(3S)-14,16-dihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro-1H-2-benzoxacyclotetradecine-1,7-dione

• ChemBase编号: 133648
• 分子式: C18H24O5
• 平均质量: 320.38016
• 单一同位素质量: 320.16237387
• SMILES: C[C@H]1CCCC(=O)CCCCCc2cc(cc(c2C(=O)O1)O)O
• Canonical SMILES: C[C@H]1CCCC(=O)CCCCCc2c(C(=O)O1)c(O)cc(c2)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/h10-12,20-21H,2-9H2,1H3/t12-/m0/s1
• InChIKey: APJDQUGPCJRQRJ-LBPRGKRZSA-N

名称和登记号

名称

• IUPAC标准名: (3S)-14,16-dihydroxy-3-methyl-3,4,5,6,7,8,9,10,11,12-decahydro-1H-2-benzoxacyclotetradecine-1,7-dione
• IUPAC传统名: zanone
• 别名: (3S)-3,4,5,6,9,10,11,12-Octahydro-14,16-dihydroxy-3-methyl-1H-2-benzoxacyclotetradecin-1,7(8H)-dione; 6-(10-hydroxy-6-oxoundecyl)-β-resorcylic Acid μ-Lactone; P 1502; Zanone; Zearalanone; ZAN; (S)-Zearalanone; 2,4-Dihydroxy-6-(10-hydroxy-6-oxoundecyl)benzoic acid μ-lactone; Zearalanone

登记号

• CAS号: 5975-78-0
• MDL号: MFCD00135821
• PubChem SID: 162227925; 24902160
• PubChem CID: 108003

理论计算性质

• Acid pKa: 8.677321
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 4.6531005
• LogD (pH = 7.4): 4.6311846
• Log P: 4.653387
• 摩尔折射率: 87.2229 cm^3
• 极化性: 33.664333 Å^3
• 极化表面积: 83.83 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; DMSO; Methanol
• 外观: White to Off-White Solid
• 熔点: 184-186°C

安全信息

• 保存条件: -20°C Freezer, Under Inert Atmosphere
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 20/21/22-36/37/38-40
• 安全公开号: 22-26-36
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Warning
• GHS危险声明: H302-H312-H315-H319-H332-H335-H351
• GHS警示性声明: P261-P280-P305 + P351 + P338
• 个人保护装置: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• 保存温度: -20°C

药理学性质

• 相关基因信息: rat ... Ar(24208)

详细说明

Toronto Research Chemicals - Z270450

A secondary metabolite of Zearalenone (ZON). The macrocyclic lactone Zearalanone used in the synthesis of d,l-Zearalanol.

参考文献

• Hurd, R.N., et al.: J. Med. Chem., 16(5)
• 543 (5)
• Baughman, R., et al.: Science, 297, 787 (5)
• Zinedine, A., et al.: Food Chem. Toxicol., 45, 1 (5)
• Chailapakul, O., et al.: Food Chem., 109, 876 (5)