NP-MRD: Showing NP-Card for tetrapetalone G (NP0332306)

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Record Information

Version

1.0

Created at

2024-01-04 04:24:12 UTC

Updated at

2024-04-19 10:02:42 UTC

NP-MRD ID

NP0332306

Secondary Accession Numbers

None

Natural Product Identification

Common Name

tetrapetalone G

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01042404242D          

 27 30  0  0  1  0            999 V2000
   -0.9207    0.0728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1164    0.2563    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2078    1.0149    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2153    1.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0295    0.9410    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7052    1.6996    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2131    0.1367    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5048   -0.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5172   -1.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8581    0.6511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9564   -0.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6997    0.1367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4079   -0.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292    0.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8335    0.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7049    1.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1281    1.7232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4818   -1.1081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8832    0.9410    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2075    1.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7126    2.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3689    1.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5439    1.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1859    2.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9460   -1.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2378   -1.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2501   -2.3380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  3  2  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  2  0  0  0  0
  7 10  1  6  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 13 18  2  0  0  0  0
 19 12  1  0  0  0  0
 19 16  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
  5 23  1  0  0  0  0
 23 24  1  0  0  0  0
 11 25  2  0  0  0  0
 25 26  1  0  0  0  0
  9 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  END


  Mrv2104 01042404242D          

 27 30  0  0  1  0            999 V2000
   -0.9207    0.0728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1164    0.2563    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2078    1.0149    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2153    1.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0295    0.9410    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7052    1.6996    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2131    0.1367    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5048   -0.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5172   -1.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8581    0.6511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9564   -0.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6997    0.1367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4079   -0.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292    0.2563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8335    0.0728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7049    1.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1281    1.7232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4818   -1.1081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8832    0.9410    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2075    1.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7126    2.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3689    1.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5439    1.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1859    2.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9460   -1.0900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2378   -1.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2501   -2.3380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  3  2  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  2  0  0  0  0
  7 10  1  6  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 13 18  2  0  0  0  0
 19 12  1  0  0  0  0
 19 16  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
  5 23  1  0  0  0  0
 23 24  1  0  0  0  0
 11 25  2  0  0  0  0
 25 26  1  0  0  0  0
  9 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332306

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12[C@@H](C)[C@H](O)C3=CC(=O)C=C(N4C(=O)C(C)=C(O)[C@]4(CC)C=C1C)[C@]23O

> <INCHI_IDENTIFIER>
InChI=1S/C20H23NO5/c1-5-19-8-9(2)15-10(3)16(23)13-6-12(22)7-14(20(13,15)26)21(19)18(25)11(4)17(19)24/h6-8,10,15-16,23-24,26H,5H2,1-4H3/t10-,15-,16+,19+,20+/m1/s1

> <INCHI_KEY>
RMNGOBQPCKRSQK-COOIPJSFSA-N

> <FORMULA>
C20H23NO5

> <MOLECULAR_WEIGHT>
357.406

> <EXACT_MASS>
357.157622845

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
37.11536152549404

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6S,9S,10R,11S,16S)-6-ethyl-5,11,16-trihydroxy-4,8,10-trimethyl-2-azatetracyclo[7.6.1.0^{2,6}.0^{12,16}]hexadeca-1(15),4,7,12-tetraene-3,14-dione

> <JCHEM_LOGP>
0.20198800800000083

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.911251540678606

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7016073437768404

> <JCHEM_PKA_STRONGEST_BASIC>
-2.3494477956913222

> <JCHEM_POLAR_SURFACE_AREA>
98.07

> <JCHEM_REFRACTIVITY>
98.81689999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(6S,9S,10R,11S,16S)-6-ethyl-5,11,16-trihydroxy-4,8,10-trimethyl-2-azatetracyclo[7.6.1.0^{2,6}.0^{12,16}]hexadeca-1(15),4,7,12-tetraene-3,14-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-JAN-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JAN-24         0                                  
HETATM    1  O   UNK     0      -1.719   0.136   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.217   0.478   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.388   1.895   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.402   3.217   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.922   1.757   0.000  0.00  0.00           C+0
HETATM    6  H   UNK     0       1.316   3.173   0.000  0.00  0.00           H+0
HETATM    7  C   UNK     0       2.264   0.255   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.942  -0.535   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.965  -2.075   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.468   1.215   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.652  -0.413   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       5.039   0.255   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       6.361  -0.535   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.521   0.478   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.023   0.136   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.916   1.895   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       7.706   3.217   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.499  -2.069   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.382   1.757   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.987   3.173   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.064   4.405   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.422   2.961   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.882   2.961   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.214   4.348   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.632  -2.035   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.310  -2.825   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.334  -4.364   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7   23                                             
CONECT    6    5                                                            
CONECT    7    5    8   10   11                                             
CONECT    8    7    2    9                                                  
CONECT    9    8   26                                                       
CONECT   10    7                                                            
CONECT   11    7   12   25                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   19                                                  
CONECT   17   16                                                            
CONECT   18   13                                                            
CONECT   19   12   16   20   22                                             
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23                                                       
CONECT   23   22    5   24                                                  
CONECT   24   23                                                            
CONECT   25   11   26                                                       
CONECT   26   25    9   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₃NO₅

Average Mass

357.4060 Da

Monoisotopic Mass

357.15762 Da

IUPAC Name

(6S,9S,10R,11S,16S)-6-ethyl-5,11,16-trihydroxy-4,8,10-trimethyl-2-azatetracyclo[7.6.1.0^{2,6}.0^{12,16}]hexadeca-1(15),4,7,12-tetraene-3,14-dione

Traditional Name

(6S,9S,10R,11S,16S)-6-ethyl-5,11,16-trihydroxy-4,8,10-trimethyl-2-azatetracyclo[7.6.1.0^{2,6}.0^{12,16}]hexadeca-1(15),4,7,12-tetraene-3,14-dione

CAS Registry Number

Not Available

SMILES

[H][C@]12[C@@H](C)[C@H](O)C3=CC(=O)C=C(N4C(=O)C(C)=C(O)[C@]4(CC)C=C1C)[C@]23O

InChI Identifier

InChI=1S/C20H23NO5/c1-5-19-8-9(2)15-10(3)16(23)13-6-12(22)7-14(20(13,15)26)21(19)18(25)11(4)17(19)24/h6-8,10,15-16,23-24,26H,5H2,1-4H3/t10-,15-,16+,19+,20+/m1/s1

InChI Key

RMNGOBQPCKRSQK-COOIPJSFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, C5D5N, experimental)	wanghaoxin@sdu.edu.cn	Not Available	Not Available	2024-01-04	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, C5D5N, experimental)	wanghaoxin@sdu.edu.cn	Not Available	Not Available	2024-01-04	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, C5D5N, experimental)	wanghaoxin@sdu.edu.cn	Not Available	Not Available	2024-01-04	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, C5D5N, experimental)	wanghaoxin@sdu.edu.cn	Not Available	Not Available	2024-01-04	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 101 MHz, C5D5N, experimental)	wanghaoxin@sdu.edu.cn	Not Available	Not Available	2024-01-04	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 400 MHz, C5D5N, experimental)	wanghaoxin@sdu.edu.cn	Not Available	Not Available	2024-01-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400.132470967 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100.622829329 MHz, C₅D₅N, 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

Not Available

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	0.2	ChemAxon
pKa (Strongest Acidic)	3.7	ChemAxon
pKa (Strongest Basic)	-2.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	98.07 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	98.82 m³·mol⁻¹	ChemAxon
Polarizability	37.12 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

Not Available

References

General References

Not Available

Showing NP-Card for tetrapetalone G (NP0332306)

MOL for NP0332306 (tetrapetalone G)

3D MOL for NP0332306 (tetrapetalone G)

3D SDF for NP0332306 (tetrapetalone G)

3D-SDF for NP0332306 (tetrapetalone G)

PDB for NP0332306 (tetrapetalone G)

3D PDB for NP0332306 (tetrapetalone G)

SMILES for NP0332306 (tetrapetalone G)

INCHI for NP0332306 (tetrapetalone G)

Structure for NP0332306 (tetrapetalone G)

3D Structure for NP0332306 (tetrapetalone G)