NP-MRD: Showing NP-Card for (2s)-4-[(1e)-2-[(2s)-2-carboxy-5-hydroxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid (NP0317428)

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Record Information

Version

2.0

Created at

2022-09-11 17:18:57 UTC

Updated at

2022-09-11 17:18:57 UTC

NP-MRD ID

NP0317428

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-4-[(1e)-2-[(2s)-2-carboxy-5-hydroxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

Description

Gomphrenin I belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. (2s)-4-[(1e)-2-[(2s)-2-carboxy-5-hydroxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid is found in Basella alba, Bougainvillea glabra and Phytolacca americana. (2s)-4-[(1e)-2-[(2s)-2-carboxy-5-hydroxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid was first documented in 2005 (PMID: 15656686). Based on a literature review a significant number of articles have been published on Gomphrenin I (PMID: 20839771) (PMID: 30145453) (PMID: 28551213) (PMID: 27649502) (PMID: 26243919).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112219182D          

 39 42  0  0  1  0            999 V2000
   -2.3020    3.6226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0470    2.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5990    2.2248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2400    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6880    3.2795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190    3.1080    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6710    3.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4780    3.5496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4161    4.5057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739    2.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781    1.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8838    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0  0  0  0
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 11 39  2  0  0  0  0
  4 39  1  0  0  0  0
M  END

     RDKit          3D

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 24 53  1  1
 25 54  1  0
M  END


  Mrv1652309112219182D          

 39 42  0  0  1  0            999 V2000
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  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 19 28  1  0  0  0  0
 28 29  1  6  0  0  0
 17 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 15 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 14 35  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 11 39  2  0  0  0  0
  4 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0317428

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](OC2=C(O)C=C3C[C@H](N(\C=C\C4=CC(=N[C@@H](C4)C(O)=O)C(O)=O)C3=C2)C(O)=O)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C24H26N2O13/c27-8-17-18(29)19(30)20(31)24(39-17)38-16-7-13-10(6-15(16)28)5-14(23(36)37)26(13)2-1-9-3-11(21(32)33)25-12(4-9)22(34)35/h1-3,6-7,12,14,17-20,24,27-31H,4-5,8H2,(H,32,33)(H,34,35)(H,36,37)/b2-1+/t12-,14-,17+,18+,19-,20+,24+/m0/s1

> <INCHI_KEY>
IKCBLEDGTPAJDE-FTNGGYTGSA-N

> <FORMULA>
C24H26N2O13

> <MOLECULAR_WEIGHT>
550.473

> <EXACT_MASS>
550.143488905

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
52.348874221548876

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-4-[(E)-2-[(2S)-2-carboxy-5-hydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1H-indol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

> <JCHEM_LOGP>
-1.4735600607871802

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.524623839636536

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9541548354272127

> <JCHEM_PKA_STRONGEST_BASIC>
2.2495073648648614

> <JCHEM_POLAR_SURFACE_AREA>
247.10999999999993

> <JCHEM_REFRACTIVITY>
127.7388

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-4-[(E)-2-[(2S)-2-carboxy-5-hydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  O   UNK     0      -4.297   6.762   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -3.821   5.297   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.852   4.153   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.315   4.977   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -1.284   6.122   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       0.222   5.802   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.253   6.946   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.759   6.626   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.777   8.411   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.698   4.337   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.333   3.192   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.143   1.728   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.650   1.408   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       7.591   0.237   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.925  -0.533   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.925  -2.073   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.259  -2.843   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.259  -4.383   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.925  -5.153   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      11.592  -2.073   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      12.926  -2.843   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      11.592  -0.533   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      12.926   0.237   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      10.259   0.237   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      10.259   1.777   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       7.591  -2.843   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -1.090   0.031   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -1.090  -2.637   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -1.839   3.513   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   39                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    6   11                                                       
CONECT   11   10   12   39                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   35                                                  
CONECT   15   14   16   33                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   30                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   28                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   21   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   19   29                                                  
CONECT   29   28                                                            
CONECT   30   17   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   15   34                                                  
CONECT   34   33   35                                                       
CONECT   35   34   14   36                                                  
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   11    4                                                       
MASTER        0    0    0    0    0    0    0    0   39    0   84    0
END

View in JSmol

Synonyms

Value	Source
Betanidin 6-O-beta-glucoside	MeSH

Chemical Formula

C₂₄H₂₆N₂O₁₃

Average Mass

550.4730 Da

Monoisotopic Mass

550.14349 Da

IUPAC Name

(2S)-4-[(E)-2-[(2S)-2-carboxy-5-hydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydro-1H-indol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

Traditional Name

(2S)-4-[(E)-2-[(2S)-2-carboxy-5-hydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](OC2=C(O)C=C3C[C@H](N(\C=C\C4=CC(=N[C@@H](C4)C(O)=O)C(O)=O)C3=C2)C(O)=O)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C24H26N2O13/c27-8-17-18(29)19(30)20(31)24(39-17)38-16-7-13-10(6-15(16)28)5-14(23(36)37)26(13)2-1-9-3-11(21(32)33)25-12(4-9)22(34)35/h1-3,6-7,12,14,17-20,24,27-31H,4-5,8H2,(H,32,33)(H,34,35)(H,36,37)/b2-1+/t12-,14-,17+,18+,19-,20+,24+/m0/s1

InChI Key

IKCBLEDGTPAJDE-FTNGGYTGSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Basella alba	LOTUS Database	35616633
Bougainvillea glabra	LOTUS Database	35616633
Phytolacca americana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hexose monosaccharide
Indolecarboxylic acid
Indolecarboxylic acid derivative
O-glycosyl compound
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Dihydropyridinecarboxylic acid derivative
Indole or derivatives
Tricarboxylic acid or derivatives
Tertiary aliphatic/aromatic amine
1-hydroxy-2-unsubstituted benzenoid
Dihydropyridine
Aralkylamine
Benzenoid
Hydropyridine
Oxane
Monosaccharide
Tertiary amine
Amino acid or derivatives
Secondary alcohol
Amino acid
Ketimine
Oxacycle
Propargyl-type 1,3-dipolar organic compound
Polyol
Acetal
Organic 1,3-dipolar compound
Allylamine
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Enamine
Carboxylic acid
Organic nitrogen compound
Organopnictogen compound
Alcohol
Organic oxide
Carbonyl group
Imine
Amine
Hydrocarbon derivative
Organonitrogen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	-1.5	ChemAxon
pKa (Strongest Acidic)	2.95	ChemAxon
pKa (Strongest Basic)	2.25	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	247.11 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	127.74 m³·mol⁻¹	ChemAxon
Polarizability	52.35 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00059172

Chemspider ID

57488102

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

90658633

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lin SM, Lin BH, Hsieh WM, Ko HJ, Liu CD, Chen LG, Chiou RY: Structural identification and bioactivities of red-violet pigments present in Basella alba fruits. J Agric Food Chem. 2010 Oct 13;58(19):10364-72. doi: 10.1021/jf1017719. [PubMed:20839771 ]
Sporna-Kucab A, Bernas K, Grzegorczyk A, Malm A, Skalicka-Wozniak K, Wybraniec S: Liquid chromatographic techniques in betacyanin isomers separation from Gomphrena globosa L. flowers for the determination of their antimicrobial activities. J Pharm Biomed Anal. 2018 Nov 30;161:83-93. doi: 10.1016/j.jpba.2018.08.025. Epub 2018 Aug 15. [PubMed:30145453 ]
Garcia-Cruz L, Duenas M, Santos-Buelgas C, Valle-Guadarrama S, Salinas-Moreno Y: Betalains and phenolic compounds profiling and antioxidant capacity of pitaya (Stenocereus spp.) fruit from two species (S. Pruinosus and S. stellatus). Food Chem. 2017 Nov 1;234:111-118. doi: 10.1016/j.foodchem.2017.04.174. Epub 2017 Apr 29. [PubMed:28551213 ]
Sporna-Kucab A, Holda E, Wybraniec S: High-speed counter-current chromatography in separation of betacyanins from flowers of red Gomphrena globosa L. cultivars. J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Oct 15;1033-1034:421-427. doi: 10.1016/j.jchromb.2016.09.005. Epub 2016 Sep 5. [PubMed:27649502 ]
Kumar SS, Manoj P, Shetty NP, Prakash M, Giridhar P: Characterization of major betalain pigments -gomphrenin, betanin and isobetanin from Basella rubra L. fruit and evaluation of efficacy as a natural colourant in product (ice cream) development. J Food Sci Technol. 2015 Aug;52(8):4994-5002. doi: 10.1007/s13197-014-1527-z. Epub 2014 Aug 31. [PubMed:26243919 ]
Stintzing FC, Herbach KM, Mosshammer MR, Carle R, Yi W, Sellappan S, Akoh CC, Bunch R, Felker P: Color, betalain pattern, and antioxidant properties of cactus pear (Opuntia spp.) clones. J Agric Food Chem. 2005 Jan 26;53(2):442-51. doi: 10.1021/jf048751y. [PubMed:15656686 ]
LOTUS database [Link]

Showing NP-Card for (2s)-4-[(1e)-2-[(2s)-2-carboxy-5-hydroxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid (NP0317428)

MOL for NP0317428 ((2s)-4-[(1e)-2-[(2s)-2-carboxy-5-hydroxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid)

3D MOL for NP0317428 ((2s)-4-[(1e)-2-[(2s)-2-carboxy-5-hydroxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid)

3D SDF for NP0317428 ((2s)-4-[(1e)-2-[(2s)-2-carboxy-5-hydroxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid)

3D-SDF for NP0317428 ((2s)-4-[(1e)-2-[(2s)-2-carboxy-5-hydroxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid)

PDB for NP0317428 ((2s)-4-[(1e)-2-[(2s)-2-carboxy-5-hydroxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid)

3D PDB for NP0317428 ((2s)-4-[(1e)-2-[(2s)-2-carboxy-5-hydroxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid)

SMILES for NP0317428 ((2s)-4-[(1e)-2-[(2s)-2-carboxy-5-hydroxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid)

INCHI for NP0317428 ((2s)-4-[(1e)-2-[(2s)-2-carboxy-5-hydroxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid)

Structure for NP0317428 ((2s)-4-[(1e)-2-[(2s)-2-carboxy-5-hydroxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid)

3D Structure for NP0317428 ((2s)-4-[(1e)-2-[(2s)-2-carboxy-5-hydroxy-6-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid)