NP-MRD: Showing NP-Card for eugenine (NP0333730)

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Record Information

Version

2.0

Created at

2024-08-12 09:47:22 UTC

Updated at

2024-09-16 10:47:03 UTC

NP-MRD ID

NP0333730

Natural Product DOI

https://doi.org/10.57994/3209

Secondary Accession Numbers

None

Natural Product Identification

Common Name

eugenine

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 04262312202D          

 24 27  0  0  1  0            999 V2000
   -1.3327    2.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6378    2.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0948    2.5054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7897    2.0608    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5222    2.4403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2171    1.9957    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9497    2.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6446    1.9305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6070    1.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1943    0.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8247   -0.2106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0090   -0.0871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4296   -0.6744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8745    0.7269    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1795    1.1715    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4470    0.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4094   -0.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6769   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6393   -1.2358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0933   -1.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0181    0.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7506   -0.3465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0195    0.8571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7521    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 12  1  1  0  0  0
 14  9  1  0  0  0  0
 15 14  1  0  0  0  0
 15  6  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 18 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 16 24  1  0  0  0  0
  4 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0333730

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCO[C@H]1O[C@@H]2CC=C3CCN(C)[C@H]3[C@@H]2C2=CC(OC)=C(O)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C19H25NO4/c1-4-23-19-13-9-14(21)16(22-3)10-12(13)17-15(24-19)6-5-11-7-8-20(2)18(11)17/h5,9-10,15,17-19,21H,4,6-8H2,1-3H3/t15-,17-,18-,19+/m1/s1

> <INCHI_KEY>
JGPAYRXJLAYVKL-OWYHZJEWSA-N

> <FORMULA>
C19H25NO4

> <MOLECULAR_WEIGHT>
331.412

> <EXACT_MASS>
331.178358289

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
36.68919523843657

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,8S,10R,17S)-8-ethoxy-4-methoxy-16-methyl-9-oxa-16-azatetracyclo[8.7.0.0^{2,7}.0^{13,17}]heptadeca-2,4,6,12-tetraen-5-ol

> <JCHEM_LOGP>
2.135481051157264

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.818906769853584

> <JCHEM_PKA_STRONGEST_BASIC>
8.248375957449657

> <JCHEM_POLAR_SURFACE_AREA>
51.160000000000004

> <JCHEM_REFRACTIVITY>
92.93220000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,8S,10R,17S)-8-ethoxy-4-methoxy-16-methyl-9-oxa-16-azatetracyclo[8.7.0.0^{2,7}.0^{13,17}]heptadeca-2,4,6,12-tetraen-5-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-23         0                                  
HETATM    1  C   UNK     0      -2.488   4.798   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.191   3.968   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.177   4.677   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.474   3.847   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.841   4.555   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.139   3.725   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.506   4.434   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.803   3.604   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.733   2.065   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.829   0.984   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.139  -0.393   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       5.617  -0.163   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       4.535  -1.259   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.366   1.357   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.068   2.187   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.701   1.478   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.631  -0.060   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.263  -0.768   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.193  -2.307   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.174  -3.015   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.034   0.062   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.401  -0.647   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.036   1.600   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.404   2.308   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   24                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    9   15                                                  
CONECT   15   14    6   16                                                  
CONECT   16   15   17   24                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   18   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   16    4                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₅NO₄

Average Mass

331.4120 Da

Monoisotopic Mass

331.17836 Da

IUPAC Name

(1S,8S,10R,17S)-8-ethoxy-4-methoxy-16-methyl-9-oxa-16-azatetracyclo[8.7.0.0^{2,7}.0^{13,17}]heptadeca-2,4,6,12-tetraen-5-ol

Traditional Name

(1S,8S,10R,17S)-8-ethoxy-4-methoxy-16-methyl-9-oxa-16-azatetracyclo[8.7.0.0^{2,7}.0^{13,17}]heptadeca-2,4,6,12-tetraen-5-ol

CAS Registry Number

Not Available

SMILES

CCO[C@H]1O[C@@H]2CC=C3CCN(C)[C@H]3[C@@H]2C2=CC(OC)=C(O)C=C12

InChI Identifier

InChI=1S/C19H25NO4/c1-4-23-19-13-9-14(21)16(22-3)10-12(13)17-15(24-19)6-5-11-7-8-20(2)18(11)17/h5,9-10,15,17-19,21H,4,6-8H2,1-3H3/t15-,17-,18-,19+/m1/s1

InChI Key

JGPAYRXJLAYVKL-OWYHZJEWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCL3, experimental)	marikoj2@faf.cuni.cz	Faculty of Pharmacy, Charles University	Jana Křoustková	2024-08-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCL3, experimental)	marikoj2@faf.cuni.cz	Faculty of Pharmacy, Charles University	Jana Křoustková	2024-08-12	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	marikoj2@faf.cuni.cz	Faculty of Pharmacy, Charles University	Jana Křoustková	2024-08-12	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	marikoj2@faf.cuni.cz	Faculty of Pharmacy, Charles University	Jana Křoustková	2024-08-12	View Spectrum
H2BC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	marikoj2@faf.cuni.cz	Faculty of Pharmacy, Charles University	Jana Křoustková	2024-08-12	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	marikoj2@faf.cuni.cz	Faculty of Pharmacy, Charles University	Jana Křoustková	2024-08-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, CD3OD, experimental)	marikoj2@faf.cuni.cz	Faculty of Pharmacy, Charles University	Jana Křoustková	2024-08-12	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	marikoj2@faf.cuni.cz	Faculty of Pharmacy, Charles University	Jana Křoustková	2024-08-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD3OD, experimental)	marikoj2@faf.cuni.cz	Faculty of Pharmacy, Charles University	Jana Křoustková	2024-08-12	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
citrina		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	2.14	ChemAxon
pKa (Strongest Acidic)	9.82	ChemAxon
pKa (Strongest Basic)	8.25	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	51.16 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	92.93 m³·mol⁻¹	ChemAxon
Polarizability	36.69 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 eugenine (NP0333730)

MOL for NP0333730 (eugenine)

3D MOL for NP0333730 (eugenine)

3D SDF for NP0333730 (eugenine)

3D-SDF for NP0333730 (eugenine)

PDB for NP0333730 (eugenine)

3D PDB for NP0333730 (eugenine)

SMILES for NP0333730 (eugenine)

INCHI for NP0333730 (eugenine)

Structure for NP0333730 (eugenine)

3D Structure for NP0333730 (eugenine)