NP-MRD: Showing NP-Card for Norsalutaridine (NP0069233)

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Record Information

Version

2.0

Created at

2022-04-28 14:34:42 UTC

Updated at

2022-04-28 14:34:43 UTC

NP-MRD ID

NP0069233

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Norsalutaridine

Description

N-Norsinoactine 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. Norsalutaridine is found in Croton flavens, Croton hemiargyreus and Croton salutaris. Based on a literature review very few articles have been published on N-Norsinoactine.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 42 45  0  0  0  0  0  0  0  0999 V2000
    3.5048    3.4250    0.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2957    3.0046    0.8134 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9571    1.6399    0.8179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1525    1.2192   -0.1380 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7325   -0.1804   -0.2123 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0386   -0.8258   -1.5430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8214   -2.0529   -1.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8878   -2.8948   -0.3974 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9953   -2.4660    0.6783 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3992   -2.6953    0.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2730   -1.5191    0.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6154   -1.6737    0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4203   -0.5577    0.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8901    0.6897    0.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6832    1.8455    0.4661 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0597    1.7489    0.7162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5207    0.8658    0.1338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0455    2.1500   -0.0165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7557   -0.2539    0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3307   -1.0340    0.8316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1205   -0.6176    1.7602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5237    0.8036    1.8569 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2672    1.2794    2.7189 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3321    2.8908    0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5793    4.5190    0.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4820    3.1759   -0.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8432    1.9569   -0.9147 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0650   -0.9582   -2.0566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5508   -0.0175   -2.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4905   -2.7209   -2.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8893   -1.8089   -1.8237 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8406   -2.9322    0.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2392   -3.0279    1.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3929   -3.0158   -0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8980   -3.5312    0.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0727   -2.6630    0.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4896   -0.6721    0.7442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2058    1.5754    1.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5471    2.7215    0.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5400    0.9567    0.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6740    2.9252    0.0541 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5431   -1.2741    2.5317 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
  9 10  1  0
 10 11  1  0
 11 19  2  0
 19 17  1  0
 17 18  1  0
 17 14  2  0
 14 15  1  0
 15 16  1  0
 14 13  1  0
 13 12  2  0
  9 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 22  3  1  0
 19  5  1  0
 20  5  1  0
 12 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  1
 10 34  1  0
 10 35  1  0
 18 41  1  0
 16 38  1  0
 16 39  1  0
 16 40  1  0
 13 37  1  0
 12 36  1  0
 21 42  1  0
M  END


  Mrv1652304282216342D          

 23 26  0  0  1  0            999 V2000
    3.9595    0.3223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    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
    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
    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
  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
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  3 15  1  0  0  0  0
 15  9  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  8 18  1  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
  2 21  1  0  0  0  0
  1 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069233

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C[C@]23CCN[C@H](CC4=C2C(O)=C(OC)C=C4)C3=CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H19NO4/c1-22-14-4-3-10-7-12-11-8-13(20)15(23-2)9-18(11,5-6-19-12)16(10)17(14)21/h3-4,8-9,12,19,21H,5-7H2,1-2H3/t12-,18+/m1/s1

> <INCHI_KEY>
JYZAYBRTZJWZDR-XIKOKIGWSA-N

> <FORMULA>
C18H19NO4

> <MOLECULAR_WEIGHT>
313.353

> <EXACT_MASS>
313.131408096

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
32.54483055984655

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,9R)-3-hydroxy-4,13-dimethoxy-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2(7),3,5,10,13-pentaen-12-one

> <ALOGPS_LOGP>
1.53

> <JCHEM_LOGP>
0.846661850535168

> <ALOGPS_LOGS>
-3.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
16.882255631287414

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.840418827070827

> <JCHEM_PKA_STRONGEST_BASIC>
8.94300597961259

> <JCHEM_POLAR_SURFACE_AREA>
67.79

> <JCHEM_REFRACTIVITY>
88.45240000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,9R)-3-hydroxy-4,13-dimethoxy-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2(7),3,5,10,13-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       7.391   0.602   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.028  -0.115   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.726   0.707   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.778   2.028   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.150   2.963   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.452   2.140   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.742   3.377   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.203   3.438   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.371   1.724   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.614   2.634   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.023   2.012   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.265   2.921   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.189   0.481   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.946  -0.428   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.537   0.193   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.056  -0.277   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.011   0.854   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       1.072   2.393   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       7.598  -0.141   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.764  -1.672   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.967  -1.654   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       8.693  -0.220   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      10.056   0.496   0.000  0.00  0.00           C+0
CONECT    1    2    6   22                                                  
CONECT    2    1    3   21                                                  
CONECT    3    2    4   15                                                  
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   18                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14    3    9   16                                             
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17    8                                                       
CONECT   19   13   20                                                       
CONECT   20   19                                                            
CONECT   21    2                                                            
CONECT   22    1   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₉NO₄

Average Mass

313.3530 Da

Monoisotopic Mass

313.13141 Da

IUPAC Name

(1S,9R)-3-hydroxy-4,13-dimethoxy-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2(7),3,5,10,13-pentaen-12-one

Traditional Name

(1S,9R)-3-hydroxy-4,13-dimethoxy-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2(7),3,5,10,13-pentaen-12-one

CAS Registry Number

Not Available

SMILES

COC1=C[C@]23CCN[C@H](CC4=C2C(O)=C(OC)C=C4)C3=CC1=O

InChI Identifier

InChI=1S/C18H19NO4/c1-22-14-4-3-10-7-12-11-8-13(20)15(23-2)9-18(11,5-6-19-12)16(10)17(14)21/h3-4,8-9,12,19,21H,5-7H2,1-2H3/t12-,18+/m1/s1

InChI Key

JYZAYBRTZJWZDR-XIKOKIGWSA-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
Croton flavens	LOTUS Database	35616633
Croton hemiargyreus	Plant	KNApSAcK
Croton salutaris	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
Phenol ether
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Phenol
Aralkylamine
Piperidine
Cyclic ketone
Ketone
Azacycle
Secondary amine
Organoheterocyclic compound
Secondary aliphatic amine
Ether
Hydrocarbon derivative
Organonitrogen compound
Amine
Organooxygen compound
Organic oxygen compound
Carbonyl group
Organic oxide
Organic nitrogen compound
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	1.53	ALOGPS
logP	0.85	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	9.84	ChemAxon
pKa (Strongest Basic)	8.94	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	67.79 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	88.45 m³·mol⁻¹	ChemAxon
Polarizability	32.54 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

Not Available

Chemspider ID

10379587

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12313591

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Norsalutaridine (NP0069233)

MOL for NP0069233 (Norsalutaridine)

3D MOL for NP0069233 (Norsalutaridine)

3D SDF for NP0069233 (Norsalutaridine)

3D-SDF for NP0069233 (Norsalutaridine)

PDB for NP0069233 (Norsalutaridine)

3D PDB for NP0069233 (Norsalutaridine)

SMILES for NP0069233 (Norsalutaridine)

INCHI for NP0069233 (Norsalutaridine)

Structure for NP0069233 (Norsalutaridine)

3D Structure for NP0069233 (Norsalutaridine)