NP-MRD: Showing NP-Card for Glenthenamine F (NP0331125)

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Record Information

Version

2.0

Created at

2022-11-15 23:07:15 UTC

Updated at

2024-09-03 04:21:35 UTC

NP-MRD ID

NP0331125

Natural Product DOI

https://doi.org/10.57994/2539

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Glenthenamine F

Description

Glenthenamine F was first documented in 2022 (PMID: 35073486). Based on a literature review very few articles have been published on CHEMBL4648712.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652311162218572D          

 25 27  0  0  1  0            999 V2000
    1.7756   -2.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1656   -1.9612    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5556   -1.2342    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1210   -0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -0.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9064   -1.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3410   -1.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8084   -2.6170    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0050   -3.4182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7972   -3.6485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9939   -4.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0446   -2.3051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6566   -2.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3836   -2.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0849   -2.7844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4094   -1.5252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1052   -1.4824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5249   -0.9498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9902   -1.9354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3802   -1.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2116   -0.4008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1462   -0.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8148   -1.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4248   -2.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6002   -2.6624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 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
 12 17  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  2  0  0  0  0
  3 19  1  6  0  0  0
  3 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  2 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331125

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CCC3=C([C@@H](OCC)N(CC(O)=O)C3=O)[C@@]1(C)CCCC2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C19H29NO4/c1-5-24-17-15-12(16(23)20(17)11-14(21)22)7-8-13-18(2,3)9-6-10-19(13,15)4/h13,17H,5-11H2,1-4H3,(H,21,22)/t13-,17+,19-/m0/s1

> <INCHI_KEY>
RLSSSEMYLJXEIM-IRWQIABSSA-N

> <FORMULA>
C19H29NO4

> <MOLECULAR_WEIGHT>
335.444

> <EXACT_MASS>
335.209658418

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
37.50711250348924

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1R,5aS,9aS)-1-ethoxy-6,6,9a-trimethyl-3-oxo-1H,2H,3H,4H,5H,5aH,6H,7H,8H,9H,9aH-cyclohexa[e]isoindol-2-yl]acetic acid

> <JCHEM_LOGP>
2.862377686666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.94197399673816

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.222214609072152

> <JCHEM_PKA_STRONGEST_BASIC>
0.03365528523953942

> <JCHEM_POLAR_SURFACE_AREA>
66.84

> <JCHEM_REFRACTIVITY>
90.7429

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,5aS,9aS)-1-ethoxy-6,6,9a-trimethyl-3-oxo-1H,4H,5H,5aH,7H,8H,9H-cyclohexa[e]isoindol-2-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-NOV-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-NOV-22         0                                  
HETATM    1  C   UNK     0       3.314  -5.018   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.042  -3.661   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.770  -2.304   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.959  -0.995   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.420  -1.043   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.692  -2.400   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.503  -3.709   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.509  -4.885   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.876  -6.381   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.355  -6.811   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.722  -8.306   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       0.083  -4.303   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -1.226  -5.114   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.583  -4.386   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.892  -5.198   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -2.631  -2.847   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.196  -2.767   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.980  -1.773   0.000  0.00  0.00           O+0
HETATM   19  H   UNK     0       5.582  -3.613   0.000  0.00  0.00           H+0
HETATM   20  C   UNK     0       6.310  -2.256   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.995  -0.748   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.740  -1.684   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.121  -3.565   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.393  -4.922   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.854  -4.970   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7   25                                             
CONECT    3    2    4   19   20                                             
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   17                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    8   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   12    6   18                                                  
CONECT   18   17                                                            
CONECT   19    3                                                            
CONECT   20    3   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24    2                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₃NO₇

Average Mass

413.4260 Da

Monoisotopic Mass

413.14745 Da

IUPAC Name

2-[(1R,5aS,9aS)-1-ethoxy-6,6,9a-trimethyl-3-oxo-1H,2H,3H,4H,5H,5aH,6H,7H,8H,9H,9aH-cyclohexa[e]isoindol-2-yl]acetic acid

Traditional Name

[(1R,5aS,9aS)-1-ethoxy-6,6,9a-trimethyl-3-oxo-1H,4H,5H,5aH,7H,8H,9H-cyclohexa[e]isoindol-2-yl]acetic acid

CAS Registry Number

Not Available

SMILES

[H][C@]1(CCC2=C3C=CC(=O)C4=C3C(N12)=C1C[C@H](CC(O)=O)O[C@@H](C)OC1=C4O)[C@@H](C)O

InChI Identifier

InChI=1S/C22H23NO7/c1-9(24)14-4-5-15-12-3-6-16(25)19-18(12)20(23(14)15)13-7-11(8-17(26)27)29-10(2)30-22(13)21(19)28/h3,6,9-11,14,24,28H,4-5,7-8H2,1-2H3,(H,26,27)/t9-,10-,11-,14+/m1/s1

InChI Key

KFVJBQLVXOIJJL-BIAAXOCRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	taizong.wu@uq.edu.au	Not Available	Not Available	2024-05-12	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	taizong.wu@uq.edu.au	Not Available	Not Available	2024-05-12	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	taizong.wu@uq.edu.au	Not Available	Not Available	2024-05-12	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	taizong.wu@uq.edu.au	Not Available	Not Available	2024-05-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	taizong.wu@uq.edu.au	Not Available	Not Available	2024-05-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	taizong.wu@uq.edu.au	Not Available	Not Available	2024-05-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	taizong.wu@uq.edu.au	Not Available	Not Available	2024-05-12	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
sp. CMB-PB042		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	2.86	ChemAxon
pKa (Strongest Acidic)	4.22	ChemAxon
pKa (Strongest Basic)	0.034	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.84 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	90.74 m³·mol⁻¹	ChemAxon
Polarizability	37.51 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

156020872

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Glenthenamine F (NP0331125)

MOL for NP0331125 (Glenthenamine F)

3D MOL for NP0331125 (Glenthenamine F)

3D SDF for NP0331125 (Glenthenamine F)

3D-SDF for NP0331125 (Glenthenamine F)

PDB for NP0331125 (Glenthenamine F)

3D PDB for NP0331125 (Glenthenamine F)

SMILES for NP0331125 (Glenthenamine F)

INCHI for NP0331125 (Glenthenamine F)

Structure for NP0331125 (Glenthenamine F)

3D Structure for NP0331125 (Glenthenamine F)