(2S,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate

• ChemBase ID: 127522
• Molecular Formular: C22H18O11
• Molecular Mass: 458.37172
• Monoisotopic Mass: 458.0849114
• SMILES: Oc1cc(cc(O)c1O)C(=O)O[C@@H]1Cc2c(cc(O)cc2O)O[C@H]1c1cc(O)c(O)c(O)c1
• Canonical SMILES: Oc1cc(O)c2c(c1)O[C@H]([C@@H](C2)OC(=O)c1cc(O)c(c(c1)O)O)c1cc(O)c(c(c1)O)O
• InChI: InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21+/m1/s1
• InChIKey: WMBWREPUVVBILR-NQIIRXRSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate
• IUPAC Traditional name: gallocatechin gallate
• Synonyms: (-)-Gallocatechin gallate; (-)-Gallocatechin gallate; (2S,3R)-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol 3-(3,4,5-trihydroxybenzoate); Gallocatechin gallate

Database IDs

• CAS Number: 4233-96-9
• MDL Number: MFCD00214298
• PubChem SID: 24895275; 162221841
• PubChem CID: 199472
• Wikipedia Title: Gallocatechin_gallate

CALCULATED PROPERTIES

• Acid pKa: 7.9929934
• H Acceptors: 10
• H Donor: 8
• LogD (pH = 5.5): 3.0747623
• LogD (pH = 7.4): 2.9740098
• Log P: 3.0761456
• Molar Refractivity: 111.7453 cm^3
• Polarizability: 42.63128 Å^3
• Polar Surface Area: 197.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: DH9000000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Biological Source: from green tea

DETAILS

Sigma Aldrich - G6782

Biochem/physiol Actions
Antioxidant