(3S,7S)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-1-one

• ChemBase ID: 132870
• Molecular Formular: C18H24O5
• Molecular Mass: 320.38016
• Monoisotopic Mass: 320.16237387
• SMILES: C[C@H]1CCC[C@H](CCC/C=C\c2cc(cc(c2C(=O)O1)O)O)O
• Canonical SMILES: O[C@H]1CCC/C=C\c2cc(O)cc(c2C(=O)O[C@H](CCC1)C)O
• InChI: InChI=1S/C18H24O5/c1-12-6-5-9-14(19)8-4-2-3-7-13-10-15(20)11-16(21)17(13)18(22)23-12/h3,7,10-12,14,19-21H,2,4-6,8-9H2,1H3/b7-3-/t12-,14-/m0/s1
• InChIKey: FPQFYIAXQDXNOR-NPHVUNIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,7S)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-1-one
• IUPAC Traditional name: β-zearalenol
• Synonyms: beta-Zearalenol; β-Zearalenol; 2,4-二羟基-6-(6β,10-二羟基-反式-1-十一碳烯基)苯甲酸 μ-内酯; β-玉米赤霉烯醇

Database IDs

• CAS Number: 71030-11-0
• MDL Number: MFCD00151078
• PubChem SID: 162227147; 24902174
• PubChem CID: 7592435

CALCULATED PROPERTIES

• Acid pKa: 8.537725
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 4.16627
• LogD (pH = 7.4): 4.136334
• Log P: 4.1666646
• Molar Refractivity: 89.3676 cm^3
• Polarizability: 34.10992 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 22-36-50
• Safety Statements: 36-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H319-H400
• GHS Precautionary statements: P273-P305 + P351 + P338
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: rat ... Ar(24208)

DETAILS

Sigma Aldrich - Z2000

包装
5, 10 mg in glass bottle
Application
Reactant involved in biological studies including:
• Synthesis of amino glycoside nucleotides1
• Enzymatic synthesis of glucuronides of zearalenone2
• Derivatization of Zearalenone3,4,5