NP-MRD: Showing NP-Card for cassiarin K (NP0041171)

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Record Information

Version

2.0

Created at

2021-06-20 23:08:58 UTC

Updated at

2021-06-30 00:15:31 UTC

NP-MRD ID

NP0041171

Secondary Accession Numbers

None

Natural Product Identification

Common Name

cassiarin K

Provided By

JEOL Database JEOL Logo

Description

cassiarin K is found in Cassia siamea. cassiarin K was first documented in 2012 (Deguchi, J., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101083D          

 27 29  0  0  0  0            999 V2000
   -4.7401    0.4156   -3.9814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9314   -0.2621   -2.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2812   -1.3946   -2.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7511   -2.2454   -2.5871 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.3733   -1.9350   -1.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7116   -3.0719   -0.5799 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8549   -3.5407    0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2465   -4.7985    1.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6543   -2.9066    0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3091   -1.7340   -0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1196   -1.0285    0.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1657    0.1347   -0.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3356    0.7766   -0.1988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7109    0.6210   -1.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8917   -0.0755   -1.6942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1944   -1.2424   -0.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7417    0.4265   -2.6534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9854    1.4363   -3.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6794   -0.0900   -4.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1576    0.4733   -4.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4989   -5.5792    0.9038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3319   -4.6101    2.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2127   -5.1672    0.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9992   -3.3210    1.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5895   -1.3783    0.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4083    1.5645   -0.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4948    1.5251   -2.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
  6  7  1  0  0  0  0
 11 12  2  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
  7  8  1  0  0  0  0
 14 15  2  0  0  0  0
 15 17  1  0  0  0  0
 10 16  2  0  0  0  0
  5  3  1  0  0  0  0
 15 16  1  0  0  0  0
  3  2  2  0  0  0  0
 17  2  1  0  0  0  0
 16  5  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  2  1  1  0  0  0  0
  5  6  2  0  0  0  0
  3  4  1  0  0  0  0
 14 27  1  0  0  0  0
 11 25  1  0  0  0  0
  9 24  1  0  0  0  0
  8 21  1  0  0  0  0
  8 22  1  0  0  0  0
  8 23  1  0  0  0  0
 13 26  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
M  END


  Mrv1652306212101083D          

 27 29  0  0  0  0            999 V2000
   -4.7401    0.4156   -3.9814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9314   -0.2621   -2.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2812   -1.3946   -2.2660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7511   -2.2454   -2.5871 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.3733   -1.9350   -1.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7116   -3.0719   -0.5799 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8549   -3.5407    0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2465   -4.7985    1.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6543   -2.9066    0.6675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3091   -1.7340   -0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1196   -1.0285    0.2325 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1657    0.1347   -0.4818 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3356    0.7766   -0.1988 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7109    0.6210   -1.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8917   -0.0755   -1.6942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1944   -1.2424   -0.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7417    0.4265   -2.6534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9854    1.4363   -3.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6794   -0.0900   -4.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1576    0.4733   -4.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4989   -5.5792    0.9038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3319   -4.6101    2.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2127   -5.1672    0.7153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9992   -3.3210    1.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5895   -1.3783    0.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4083    1.5645   -0.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4948    1.5251   -2.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
  6  7  1  0  0  0  0
 11 12  2  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
  7  8  1  0  0  0  0
 14 15  2  0  0  0  0
 15 17  1  0  0  0  0
 10 16  2  0  0  0  0
  5  3  1  0  0  0  0
 15 16  1  0  0  0  0
  3  2  2  0  0  0  0
 17  2  1  0  0  0  0
 16  5  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
  2  1  1  0  0  0  0
  5  6  2  0  0  0  0
  3  4  1  0  0  0  0
 14 27  1  0  0  0  0
 11 25  1  0  0  0  0
  9 24  1  0  0  0  0
  8 21  1  0  0  0  0
  8 22  1  0  0  0  0
  8 23  1  0  0  0  0
 13 26  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0041171

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C3C(OC(=C(Cl)C3=NC(=C2[H])C([H])([H])[H])C([H])([H])[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C13H10ClNO2/c1-6-3-8-4-9(16)5-10-11(8)13(15-6)12(14)7(2)17-10/h3-5,16H,1-2H3

> <INCHI_KEY>
OPXBNLRHEQEPKJ-UHFFFAOYSA-N

> <FORMULA>
C13H10ClNO2

> <MOLECULAR_WEIGHT>
247.68

> <EXACT_MASS>
247.0400063

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
25.20588010992317

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-chloro-3,7-dimethyl-2-oxa-6-azatricyclo[7.3.1.0^{5,13}]trideca-1(12),3,5,7,9(13),10-hexaen-11-ol

> <ALOGPS_LOGP>
3.48

> <JCHEM_LOGP>
2.16200408

> <ALOGPS_LOGS>
-3.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.589759834503246

> <JCHEM_PKA_STRONGEST_BASIC>
5.094677497371325

> <JCHEM_POLAR_SURFACE_AREA>
42.35000000000001

> <JCHEM_REFRACTIVITY>
66.9529

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.16e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-chloro-3,7-dimethyl-2-oxa-6-azatricyclo[7.3.1.0^{5,13}]trideca-1(12),3,5,7,9(13),10-hexaen-11-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.740   0.416  -3.981  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.931  -0.262  -2.913  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.281  -1.395  -2.266  0.00  0.00           C+0
HETATM    4 Cl   UNK     0      -5.751  -2.245  -2.587  0.00  0.00          Cl+0
HETATM    5  C   UNK     0      -3.373  -1.935  -1.238  0.00  0.00           C+0
HETATM    6  N   UNK     0      -3.712  -3.072  -0.580  0.00  0.00           N+0
HETATM    7  C   UNK     0      -2.855  -3.541   0.358  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.247  -4.798   1.075  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.654  -2.907   0.668  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.309  -1.734  -0.014  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.120  -1.028   0.233  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.166   0.135  -0.482  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.336   0.777  -0.199  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.711   0.621  -1.446  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.892  -0.076  -1.694  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.194  -1.242  -0.989  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.742   0.427  -2.653  0.00  0.00           O+0
HETATM   18  H   UNK     0      -4.985   1.436  -3.669  0.00  0.00           H+0
HETATM   19  H   UNK     0      -5.679  -0.090  -4.216  0.00  0.00           H+0
HETATM   20  H   UNK     0      -4.158   0.473  -4.907  0.00  0.00           H+0
HETATM   21  H   UNK     0      -2.499  -5.579   0.904  0.00  0.00           H+0
HETATM   22  H   UNK     0      -3.332  -4.610   2.149  0.00  0.00           H+0
HETATM   23  H   UNK     0      -4.213  -5.167   0.715  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.999  -3.321   1.428  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.590  -1.378   0.979  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.408   1.565  -0.763  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.495   1.525  -2.005  0.00  0.00           H+0
CONECT    1    2   18   19   20                                             
CONECT    2    3   17    1                                                  
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    3   16    6                                                  
CONECT    6    7    5                                                       
CONECT    7    6    9    8                                                  
CONECT    8    7   21   22   23                                             
CONECT    9    7   10   24                                                  
CONECT   10   11    9   16                                                  
CONECT   11   10   12   25                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   26                                                       
CONECT   14   15   12   27                                                  
CONECT   15   14   17   16                                                  
CONECT   16   10   15    5                                                  
CONECT   17   15    2                                                       
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    8                                                            
CONECT   22    8                                                            
CONECT   23    8                                                            
CONECT   24    9                                                            
CONECT   25   11                                                            
CONECT   26   13                                                            
CONECT   27   14                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₁₀ClNO₂

Average Mass

247.6800 Da

Monoisotopic Mass

247.04001 Da

IUPAC Name

4-chloro-3,7-dimethyl-2-oxa-6-azatricyclo[7.3.1.0^{5,13}]trideca-1(12),3,5,7,9(13),10-hexaen-11-ol

Traditional Name

4-chloro-3,7-dimethyl-2-oxa-6-azatricyclo[7.3.1.0^{5,13}]trideca-1(12),3,5,7,9(13),10-hexaen-11-ol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C3C(OC(=C(Cl)C3=NC(=C2[H])C([H])([H])[H])C([H])([H])[H])=C1[H]

InChI Identifier

InChI=1S/C13H10ClNO2/c1-6-3-8-4-9(16)5-10-11(8)13(15-6)12(14)7(2)17-10/h3-5,16H,1-2H3

InChI Key

OPXBNLRHEQEPKJ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Senna siamea	JEOL database	Deguchi, J., et al, Chem. Pharm. Bull. 60, 219(2012)

Chemical Taxonomy

Classification

Not classified

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	3.48	ALOGPS
logP	2.16	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	8.59	ChemAxon
pKa (Strongest Basic)	5.09	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	42.35 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	66.95 m³·mol⁻¹	ChemAxon
Polarizability	25.21 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

Not Available

References

General References

Deguchi, J., et al. (2012). Deguchi, J., et al, Chem. Pharm. Bull. 60, 219(2012). Chem. Pharm. Bull..

Showing NP-Card for cassiarin K (NP0041171)

MOL for NP0041171 (cassiarin K)

3D MOL for NP0041171 (cassiarin K)

3D SDF for NP0041171 (cassiarin K)

3D-SDF for NP0041171 (cassiarin K)

PDB for NP0041171 (cassiarin K)

3D PDB for NP0041171 (cassiarin K)

SMILES for NP0041171 (cassiarin K)

INCHI for NP0041171 (cassiarin K)

Structure for NP0041171 (cassiarin K)

3D Structure for NP0041171 (cassiarin K)