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Cercosporin | 35082-49-6

中文名称
——
中文别名
——
英文名称
Cercosporin
英文别名
9,17-dihydroxy-5,21-bis(2-hydroxypropyl)-6,20-dimethoxy-12,14-dioxahexacyclo[13.8.0.0²,¹¹.0³,⁸.0⁴,²².0¹⁸,²³]tricosa-1(15),2,4(22),5,8,10,16,18(23),20-nonaene-7,19-dione
Cercosporin化学式
CAS
35082-49-6
化学式
C29H26O10
mdl
——
分子量
——
InChiKey
DGAZLNHJYDOWLG-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 熔点:
    260℃
  • 沸点:
    894.7±65.0 °C(Predicted)
  • 密度:
    1.59±0.1 g/cm3(Predicted)
  • 溶解度:
    在氯仿的溶解度为9.80-10.20mg/mL,澄清,红色至红棕色

计算性质

  • 辛醇/水分配系数(LogP):
    2.9
  • 重原子数:
    39.0
  • 可旋转键数:
    6.0
  • 环数:
    6.0
  • sp3杂化的碳原子比例:
    0.31
  • 拓扑面积:
    151.98
  • 氢给体数:
    4.0
  • 氢受体数:
    10.0

安全信息

  • 危险品标志:
    Xn

制备方法与用途

生物活性

Cercosporin 由植物病原体 Cercosporakikuchii 和 elsinochromes、elsinoe 家族真菌产生。它是一种有效的光敏剂,具有短的活化波长,主要适用于表面 PDT(光动力研究),尤其适用于避免穿孔的研究。Cercosporin 还是 PKC 的抑制剂,并含有 PKC 活性所需的醌结构特征,其 IC50 值为 0.6-1.3 μM。

靶点

IC50: 0.6-1.3 μM (PKC)

体外研究

在 T98G 细胞中,Cercosporin 在 0.8-8.0 μM 浓度下进行光动力疗法(PDT)的效果比 U87 或 MCF7 细胞更强。T98G 细胞的 LD50 值为 0.14 J/cm²,远低于 MCF-7 和 U87 细胞线的 LD50 值 (分别为 0.26 J/cm² 和 0.24 J/cm²)。

此外,在 MCF7 和 T98G 细胞中,Cercosporin(0-3 μM)与的相互作用表现出协同细胞毒性效应,即 S(CuSO4 + Cerco) ≪ S(CuSO4) × S(Cerco),但在 U87 细胞中的效果几乎没有增加。

细胞活力测定
细胞系 人类胶质母细胞瘤细胞线 T98G 和 U87;乳腺癌细胞线 MCF-7
浓度 0 μM, 1 μM, 2 μM, 3 μM
孵育时间 24 小时
结果 仅在最呼吸活性细胞系MCF-7 和 T98G)中表现出协同细胞毒性效应。

文献信息

  • Methods for treating diseases related to the wnt pathway
    申请人:Sandia Corporation
    公开号:US10624949B1
    公开(公告)日:2020-04-21
    The present invention relates to methods for treating a disease, in which the disease arises from dysregulation of the Wnt signaling pathway. In some instances, the disease can be treated by administering a Wnt pathway inhibitory compound. In other instances, the method optionally includes conducting a genome-wide screening to determine one or more genes resulting in a reduced disease state and then identifying the gene(s) as being involved in the Wnt signaling pathway.
    本发明涉及治疗疾病的方法,其中疾病是由 Wnt 信号通路失调引起的。在某些情况下,可以通过施用抑制 Wnt 通路的化合物来治疗疾病。在其他情况下,该方法可选地包括进行全基因组筛选,以确定导致疾病状态降低的一个或多个基因,然后确定这些基因参与Wnt信号通路。
  • Degradation of Cercosporin by laccase
    申请人:Lartey T. Robert
    公开号:US20050175593A1
    公开(公告)日:2005-08-11
    Disease in plants caused by infection with cercosporin producing strains of Cercospora may be controlled by application of laccase. When applied to the locus of the plant, or parts or seed thereof, the cercosporin toxin produced by this pathogen is degraded by the enzyme, thereby preventing or minimizing damage to the plant. The laccase may be applied alone, or in combination with one or more laccase-producing microorganisms.
    植物感染产生ercosporin的菌株引起的病害 病害 可通过施用漆酶来控制。当将漆酶施用到植物的基因座或其部分或种子上时,这种病原体产生的ercosporin毒素就会被漆酶降解,从而防止或减少对植物的损害。漆酶可以单独使用,也可以与一种或多种产生漆酶的微生物结合使用。
  • US6077995A
    申请人:——
    公开号:US6077995A
    公开(公告)日:2000-06-20
  • US6872388B1
    申请人:——
    公开号:US6872388B1
    公开(公告)日:2005-03-29
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同类化合物

苝-3,10-二酮 竹红菌乙素 痂囊腔菌素A 格孢毒素II 格孢毒素I 抑制剂C 卡弗他丁A 4,9-二羟基-6,7-二(2-羟基丙基)-1,5,8,12-四甲氧基苝-3,10-二酮 1-[3,10-二羟基-12-[2-(4-羟基苯甲酰基)氧基丙基]-2,6,7,11-四甲氧基-4,9-二氧代二萘嵌苯-1-基]丙-2-基4-羟基苯甲酸酯 1-[3,10-二羟基-12-(2-羟基丙基)-2,6,7,11-四甲氧基-4,9-二氧代二萘嵌苯-1-基]丙-2-基苯甲酸酯 (1S,12aR,12bS)-1,2,12a,12b-四氢-1,4,9,12a-四羟基-3,10-苝二酮 Dimethyl 3,10-Dihydro-2,4,6,7,9,11-hexamethoxy-3,10-dioxo-1,12-perylenediacetate Elsinochrome A Alterlosin I 4,10-dihydroxy-5,9-dihydrodinaphtho<2,1-b:1',2'-d>furan-5,9-dione Stemphyltoxin I Acetic acid 6,7,12-triacetoxy-3,10-dihydroxy-4,9-dioxo-4,9-dihydro-perylen-1-yl ester 4,9-Dihydroxy-1,6,7,12-tetramethoxy-perylene-3,10-dione 1,3,4,6,8,15-Hexahydroxy-10,13-bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxymethyl)-dibenzo[a,o]perylene-7,16-dione 1,3,4,6,8,15-Hexahydroxy-10-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxymethyl)-13-methyl-dibenzo[a,o]perylene-7,16-dione Acetic acid 4,9,12-triacetoxy-3,10-dioxo-3,10-dihydro-perylen-1-yl ester Cercosporin, pure 2,11-dihydroxy-4,6,7,9-tetramethoxy-1,12-bis-n-propyl-3,10-perylenequinone 7,19-dihydroxy-5-(2-hydroxypropyl)-21-[(2R)-2-hydroxypropyl]-6,20-dimethoxy-12,14-dioxahexacyclo[13.8.0.02,11.03,8.04,22.018,23]tricosa-1,3(8),4,6,10,15,18(23),19,21-nonaene-9,17-dione 2,11-Diamino-perylene-3,10-dione Stemphyltoxin III (3aS)-7,13-dihydroxy-1t,3c,8t,10c-tetramethyl-(3ar,10ac)-1,3,3a,8,10,10a-hexahydro-2,4,9,11-tetraoxa-dibenzo[bc,kl]coronene-6,14-dione [(2S)-1-[3,10-dihydroxy-12-[(2S)-2-(4-hydroxyphenoxy)carbonyloxypropyl]-2,6,7,11-tetramethoxy-4,9-dioxoperylen-1-yl]propan-2-yl] benzoate 2,4,6,7,9,11-hexamethoxy-1,12-bis-propyl-3,10-perylenequinone 6-[1-(9,17-Dihydroxy-5,10,16,21-tetramethoxy-13-methyl-7,19-dioxo-12-hexacyclo[13.8.0.02,11.03,8.04,22.018,23]tricosa-1(15),2(11),3(8),4(22),5,9,12,16,18(23),20-decaenyl)ethylideneamino]hexane-1-sulfonic acid 1,2,5,6-tetrahydroxy-dibenzo[a,o]perylene-7,16-dione calphostin D Phleichrome calphostin A [6-acetyl-8-(3-acetyl-5,7-diacetyloxy-2-methyl-4-oxo-1H-naphthalen-1-yl)-4-acetyloxy-7-methyl-5-oxo-8H-naphthalen-2-yl] acetate (13S)-12-acetyl-9,13,17-trihydroxy-5,10,16,21-tetramethoxy-13-methylhexacyclo[13.8.0.02,11.03,8.04,22.018,23]tricosa-1(15),2(11),3(8),4(22),5,9,16,18(23),20-nonaene-7,19-dione 4,9-Dihydroxy-1,5,6,7,8,12-hexamethylperylene-3,10-dione Carbonic acid, 2-(12-(2-(benzoyloxy)propyl)-3,10-dihydro-4,9-dihydroxy-2,6,7,11-tetramethoxy-3,10-dioxo-1-perylenyl)-1-methylethyl 4-hydroxyphenyl ester (-)-Phleichrome 1,3,4,6,8,15-Hexahydroxy-9,14-diisopropyl-10,13-dimethoxy-dibenzo[a,o]perylene-7,16-dione 1,6-dihydroxydibenzoperylene-7,16-dione 5-[1-(9,17-Dihydroxy-5,10,16,21-tetramethoxy-13-methyl-7,19-dioxo-12-hexacyclo[13.8.0.02,11.03,8.04,22.018,23]tricosa-1(15),2(11),3(8),4(22),5,9,12,16,18(23),20-decaenyl)ethylideneamino]pentane-1-sulfonic acid 4-[1-(9,17-Dihydroxy-5,10,16,21-tetramethoxy-13-methyl-7,19-dioxo-12-hexacyclo[13.8.0.02,11.03,8.04,22.018,23]tricosa-1(15),2(11),3(8),4(22),5,9,12,16,18(23),20-decaenyl)ethylideneamino]butane-1-sulfonic acid Cercosporin (12R,13S)-12-acetyl-9,16-dihydroxy-13-[(1S)-1-hydroxyethyl]-5,10,15,20-tetramethoxyhexacyclo[12.8.0.02,11.03,8.04,21.017,22]docosa-1(14),2(11),3(8),4(21),5,9,15,17(22),19-nonaene-7,18-dione 10,13-dimethyl-1,3,4,6-tetrahydroxy-helianthrone 12-Acetyl-16-(butylamino)-9,17-dihydroxy-5,10,21-trimethoxy-13-methylhexacyclo[13.8.0.02,11.03,8.04,22.018,23]tricosa-1(15),2(11),3(8),4(22),5,9,12,16,18(23),20-decaene-7,19-dione 5,7,11,13,16,18,22,24-Octahydroxy-6,12,17,23-tetramethyloctacyclo[13.11.1.12,10.03,8.04,25.019,27.021,26.014,28]octacosa-3,5,7,10,12,14(28),15(27),16,18,21,23,25-dodecaene-9,20-dione [(2R)-1-[3,10-dihydroxy-12-[(2S)-2-(4-hydroxyphenoxy)carbonyloxypropyl]-2,6,7,11-tetramethoxy-4,9-dioxoperylen-1-yl]propan-2-yl] benzoate [(2S)-1-[3,10-dihydroxy-12-[(2R)-2-(4-hydroxyphenoxy)carbonyloxypropyl]-2,6,7,11-tetramethoxy-4,9-dioxoperylen-1-yl]propan-2-yl] benzoate