(1S,19R,21S,22R,23R)-6,7,8,11,12,13,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4(9),5,7,10,12,14-hexaen-21-yl 3,4,5-trihydroxybenzoate

• ChemBase ID: 157620
• Molecular Formular: C27H22O18
• Molecular Mass: 634.45278
• Monoisotopic Mass: 634.08061386
• SMILES: c1c(cc(c(c1O)O)O)C(=O)O[C@H]1[C@@H]([C@@H]2[C@@H]([C@H](O1)COC(=O)c1cc(c(c(c1c1c(cc(c(c1O)O)O)C(=O)O2)O)O)O)O)O
• Canonical SMILES: O[C@@H]1[C@H]2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@@H]1[C@H]([C@@H](O2)OC(=O)c1cc(O)c(c(c1)O)O)O)cc(O)c(c3O)O)O)O
• InChI: InChI=1S/C27H22O18/c28-9-1-6(2-10(29)16(9)32)24(39)45-27-22(38)23-19(35)13(43-27)5-42-25(40)7-3-11(30)17(33)20(36)14(7)15-8(26(41)44-23)4-12(31)18(34)21(15)37/h1-4,13,19,22-23,27-38H,5H2/t13-,19-,22-,23+,27+/m1/s1
• InChIKey: TUSDEZXZIZRFGC-XIGLUPEJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,19R,21S,22R,23R)-6,7,8,11,12,13,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0^4,^9.0^1^0,^1^5]tricosa-4(9),5,7,10,12,14-hexaen-21-yl 3,4,5-trihydroxybenzoate
• IUPAC Traditional name: (1S,19R,21S,22R,23R)-6,7,8,11,12,13,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0^4,^9.0^1^0,^1^5]tricosa-4(9),5,7,10,12,14-hexaen-21-yl 3,4,5-trihydroxybenzoate
• Synonyms: Corilagin

Database IDs

• CAS Number: 23094-69-1
• MDL Number: MFCD00238565
• PubChem SID: 162251757
• PubChem CID: 73568

CALCULATED PROPERTIES

• Acid pKa: 7.4080486
• H Acceptors: 15
• H Donor: 11
• LogD (pH = 5.5): 1.0899423
• LogD (pH = 7.4): 0.73623484
• Log P: 1.095252
• Molar Refractivity: 142.2957 cm^3
• Polarizability: 56.134296 Å^3
• Polar Surface Area: 310.66 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C27H22O18

DETAILS

Sigma Aldrich - 75251

Biochem/physiol Actions
Corilagin is a polyphenol, specifically a hydrolyzable tannin, found in Traditional Chinese Medicine herbal preparations. It is reported to have anti-inflammatory and anti-tumor activities.