5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]-4H-chromen-4-one

• ChemBase ID: 157642
• Molecular Formular: C26H28O14
• Molecular Mass: 564.49212
• Monoisotopic Mass: 564.14790558
• SMILES: c1cc(ccc1c1cc(=O)c2c(c(c(c(c2o1)[C@H]1[C@@H]([C@H]([C@H](CO1)O)O)O)O)[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)c([C@@H]2OC[C@@H]([C@@H]([C@H]2O)O)O)c2c(c1O)c(=O)cc(o2)c1ccc(cc1)O
• InChI: InChI=1S/C26H28O14/c27-6-13-18(32)21(35)23(37)26(40-13)15-19(33)14-10(29)5-12(8-1-3-9(28)4-2-8)39-24(14)16(20(15)34)25-22(36)17(31)11(30)7-38-25/h1-5,11,13,17-18,21-23,25-28,30-37H,6-7H2/t11-,13+,17-,18+,21-,22+,23+,25-,26-/m0/s1
• InChIKey: MMDUKUSNQNWVET-VYUBKLCTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-8-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]-4H-chromen-4-one
• IUPAC Traditional name: schaftoside
• Synonyms: 8-α-L-Arabinopyranosyl-6-β-D-glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; Apigenin 8-C-α-L-arabinoside 6-C-β-D-glucoside; Shaftoside; Schaftoside

Database IDs

• CAS Number: 51938-32-0
• PubChem SID: 162251779
• PubChem CID: 442658

CALCULATED PROPERTIES

• Acid pKa: 5.763585
• H Acceptors: 14
• H Donor: 10
• LogD (pH = 5.5): -2.3647661
• LogD (pH = 7.4): -3.726086
• Log P: -2.1776178
• Molar Refractivity: 133.188 cm^3
• Polarizability: 51.963387 Å^3
• Polar Surface Area: 247.06 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: DJ2977250
• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (HPLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C26H28O14