Cerebrin-anhydrobase | 3563-93-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: Cerebrin-anhydrobase
• 英文别名: 4-Amino-3-hydroxy-2-hexadecyl-tetrahydrofuran；4-amino-2-hexadecyl-3-hydroxytetrahydrofuran；4-Amino-2-hexadecyloxolan-3-ol
• CAS: 3563-93-7
• 化学式: C₂₀H₄₁NO₂
• 分子量: 327.551
• InChiKey: CHGPUOCSYLKJOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  23
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55.5
• 氢给体数：
  2
• 氢受体数：
  3

文献信息

• Oxy-and amino-substituted tetrahydrofuryl derivatives with antitumour activity
  申请人：——

  公开号：US20030092738A1

  公开（公告）日：2003-05-15

  Compounds of formula (I) wherein the substituent groups defined by R 1 , R 2 , R 3 and R 4 are each independently selected of H, C(═O)R, P(═O)R′R″, S(═O)R′R″, substituted or unsubstituted C 1 -C 18 alkyl, substituted or unsubstituted C 2 -C 18 alkenyl, substituted or unsubstituted C 2 -C 18 alkynyl, substituted or unsubstituted aryl; wherein each of the R′, R″ groups is independently selected from the group consisting of H, OH, NO 2 , NH 2 , SH, CN, halogen, ═O, C(═O)H, C(═O)CH 3 , CO 2 H, CO 2 CH 3 , substituted or unsubstituted C 1 -C 18 alkyl, substituted or unsubstituted C 2 -C 18 alkenyl, substituted or unsubstituted C 2 -C 18 alkynyl, substituted or unsubstitued aryl; wherein R 1 , R 2 , R 3 could form part of a heterocyclic ring; R 2 can be independently an internal salt; wherein X 1 , X 2 and X 3 on formula (I) are independently placed in any particular position of the chain and independently selected of H, OH, OR′, SH, SR′, SOR′, SO 2 R′, NO 2 , NH 2 , NHR′, N(R′) 2 , NHC(O)R′, CN, halogen, ═O, C(═O)H, C(═O)CH 3 , CO 2 H, CO 2 CH 3 , substituted or unsubstituted C 1 -C 18 alkyl, substituted or unsubstituted C 2 -C 18 , alkenyl, substituted or unsubstituted C 2 -C 18 alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaromatic; wherein substituent groups defined by R′ are each independently selected from the group consisting of H, OH, OR′, SH, SR′, SOR′, SO 2 R′, NO 2 , NH 2 , NHR′, N(R′) 2 , NHC(O)R′, CN, halogen, ═O, C(═O)H, C(═O)CH 3 , CO 2 H, CO 2 CH 3 , substituted or unsubstituted C 1 -C 18 alkyl, substituted or unsubstituted C 2 -C 18 alkenyl, substituted or unsubstituted C 2 -C 18 alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaromatic; wherein x can be between 6 and 20; and wherein the dotted line is one or several double bonds placed in any particular position of the side chain; are useful as antitumor compounds and include compound IK-8-73-4 of structure (a) which was isolated from a sponge Pachastrissa sp.

  式（I）的化合物，其中由R1，R2，R3和R4定义的取代基团分别独立选择H，C(═O)R，P(═O)R′R″，S(═O)R′R″，取代或未取代的C1-C18烷基，取代或未取代的C2-C18烯基，取代或未取代的C2-C18炔基，取代或未取代的芳基；其中每个R′，R″基团分别独立选择自H，OH，NO2，NH2，SH，CN，卤素，═O，C(═O)H，C(═O)CH3，CO2H，CO2 ，取代或未取代的C1-C18烷基，取代或未取代的C2-C18烯基，取代或未取代的C2-C18炔基，取代或未取代的芳基；其中R1，R2，R3可以构成杂环环；R2可以独立为内盐；其中公式（I）上的X1，X2和X3可以独立地放置在链的任何特定位置，并且可以独立选择H，OH，OR′，SH，SR′，SOR′，SO2R′， ，NH2，NHR′，N(R′)2，NHC(O)R′，CN，卤素，═O，C(═O)H，C(═O) ，CO2H，CO2 ，取代或未取代的C1-C18烷基，取代或未取代的C2-C18烯基，取代或未取代的C2-C18炔基，取代或未取代的芳基，取代或未取代的杂环芳基；其中由R′定义的取代基团分别独立选择自H，OH，OR′，SH，SR′，SOR′，SO2R′， ，NH2，NHR′，N(R′)2，NHC(O)R′，CN，卤素，═O，C(═O)H，C(═O) ，CO2H，CO2 ，取代或未取代的C1-C18烷基，取代或未取代的C2-C18烯基，取代或未取代的C2-C18炔基，取代或未取代的芳基，取代或未取代的杂环芳基；其中x可以在6到20之间；其中虚线是一条或多条放置在侧链的任何特定位置的双键；它们可用作抗肿瘤化合物，并包括从海绵Pachastrissa sp.中分离出的结构为（a）的化合物IK-8-73-4。
• [EN] OXY-AND AMINO-SUBSTITUTED TETRAHYDROFURYL DERIVATIVES WITH ANTITUMOUR ACTIVITY<br/>[FR] DERIVES DE TETRAHYDROFURYL OXY- ET AMINO-SUBSTITUES AYANT UNE ACTIVITE ANTITUMORALE
  申请人：——

  公开号：WO2001060810B1

  公开（公告）日：2001-11-29

  [EN] Compounds of formula (I) wherein the substituent groups defined by R1, R2, R3 and R4 are each independently selected of H, C(=O) R,P(=O)R'R",S(=O)R'R", substituted or unsubstituted C1-C18 alkyl, substituted or unsubstituted C2-C18 alkenyl, substituted or unsubstituted C2-C18 alkynyl, substituted or unsubstituted aryl; wherein each of the R', R" groups is independently selected from the group consisting of H, OH, NO2, NH2, SH, CN, halogen, =O, C(=O)H, C(=O)CH 3, CO2H, CO2CH3, substituted or unsubstituted C1-C18 alkyl, substituted or unsubstituted C2-C18 alkenyl, substituted or unsubstituted C2-C18 alkynyl, substituted or unsubstitued aryl; wherein R1, R2, R3 could form part of a heterocyclic ring; R2 can be independently an internal salt; wherein X1, X2 and X3 on formula (I) are independently placed in any particular position of the chain and independently selected of H, OH, OR', SH, SR', SOR', SO2R', NO2, NH2, NHR', N(R')2, NHC(O)R', CN, halogen, =O, C(=O)H, C(=O)CH3, CO2H, CO2CH3, substituted or unsubstituted C1-C18 alkyl, substituted or unsubstituted C2-C18 alkenyl, substituted or unsubstituted C2-C18 alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaromatic; wherein substituent groups defined by R' are each independently selected from the group consisting of H, OH, OR', SH, SR', SOR', SO2R', NO2, NH2, NHR', N(R')2, NHC(O)R', CN, halogen, =O, C(=O)H, C(=O)CH3, CO2H, CO2CH3, substituted or unsubstituted C1-C18 alkyl, substituted or unsubstituted C2-C18 alkenyl, substituted or unsubstituted C2-C18 alkynyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaromatic; wherein x can be between 6 and 20; and wherein the dotted line is one or several double bonds placed in any particular position of the side chain; are useful as antitumor compounds and include compound IK-8-73-4 of structure (a) which was isolated from a sponge Pachastrissa sp.
  [FR] L'invention concerne des composés correspondant à la formule (I), dans laquelle les groupes de substitution définis par R1, R2, R3 et R4 sont sélectionnés, de manière indépendante, parmi H, C(=O)R', P(=O)R'R'', S(=O)R'R'', alkyle C1-C18 substitué ou non substitué, alcényle C2-C18 substitué ou non substitué, alkynyle C2-C18 substitué ou non substitué, aryle substitué ou non substitué; dans lesquels chacun des groupes R' et R'' est choisi de manière indépendante parmi H, OH, NO2, NH2, SH, CN, halogène, =O, C(=O)H, C(=O)CH3, CO2H, CO2CH3, alkyle C1-C18 substitué ou non substitué, alcényle C2-C18 substitué ou non substitué, alkynyle C2-C18 substitué ou non substitué, aryle substitué ou non substitué; où R1, R2 et R3 pourraient faire partie d'un noyau hétérocyclique; R2 pouvant être, de manière indépendante, un sel interne; X1, X2, et X3 étant placés, dans la formule (I), de manière indépendante à n'importe quelle position de la chaîne et étant choisis parmi H, OH, OR', SH, SR', SOR', SO2R', NO2, NH2, NHR', N(R')2, NHC(O)R', CN, halogène, =O, C(=O)H, C(=O)CH3, CO2H, CO2CH3, alkyle C1-C18 substitué ou non substitué, alcényle C2-C18 substitué ou non substitué, alkynyle C2-C18 substitué ou non substitué, aryle substitué ou non substitué, hétéroaromatique substitué ou non substitué; les groupes de substitution définis par R' étant choisis de manière indépendante parmi H, OH, OR', SH, SR', SOR', SO2R', NO2, NH2, NHR', N(R')2, NHC(O)R', CN, halogène, =O, C(=O)H, C(=O)CH3, CO2H, CO2CH3, alkyle C1-C18 substitué ou non substitué, alcényle C2-C18 substitué ou non substitué, alkynyle C2-C18 substitué ou non substitué, aryle substitué ou non substitué, hétéroaromatique substitué ou non substitué; x étant compris entre 6 et 20; et la ligne en pointillés représentant au moins une double liaison placée à n'importe quelle position de la chaîne latérale. Ces composés sont utiles comme antitumoraux et contiennent le composé IK-8-73-4 ayant la structure (a), qui a été isolée chez l'éponge Pachastrissa sp.