NP-MRD: Showing NP-Card for (+)-Salutaridine (NP0051025)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-27 22:28:36 UTC

Updated at

2022-04-27 22:28:36 UTC

NP-MRD ID

NP0051025

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Salutaridine

Description

Salutaridine, also known as sinoacutine, belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene. Salutaridine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. (+)-Salutaridine is found in Alstonia scholaris , Antizoma angustifolia, Artabotrys hexapetalus, Artabotrys uncinatus , Berberis ilicifolia, Berberis microphylla, Cassytha filiformis, Cissampelos capensis, Corydalis incisa, Croton balsamifera, Croton flavens, Croton hemiargyreus, Croton lechleri, Croton salutaris, Dehaasia hainanensis, Glaucium fimbrilligerum, Glaucium flavum, Nandina domestica, Papaver bracteatum , Papaver caucasicum, Papaver fugax, Papaver lasiothrix, Papaver orientale , Papaver pseudo-orientale, Papaver somniferum , Papaver triniifolium, Peumus boldus, Platycapnos saxicola, Sarcocapnos crassifolia, Sarcocapnos saetabensis, Stephania cephalantha, Stephania pierrei, Stephania yunnanensis and Strychnopsis thouarsii. (+)-Salutaridine was first documented in 2016 (PMID: 28914026). Based on a literature review a small amount of articles have been published on salutaridine (PMID: 35230092) (PMID: 28633584) (PMID: 35459166) (PMID: 32726676).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 45 48  0  0  0  0  0  0  0  0999 V2000
   -3.2679   -3.9210   -1.2836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9763   -3.5124   -0.8063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7358   -2.2365   -0.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7728   -1.4793   -0.9103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4579   -0.1186   -0.4839 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5742    0.8914   -1.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5528    1.9821   -1.3168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4231    2.6419   -0.0676 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5581    3.4844    0.1580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1463    1.7619    1.0516 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2674    2.0330    1.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2418    1.0367    0.9654 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5308    1.1689    1.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5550    0.3420    1.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2814   -0.6599    0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2874   -1.5264   -0.1820 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5854   -1.3805    0.3298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9799   -0.8007   -0.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8144   -1.8345   -1.1823 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9448    0.0273    0.0596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3375    0.3629    0.6025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2822   -0.3537    1.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5460   -1.6980    0.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4677   -2.3715    1.2628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5697   -3.3071   -2.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0228   -3.8072   -0.4964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2634   -4.9633   -1.6059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2405   -1.9231   -1.7342 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4207    1.2386   -1.9358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9869    0.3184   -2.4875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6007    1.6081   -1.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4026    2.7616   -2.1215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1138    3.1286    1.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1708    4.5025    0.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2588    3.5411   -0.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7894    1.9498    1.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6218    3.0409    1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3671    2.1118    2.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7197    1.9666    2.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5507    0.4697    1.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5730   -1.6342    1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2502   -2.0929   -0.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9309   -0.3316    0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5073   -2.4692   -1.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9118    0.0513    1.9669 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
  5  4  1  0
  5  6  1  6
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  2  0
 10 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 23  3  1  0
 20  5  1  0
 21  5  1  0
 20 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  9 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  1
 11 37  1  0
 11 38  1  0
 13 39  1  0
 14 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 19 44  1  0
 22 45  1  0
M  END


  Mrv1652304282200282D          

 24 27  0  0  1  0            999 V2000
    3.2293   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5317    0.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5597    1.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2945    1.5871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9921    1.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9595    0.3223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6571   -0.1181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3873    0.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0045    1.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1801    1.8418    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8058    0.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4715    1.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2264    1.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8921    1.5651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3154    0.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6497   -0.2295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8948    0.1034    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1014   -0.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5415    0.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5742    1.2819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1750    1.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0703   -0.0753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1593   -0.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1967   -0.8860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
  2 17  1  0  0  0  0
 17 11  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
  1 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051025

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C[C@]23CCN(C)[C@H](CC4=CC=C(OC)C(O)=C24)C3=CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H21NO4/c1-20-7-6-19-10-16(24-3)14(21)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,9-10,13,22H,6-8H2,1-3H3/t13-,19+/m1/s1

> <INCHI_KEY>
GVTRUVGBZQJVTF-YJYMSZOUSA-N

> <FORMULA>
C19H21NO4

> <MOLECULAR_WEIGHT>
327.38

> <EXACT_MASS>
327.14705816

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
34.71159620602168

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,9R)-3-hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6,10,13-pentaen-12-one

> <ALOGPS_LOGP>
1.83

> <JCHEM_LOGP>
1.635103896333333

> <ALOGPS_LOGS>
-3.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
18.68122879233741

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.732355197802773

> <JCHEM_PKA_STRONGEST_BASIC>
7.405825685495437

> <JCHEM_POLAR_SURFACE_AREA>
59.0

> <JCHEM_REFRACTIVITY>
93.74709999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,9R)-3-hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6,10,13-pentaen-12-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.028  -0.115   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.726   0.707   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.778   2.028   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.150   2.963   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.452   2.140   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.391   0.602   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.693  -0.220   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      10.056   0.496   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.742   3.377   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.203   3.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.371   1.724   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.614   2.634   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.023   2.012   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.265   2.921   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.189   0.481   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.946  -0.428   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.537   0.193   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.056  -0.277   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.011   0.854   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       1.072   2.393   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      -0.327   3.038   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.598  -0.141   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.764  -1.672   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.967  -1.654   0.000  0.00  0.00           O+0
CONECT    1    2    6   24                                                  
CONECT    2    1    3   17                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    3   10                                                       
CONECT   10    9   11   20                                                  
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16    2   11   18                                             
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   10   21                                                  
CONECT   21   20                                                            
CONECT   22   15   23                                                       
CONECT   23   22                                                            
CONECT   24    1                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

View in JSmol

Synonyms

Value	Source
5,6,8,14-Tetradehydro-4-hydroxy-3,6-dimethoxy-17-methyl-morphinan-7-one	ChEBI
Sinoacutine	ChEBI
Salutaridine, (+-)-isomer	MeSH
Salutaridine, (9alpha,13alpha)-isomer	MeSH

Chemical Formula

C₁₉H₂₁NO₄

Average Mass

327.3800 Da

Monoisotopic Mass

327.14706 Da

IUPAC Name

(1S,9R)-3-hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6,10,13-pentaen-12-one

Traditional Name

(1S,9R)-3-hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6,10,13-pentaen-12-one

CAS Registry Number

Not Available

SMILES

COC1=C[C@]23CCN(C)[C@H](CC4=CC=C(OC)C(O)=C24)C3=CC1=O

InChI Identifier

InChI=1S/C19H21NO4/c1-20-7-6-19-10-16(24-3)14(21)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,9-10,13,22H,6-8H2,1-3H3/t13-,19+/m1/s1

InChI Key

GVTRUVGBZQJVTF-YJYMSZOUSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Alstonia Alstonia scholaris	Plant	KNApSAcK
Antizoma angustifolia	Plant	KNApSAcK
Artabotrys hexapetalus	LOTUS Database	35616633
Artabotrys uncinatus	Plant	KNApSAcK
Berberis ilicifolia	LOTUS Database	35616633
Berberis microphylla	LOTUS Database	35616633
Cassytha filiformis	LOTUS Database	35616633
Cissampelos capensis	LOTUS Database	35616633
Corydalis incisa	LOTUS Database	35616633
Croton balsamifera	Plant	KNApSAcK
Croton flavens	LOTUS Database	35616633
Croton hemiargyreus	Plant	KNApSAcK
Croton lechleri	LOTUS Database	35616633
Croton salutaris	Plant	KNApSAcK
Dehaasia hainanensis	LOTUS Database	35616633
Glaucium fimbrilligerum	Plant	KNApSAcK
Glaucium flavum	LOTUS Database	35616633
Nandina domestica	LOTUS Database	35616633
Papaver bracteatum	Plant	KNApSAcK
Papaver caucasicum	Plant	KNApSAcK
Papaver fugax	Plant	KNApSAcK
Papaver lasiothrix	Plant	KNApSAcK
Papaver orientale	Plant	KNApSAcK
Papaver pseudo-orientale	LOTUS Database	35616633
Papaver somniferum	Plant	KNApSAcK
Papaver triniifolium	Plant	KNApSAcK
Peumus boldus	LOTUS Database	35616633
Platycapnos saxicola	LOTUS Database	35616633
Sarcocapnos crassifolia	LOTUS Database	35616633
Sarcocapnos saetabensis	Plant	KNApSAcK
Stephania cephalantha	LOTUS Database	35616633
Stephania pierrei	LOTUS Database	35616633
Stephania yunnanensis	LOTUS Database	35616633
Strychnopsis thouarsii Baill.	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenanthrenes and derivatives

Sub Class

Not Available

Direct Parent

Phenanthrenes and derivatives

Alternative Parents

Substituents

Phenanthrene
Benzazocine
Isoquinolone
Tetralin
Anisole
1-hydroxy-4-unsubstituted benzenoid
Aralkylamine
Alkyl aryl ether
Piperidine
Ketone
Tertiary amine
Cyclic ketone
Tertiary aliphatic amine
Ether
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Amine
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

morphinane alkaloid (CHEBI:17225 )
Isoquinoline alkaloids (C05179 )

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	1.83	ALOGPS
logP	1.64	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	9.73	ChemAxon
pKa (Strongest Basic)	7.41	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	93.75 m³·mol⁻¹	ChemAxon
Polarizability	34.71 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	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00001916

Chemspider ID

16736005

KEGG Compound ID

C05179

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Salutaridine

METLIN ID

Not Available

PubChem Compound

5408233

PDB ID

Not Available

ChEBI ID

17225

Good Scents ID

Not Available

References

General References

Chai L, Zhang H, Guo F, Song R, Yu H, Ji L: Computational Investigation of the Bisphenolic Drug Metabolism by Cytochrome P450: What Factors Favor Intramolecular Phenol Coupling. Chem Res Toxicol. 2022 Mar 21;35(3):440-449. doi: 10.1021/acs.chemrestox.1c00350. Epub 2022 Mar 1. [PubMed:35230092 ]
Coban I, Toplan GG, Ozbek B, Gurer CU, Sariyar G: Variation of alkaloid contents and antimicrobial activities of Papaver rhoeas L. growing in Turkey and northern Cyprus. Pharm Biol. 2017 Dec;55(1):1894-1898. doi: 10.1080/13880209.2017.1340964. [PubMed:28633584 ]
Haider M, Anand V, Enayathullah MG, Parekh Y, Ram S, Kumari S, Anmol, Panda G, Shukla M, Dholakia D, Ray A, Bhattacharyya S, Sharma U, Bokara KK, Prasher B, Mukerji M: Anti-SARS-CoV-2 potential of Cissampelos pareira L. identified by connectivity map-based analysis and in vitro studies. BMC Complement Med Ther. 2022 Apr 22;22(1):114. doi: 10.1186/s12906-022-03584-3. [PubMed:35459166 ]
Bhatt V, Kumari S, Upadhyay P, Agrawal P, Anmol, Sahal D, Sharma U: Chemical profiling and quantification of potential active constituents responsible for the antiplasmodial activity of Cissampelos pareira. J Ethnopharmacol. 2020 Nov 15;262:113185. doi: 10.1016/j.jep.2020.113185. Epub 2020 Jul 26. [PubMed:32726676 ]
Zhong SH, Fu YH, Zhou XM, Song XP, Chen GY: [Studies on alkaloids from Fissistigma oldhamii]. Zhongguo Zhong Yao Za Zhi. 2016 Aug;41(15):2838-2842. doi: 10.4268/cjcmm20161516. [PubMed:28914026 ]

Showing NP-Card for (+)-Salutaridine (NP0051025)

MOL for NP0051025 ((+)-Salutaridine)

3D MOL for NP0051025 ((+)-Salutaridine)

3D SDF for NP0051025 ((+)-Salutaridine)

3D-SDF for NP0051025 ((+)-Salutaridine)

PDB for NP0051025 ((+)-Salutaridine)

3D PDB for NP0051025 ((+)-Salutaridine)

SMILES for NP0051025 ((+)-Salutaridine)

INCHI for NP0051025 ((+)-Salutaridine)

Structure for NP0051025 ((+)-Salutaridine)

3D Structure for NP0051025 ((+)-Salutaridine)