6-hydroxy-3-(1′-hydroxy-1′-methylethyl)-6-methylcyclohex-2-en-1-one | 1392224-56-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 6-hydroxy-3-(1′-hydroxy-1′-methylethyl)-6-methylcyclohex-2-en-1-one
• 英文别名: 1,8-Dihydroxy-p-menth-3-en-2-one；6-hydroxy-3-(2-hydroxypropan-2-yl)-6-methylcyclohex-2-en-1-one
• CAS: 1392224-56-4
• 化学式: C₁₀H₁₆O₃
• 分子量: 184.235
• InChiKey: QGCSRXXUIPOZJS-UHFFFAOYSA-N

物化性质

• 沸点：
  334.7±42.0 °C(Predicted)
• 密度：
  1.174±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-hydroxy-3-(1′-hydroxy-1′-methylethyl)-6-methylcyclohex-2-en-1-one 在 吡啶 、 4-二甲氨基吡啶 、 cerium(III) chloride heptahydrate 作用下， 以 甲醇 为溶剂， 反应 2.33h， 生成 (1R*,2R*)-1-hydroxy-4-(1′-hydroxy-1′-methylethyl)-1-methylcyclohex-3-en-2-yl acetate
  参考文献：
  名称：

  从薄荷脑中分离出的单萜醇的合成指导结构修订。

  摘要：

  根据拟议的结构，合成了从薄荷薄荷3,3,5-三甲基-2-氧杂双环[2.2.2] oct-5-en-4-ol中分离出的单萜。但是，合成样品的NMR数据与天然产物的NMR数据不一致。经过大量的努力，证实其真实结构为（1R *，2R *）-4-（1'-羟基-1'-甲基乙基）-1-甲基环己基-3-烯-1,2-二醇。

  DOI：

  10.1080/09168451.2018.1549936
• 作为产物：
  描述：

  ethyl (3S*,4R*)-3,4-dihydroxy-4-methylcyclohex-1-ene-1-carboxylate 在 碳酸氢钠 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 20.33h， 生成 6-hydroxy-3-(1′-hydroxy-1′-methylethyl)-6-methylcyclohex-2-en-1-one
  参考文献：
  名称：

  从薄荷脑中分离出的单萜醇的合成指导结构修订。

  摘要：

  根据拟议的结构，合成了从薄荷薄荷3,3,5-三甲基-2-氧杂双环[2.2.2] oct-5-en-4-ol中分离出的单萜。但是，合成样品的NMR数据与天然产物的NMR数据不一致。经过大量的努力，证实其真实结构为（1R *，2R *）-4-（1'-羟基-1'-甲基乙基）-1-甲基环己基-3-烯-1,2-二醇。

  DOI：

  10.1080/09168451.2018.1549936

文献信息

• COMPOSITION OF MONOTERPENOIDS HAVING BACTERICIDAL PROPERTIES
  申请人：Reynolds Max

  公开号：US20140039045A1

  公开（公告）日：2014-02-06

  A composition having bactericidal properties comprising; (a) 30%-80% of at least one compound having the formula (I) and (b) 10% to 40% of at least one compound of formula (II)
• US9023888B2
  申请人：——

  公开号：US9023888B2

  公开（公告）日：2015-05-05
• [EN] COMPOSITIONS OF MONOTERPENOIDS FOR THE TREATMENT OF AN HIV INFECTION<br/>[FR] MÉTHODE POUR LE TRAITEMENT D'UNE INFECTION À VIH
  申请人：REYNOLDS MAX

  公开号：WO2012104567A1

  公开（公告）日：2012-08-09

  The invention concerns use of a composition for the treatment and prophylaxis of an HIV infection in a patient. The composition comprises a mixture of 30% - 80% of at least one compound having the formula (I) and 10% to 40% of at least one compound of the formula (II) wherein the substituents are as defined in the description. The invention also relates to methods for the treatment and prophylaxis of an HIV infection and also use of the composition in the preparation of a medicament for treatment of an HIV infection.
• [EN] COMPOSITIONS OF MONOTERPENOIDS FOR STIMULATING THE IMMUNE SYSTEM<br/>[FR] COMPOSITION DE MONOTERPÉNOÏDES POUR STIMULER LE SYSTÈME IMMUNITAIRE
  申请人：REYNOLDS MAX

  公开号：WO2012104568A1

  公开（公告）日：2012-08-09

  The invention concerns use of a composition for stimulating the immune system in a mammal. The composition comprises a mixture of 30% - 80% of at least one compound having the formula (I) and 10% to 40% of at least one compound of the formula (II) wherein the substituents are as defined in the description. The invention also relates to use of the composition in the preparation of a medicament for stimulation of the immune system in a mammal.
• [EN] COMPOSITION OF MONOTERPENOIDS FOR THE TREATMENT OF CANCER<br/>[FR] COMPOSITION DE MONOTERPENOÏDES POUR LE TRAITEMENT DE CANCER
  申请人：REYNOLDS MAX

  公开号：WO2012104569A1

  公开（公告）日：2012-08-09

  The invention concerns use of a composition for the treatment and prophylaxis of cancer in a mammal. The composition comprises a mixture of 30% - 80% of at least one compound having the formula (I) (Formula (I)) and 10% to 40% of at least one compound of the formula (II) (Formula (II)) wherein the substituents are as defined in the description. The invention also relates to methods for the treatment and prophylaxis of cancer and also use of the composition in the preparation of a medicament for treatment or prophylaxis of cancer.