/h28-29H,6-7H2,1-5H3,(H,20,24,26)/t18-,19+/m0/s1

> <INCHI_KEY>
YELHLHWQVHODND-RBUKOAKNSA-N

> <FORMULA>
C19H22N2O10

> <MOLECULAR_WEIGHT>
438.389

> <EXACT_MASS>
438.127444916

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
40.88581753558805

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5R,5'S)-2',5,5'-trihydroxy-4,4'-dimethoxy-1-methyl-5,5'-bis(2-oxopropyl)-2,5-dihydro-1H,5'H,6H,6'H-[3,3'-bipyridine]-2,6,6'-trione

> <JCHEM_LOGP>
-3.37794114

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.173130492613334

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8361428461708513

> <JCHEM_PKA_STRONGEST_BASIC>
-4.34617731476978

> <JCHEM_POLAR_SURFACE_AREA>
180.09999999999997

> <JCHEM_REFRACTIVITY>
103.44279999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(5R,5'S)-2',5,5'-trihydroxy-4,4'-dimethoxy-1-methyl-5,5'-bis(2-oxopropyl)-[3,3'-bipyridine]-2,6,6'-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.195  -3.943   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.185  -5.657   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.175  -4.478   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.648  -3.031   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.691  -4.745   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       5.335  -7.700   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   23  N   UNK     0       0.000  -4.620   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.611  -0.950   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.057  -0.950   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.241   0.356   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.298   0.302   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.964   1.715   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   26                                                  
CONECT    4    3    5   21                                                  
CONECT    5    4    6   19                                                  
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10   11   15                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    9   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17    5   20                                                  
CONECT   20   19                                                            
CONECT   21    4   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24    3   27   28                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₂N₂O₁₀

Average Mass

438.3890 Da

Monoisotopic Mass

438.12744 Da

IUPAC Name

(5R,5'S)-2',5,5'-trihydroxy-4,4'-dimethoxy-1-methyl-5,5'-bis(2-oxopropyl)-2,5-dihydro-1H,5'H,6H,6'H-[3,3'-bipyridine]-2,6,6'-trione

Traditional Name

(5R,5'S)-2',5,5'-trihydroxy-4,4'-dimethoxy-1-methyl-5,5'-bis(2-oxopropyl)-[3,3'-bipyridine]-2,6,6'-trione

CAS Registry Number

Not Available

SMILES

COC1=C(C(O)=NC(=O)[C@]1(O)CC(C)=O)C1=C(OC)[C@](O)(CC(C)=O)C(=O)N(C)C1=O

InChI Identifier

InChI=1S/C19H22N2O10/c1-8(22)6-18(28)12(30-4)10(14(24)20-16(18)26)11-13(31-5)19(29,7-9(2)23)17(27)21(3)15(11)25/h28-29H,6-7H2,1-5H3,(H,20,24,26)/t18-,19+/m0/s1

InChI Key

YELHLHWQVHODND-RBUKOAKNSA-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
Speranskia tuberculata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydropyridines. Dihydropyridines are compounds containing a dihydropyridine moiety, which is a semi-saturated pyridine derivative with two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Hydropyridines

Direct Parent

Dihydropyridines

Alternative Parents

Substituents

Dihydropyridine
Beta-hydroxy ketone
Carboxylic acid imide, n-substituted
Carboxylic acid imide
Dicarboximide
Tertiary alcohol
Vinylogous ester
N-acylimine
Ketone
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Azacycle
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	-3.4	ChemAxon
pKa (Strongest Acidic)	1.84	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	180.1 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	103.44 m³·mol⁻¹	ChemAxon
Polarizability	40.89 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

162909843

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5r,5's)-2',5,5'-trihydroxy-4,4'-dimethoxy-1-methyl-5,5'-bis(2-oxopropyl)-[3,3'-bipyridine]-2,6,6'-trione (NP0258567)

MOL for NP0258567 ((5r,5's)-2',5,5'-trihydroxy-4,4'-dimethoxy-1-methyl-5,5'-bis(2-oxopropyl)-[3,3'-bipyridine]-2,6,6'-trione)

3D MOL for NP0258567 ((5r,5's)-2',5,5'-trihydroxy-4,4'-dimethoxy-1-methyl-5,5'-bis(2-oxopropyl)-[3,3'-bipyridine]-2,6,6'-trione)

3D SDF for NP0258567 ((5r,5's)-2',5,5'-trihydroxy-4,4'-dimethoxy-1-methyl-5,5'-bis(2-oxopropyl)-[3,3'-bipyridine]-2,6,6'-trione)

3D-SDF for NP0258567 ((5r,5's)-2',5,5'-trihydroxy-4,4'-dimethoxy-1-methyl-5,5'-bis(2-oxopropyl)-[3,3'-bipyridine]-2,6,6'-trione)

PDB for NP0258567 ((5r,5's)-2',5,5'-trihydroxy-4,4'-dimethoxy-1-methyl-5,5'-bis(2-oxopropyl)-[3,3'-bipyridine]-2,6,6'-trione)

3D PDB for NP0258567 ((5r,5's)-2',5,5'-trihydroxy-4,4'-dimethoxy-1-methyl-5,5'-bis(2-oxopropyl)-[3,3'-bipyridine]-2,6,6'-trione)

SMILES for NP0258567 ((5r,5's)-2',5,5'-trihydroxy-4,4'-dimethoxy-1-methyl-5,5'-bis(2-oxopropyl)-[3,3'-bipyridine]-2,6,6'-trione)

INCHI for NP0258567 ((5r,5's)-2',5,5'-trihydroxy-4,4'-dimethoxy-1-methyl-5,5'-bis(2-oxopropyl)-[3,3'-bipyridine]-2,6,6'-trione)

Structure for NP0258567 ((5r,5's)-2',5,5'-trihydroxy-4,4'-dimethoxy-1-methyl-5,5'-bis(2-oxopropyl)-[3,3'-bipyridine]-2,6,6'-trione)

3D Structure for NP0258567 ((5r,5's)-2',5,5'-trihydroxy-4,4'-dimethoxy-1-methyl-5,5'-bis(2-oxopropyl)-[3,3'-bipyridine]-2,6,6'-trione)