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7659-95-2,MFCD00060076
Catalog No.:AA0034FW

7659-95-2 | (2S)-4-[2-[(2S)-2-Carboxy-5-(β-D-glucopyranosyloxy)-2,3-dihydro-6-hydroxy-1H-indol-1-yl]ethenyl]-2,3-dihydro-2,6-pyridinedicarboxylic acid

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1g
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5g
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25g
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100g
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0034FW
Chemical Name:
(2S)-4-[2-[(2S)-2-Carboxy-5-(β-D-glucopyranosyloxy)-2,3-dihydro-6-hydroxy-1H-indol-1-yl]ethenyl]-2,3-dihydro-2,6-pyridinedicarboxylic acid
CAS Number:
7659-95-2
Molecular Formula:
C24H26N2O13
Molecular Weight:
550.4688
MDL Number:
MFCD00060076
SMILES:
OC[C@H]1O[C@@H](Oc2cc3C[C@H](N(c3cc2O)C=CC2=CC(=N[C@@H](C2)C(=O)O)C(=O)O)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
Properties
Properties
 
BP:
983.5°C at 760 mmHg  
Form:
Solid  
Storage:
2-8℃;  

Computed Properties
 
Complexity:
1070  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
7  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
39  
Hydrogen Bond Acceptor Count:
14  
Hydrogen Bond Donor Count:
8  
Rotatable Bond Count:
6  
XLogP3:
-0.9  

Literature

Title: Betanin reduces the accumulation and cross-links of collagen in high-fructose-fed rat heart through inhibiting non-enzymatic glycation.

Journal: Chemico-biological interactions 20150205

Title: Betanin attenuates paraquat-induced liver toxicity through a mitochondrial pathway.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20140801

Title: New pathways of betanidin and betanin enzymatic oxidation.

Journal: Journal of agricultural and food chemistry 20110914

Title: Effect of nanogrinding on the pigment and bioactivity of Djulis ( Chenopodium formosanum Koidz.).

Journal: Journal of agricultural and food chemistry 20110309

Title: Cytotoxic effect of the red beetroot (Beta vulgaris L.) extract compared to doxorubicin (Adriamycin) in the human prostate (PC-3) and breast (MCF-7) cancer cell lines.

Journal: Anti-cancer agents in medicinal chemistry 20110301

Title: Human urine and wood ash as plant nutrients for red beet (Beta vulgaris) cultivation: impacts on yield quality.

Journal: Journal of agricultural and food chemistry 20100210

Title: The effect of dietary polyphenols on the epigenetic regulation of gene expression in MCF7 breast cancer cells.

Journal: Toxicology letters 20100201

Title: Separation of polar betalain pigments from cacti fruits of Hylocereus polyrhizus by ion-pair high-speed countercurrent chromatography.

Journal: Journal of chromatography. A 20091009

Title: Betacyanins as phenol antioxidants. Chemistry and mechanistic aspects of the lipoperoxyl radical-scavenging activity in solution and liposomes.

Journal: Free radical research 20090801

Title: Impact of high-pressure carbon dioxide combined with thermal treatment on degradation of red beet (Beta vulgaris L.) pigments.

Journal: Journal of agricultural and food chemistry 20080813

Title: Fermentation of Opuntia stricta (Haw.) fruits for betalains concentration.

Journal: Journal of agricultural and food chemistry 20080611

Title: Chromatographic investigation on acyl migration in betacyanins and their decarboxylated derivatives.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20080101

Title: Betanin a betacyanin pigment purified from fruits of Opuntia ficus-indica induces apoptosis in human chronic myeloid leukemia Cell line-K562.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20071101

Title: A method for identification of diastereomers of 2-decarboxy-betacyanins and 2,17-bidecarboxy-betacyanins in reversed-phase HPLC.

Journal: Analytical and bioanalytical chemistry 20071101

Title: Betanin inhibits the myeloperoxidase/nitrite-induced oxidation of human low-density lipoproteins.

Journal: Free radical research 20070301

Title: Betanin, the main pigment of red beet: molecular origin of its exceptionally high free radical-scavenging activity.

Journal: Food additives and contaminants 20061101

Title: Stability and color changes of thermally treated betanin, phyllocactin, and hylocerenin solutions.

Journal: Journal of agricultural and food chemistry 20060125

Title: Development of a protocol for the semi-synthesis and purification of betaxanthins.

Journal: Phytochemical analysis : PCA 20060101

Title: Urinary pharmacokinetics of betalains following consumption of red beet juice in healthy humans.

Journal: Pharmacological research 20051001

Title: Botany: floral fluorescence effect.

Journal: Nature 20050915

Title: Mechanism of interaction of betanin and indicaxanthin with human myeloperoxidase and hypochlorous acid.

Journal: Biochemical and biophysical research communications 20050708

Title: A novel method using high-performance liquid chromatography with fluorescence detection for the determination of betaxanthins.

Journal: Journal of chromatography. A 20050617

Title: Isolation and characterization of cDNAs encoding an enzyme with glucosyltransferase activity for cyclo-DOPA from four o'clocks and feather cockscombs.

Journal: Plant & cell physiology 20050401

Title: Distribution of betalain pigments in red blood cells after consumption of cactus pear fruits and increased resistance of the cells to ex vivo induced oxidative hemolysis in humans.

Journal: Journal of agricultural and food chemistry 20050223

Title: Identification of heat-induced degradation products from purified betanin, phyllocactin and hylocerenin by high-performance liquid chromatography/electrospray ionization mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20050101

Title: Chemoprevention of DMBA-induced UV-B promoted, NOR-1-induced TPA promoted skin carcinogenesis, and DEN-induced phenobarbital promoted liver tumors in mice by extract of beetroot.

Journal: Pharmacological research 20030201

Title: Direct current electrical field effects on intact plant organs.

Journal: Biotechnology progress 20030101

Title: Antioxidant activities of sicilian prickly pear (Opuntia ficus indica) fruit extracts and reducing properties of its betalains: betanin and indicaxanthin.

Journal: Journal of agricultural and food chemistry 20021106

Title: Fruit flesh betacyanin pigments in hylocereus cacti.

Journal: Journal of agricultural and food chemistry 20021009

Title: Identification of betalains from yellow beet (Beta vulgaris L.) and cactus pear [Opuntia ficus-indica (L.) Mill.] by high-performance liquid chromatography-electrospray ionization mass spectrometry.

Journal: Journal of agricultural and food chemistry 20020410

Title: Betacyanins from vine cactus Hylocereus polyrhizus.

Journal: Phytochemistry 20011201

Title: Selected topics from forty years of natural products research: betalains to flavonoids, antiviral proteins, and neurotoxic nonprotein amino acids.

Journal: Journal of natural products 20011201

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Tags:7659-95-2 Molecular Formula|7659-95-2 MDL|7659-95-2 SMILES|7659-95-2 (2S)-4-[2-[(2S)-2-Carboxy-5-(β-D-glucopyranosyloxy)-2,3-dihydro-6-hydroxy-1H-indol-1-yl]ethenyl]-2,3-dihydro-2,6-pyridinedicarboxylic acid