1-(4-nonylphenyl)-1,4,7,10,13,16,19,22,25-nonaoxaheptacosan-27-ol

• ChemBase编号: 4481
• 分子式: C33H60O10
• 平均质量: 616.8235
• 单一同位素质量: 616.41864812
• SMILES: CCCCCCCCCc1ccc(cc1)OCCOCCOCCOCCOCCOCCOCCOCCOCCO
• Canonical SMILES: CCCCCCCCCc1ccc(cc1)OCCOCCOCCOCCOCCOCCOCCOCCOCCO
• InChI: InChI=1S/C33H60O10/c1-2-3-4-5-6-7-8-9-32-10-12-33(13-11-32)43-31-30-42-29-28-41-27-26-40-25-24-39-23-22-38-21-20-37-19-18-36-17-16-35-15-14-34/h10-13,34H,2-9,14-31H2,1H3
• InChIKey: FBWNMEQMRUMQSO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-(4-nonylphenyl)-1,4,7,10,13,16,19,22,25-nonaoxaheptacosan-27-ol
• IUPAC传统名: nonoxynol 9
• 商标名: Advantage 24; Conceptrol; Delfen; Semicid; VCF; Gynoll; Today
• 别名: N-9; Nonoxynol-9

登记号

• CAS号: 26571-11-9
• PubChem SID: 99443296; 160967913
• PubChem CID: 72385

理论计算性质

JChem

• Acid pKa: 15.121156
• 质子受体: 10
• 质子供体: 1
• LogD (pH = 5.5): 4.819639
• LogD (pH = 7.4): 4.819639
• Log P: 4.819639
• 摩尔折射率: 169.0107 cm^3
• 极化性: 66.84011 Å^3
• 极化表面积: 103.3 Å^2
• 可自由旋转的化学键: 35
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 3.49
• LOG S: -6.46
• 溶解度: 2.14e-04 g/l

详细说明

DrugBank - DB06804

• Drug Groups: approved; withdrawn
• Description: Nonoxynol-9 (N-9) is a typical surfactant used as a vaginal spermicide. Spermicides are locally acting non-hormonal contraceptives. When present in the vagina during intercourse, they immobilize/inactivate/damage and/or kill sperms without eliciting systemic effects. N-9 has been in use for more than 30 years as an over-the-counter (OTC) drug in creams, gels, foams and condom lubricants. It is the most commonly used spermicidal contraceptive in the UK and the USA. In several European countries, spermicides are no longer on the market.
• Indication: Nonoxynol 9 is a surfactant spermicide used for contraception in spermicidal creams, jellies, foams, gel, and lubricants. It is also used in conjuction with other methods of contraception, including condoms, cervical caps and diaphragms.
• Toxicity: The major drawback of nonoxynol-9 is its detergent-type action on epithelial cells and the normal vaginal flora. Detergent-type spermicides alter the vaginal flora, possibly leading to an increased risk of opportunistic infections. These are known to enhance the susceptibility of the epithelium of the lower genital tract to HIV and human papillomavirus infection. N-9 can cause vaginal irritation and allergic vaginitis as well as genital irritation in male partners.
• References: Iyer V, Poddar SS: Update on nonoxynol-9 as vaginal spermicide. Eur J Contracept Reprod Health Care. 2008 Dec;13(4):339-50. [Pubmed]
• External Links: Wikipedia

参考文献

• Iyer V, Poddar SS: Update on nonoxynol-9 as vaginal spermicide. Eur J Contracept Reprod Health Care. 2008 Dec;13(4):339-50. Pubmed