3,5,7-trihydroxy-2-(4-hydroxyphenyl)-1$l^{4}-chromen-1-ylium chloride

• ChemBase ID: 109228
• Molecular Formular: C15H11ClO5
• Molecular Mass: 306.69784
• Monoisotopic Mass: 306.02950113
• SMILES: [Cl-].Oc1ccc(cc1)c1c(O)cc2c(O)cc(O)cc2[o+]1
• Canonical SMILES: Oc1ccc(cc1)c1[o+]c2cc(O)cc(c2cc1O)O.[Cl-]
• InChI: InChI=1S/C15H10O5.ClH/c16-9-3-1-8(2-4-9)15-13(19)7-11-12(18)5-10(17)6-14(11)20-15;/h1-7H,(H3-,16,17,18,19);1H
• InChIKey: YPVZJXMTXCOTJN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-1$l^{4}-chromen-1-ylium chloride; 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-1λ^4-chromen-1-ylium chloride
• IUPAC Traditional name: pelargonidin chloride
• Synonyms: PELARGONIDIN (CHLORIDE); 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-1-benzopyrylium chloride; Pelargonidol chloride; Pelargonidin chloride; 3,4′,5,7-Tetrahydroxyflavylium chloride; 3,4',5,7-Tetrahydroxyflavylium Chloride; Pelargonidin Chloride; Pelargonidin; 氯化天竺葵色素; 氯化花葵素

Database IDs

• CAS Number: 134-04-3
• EC Number: 205-127-7
• MDL Number: MFCD00017589
• Beilstein Number: 3922945
• PubChem SID: 24898232; 162095141; 24886975
• PubChem CID: 67249

CALCULATED PROPERTIES

• Acid pKa: 6.0316863
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 3.2218113
• LogD (pH = 7.4): 1.3971721
• Log P: 3.3347
• Molar Refractivity: 82.1322 cm^3
• Polarizability: 29.731771 Å^3
• Polar Surface Area: 94.06 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Safety Statements: 22-24/25
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Grade: purum
• Impurities: 4-6% water
• Empirical Formula (Hill Notation): C15H11ClO5

DETAILS

MP Biomedicals - 05210282

MP Biomedicals Rare Chemical collection

Sigma Aldrich - P1659

Biochem/physiol Actions
Antioxidant and anthocyanidin.
包装
5, 10 mg in glass bottle
Application
Involved in pharmacological studies investigating the use of flavonoids as inhibitors of CD381Antioxidant and anthocyanidin:
• Found in various natural sources evaluated for inhibitory effects on colon and liver cancer cells2
• Used as hyroperoxide and hydrogen peroxide scavenging substance3
• Used to study relationship between structure, antioxidant capacity and redox potentials4
• Studied to determine the mechanism of radical-scavenging5
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. P1659.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 76320

Biochem/physiol Actions
Antioxidant and anthocyanidin.
Application
Involved in pharmacological studies investigating the use of flavonoids as inhibitors of CD381Antioxidant and anthocyanidin:
• Found in various natural sources evaluated for inhibitory effects on colon and liver cancer cells2
• Used as hyroperoxide and hydrogen peroxide scavenging substance3
• Used to study relationship between structure, antioxidant capacity and redox potentials4
• Studied to determine the mechanism of radical-scavenging5

Toronto Research Chemicals - P218500

The aglucone of Pelargonin. Pelargonidin, an anthocyanidin, was tested for its antidiabetic potential.

REFERENCES

• Mirza, R., et al.: Nature, 166, 997 (1950)
• Adachi, T., et al.: Biochem. J., 279, 263 (1950)
• Baynes, J., et al.: Diabetes, 48, 1 (1950)
• Havsteen, B., et al.: Pharmacol. Therap., 96, 67 (1950)