Peonidin 3-O-glucoside chloride - ≥97% , CAS No.6906-39-4

CAS: 6906-39-4 Cat. No.: P463712 Molecular Weight: 498.86 EC Number: 805-223-4 PubChem CID: 14311152

GRADE & PURITY ≥97%

Synonyms

Peonidin 3-O-glucoside chloride, >=95% (HPLC) | (2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;chloride | Peonidin 3-O-glucoside (chloride) | Peonidin 3-O- | UNII-3419IIT8I0 | PEONID

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Peonidin 3-O-glucoside is an anthocyanin, which is present in fruits and vegetables as natural colorants. It can also be found in red wine and black rice.Peonidin 3-O-glucoside chloride (P3G) has been used as a phytochemical and inflammasome modulator to test its inhibitory effects on Melanoma 2 (AIM2) inflammasome.

Specifications

Synonyms

Peonidin 3-O-glucoside chloride, >=95% (HPLC) | (2S, 3R, 4S, 5S, 6R)-2-[5, 7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3, 4, 5-triol;chloride | Peonidin 3-O-glucoside (chloride) | Peonidin 3-O- | UNII-3419IIT8I0 | PEONID

Specifications & Purity

≥97%

Biochemical and Physiological Mechanisms

Peonidin 3-O-glucoside chloride (PNG) exerts antioxidant and anti-inflammatory activities and together with lutein showed additive effects on Caco-2 cells. It has free radical scavenging capacities. Peonidin 3-O-glucoside is investigated for inhibitio

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 488198633
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488198633
• Canonical Smiles: COC1=C(C=CC(=C1)C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)CO)O)O)O)O)O)O.[Cl-]
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;chloride
• InChIKey: VDTNZDSOEFSAIZ-VXZFYHBOSA-N
• INCHI: 1S/C22H22O11.ClH/c1-30-15-4-9(2-3-12(15)25)21-16(7-11-13(26)5-10(24)6-14(11)31-21)32-22-20(29)19(28)18(27)17(8-23)33-22;/h2-7,17-20,22-23,27-29H,8H2,1H3,(H2-,24,25,26);1H/t17-,18-,19+,20-,22-;/m1./s1
• Isomeric SMILES: COC1=C(C=CC(=C1)C2=[O+]C3=CC(=CC(=C3C=C2O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O.[Cl-]
• PubChem CID: 14311152
• Molecular Weight: 498.86

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Flavonoids
      • Subclass Flavonoid glycosides
        • Level5 Flavonoid O-glycosides
          • Level6 Anthocyanins
            • Level7 Anthocyanidin-3-O-glycosides

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Flavonoids
• Subclass: Flavonoid glycosides
• Intermediate Tree Nodes: Flavonoid O-glycosides - Anthocyanins
• Direct Parent: Anthocyanidin-3-O-glycosides
• Alternative Parents: Flavonoid-3-O-glycosides 3'-O-methylated flavonoids 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Anthocyanidins Hexoses O-glycosyl compounds 1-benzopyrans Methoxyphenols Phenoxy compounds Anisoles Methoxybenzenes 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers 1-hydroxy-4-unsubstituted benzenoids Oxanes Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Acetals Polyols Organic zwitterions Primary alcohols Organic chloride salts Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Anthocyanidin-3-o-glycoside - Flavonoid-3-o-glycoside - 3p-methoxyflavonoid-skeleton - 4'-hydroxyflavonoid - Hydroxyflavonoid - 5-hydroxyflavonoid - 7-hydroxyflavonoid - Anthocyanidin - Hexose monosaccharide - Glycosyl compound - O-glycosyl compound - Benzopyran - Methoxyphenol - 1-benzopyran - Phenoxy compound - Phenol ether - Methoxybenzene - Anisole - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - 1-hydroxy-4-unsubstituted benzenoid - Phenol - Benzenoid - Monocyclic benzene moiety - Monosaccharide - Oxane - Heteroaromatic compound - Secondary alcohol - Ether - Oxacycle - Polyol - Organoheterocyclic compound - Acetal - Organic oxygen compound - Organooxygen compound - Primary alcohol - Alcohol - Organic zwitterion - Organic salt - Organic chloride salt - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as anthocyanidin-3-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C3-position.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in DMSO
• Sensitivity: Light sensitive；Moisture sensitive
• Molecular Weight: 498.900 g/mol
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 5
• Exact Mass: 498.093 Da
• Monoisotopic Mass: 498.093 Da
• Topological Polar Surface Area: 170.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 637.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Zhiyu Sun, Yongbin Zhou, Wenxu Zhu, You Yin.  (2023)  Assessment of the Fruit Chemical Characteristics and Antioxidant Activity of Different Mulberry Cultivars (Morus spp.) in Semi-Arid, Sandy Regions of China.  Foods,  12  (18): (3495).  [PMID:37761204] [10.3390/foods12183495]

2. Shuai Zhang, Qin Ma, Lihong Dong, Xuchao Jia, Lei Liu, Fei Huang, Guang Liu, Zhida Sun, Jianwei Chi, Mingwei Zhang, Ruifen Zhang.  (2022)  Phenolic profiles and bioactivities of different milling fractions of rice bran from black rice.  FOOD CHEMISTRY,      [PMID:35042109] [10.1016/j.foodchem.2021.132035]