(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate

• ChemBase ID: 154321
• Molecular Formular: C29H36O15
• Molecular Mass: 624.58714
• Monoisotopic Mass: 624.20542045
• SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]1[C@H]([C@@H](O[C@@H]([C@H]1OC(=O)/C=C/c1ccc(c(c1)O)O)CO)OCCc1ccc(c(c1)O)O)O)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1OC(=O)/C=C/c1ccc(c(c1)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O
• InChI: InChI=1S/C29H36O15/c1-13-22(36)23(37)24(38)29(41-13)44-27-25(39)28(40-9-8-15-3-6-17(32)19(34)11-15)42-20(12-30)26(27)43-21(35)7-4-14-2-5-16(31)18(33)10-14/h2-7,10-11,13,20,22-34,36-39H,8-9,12H2,1H3/t13-,20+,22-,23+,24+,25+,26+,27+,28+,29-/m0/s1
• InChIKey: FBSKJMQYURKNSU-QJDQKFITSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate; (2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• IUPAC Traditional name: (2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl 3-(3,4-dihydroxyphenyl)prop-2-enoate; acteoside
• Synonyms: Acetoside; Kusaginin; Verbascoside; Verbascoside; Acteoside

Database IDs

• CAS Number: 61276-17-3
• MDL Number: MFCD00221751
• PubChem SID: 162248460
• PubChem CID: 5281800

CALCULATED PROPERTIES

• Acid pKa: 9.010191
• H Acceptors: 14
• H Donor: 9
• LogD (pH = 5.5): 0.81929207
• LogD (pH = 7.4): 0.8089078
• Log P: 0.81942534
• Molar Refractivity: 148.4031 cm^3
• Polarizability: 58.914154 Å^3
• Polar Surface Area: 245.29 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder

Safety Information

• RTECS: LZ5786000
• German water hazard class: 2
• Storage Temperature: room temp

Product Information

• Purity: ≥99% (HPLC); 95.0
• Grade: primary reference standard
• Empirical Formula (Hill Notation): C29H36O15

DETAILS

Sigma Aldrich - V4015

Biochem/physiol Actions
Phenylethanoid glycoside. Antioxidant and antiproliferative.

Sigma Aldrich - 00820580

Biochem/physiol Actions
Phenylethanoid glycoside. Antioxidant and antiproliferative.