NP-MRD: Showing NP-Card for (+) goniothalamin (NP0029756)

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Record Information

Version

1.0

Created at

2021-06-19 21:17:49 UTC

Updated at

2021-06-29 23:57:20 UTC

NP-MRD ID

NP0029756

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+) goniothalamin

Provided By

JEOL Database JEOL Logo

Description

(+) goniothalamin is found in Cryptocarya latifolia, Cryptocarya moschata (Lauraceae), Goniothalamus amuyon, Goniothalamus borneensis, Goniothalamus cardiopetalus, Goniothalamus griffithii, Goniothalamus macrophyllus , Goniothalamus scortechinii and Goniothalamus uvarioides. It was first documented in 2019 (PMID: 31416203). Based on a literature review a significant number of articles have been published on Goniothalamin (PMID: 33665392) (PMID: 33463303) (PMID: 33102840) (PMID: 32810752) (PMID: 32743225) (PMID: 32082432).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123173D          

 27 28  0  0  0  0            999 V2000
   -1.5555   -4.3839    2.1420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2806   -3.5203    1.6661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7384   -3.7359    1.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5302   -2.9031    0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9715   -1.6698    0.2530 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7039   -1.2484    1.0009 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9608   -0.1804    0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8190    1.0838    0.6791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0919    2.1241   -0.0607 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1079    1.8597   -0.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7873    2.8811   -1.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2794    4.1784   -1.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9044    4.4569   -0.7173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5834    3.4358   -0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8000   -2.3581    1.1589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1128   -4.6437    2.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5888   -3.1164    0.7729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7115   -0.8621    0.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7669   -1.8861   -0.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9587   -0.8895    2.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5261   -0.4879   -0.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2662    1.3994    1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5339    0.8591   -0.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7166    2.6630   -1.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8092    4.9726   -1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2991    5.4695   -0.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5049    3.6740    0.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  2  0  0  0  0
  8  7  2  0  0  0  0
  6  7  1  0  0  0  0
  6 15  1  0  0  0  0
 14  9  1  0  0  0  0
 12 13  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  6  5  1  0  0  0  0
 15  2  1  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
  9  8  1  0  0  0  0
  2  1  2  0  0  0  0
 11 24  1  0  0  0  0
 12 25  1  0  0  0  0
 13 26  1  0  0  0  0
 14 27  1  0  0  0  0
 10 23  1  0  0  0  0
  8 22  1  0  0  0  0
  7 21  1  0  0  0  0
  6 20  1  1  0  0  0
  3 16  1  0  0  0  0
  4 17  1  0  0  0  0
  5 18  1  0  0  0  0
  5 19  1  0  0  0  0
M  END


  Mrv1652306192123173D          

 27 28  0  0  0  0            999 V2000
   -1.5555   -4.3839    2.1420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2806   -3.5203    1.6661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7384   -3.7359    1.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5302   -2.9031    0.8857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9715   -1.6698    0.2530 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7039   -1.2484    1.0009 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9608   -0.1804    0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8190    1.0838    0.6791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0919    2.1241   -0.0607 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1079    1.8597   -0.7341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7873    2.8811   -1.4032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2794    4.1784   -1.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9044    4.4569   -0.7173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5834    3.4358   -0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8000   -2.3581    1.1589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1128   -4.6437    2.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5888   -3.1164    0.7729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7115   -0.8621    0.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7669   -1.8861   -0.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9587   -0.8895    2.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5261   -0.4879   -0.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2662    1.3994    1.6190 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5339    0.8591   -0.7344 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7166    2.6630   -1.9231 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8092    4.9726   -1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2991    5.4695   -0.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5049    3.6740    0.4785 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  2  0  0  0  0
  8  7  2  0  0  0  0
  6  7  1  0  0  0  0
  6 15  1  0  0  0  0
 14  9  1  0  0  0  0
 12 13  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  6  5  1  0  0  0  0
 15  2  1  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
  9  8  1  0  0  0  0
  2  1  2  0  0  0  0
 11 24  1  0  0  0  0
 12 25  1  0  0  0  0
 13 26  1  0  0  0  0
 14 27  1  0  0  0  0
 10 23  1  0  0  0  0
  8 22  1  0  0  0  0
  7 21  1  0  0  0  0
  6 20  1  1  0  0  0
  3 16  1  0  0  0  0
  4 17  1  0  0  0  0
  5 18  1  0  0  0  0
  5 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0029756

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(=C(\[H])[C@]1([H])OC(=O)C([H])=C([H])C1([H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C13H12O2/c14-13-8-4-7-12(15-13)10-9-11-5-2-1-3-6-11/h1-6,8-10,12H,7H2/b10-9+/t12-/m1/s1

> <INCHI_KEY>
RLGHFVLWYYVMQZ-BZYZDCJZSA-N

> <FORMULA>
C13H12O2

> <MOLECULAR_WEIGHT>
200.237

> <EXACT_MASS>
200.083729626

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
22.19067885365731

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6R)-6-[(E)-2-phenylethenyl]-5,6-dihydro-2H-pyran-2-one

> <ALOGPS_LOGP>
3.19

> <JCHEM_LOGP>
3.219432654333333

> <ALOGPS_LOGS>
-3.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.338002851088316

> <JCHEM_PKA_STRONGEST_BASIC>
-6.809774993389403

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
60.60380000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.16e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6R)-6-[(E)-2-phenylethenyl]-5,6-dihydropyran-2-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  O   UNK     0      -1.556  -4.384   2.142  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.281  -3.520   1.666  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.738  -3.736   1.573  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.530  -2.903   0.886  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.971  -1.670   0.253  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.704  -1.248   1.001  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.961  -0.180   0.248  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.819   1.084   0.679  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.092   2.124  -0.061  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.108   1.860  -0.734  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.787   2.881  -1.403  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.279   4.178  -1.397  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.904   4.457  -0.717  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.583   3.436  -0.047  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.800  -2.358   1.159  0.00  0.00           O+0
HETATM   16  H   UNK     0      -4.113  -4.644   2.031  0.00  0.00           H+0
HETATM   17  H   UNK     0      -5.589  -3.116   0.773  0.00  0.00           H+0
HETATM   18  H   UNK     0      -4.712  -0.862   0.291  0.00  0.00           H+0
HETATM   19  H   UNK     0      -3.767  -1.886  -0.803  0.00  0.00           H+0
HETATM   20  H   UNK     0      -2.959  -0.890   2.008  0.00  0.00           H+0
HETATM   21  H   UNK     0      -1.526  -0.488  -0.701  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.266   1.399   1.619  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.534   0.859  -0.734  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.717   2.663  -1.923  0.00  0.00           H+0
HETATM   25  H   UNK     0       0.809   4.973  -1.916  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.299   5.470  -0.706  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.505   3.674   0.479  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2   15    3    1                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5   17                                                  
CONECT    5    6    4   18   19                                             
CONECT    6    7   15    5   20                                             
CONECT    7    8    6   21                                                  
CONECT    8    7    9   22                                                  
CONECT    9   14   10    8                                                  
CONECT   10    9   11   23                                                  
CONECT   11   10   12   24                                                  
CONECT   12   13   11   25                                                  
CONECT   13   14   12   26                                                  
CONECT   14   13    9   27                                                  
CONECT   15    6    2                                                       
CONECT   16    3                                                            
CONECT   17    4                                                            
CONECT   18    5                                                            
CONECT   19    5                                                            
CONECT   20    6                                                            
CONECT   21    7                                                            
CONECT   22    8                                                            
CONECT   23   10                                                            
CONECT   24   11                                                            
CONECT   25   12                                                            
CONECT   26   13                                                            
CONECT   27   14                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₁₂O₂

Average Mass

200.2370 Da

Monoisotopic Mass

200.08373 Da

IUPAC Name

(6R)-6-[(E)-2-phenylethenyl]-5,6-dihydro-2H-pyran-2-one

Traditional Name

(6R)-6-[(E)-2-phenylethenyl]-5,6-dihydropyran-2-one

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])[C@]1([H])OC(=O)C([H])=C([H])C1([H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H]

InChI Identifier

InChI=1S/C13H12O2/c14-13-8-4-7-12(15-13)10-9-11-5-2-1-3-6-11/h1-6,8-10,12H,7H2/b10-9+/t12-/m1/s1

InChI Key

RLGHFVLWYYVMQZ-BZYZDCJZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Cryptocarya latifolia	LOTUS Database	35616633
Cryptocarya moschata	JEOL database	Cavalheiro, A. J., et al, Phytochemistry 53, 811 (2000)
Goniothalamus amuyon	LOTUS Database	35616633
Goniothalamus borneensis	LOTUS Database	35616633
Goniothalamus cardiopetalus	Plant	KNApSAcK
Goniothalamus griffithii	LOTUS Database	35616633
Goniothalamus macrophyllus	Plant	KNApSAcK
Goniothalamus scortechinii	LOTUS Database	35616633
Goniothalamus uvarioides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Styrenes

Direct Parent

Styrenes

Alternative Parents

Substituents

Styrene
Dihydropyranone
Pyran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	3.19	ALOGPS
logP	3.22	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	17.34	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	60.6 m³·mol⁻¹	ChemAxon
Polarizability	22.19 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

4945100

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6440856

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Sophonnithiprasert T, Aruksakunwong O, Tashiro E, Kondoh Y, Muroi M, Osada H, Imoto M, Watanapokasin R: Corrigendum to "Interaction between goniothalamin and peroxisomal multifunctional enzyme type 2 triggering endoplasmic reticulum stress" [Heliyon 6 (10) (October 2020) e05200]. Heliyon. 2021 Feb 17;7(2):e05907. doi: 10.1016/j.heliyon.2021.e05907. eCollection 2021 Feb. [PubMed:33665392 ]
Braga CB, Kido LA, Lima EN, Lamas CA, Cagnon VHA, Ornelas C, Pilli RA: Enhancing the Anticancer Activity and Selectivity of Goniothalamin Using pH-Sensitive Acetalated Dextran (Ac-Dex) Nanoparticles: A Promising Platform for Delivery of Natural Compounds. ACS Biomater Sci Eng. 2020 May 11;6(5):2929-2942. doi: 10.1021/acsbiomaterials.0c00057. Epub 2020 Apr 7. [PubMed:33463303 ]
Sophonnithiprasert T, Aruksakunwong O, Tashiro E, Kondoh Y, Muroi M, Osada H, Imoto M, Watanapokasin R: Interaction between goniothalamin and peroxisomal multifunctional enzyme type 2 triggering endoplasmic reticulum stress. Heliyon. 2020 Oct 15;6(10):e05200. doi: 10.1016/j.heliyon.2020.e05200. eCollection 2020 Oct. [PubMed:33102840 ]
Xu HW, Jia S, Liu M, Li X, Meng X, Wu X, Yu L, Wang M, Jin CY: A low toxic CRM1 degrader: Synthesis and anti-proliferation on MGC803 and HGC27. Eur J Med Chem. 2020 Nov 15;206:112708. doi: 10.1016/j.ejmech.2020.112708. Epub 2020 Aug 7. [PubMed:32810752 ]
Pastre JC, Murray PRD, Browne DL, Brancaglion GA, Galaverna RS, Pilli RA, Ley SV: Integrated Batch and Continuous Flow Process for the Synthesis of Goniothalamin. ACS Omega. 2020 Jul 17;5(29):18472-18483. doi: 10.1021/acsomega.0c02390. eCollection 2020 Jul 28. [PubMed:32743225 ]
Cogswell TJ, Donald CS, Marquez R: Rapid, two-pot procedure for the synthesis of dihydropyridinones; total synthesis of aza-goniothalamin. Beilstein J Org Chem. 2020 Jan 28;16:135-139. doi: 10.3762/bjoc.16.15. eCollection 2020. [PubMed:32082432 ]
Khaw-On P, Pompimon W, Banjerdpongchai R: Goniothalamin Induces Necroptosis and Anoikis in Human Invasive Breast Cancer MDA-MB-231 Cells. Int J Mol Sci. 2019 Aug 14;20(16). pii: ijms20163953. doi: 10.3390/ijms20163953. [PubMed:31416203 ]
Delman M, Avci ST, Akcok I, Kanbur T, Erdal E, Cagir A: Antiproliferative activity of (R)-4'-methylklavuzon on hepatocellular carcinoma cells and EpCAM(+)/CD133(+) cancer stem cells via SIRT1 and Exportin-1 (CRM1) inhibition. Eur J Med Chem. 2019 Oct 15;180:224-237. doi: 10.1016/j.ejmech.2019.07.024. Epub 2019 Jul 9. [PubMed:31306909 ]
Meirelles MA, Braga CB, Ornelas C, Pilli RA: Synthesis of Nitrogen-Containing Goniothalamin Analogues with Higher Cytotoxic Activity and Selectivity against Cancer Cells. ChemMedChem. 2019 Aug 6;14(15):1403-1417. doi: 10.1002/cmdc.201900281. Epub 2019 Jul 24. [PubMed:31260170 ]
Yuan Q, Sigman MS: Palladium-Catalyzed Enantioselective Alkenylation of Enelactams Using a Relay Heck Strategy. Chemistry. 2019 Aug 14;25(46):10823-10827. doi: 10.1002/chem.201902813. Epub 2019 Jul 26. [PubMed:31216370 ]
Cavalheiro, A. J., et al. (2000). Cavalheiro, A. J., et al, Phytochemistry 53, 811 (2000). Phytochem..

Showing NP-Card for (+) goniothalamin (NP0029756)

MOL for NP0029756 ((+) goniothalamin)

3D MOL for NP0029756 ((+) goniothalamin)

3D SDF for NP0029756 ((+) goniothalamin)

3D-SDF for NP0029756 ((+) goniothalamin)

PDB for NP0029756 ((+) goniothalamin)

3D PDB for NP0029756 ((+) goniothalamin)

SMILES for NP0029756 ((+) goniothalamin)

INCHI for NP0029756 ((+) goniothalamin)

Structure for NP0029756 ((+) goniothalamin)

3D Structure for NP0029756 ((+) goniothalamin)