(2S,3R,4S,5S,6R)-2-{[(1S,4aR,5S,7aS)-5-hydroxy-7-(hydroxymethyl)-1H,4aH,5H,7aH-cyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 72923
• Molecular Formular: C15H22O9
• Molecular Mass: 346.32978
• Monoisotopic Mass: 346.12638228
• SMILES: O1C=C[C@@H]2[C@H]([C@@H]1O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)C(=C[C@H]2O)CO
• Canonical SMILES: OCC1=C[C@H]([C@H]2[C@@H]1[C@@H](OC=C2)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O
• InChI: InChI=1S/C15H22O9/c16-4-6-3-8(18)7-1-2-22-14(10(6)7)24-15-13(21)12(20)11(19)9(5-17)23-15/h1-3,7-21H,4-5H2/t7-,8+,9+,10+,11+,12-,13+,14-,15-/m0/s1
• InChIKey: RJWJHRPNHPHBRN-FKVJWERZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5S,6R)-2-{[(1S,4aR,5S,7aS)-5-hydroxy-7-(hydroxymethyl)-1H,4aH,5H,7aH-cyclopenta[c]pyran-1-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: aucubin
• Synonyms: Aucubin; Aucubin; 桃叶珊瑚苷（杜仲甙）

Database IDs

• CAS Number: 479-98-1
• EC Number: 207-540-8
• MDL Number: MFCD00136026
• Beilstein Number: 50340
• PubChem SID: 162037843; 24879481
• PubChem CID: 91458

CALCULATED PROPERTIES

• Acid pKa: 12.20414
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -3.18187
• LogD (pH = 7.4): -3.1818767
• Log P: -3.18187
• Molar Refractivity: 79.1768 cm^3
• Polarizability: 31.762482 Å^3
• Polar Surface Area: 149.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (HPLC)
• Grade: analytical standard
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C15H22O9

DETAILS

Selleck Chemicals - S2267

Research Area: Infection
Biological Activity:
Azomycin(2-Nitroimidazole) is an antimicrobial antibiotic produced by a strain of Nocardia mesenterica.It has been reported to be active against aerobic Gram-positive and Gram-negative bacteria. It was found that the antibiotic was also active against a variety of anaerobic bacteria. [1]

REFERENCES

• ]Shoji JH et al. J Antibiot (Tokyo). 1989 Oct;42(10):1513-4.