1,8-dihydroxy-3-(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-9,10-dihydro(2,4,5,7-2H4)anthracen-9-one

• ChemBase ID: 136558
• Molecular Formular: C21H22O9
• Molecular Mass: 418.39398
• Monoisotopic Mass: 418.12638228
• SMILES: c1ccc(c2c1C(c1cc(cc(c1C2=O)O)CO)[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
• Canonical SMILES: OCc1cc(O)c2c(c1)C([C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)c1c(C2=O)c(O)ccc1
• InChI: InChI=1S/C21H22O9/c22-6-8-4-10-14(21-20(29)19(28)17(26)13(7-23)30-21)9-2-1-3-11(24)15(9)18(27)16(10)12(25)5-8/h1-5,13-14,17,19-26,28-29H,6-7H2/t13-,14?,17-,19+,20-,21+/m1/s1
• InChIKey: AFHJQYHRLPMKHU-CGISPIQUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,8-dihydroxy-3-(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-9,10-dihydro(2,4,5,7-^2H₄)anthracen-9-one
• IUPAC Traditional name: 1,8-dihydroxy-3-(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl](2,4,5,7-^2H₄)-10H-anthracen-9-one
• Synonyms: 1,8-Dihydroxy-10-(β-D-glucopyranosyl)-3-(hydroxymethyl)-9(10H)-anthracenone-2,4,5,7-d4; 10-β-D-Glucopyranosyl-1,8-dihydroxy-3-(hydroxymethyl)-9(10H)-anthracenone-2,4,5,7-d4; Aloin A-2,4,5,7-d4; Aloin-2,4,5,7-d4

Database IDs

• MDL Number: MFCD19704774
• PubChem SID: 162230828
• PubChem CID: 71309915

CALCULATED PROPERTIES

• Acid pKa: 9.505504
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): 0.41494715
• LogD (pH = 7.4): 0.4116161
• Log P: 0.41498974
• Molar Refractivity: 103.7931 cm^3
• Polarizability: 40.33817 Å^3
• Polar Surface Area: 167.91 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Mass Shift: M+4

Safety Information

• 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: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: 95% (CP)
• Isotopic Purity: 97 atom % D
• Mol. Weight: mol wt 422.30 by atom % calculation
• Empirical Formula (Hill Notation): C21D4H18O9

DETAILS

Sigma Aldrich - 734179

Packaging
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.