(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-{2-[(1-hydroxy-6-oxocyclohex-2-ene-1-carbonyloxy)methyl]phenoxy}-6-(hydroxymethyl)oxan-3-yl benzoate

• ChemBase ID: 156656
• Molecular Formular: C27H28O11
• Molecular Mass: 528.50462
• Monoisotopic Mass: 528.16316172
• SMILES: c1ccc(cc1)C(=O)O[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1Oc1ccccc1COC(=O)C1(C=CCCC1=O)O)CO)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccccc2COC(=O)C2(O)C=CCCC2=O)[C@@H]([C@H]([C@@H]1O)O)OC(=O)c1ccccc1
• InChI: InChI=1S/C27H28O11/c28-14-19-21(30)22(31)23(38-24(32)16-8-2-1-3-9-16)25(37-19)36-18-11-5-4-10-17(18)15-35-26(33)27(34)13-7-6-12-20(27)29/h1-5,7-11,13,19,21-23,25,28,30-31,34H,6,12,14-15H2/t19-,21-,22+,23-,25-,27?/m1/s1
• InChIKey: RCKCYCDBDYUIGM-LFMHJWGUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5S,6R)-4,5-dihydroxy-2-{2-[(1-hydroxy-6-oxocyclohex-2-ene-1-carbonyloxy)methyl]phenoxy}-6-(hydroxymethyl)oxan-3-yl benzoate
• IUPAC Traditional name: tremulacin
• Synonyms: Tremulacin; 特里杨甙

Database IDs

• CAS Number: 29836-40-6
• MDL Number: MFCD00238697
• Beilstein Number: 1278030
• PubChem SID: 162250793; 24864610
• PubChem CID: 442544

CALCULATED PROPERTIES

• Acid pKa: 10.321478
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): 2.0634608
• LogD (pH = 7.4): 2.062948
• Log P: 2.0634675
• Molar Refractivity: 130.2307 cm^3
• Polarizability: 51.428127 Å^3
• Polar Surface Area: 169.05 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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

Product Information

• Purity: ≥82% (HPLC)
• Grade: analytical standard
• Empirical Formula (Hill Notation): C27H28O11