NP-MRD: Showing NP-Card for dihydrocodeine (NP0234967)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 17:20:02 UTC

Updated at

2022-09-06 17:20:03 UTC

NP-MRD ID

NP0234967

Secondary Accession Numbers

None

Natural Product Identification

Common Name

dihydrocodeine

Description

Dihydrocodeine, also known as paracodina or remedacen, belongs to the class of organic compounds known as morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic. dihydrocodeine is found in Papaver somniferum. Dihydrocodeine is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

1551
  Mrv0541 02231215332D          

 25 29  0  0  1  0            999 V2000
    1.9356   -0.1190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349   -2.2486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349    1.9190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440   -0.9899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -0.5773    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9151   -0.9899    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4861   -0.9899    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6296   -0.5773    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6773    0.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006    0.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151   -1.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -1.8149    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6296    0.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -2.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8506    0.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151    0.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861    0.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9350   -1.6249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151    1.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861    1.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006    1.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349    2.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3612   -1.5214    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8196   -1.1829    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8675   -1.2293    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  1 17  1  0  0  0  0
 12  2  1  6  0  0  0
  3 20  1  0  0  0  0
  3 22  1  0  0  0  0
  4  8  1  0  0  0  0
  4 15  1  0  0  0  0
  4 18  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  9  1  1  0  0  0
  5 10  1  0  0  0  0
  6  8  1  0  0  0  0
  6 11  1  0  0  0  0
  6 23  1  1  0  0  0
  7 12  1  0  0  0  0
  7 24  1  1  0  0  0
  8 13  1  0  0  0  0
  8 25  1  6  0  0  0
  9 15  1  0  0  0  0
 10 16  2  0  0  0  0
 10 17  1  0  0  0  0
 11 14  1  0  0  0  0
 12 14  1  0  0  0  0
 13 16  1  0  0  0  0
 16 19  1  0  0  0  0
 17 20  2  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
M  END

     RDKit          3D

 45 49  0  0  0  0  0  0  0  0999 V2000
    5.2454    0.8842    0.2320 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1309    0.2495   -0.3594 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8637    0.5579    0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6647    1.4727    1.1559 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3834    1.7635    1.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3045    1.1398    1.0300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5529    0.2639    0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7661   -0.0711   -0.4709 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5642   -0.9993   -1.4829 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2767   -1.6196   -1.2787 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5106   -2.7472   -0.3112 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5773   -2.4547    0.5591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6791   -3.0789    0.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0269   -1.8109    1.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5323   -0.8440    0.3137 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0761    0.4396    0.8784 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0872    1.3815    1.4496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8873    1.0266   -0.1388 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5351    2.2342    0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4905    0.8458   -1.4694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1187    0.3919   -1.7476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4933   -0.4857   -0.7072 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2403    0.7858    1.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2024    0.4426   -0.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2359    1.9562   -0.0111 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5585    1.9212    1.5627 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2484    2.4754    2.4205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0769   -1.9519   -2.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8398   -3.6273   -0.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1033   -3.2723    0.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5469   -3.2318   -0.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4702   -3.9287    1.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0673   -1.4768    1.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7947   -2.0259    2.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3739   -1.3299   -0.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7691    0.1351    1.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1126    1.4457    2.5728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3485    2.4175    1.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6489    2.0648    0.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3766    2.5960    1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3438    3.0811   -0.5193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6592    1.8147   -2.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2134    0.1310   -1.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4285    1.2400   -1.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1119   -0.2020   -2.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  9  8  1  0
  8  3  2  0
  3  2  1  0
  2  1  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7 22  1  0
 22 21  1  6
 21 20  1  0
 20 18  1  0
 18 19  1  0
 18 16  1  0
 16 17  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 11  1  0
 11 12  1  0
 22 10  1  0
 15 22  1  0
 11 10  1  0
  7  8  1  0
 17  6  1  0
 10 28  1  6
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
 21 44  1  0
 21 45  1  0
 20 42  1  0
 20 43  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 16 36  1  1
 17 37  1  0
 17 38  1  0
 15 35  1  6
 14 33  1  0
 14 34  1  0
 13 31  1  0
 13 32  1  0
 11 29  1  6
 12 30  1  0
M  END

1551
  Mrv0541 02231215332D          

 25 29  0  0  1  0            999 V2000
    1.9356   -0.1190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349   -2.2486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349    1.9190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3440   -0.9899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -0.5773    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9151   -0.9899    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4861   -0.9899    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6296   -0.5773    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6773    0.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006    0.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151   -1.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861   -1.8149    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6296    0.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006   -2.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8506    0.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151    0.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861    0.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9350   -1.6249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9151    1.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4861    1.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2006    1.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349    2.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3612   -1.5214    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8196   -1.1829    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8675   -1.2293    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  1 17  1  0  0  0  0
 12  2  1  6  0  0  0
  3 20  1  0  0  0  0
  3 22  1  0  0  0  0
  4  8  1  0  0  0  0
  4 15  1  0  0  0  0
  4 18  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  9  1  1  0  0  0
  5 10  1  0  0  0  0
  6  8  1  0  0  0  0
  6 11  1  0  0  0  0
  6 23  1  1  0  0  0
  7 12  1  0  0  0  0
  7 24  1  1  0  0  0
  8 13  1  0  0  0  0
  8 25  1  6  0  0  0
  9 15  1  0  0  0  0
 10 16  2  0  0  0  0
 10 17  1  0  0  0  0
 11 14  1  0  0  0  0
 12 14  1  0  0  0  0
 13 16  1  0  0  0  0
 16 19  1  0  0  0  0
 17 20  2  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0234967

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12OC3=C(OC)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])CC[C@@H]2O

> <INCHI_IDENTIFIER>
InChI=1S/C18H23NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3,6,11-13,17,20H,4-5,7-9H2,1-2H3/t11-,12+,13-,17-,18-/m0/s1

> <INCHI_KEY>
RBOXVHNMENFORY-DNJOTXNNSA-N

> <FORMULA>
C18H23NO3

> <MOLECULAR_WEIGHT>
301.3801

> <EXACT_MASS>
301.167793607

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
32.82498332801217

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5R,13R,14S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10-trien-14-ol

> <ALOGPS_LOGP>
1.58

> <JCHEM_LOGP>
1.5489654796666665

> <ALOGPS_LOGS>
-2.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.15155112831567

> <JCHEM_PKA_STRONGEST_BASIC>
9.331082819397679

> <JCHEM_POLAR_SURFACE_AREA>
41.93

> <JCHEM_REFRACTIVITY>
83.6421

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.38e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dihydrocodeine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1551                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       3.613  -0.222   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       3.238  -4.197   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       3.238   3.582   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       9.975  -1.848   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       5.974  -1.078   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.308  -1.848   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.641  -1.848   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.642  -1.078   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.864   0.052   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.974   0.462   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.308  -3.388   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.641  -3.388   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.642   0.462   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.974  -4.158   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.054   0.052   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.308   1.232   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.641   1.232   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.079  -3.033   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.308   2.772   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.641   2.772   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.974   3.542   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.238   5.201   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0       8.141  -2.840   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.397  -2.208   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       9.086  -2.295   0.000  0.00  0.00           H+0
CONECT    1    7   17                                                       
CONECT    2   12                                                            
CONECT    3   20   22                                                       
CONECT    4    8   15   18                                                  
CONECT    5    6    7    9   10                                             
CONECT    6    5    8   11   23                                             
CONECT    7    1    5   12   24                                             
CONECT    8    4    6   13   25                                             
CONECT    9    5   15                                                       
CONECT   10    5   16   17                                                  
CONECT   11    6   14                                                       
CONECT   12    2    7   14                                                  
CONECT   13    8   16                                                       
CONECT   14   11   12                                                       
CONECT   15    4    9                                                       
CONECT   16   10   13   19                                                  
CONECT   17    1   10   20                                                  
CONECT   18    4                                                            
CONECT   19   16   21                                                       
CONECT   20    3   17   21                                                  
CONECT   21   19   20                                                       
CONECT   22    3                                                            
CONECT   23    6                                                            
CONECT   24    7                                                            
CONECT   25    8                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

View in JSmol

Synonyms

Value	Source
Remedacen	Kegg
Dihydrocodeine hydrochloride, (5alpha,6alpha)-isomer	MeSH
DHC Continus	MeSH
Tiamon	MeSH
Paracodina	MeSH
Dihydrocodeine phosphate (1:1), (5alpha,6alpha)-isomer	MeSH
Dihydrocodeine tartrate (1:1), (5alpha,6beta)-(R-(r,r))-isomer	MeSH
Dihydrocodeine, (5alpha,6beta,14alpha)-isomer	MeSH
Paracodin	MeSH
Dihydrocodeine acetate, (5alpha,6alpha)-isomer	MeSH
Tosidrin	MeSH
Dihydrocodeine, thiocyanate salt (5alpha,6alpha)-isomer	MeSH
Paramol 118	MeSH
Dihydrocodeine tartrate (1:1), (5alpha,6alpha)-(R-(r,r))-isomer	MeSH
DHC Mundipharma	MeSH
Dihydrocodeine, (5alpha,6beta)-isomer	MeSH
Dihydrocodeine, (5alpha,6alpha,14alpha)-isomer	MeSH
Contugesic	MeSH
Dihydrocodeine bitartrate	MeSH
Dicodin	MeSH
Rikodeine	MeSH

Chemical Formula

C₁₈H₂₃NO₃

Average Mass

301.3801 Da

Monoisotopic Mass

301.16779 Da

IUPAC Name

(1S,5R,13R,14S,17R)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10-trien-14-ol

Traditional Name

dihydrocodeine

CAS Registry Number

Not Available

SMILES

[H][C@@]12OC3=C(OC)C=CC4=C3[C@@]11CCN(C)[C@]([H])(C4)[C@]1([H])CC[C@@H]2O

InChI Identifier

InChI=1S/C18H23NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3,6,11-13,17,20H,4-5,7-9H2,1-2H3/t11-,12+,13-,17-,18-/m0/s1

InChI Key

RBOXVHNMENFORY-DNJOTXNNSA-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 morphinans. These are polycyclic compounds with a four-ring skeleton with three condensed six-member rings forming a partially hydrogenated phenanthrene moiety, one of which is aromatic while the two others are alicyclic.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Morphinans

Sub Class

Not Available

Direct Parent

Morphinans

Alternative Parents

Substituents

Morphinan
Phenanthrene
Tetralin
Coumaran
Anisole
Aralkylamine
Alkyl aryl ether
Benzenoid
Piperidine
Cyclic alcohol
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Oxacycle
Azacycle
Organoheterocyclic compound
Ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
Alcohol
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	1.58	ALOGPS
logP	1.55	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	14.15	ChemAxon
pKa (Strongest Basic)	9.33	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	41.93 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	83.64 m³·mol⁻¹	ChemAxon
Polarizability	32.82 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

DB01551

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

Dihydrocodeine

METLIN ID

Not Available

PubChem Compound

5284543

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for dihydrocodeine (NP0234967)

MOL for NP0234967 (dihydrocodeine)

3D MOL for NP0234967 (dihydrocodeine)

3D SDF for NP0234967 (dihydrocodeine)

3D-SDF for NP0234967 (dihydrocodeine)

PDB for NP0234967 (dihydrocodeine)

3D PDB for NP0234967 (dihydrocodeine)

SMILES for NP0234967 (dihydrocodeine)

INCHI for NP0234967 (dihydrocodeine)

Structure for NP0234967 (dihydrocodeine)

3D Structure for NP0234967 (dihydrocodeine)